Title: Cuttyhunk Vacation Home Rentals from CA $228: 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)

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## 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)

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

![Interior](https://images.trvl-media.com/lodging/123000000/122060000/122059200/122059103/a29a09a2.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 $177

CA $228 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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102910000/102903600/102903531/c1974577.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)

![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 $184

CA $495 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)

![Interior](https://images.trvl-media.com/lodging/79000000/78750000/78741400/78741380/dcdc8712.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)

![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)

### 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 $134

CA $706 total

includes taxes & fees

Mar 16 - Mar 17

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

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

![Exterior](https://images.trvl-media.com/lodging/93000000/92440000/92431600/92431523/f4fe6d80.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 17 - Mar 18

[](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)

![Smart TV](https://images.trvl-media.com/lodging/49000000/48490000/48483300/48483278/76fe1a2e.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 $750

CA $1,653 total

includes taxes & fees

Mar 15 - Mar 16

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

![TV](https://images.trvl-media.com/lodging/116000000/115160000/115155900/115155816/de28f5ee.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 $140

CA $594 total

includes taxes & fees

Mar 19 - Mar 20

[](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 $164

CA $607 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)

![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)

![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)

![Dining](https://images.trvl-media.com/lodging/105000000/104150000/104141900/104141861/c00f7dc6.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)

### 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 $1,074

CA $1,888 total

includes taxes & fees

Mar 18 - Mar 19

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

![Terrace/patio](https://images.trvl-media.com/lodging/79000000/78190000/78183300/78183300/f7474205.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)

![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)

### 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 $682

CA $1,479 total

includes taxes & fees

Mar 15 - Mar 16

[](https://www.expedia.ca/Vineyard-Haven-Hotels-NEW-Renovated-Family-Friendly-Vineyard-Haven-Home.h78183300.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/e27a6574.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/104000000/103440000/103431300/103431272/w1280h849x0y4-b48fd2f3.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)

### 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 $320

CA $821 total

includes taxes & fees

Mar 15 - Mar 16

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

![Interior](https://images.trvl-media.com/lodging/104000000/103440000/103432500/103432449/a33bdb8e