Title: Cuttyhunk Vacation Home Rentals from CA $230: Search Top Private Vacation Homes for Rent | Expedia.ca

[Cuttyhunk Travel Guide](https://expedia.ca/Cuttyhunk.dx3000441000)[Hotels in Cuttyhunk](https://expedia.ca/Cuttyhunk-Hotels.d3000441000.Travel-Guide-Hotels)[Vacation Rentals in Cuttyhunk](https://expedia.ca/Cuttyhunk-Vacation-Rentals.d3000441000.Travel-Guide-VacationRentals)[Flights to Cuttyhunk](https://expedia.ca/Cheap-Flights-To-Cuttyhunk.d3000441000.Travel-Guide-Flights)[Cuttyhunk Car Rentals](https://expedia.ca/Car-Rentals-In-Cuttyhunk.d3000441000.Car-Rental-Guide)[Cuttyhunk Vacation Packages](https://expedia.ca/Cuttyhunk.d3000441000.Destination-Travel-Guides)

![Oceanside Sunset Sailing](https://images.trvl-media.com/place/3000441000/2bc1d2d8-92be-4c6a-b144-79304f645daa.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/3000441000/2bc1d2d8-92be-4c6a-b144-79304f645daa.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg)  
###  
Change your mind  
Book hotels with free cancellation
- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg)  
###  
Treat yourself  
Sign in to save 10% or more on thousands of hotels  
[Sign in](https://www.expedia.ca/login)
- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg)  
###  
Be picky  
Search almost a million properties worldwide

## Check prices for these dates

In two weeks

[Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=3000441000&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=3000441000&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 5 - Jun 7](https://www.expedia.ca/Hotel-Search?regionId=3000441000&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 3 - Jul 5](https://www.expedia.ca/Hotel-Search?regionId=3000441000&startDate=2026-07-03&endDate=2026-07-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Cuttyhunk vacation homes

![TV](https://images.trvl-media.com/lodging/123000000/122060000/122059200/122059103/43b6111e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/123000000/122060000/122059200/122059103/9af88744.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/123000000/122060000/122059200/122059103/18345de5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/123000000/122060000/122059200/122059103/65607d2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Blue Haven Houseboat

[](https://www.expedia.ca/New-Bedford-Hotels-Blue-Haven-Houseboat.h122059103.Hotel-Information)

New Bedford

CA $178

CA $230 total

includes taxes & fees

Mar 16 - Mar 17

[](https://www.expedia.ca/New-Bedford-Hotels-Blue-Haven-Houseboat.h122059103.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/103000000/102910000/102903600/102903531/w1170h1522x0y0-c83022a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/103000000/102910000/102903600/102903531/43c8d00c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/103000000/102910000/102903600/102903531/ee2206e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/103000000/102910000/102903600/102903531/6a8b67bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quaint 1 Bed 1 bath private beach home. Long term renter welcome Dec 1

[](https://www.expedia.ca/South-Dartmouth-Hotels-Quaint-1-Bed-1-Bath-Private-Beach-Home-Long-Term-Renter-Welcome-Dec-1.h102903531.Hotel-Information)

Dartmouth

10/10

Exceptional

(17 reviews)

"Great location, clean house. Well stocked with supplies and beach items."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Tyler M.

CA $185

CA $498 total

includes taxes & fees

Mar 16 - Mar 17

[](https://www.expedia.ca/South-Dartmouth-Hotels-Quaint-1-Bed-1-Bath-Private-Beach-Home-Long-Term-Renter-Welcome-Dec-1.h102903531.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/93000000/92440000/92431600/92431523/3934b730.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/93000000/92440000/92431600/92431523/929c0e22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92440000/92431600/92431523/9054a4ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/93000000/92440000/92431600/92431523/2e6c1e74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ellery Bungalow #51- Island Calm Near Newport

[](https://www.expedia.ca/Middletown-Hotels-Ellery-Bungalow-51-Island-Calm-Near-Newport.h92431523.Hotel-Information)

Middletown

9.6/10

Exceptional

(94 reviews)

"This was the perfect size and location for our group of 5, would definitely stay again! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

toni g.

CA $141

CA $598 total

includes taxes & fees

Mar 18 - Mar 19

[](https://www.expedia.ca/Middletown-Hotels-Ellery-Bungalow-51-Island-Calm-Near-Newport.h92431523.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/49000000/48490000/48483300/48483278/acf9512c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/49000000/48490000/48483300/48483278/1925ab75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/49000000/48490000/48483300/48483278/f4a7a012.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/49000000/48490000/48483300/48483278/b5bfe5f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### MOST CHIC SPOT! Your Martha's Vineyard Getaway!

[](https://www.expedia.ca/Oak-Bluffs-Hotels-MOST-CHIC-SPOT-Your-Marthas-Vineyard-Getaway.h48483278.Hotel-Information)

Oak Bluffs

10/10

Exceptional

(7 reviews)

"Our kids and their friends had so much fun in the beautifully finished basement. Easy access to beach and ferry, would love to go back every year, the host was wonderful."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Swathanthra M.

CA $754

CA $1,663 total

includes taxes & fees

Mar 16 - Mar 17

[](https://www.expedia.ca/Oak-Bluffs-Hotels-MOST-CHIC-SPOT-Your-Marthas-Vineyard-Getaway.h48483278.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/79000000/78750000/78741400/78741380/dcdc8712.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, DVD player](https://images.trvl-media.com/lodging/79000000/78750000/78741400/78741380/e22d1060.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78750000/78741400/78741380/0f79d69e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/79000000/78750000/78741400/78741380/2e3c8b7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beach house walking distance to Second Beach

[](https://www.expedia.ca/Middletown-Hotels-Beach-House-Walking-Distance-To-Second-Beach.h78741380.Hotel-Information)

Easton's Point

9.8/10

Exceptional

(27 reviews)

"Beautiful home with everything you could need. Great location too! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Luc C.

CA $135

CA $710 total

includes taxes & fees

Mar 16 - Mar 17

[](https://www.expedia.ca/Middletown-Hotels-Beach-House-Walking-Distance-To-Second-Beach.h78741380.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/116000000/115160000/115155900/115155816/c30c5b95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/116000000/115160000/115155900/115155816/9ca02a6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/116000000/115160000/115155900/115155816/ec92862e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115160000/115155900/115155816/afac6491.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ellery Beach Bungalow #45- A Refined Island Escape

[](https://www.expedia.ca/Middletown-Hotels-Ellery-Beach-Bungalow-45-A-Refined-Island-Escape.h115155816.Hotel-Information)

Middletown

10/10

Exceptional

(1 review)

"Beautiful area, walking distance to the beach and restaurants, nice clean house"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Dana N.

CA $141

CA $598 total

includes taxes & fees

Mar 17 - Mar 18

[](https://www.expedia.ca/Middletown-Hotels-Ellery-Beach-Bungalow-45-A-Refined-Island-Escape.h115155816.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/34000000/33570000/33564900/33564802/dc424ea5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/34000000/33570000/33564900/33564802/850adf08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, DVD player, stereo](https://images.trvl-media.com/lodging/34000000/33570000/33564900/33564802/446ec9da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33570000/33564900/33564802/f9259183.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Located Steps Away To Main Street And .7 Miles From Surf Drive Beach

[](https://www.expedia.ca/Falmouth-Hotels-Located-Steps-Away-To-Main-Street-And-7-Miles-From-Surf-Drive-Beach.h33564802.Hotel-Information)

Falmouth

10/10

Exceptional

(212 reviews)

"This beautiful well-appointed home was the perfect spot for a girlfriend’s getaway. Walkable to the shops and restaurants, nice big rooms for chats, and a great kitchen island to congregate around for breakfast. We loved our time here!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Annemarie G.

CA $165

CA $611 total

includes taxes & fees

Mar 17 - Mar 18

[](https://www.expedia.ca/Falmouth-Hotels-Located-Steps-Away-To-Main-Street-And-7-Miles-From-Surf-Drive-Beach.h33564802.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/104000000/103440000/103431300/103431272/w1277h848x3y5-3151e9da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, computer monitors](https://images.trvl-media.com/lodging/104000000/103440000/103431300/103431272/w1276h848x4y5-7517984a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103440000/103431300/103431272/w1280h849x0y4-0a85db64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, computer monitors](https://images.trvl-media.com/lodging/104000000/103440000/103431300/103431272/e27a6574.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Middletown Bungalow - RIBryan Property

[](https://www.expedia.ca/Middletown-Hotels-Middletown-Modern-Bungalow-RIBryan-Property.h103431272.Hotel-Information)

Middletown

9.4/10

Exceptional

(14 reviews)

"Wonderful house and great location!! Super responsive host. Great vacation, thank you!!! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kristen P.

CA $302

CA $802 total

includes taxes & fees

Mar 17 - Mar 18

[](https://www.expedia.ca/Middletown-Hotels-Middletown-Modern-Bungalow-RIBryan-Property.h103431272.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/79000000/78190000/78183300/78183300/f462c27f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78190000/78183300/78183300/dbe99d9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/79000000/78190000/78183300/78183300/965aa78b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/79000000/78190000/78183300/78183300/9c21b73d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### NEW! Renovated Family-Friendly Vineyard Haven Home, Close to town!

[](https://www.expedia.ca/Vineyard-Haven-Hotels-NEW-Renovated-Family-Friendly-Vineyard-Haven-Home.h78183300.Hotel-Information)

Tisbury

10/10

Exceptional

(16 reviews)

"We had an amazing time at this beautiful home. Great, clean space to spend an evening visit with friends and family. Great location with easy access around the island. Would highly recommend! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jennifer T.

CA $686

CA $1,488 total

includes taxes & fees

Mar 17 - Mar 18

[](https://www.expedia.ca/Vineyard-Haven-Hotels-NEW-Renovated-Family-Friendly-Vineyard-Haven-Home.h78183300.Hotel-Information)

![Smart TV, books](https://images.trvl-media.com/lodging/105000000/104150000/104141900/104141861/3015598e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/105000000/104150000/104141900/104141861/3771ef4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104150000/104141900/104141861/6792f460.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/105000000/104150000/104141900/104141861/fe6ff6da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Scenic 4BR/3BA Waterfront Getaway with private dock, kayaks & Stunning Views

[](https://www.expedia.ca/South-Dartmouth-Hotels-Cozy.h104141861.Hotel-Information)

Dartmouth

10/10

Exceptional

(14 reviews)

"Beautiful home, well maintained, incredibly hospitable and responsive host. Kitchen is well equipped and amply stocked with cooking essential and extras for feeding your guests. Wonderful spacious yard great for outdoor fun."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Nick R.

CA $1,138

CA $1,972 total

includes taxes & fees

Mar 21 - Mar 22

[](https://www.expedia.ca/South-Dartmouth-Hotels-Cozy.h104141861.Hotel-Information)

![TV, fireplace, books](https://images.trvl-media.com/lodging/49000000/48490000/48483300/48483217/c76c5bcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/49000000/48490000/48483300/48483217/b46dfa50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, books](https://images.trvl-media.com/lodging/49000000/48490000/48483300/48483217/f9457118.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/49000000/48490000/48483300/48483217/e6152028.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!

[](https://www.expedia.ca/Oak-Bluffs-Hotels-A-NOSTALGIC-SPACE-Your-Marthas-Vineyard-Getaway.h48483217.Hotel-Information)

Oak Bluffs

9.4/10

Exceptional

(3 reviews)

"This house was perfect for our getaway. Rebecca, the host, was extremely responsive and helpful during our trip. The house was as advertised. It was clean, well equipped, and the location was perfect as well "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Louis R.

CA $480

CA $1,226 total

includes taxes & fees

Mar 16 - Mar 17

[](https://www.expedia.ca/Oak-Bluffs-Hotels-A-NOSTALGIC-SPACE-Your-Marthas-Vineyard-Getaway.h48483217.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103440000/103432500/103432449/2ce2d120.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103440000/103432500/103432449/dcb33e78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103440000/103432500/103432449/221891c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103440000/103432500/103432449/a33bdb8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Little Creek Retreat - RIBryan Property

[](https://www.expedia.ca/Middletown-Hotels-Little-Creek-Retreat-RIBryan-Property.h103432449.Hotel-Information)

Middletown

9.4/10

Exceptional

(14 reviews)

"Best stay "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Justin R.

CA $330

CA $922 total

includes taxes & fees

Mar 17 - Mar 18

[](https://www.expedia.ca/Middletown-Hotels-Little-Creek-Retreat-RIBryan-Property.h103432449.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/116000000/115460000/115457600/115457583/36e93354.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115460000/115457600/115457583/ed3d7332.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/116000000/115460000/115457600/115457583/17274708.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/116000000/115460000/115457600/115457583/9c2bd44e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ellery Beach Bungalow #47- Relaxed Island Living

[](https://www.expedia.ca/Middletown-Hotels-Ellery-Beach-Bungalow-47-Relaxed-Island-Living.h115457583.Hotel-Information)

Middletown

10/10

Exceptional

(4 reviews)

"Fantastic stay! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Cristin C.

CA $173

CA $641 total

includes taxes & fees

Mar 31 - Apr 1

[](https://www.expedia.ca/Middletown-Hotels-Ellery-Beach-Bungalow-47-Relaxed-Island-Living.h115457583.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33740000/33734400/33734316/8ce14f0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/34000000/33740000/33734400/33734316/de1fe591.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/34000000/33740000/33734400/33734316/60d02931.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/34000000/33740000/33734400/33734316/60b17756.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Oak Bluffs - Quiet neighborhood

[](https://www.expedia.ca/Oak-Bluffs-Hotels-Oak-Bluffs-Quiet-Neighborhood.h33734316.Hotel-Information)

Oak Bluffs

9.4/10

Exceptional

(43 reviews)

"Perfectly situated!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Damani B.

CA $412

CA $919 total

includes taxes & fees

Mar 18 - Mar 19

[](https://www.expedia.ca/Oak-Bluffs-Hotels-Oak-Bluffs-Quiet-Neighborhood.h33734316.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/116000000/115410000/115400900/115400854/b98393ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/116000000/115410000/115400900/115400854/2c8ca6ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/116000000/115410000/115400900/115400854/w1024h679x0y3-1a62f5d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/116000000/115410000/115400900/115400854/w1024h678x0y4-5f41b9db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Between Beaches

[](https://www.expedia.ca/Middletown-Hotels-Between-Beaches.h115400854.Hotel-Information)

Easton's Point

8.0/10

Very good

(1 review)

CA $262

CA $978 total

includes taxes & fees

Mar 17 - Mar 18

[](https://www.expedia.ca/Middletown-Hotels-Between-Beaches.h115400854.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/123000000/122060000/122059100/122059054/ec0a550c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/123000000/122060000/122059100/122059054/17221387.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/123000000/122060000/122059100/122059054/w1440h1648x0y0-55b95c56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/123000000/122060000/122059100/122059054/aa23d432.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Drift Loft Houseboat

[](https://www.expedia.ca/New-Bedford-Hotels-Drift-Loft-Houseboat.h122059054.Hotel-Information)

New Bedford

CA $233

CA $296 total

includes taxes & fees

Mar 17 - Mar 18

[](https://www.expedia.ca/New-Bedford-Hotels-Drift-Loft-Houseboat.h122059054.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/116000000/115460000/115457600/115457598/a6b8b7c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115460000/115457600/115457598/657940b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/116000000/115460000/115457600/115457598/2baf50f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/116000000/115460000/115457600/115457598/ce455fe0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ellery Bungalow #49 - Minutes from the Sand

[](https://www.expedia.ca/Middletown-Hotels-Ellery-Bungalow-49-Minutes-From-The-Sand.h115457598.Hotel-Information)

Middletown

10/10

Exceptional

(1 review)

"Had a wonderful stay; loved that it was within walking distance to great places to eat and also the beach.Everything was clean and cozy. I highly recommend it if you would like to check out Newport and the surrounding towns.Owners were very responsive if needed. We loved our trip!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Cheryl H.

CA $141

CA $598 total

includes taxes & fees

Mar 18 - Mar 19

[](https://www.expedia.ca/Middletown-Hotels-Ellery-Bungalow-49-Minutes-From-The-Sand.h115457598.Hotel-Information)

![TV, fireplace](https://images.trvl-media.com/lodging/102000000/101860000/101856900/101856830/cb94a1eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/102000000/101860000/101856900/101856830/29afd0a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/102000000/101860000/101856900/101856830/e5f67791.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/102000000/101860000/101856900/101856830/38ebf860.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Solo Fish - Family home, walk to beach and pool!

[](https://www.expedia.ca/Middletown-Hotels-Solo-Fish-Family-Home.h101856830.Hotel-Information)

Middletown

9.0/10

Wonderful

(2 reviews)

"Everything about our stay was perfect. The house was extremely clean and very spacious! We were there celebrating my wedding and hosting many people. All the girls got ready there in the morning and we had so much room! Taking pictures in the home that will last us a lifetime made is super easy due to how clean and modern the home was. We all felt so comfortable there and really enjoyed the backyard as well. We will definitely be coming back!Lastly, the management team was 10/10\. They answered...

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jenna M.

CA $778

CA $1,823 total

includes taxes & fees

Mar 16 - Mar 17

[](https://www.expedia.ca/Middletown-Hotels-Solo-Fish-Family-Home.h101856830.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/113000000/112100000/112096600/112096519/9d8b0d9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/113000000/112100000/112096600/112096519/9c2705c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/113000000/112100000/112096600/112096519/aa9a1a17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/113000000/112100000/112096600/112096519/24695554.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spectacular View from Rooftop Deck | Sleeps 12

[](https://www.expedia.ca/Middletown-Hotels-Spectacular-View-From-Rooftop-Deck-Sleeps-12.h112096519.Hotel-Information)

Easton's Point

10/10

Exceptional

(1 review)

"After finding out we had booked hotel rooms with the wrong hotel there were no rooms available last minute for a group of six. Stay Newport was able to get us in last minute and the lodging was wonderful. Very responsive communication. Great location. Very clean and well taken care of property. We wish we could have stayed for a few more days!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Devon D.

CA $963

CA $2,304 total

includes taxes & fees

Mar 17 - Mar 18

[](https://www.expedia.ca/Middletown-Hotels-Spectacular-View-From-Rooftop-Deck-Sleeps-12.h112096519.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/66000000/65560000/65554100/65554090/86f269ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/66000000/65560000/65554100/65554090/c22646ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/66000000/65560000/65554100/65554090/ecee4cd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/66000000/65560000/65554100/65554090/6e922e9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Double lot walk to beach 5 bed 7 bath, large yard

[](https://www.expedia.ca/Middletown-Hotels-Double-Lot-Walk-To-Beach-5-Bed-7-Bath.h65554090.Hotel-Information)

Easton's Point

9.8/10

Exceptional

(26 reviews)

"We enjoyed our stay at the home. Very well maintained."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anmol P.

CA $897

CA $2,123 total

includes taxes & fees

Mar 16 - Mar 17

[](https://www.expedia.ca/Middletown-Hotels-Double-Lot-Walk-To-Beach-5-Bed-7-Bath.h65554090.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-03-29&endDate=2026-03-30&regionId=3000441000&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

The Annual Vacation Sale 

Members save up to 40% on hotels and homes. Plan this year’s big trip and save. 

[Book now](https://expedia.ca/deals?rfrr=AA_SPRING_PROMO_3000441000)

## Find vacation rentals that suit your style

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Cuttyhunk%2C+Massachusetts%2C+United+States+of+America&regionId=3000441000&latLong=41.42218%2C-70.929092&adults=2&startDate=2026-06-13&d1=2026-06-13&endDate=2026-06-16&d2=2026-06-16&lodging=VACATION_HOME)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Cuttyhunk%2C+Massachusetts%2C+United+States+of+America&regionId=3000441000&latLong=41.42218%2C-70.929092&adults=2&startDate=2026-06-13&d1=2026-06-13&endDate=2026-06-16&d2=2026-06-16&lodging=COTTAGE)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Cuttyhunk%2C+Massachusetts%2C+United+States+of+America&regionId=3000441000&latLong=41.42218%2C-70.929092&adults=2&startDate=2026-06-13&d1=2026-06-13&endDate=2026-06-16&d2=2026-06-16&lodging=APARTMENT)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Cuttyhunk%2C+Massachusetts%2C+United+States+of+America&regionId=3000441000&latLong=41.42218%2C-70.929092&adults=2&startDate=2026-06-13&d1=2026-06-13&endDate=2026-06-16&d2=2026-06-16&lodging=CONDO)

![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg)

Save an average of 15% on thousands of hotels when you're signed in

[Sign in

](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FCuttyhunk-Private-Vacation-Homes.d3000441000-aaPrivateVacationHomes.Travel-Guide-Accommodation)[

Sign up, it's free

](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FCuttyhunk-Private-Vacation-Homes.d3000441000-aaPrivateVacationHomes.Travel-Guide-Accommodation)

## Top Cuttyhunk Hotel Reviews

![Inn on the Square](https://images.trvl-media.com/lodging/1000000/10000/10000/9953/aa02dacb_y.jpg)

### Inn on the Square

6/10 Okay

"Hotel is definitely looking tired. It could also use a deep cleaning, especially in the common areas. Only encountered one staff member at the front desk and she was lovely. Room was decent, but lots of wear and tear. Fortunately bed was comfortable, but pillow pillows were awful with feathers poking into your head and very flimsy. We continue to stay here due to the location as you can walk right into town and it’s just off the bike path. Hopefully they’ll put some more attention into the property."

[](https://expedia.ca/Falmouth-Hotels-Inn-On-The-Square.h9953.Hotel-Information)

![Best Western Dartmouth-New Bedford](https://images.trvl-media.com/lodging/2000000/1540000/1535900/1535858/5997e696_y.jpg)

### Best Western Dartmouth-New Bedford

6/10 Okay

"The property is dated. The staff was very nice and responsive to our needs. The rooms themselves needed work, though serviceable. It served our purpose...a place to stay. Otherwise, nothing memorable except the couple of cockroaches we had as roommates, and the dated heating units were loud. "

[](https://expedia.ca/North-Dartmouth-Hotels-Best-Western-Dartmouth-New-Bedford.h1535858.Hotel-Information)

![Baymont by Wyndham North Dartmouth / Fall River](https://images.trvl-media.com/lodging/1000000/20000/13800/13758/f635e897_y.jpg)

### Baymont by Wyndham North Dartmouth / Fall River

10/10 Excellent

"Exciting "

[](https://expedia.ca/North-Dartmouth-Hotels-Baymont-By-Wyndham-North-Dartmouth.h13758.Hotel-Information)

![Hampton Inn by Hilton New Bedford/Fairhaven](https://images.trvl-media.com/lodging/1000000/60000/55000/54948/9bfe4d46_y.jpg)

### Hampton Inn by Hilton New Bedford/Fairhaven

10/10 Excellent

"Everything was great and I will see you again next year."

[](https://expedia.ca/Fairhaven-Hotels-Hampton-Inn-By-Hilton-New-BedfordFairhaven.h54948.Hotel-Information)

![Falmouth Tides ](https://images.trvl-media.com/lodging/70000000/69380000/69374600/69374512/f94eb17c_y.jpg)

### Falmouth Tides 

10/10 Excellent

"Clean room, great for people who love looking for rocks since the beach is right behind it. "

[](https://expedia.ca/Falmouth-Hotels-Falmouth-Tides-Motel.h69374512.Hotel-Information)

![New Bedford Harbor Hotel, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/24000000/23260000/23251300/23251279/8eadcb26_y.jpg)

### New Bedford Harbor Hotel, an Ascend Collection Hotel

10/10 Excellent

"Defintely off season: rate and amenities. Think hotal was almost empty mid week and few staff. Hotel had a relaxed vibe. But the room was good, the bed comfortable"

[](https://expedia.ca/New-Bedford-Hotels-New-Bedford-Harbor-Hotel.h23251279.Hotel-Information)

![Fairfield Inn & Suites by Marriott New Bedford](https://images.trvl-media.com/lodging/4000000/3560000/3551400/3551384/eb19fbf7_y.jpg)

### Fairfield Inn & Suites by Marriott New Bedford

10/10 Excellent

"I was very satisfied with the cleanliness of the room and friendliness of the staff. It was a quick check in time, easy check out. The only inconvenience was the lack of parking. There was an event going on so there was no parking we had to drive around a few times and then park in a handicap spot until something opened up. Other than that we had a great time. Food recommendations were a 5/5! "

[](https://expedia.ca/New-Bedford-Hotels-Fairfield-Inn-Suites-By-Marriott-New-Bedford.h3551384.Hotel-Information)

![Whaler Inn and Suites](https://images.trvl-media.com/lodging/1000000/30000/27500/27418/ef2e465b_y.jpg)

### Whaler Inn and Suites

10/10 Excellent

"Clean room. Everything worked. Friendly front desk staff. Would stay again."

[](https://expedia.ca/New-Bedford-Hotels-Whaler-Inn-And-Suites.h27418.Hotel-Information)

![Seaport Resort & Marina](https://images.trvl-media.com/lodging/1000000/550000/544000/543980/88e820cc_y.jpg)

### Seaport Resort & Marina

4/10 Poor

"The pool was the only nice part about this hotel. "

[](https://expedia.ca/Fairhaven-Hotels-Seaport-Inn-Marina.h543980.Hotel-Information)

## Find out more about Cuttyhunk

## Cuttyhunk Vacation Homes information

| Number of reviews | 482                |
| ----------------- | ------------------ |
| Accommodation     | 468 Vacation Homes |
| Lowest Price      | CA $230            |
| Highest Price     | CA $2,304          |

## Explore a world of travel with Expedia

- Lodging
- Flights
- Packages
- Cars
- Vacation Rental
- Other
- More ways to book

- [4 Star Hotels in Bliss Corner ](https://www.expedia.ca/4Star-Bliss-Corner-Hotels.s40-0-d553248635976386960.Travel-Guide-Filter-Hotels)
- [Aparthotels in Aquinnah ](https://www.expedia.ca/Aquinnah-Apart-Hotels.d553248634998599060-aaApartHotels.Travel-Guide-Accommodation)
- [B&B in Aquinnah ](https://www.expedia.ca/Aquinnah-Bed-And-Breakfast.d553248634998599060-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Hotels near Aquinnah Cliffs ](https://www.expedia.ca/Aquinnah-Cliffs-Hotels.0-l6091789-0.Travel-Guide-Filter-Hotels)
- [Guest Houses in Aquinnah ](https://www.expedia.ca/Aquinnah-Guest-Houses.d553248634998599060-aaGuestHouses.Travel-Guide-Accommodation)
- [Holiday Park Resorts in Aquinnah ](https://www.expedia.ca/Aquinnah-Holiday-Parks.d553248634998599060-aaHolidayParks.Travel-Guide-Accommodation)
- [Hotels with a Pool in Aquinnah ](https://www.expedia.ca/Aquinnah-Hotels-Hotel-With-Pool.0-0-d553248634998599060-tHotelwithPool.Travel-Guide-Filter-Hotels)
- [Aquinnah Hotels ](https://www.expedia.ca/Aquinnah-Hotels.d553248634998599060.Travel-Guide-Hotels)
- [Inns in Aquinnah ](https://www.expedia.ca/Aquinnah-Inns.d553248634998599060-aaInns.Travel-Guide-Accommodation)
- [Resorts in Aquinnah ](https://www.expedia.ca/Aquinnah-Resort-Hotels.d553248634998599060-aaResortHotels.Travel-Guide-Accommodation)
- [Aparthotels in Chilmark ](https://www.expedia.ca/Chilmark-Apart-Hotels.d6135676-aaApartHotels.Travel-Guide-Accommodation)
- [B&B in Chilmark ](https://www.expedia.ca/Chilmark-Bed-And-Breakfast.d6135676-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Beach Hotel Hotels in Chilmark ](https://www.expedia.ca/Chilmark-Hotels-Beach-Hotel.0-0-d6135676-tBeachHotel.Travel-Guide-Filter-Hotels)
- [Cheap Hotels in Chilmark ](https://www.expedia.ca/Chilmark-Hotels-Cheap-Hotels.0-0-d6135676-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Hotels with Balconies in Chilmark ](https://www.expedia.ca/Chilmark-Hotels-Hotels-With-Balconies.0-0-d6135676-tHotelswithBalconies.Travel-Guide-Filter-Hotels)
- [Pet-Friendly Hotels in Chilmark ](https://www.expedia.ca/Chilmark-Hotels-Pet-Friendly-Hotel.0-0-d6135676-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
- [Chilmark Hotels ](https://www.expedia.ca/Chilmark-Hotels.d6135676.Travel-Guide-Hotels)
- [Hotels near Cornell Farm ](https://www.expedia.ca/Cornell-Farm-Hotels.0-l553248621532666397-0.Travel-Guide-Filter-Hotels)
- [Apartments in Dartmouth ](https://www.expedia.ca/Dartmouth-Apartments.d553248634999219757-aaApartments.Travel-Guide-Accommodation)
- [B&B in Dartmouth ](https://www.expedia.ca/Dartmouth-Bed-And-Breakfast.d553248634999219757-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Guest Houses in Dartmouth ](https://www.expedia.ca/Dartmouth-Guest-Houses.d553248634999219757-aaGuestHouses.Travel-Guide-Accommodation)
- [Cheap Hotels in Dartmouth ](https://www.expedia.ca/Dartmouth-Hotels-Cheap-Hotels.0-0-d553248634999219757-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Historic Hotels in Dartmouth ](https://www.expedia.ca/Dartmouth-Hotels-Historic-Hotel.0-0-d553248634999219757-tHistoricHotel.Travel-Guide-Filter-Hotels)
- [Hotels with a Pool in Dartmouth ](https://www.expedia.ca/Dartmouth-Hotels-Hotel-With-Pool.0-0-d553248634999219757-tHotelwithPool.Travel-Guide-Filter-Hotels)
- [Hotels with Bar in Dartmouth ](https://www.expedia.ca/Dartmouth-Hotels-Hotels-With-Bar.0-0-d553248634999219757-tHotelswithBar.Travel-Guide-Filter-Hotels)
- [Hotels with Free Breakfast in Dartmouth ](https://www.expedia.ca/Dartmouth-Hotels-Hotels-With-Free-Breakfast.0-0-d553248634999219757-tHotelswithFreeBreakfast.Travel-Guide-Filter-Hotels)
- [Hotels with Free Parking in Dartmouth ](https://www.expedia.ca/Dartmouth-Hotels-Hotels-With-Free-Parking.0-0-d553248634999219757-tHotelswithFreeParking.Travel-Guide-Filter-Hotels)
- [Hotels with Hot Tubs in Dartmouth ](https://www.expedia.ca/Dartmouth-Hotels-Hotels-With-Hot-Tubs.0-0-d553248634999219757-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels)
- [Hotels with an Indoor Pool in Dartmouth ](https://www.expedia.ca/Dartmouth-Hotels-Hotels-With-Indoor-Pool.0-0-d553248634999219757-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels)
- [Hotels with Kitchenettes in Dartmouth ](https://www.expedia.ca/Dartmouth-Hotels-Hotels-With-Kitchenettes.0-0-d553248634999219757-tHotelswithKitchenettes.Travel-Guide-Filter-Hotels)
- [Hotels with smoking rooms in Dartmouth ](https://www.expedia.ca/Dartmouth-Hotels-Hotels-With-Smoking-Rooms.0-0-d553248634999219757-tHotelswithsmokingrooms.Travel-Guide-Filter-Hotels)
- [Lgbt Friendly Hotels in Dartmouth ](https://www.expedia.ca/Dartmouth-Hotels-LGBT-Friendly-Hotel.0-0-d553248634999219757-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels)
- [Spa Hotels in Dartmouth ](https://www.expedia.ca/Dartmouth-Hotels-Spa-Hotel.0-0-d553248634999219757-tSpaHotel.Travel-Guide-Filter-Hotels)
- [Dartmouth Hotels ](https://www.expedia.ca/Dartmouth-Hotels.d553248634999219757.Travel-Guide-Hotels)
- [Motels in Dartmouth ](https://www.expedia.ca/Dartmouth-Motels.d553248634999219757-aaMotels.Travel-Guide-Accommodation)
- [Hotels near Gay Head Lighthouse ](https://www.expedia.ca/Gay-Head-Lighthouse-Hotels.0-l6091787-0.Travel-Guide-Filter-Hotels)
- [Gosnold Hotels ](https://www.expedia.ca/Gosnold-Hotels.d553248634998690090.Travel-Guide-Hotels)
- [Inns in Gosnold ](https://www.expedia.ca/Gosnold-Inns.d553248634998690090-aaInns.Travel-Guide-Accommodation)
- [Hotels near Horseneck State Beach ](https://www.expedia.ca/Horseneck-State-Beach-Hotels.0-l553248621532666193-0.Travel-Guide-Filter-Hotels)
- [Hotels near Lambert's Cove Beach ](https://www.expedia.ca/Lamberts-Cove-Beach-Hotels.0-l6091805-0.Travel-Guide-Filter-Hotels)
- [Hotels near Lucy Vincent Beach ](https://www.expedia.ca/Lucy-Vincent-Beach-Hotels.0-l553248621532666148-0.Travel-Guide-Filter-Hotels)
- [Martha's Vineyard Hotels ](https://www.expedia.ca/Marthas-Vineyard-Hotels.d6047691.Travel-Guide-Hotels)
- [Farmstay in Menemsha ](https://www.expedia.ca/Menemsha-Agritourism.d6060685-aaAgritourism.Travel-Guide-Accommodation)
- [Beach Hotel Hotels in Menemsha ](https://www.expedia.ca/Menemsha-Hotels-Beach-Hotel.0-0-d6060685-tBeachHotel.Travel-Guide-Filter-Hotels)
- [Hotels with a Pool in Menemsha ](https://www.expedia.ca/Menemsha-Hotels-Hotel-With-Pool.0-0-d6060685-tHotelwithPool.Travel-Guide-Filter-Hotels)
- [Luxury Hotels in Menemsha ](https://www.expedia.ca/Menemsha-Hotels-Luxury-Hotel.0-0-d6060685-tLuxuryHotel.Travel-Guide-Filter-Hotels)
- [Menemsha Hotels ](https://www.expedia.ca/Menemsha-Hotels.d6060685.Travel-Guide-Hotels)
- [Inns in Menemsha ](https://www.expedia.ca/Menemsha-Inns.d6060685-aaInns.Travel-Guide-Accommodation)
- [Hotels near New Bedford Art Museum ](https://www.expedia.ca/New-Bedford-Art-Museum-Hotels.0-l553248621532666406-0.Travel-Guide-Filter-Hotels)
- [New Bedford Hotels ](https://www.expedia.ca/New-Bedford-Hotels.d1180.Travel-Guide-Hotels)
- [Hotels near New Bedford Seastreak Ferry Terminal ](https://www.expedia.ca/New-Bedford-Seastreak-Ferry-Terminal-Hotels.0-l553248635976705931-0.Travel-Guide-Filter-Hotels)
- [Hotels near New Bedford Whaling Museum ](https://www.expedia.ca/New-Bedford-Whaling-Museum-Hotels.0-l6091777-0.Travel-Guide-Filter-Hotels)
- [Aparthotels in South Dartmouth ](https://www.expedia.ca/South-Dartmouth-Apart-Hotels.d159867-aaApartHotels.Travel-Guide-Accommodation)
- [B&B in South Dartmouth ](https://www.expedia.ca/South-Dartmouth-Bed-And-Breakfast.d159867-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Guest Houses in South Dartmouth ](https://www.expedia.ca/South-Dartmouth-Guest-Houses.d159867-aaGuestHouses.Travel-Guide-Accommodation)
- [Boutique Hotels in South Dartmouth ](https://www.expedia.ca/South-Dartmouth-Hotels-Boutique-Hotel.0-0-d159867-tBoutiqueHotel.Travel-Guide-Filter-Hotels)
- [Cheap Hotels in South Dartmouth ](https://www.expedia.ca/South-Dartmouth-Hotels-Cheap-Hotels.0-0-d159867-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Hotels with a Pool in South Dartmouth ](https://www.expedia.ca/South-Dartmouth-Hotels-Hotel-With-Pool.0-0-d159867-tHotelwithPool.Travel-Guide-Filter-Hotels)
- [Luxury Hotels in South Dartmouth ](https://www.expedia.ca/South-Dartmouth-Hotels-Luxury-Hotel.0-0-d159867-tLuxuryHotel.Travel-Guide-Filter-Hotels)
- [South Dartmouth Hotels ](https://www.expedia.ca/South-Dartmouth-Hotels.d159867.Travel-Guide-Hotels)
- [Motels in South Dartmouth ](https://www.expedia.ca/South-Dartmouth-Motels.d159867-aaMotels.Travel-Guide-Accommodation)
- [Hotels near West Island ](https://www.expedia.ca/West-Island-Hotels.0-l553248635976196953-0.Travel-Guide-Filter-Hotels)
- [Cheap Hotels in West Tisbury ](https://www.expedia.ca/West-Tisbury-Hotels-Cheap-Hotels.0-0-d3000007836-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Hotels with a Pool in West Tisbury ](https://www.expedia.ca/West-Tisbury-Hotels-Hotel-With-Pool.0-0-d3000007836-tHotelwithPool.Travel-Guide-Filter-Hotels)
- [Luxury Hotels in West Tisbury ](https://www.expedia.ca/West-Tisbury-Hotels-Luxury-Hotel.0-0-d3000007836-tLuxuryHotel.Travel-Guide-Filter-Hotels)
- [Shopping Hotels in West Tisbury ](https://www.expedia.ca/West-Tisbury-Hotels-Shopping-Hotel.0-0-d3000007836-tShoppingHotel.Travel-Guide-Filter-Hotels)
- [West Tisbury Hotels ](https://www.expedia.ca/West-Tisbury-Hotels.d3000007836.Travel-Guide-Hotels)
- [Farmstay in Westport ](https://www.expedia.ca/Westport-Agritourism.d9742-aaAgritourism.Travel-Guide-Accommodation)
- [B&B in Westport ](https://www.expedia.ca/Westport-Bed-And-Breakfast.d9742-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Chalets in Westport ](https://www.expedia.ca/Westport-Chalets.d9742-aaChalets.Travel-Guide-Accommodation)
- [Guest Houses in Westport ](https://www.expedia.ca/Westport-Guest-Houses.d9742-aaGuestHouses.Travel-Guide-Accommodation)
- [Holiday Park Resorts in Westport ](https://www.expedia.ca/Westport-Holiday-Parks.d9742-aaHolidayParks.Travel-Guide-Accommodation)
- [Hostels in Westport ](https://www.expedia.ca/Westport-Hostels.d9742-aaHostels.Travel-Guide-Accommodation)
- [Hotels with Hot Tubs in Westport ](https://www.expedia.ca/Westport-Hotels-Hotels-With-Hot-Tubs.0-0-d9742-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels)
- [Hotels with an Indoor Pool in Westport ](https://www.expedia.ca/Westport-Hotels-Hotels-With-Indoor-Pool.0-0-d9742-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels)
- [Pet-Friendly Hotels in Westport ](https://www.expedia.ca/Westport-Hotels-Pet-Friendly-Hotel.0-0-d9742-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
- [Winery Hotels in Westport ](https://www.expedia.ca/Westport-Hotels-Winery-Hotel.0-0-d9742-tWineryHotel.Travel-Guide-Filter-Hotels)
- [Westport Hotels ](https://www.expedia.ca/Westport-Hotels.d9742.Travel-Guide-Hotels)
- [Houseboats in Westport ](https://www.expedia.ca/Westport-Houseboats.d9742-aaHouseboats.Travel-Guide-Accommodation)
- [Inns in Westport ](https://www.expedia.ca/Westport-Inns.d9742-aaInns.Travel-Guide-Accommodation)
- [Motels in Westport ](https://www.expedia.ca/Westport-Motels.d9742-aaMotels.Travel-Guide-Accommodation)
- [Resorts in Westport ](https://www.expedia.ca/Westport-Resort-Hotels.d9742-aaResortHotels.Travel-Guide-Accommodation)
- [Townhomes in Westport ](https://www.expedia.ca/Westport-Townhomes.d9742-aaTownhomes.Travel-Guide-Accommodation)

- [Flights to South Dartmouth ](https://www.expedia.ca/Cheap-Flights-To-South-Dartmouth.d159867.Travel-Guide-Flights)
- [Flights from Aquinnah ](https://www.expedia.ca/lp/flights/553248634998599060/flights-from-aquinnah)
- [Flights from Dartmouth ](https://www.expedia.ca/lp/flights/553248634999219757/flights-from-dartmouth)
- [Flights from Westport ](https://www.expedia.ca/lp/flights/9742/flights-from-westport)

- [Aquinnah Cliffs ](https://www.expedia.ca/Aquinnah-Cliffs-Aquinnah.d6091789.Vacation-Attraction)
- [Visit Aquinnah ](https://www.expedia.ca/Aquinnah.dx553248634998599060)
- [Gay Head Lighthouse ](https://www.expedia.ca/Gay-Head-Lighthouse-Aquinnah.d6091787.Vacation-Attraction)
- [Horseneck State Beach ](https://www.expedia.ca/Horseneck-State-Beach-Westport.d553248621532666193.Vacation-Attraction)
- [Lambert's Cove Beach ](https://www.expedia.ca/Lamberts-Cove-Beach-Vineyard-Haven.d6091805.Vacation-Attraction)
- [Martha's Vineyard Vacations ](https://www.expedia.ca/Marthas-Vineyard.d6047691.Destination-Travel-Guides)
- [New Bedford Seastreak Ferry Terminal ](https://www.expedia.ca/New-Bedford-Seastreak-Ferry-Terminal-New-Bedford.d553248635976705931.Vacation-Attraction)
- [Visit South Dartmouth ](https://www.expedia.ca/South-Dartmouth.dx159867)

- [Car rental Chilmark ](https://www.expedia.ca/Car-Rentals-In-Chilmark.d6135676.Car-Rental-Guide)
- [Car rental Westport ](https://www.expedia.ca/Car-Rentals-In-Westport.d9742.Car-Rental-Guide)

- [South Dartmouth Vacation Rentals ](https://www.expedia.ca/South-Dartmouth-Vacation-Rentals.d159867.Travel-Guide-VacationRentals)

- [Things to do in Chilmark ](https://www.expedia.ca/Things-To-Do-In-Chilmark.d6135676.Travel-Guide-Activities)
- [Things to do in Menemsha ](https://www.expedia.ca/Things-To-Do-In-Menemsha.d6060685.Travel-Guide-Activities)

- [Book Vacation Homes in Cuttyhunk on Expedia.com ](https://www.expedia.com/Cuttyhunk-Private-Vacation-Homes.d3000441000-aaPrivateVacationHomes.Travel-Guide-Accommodation)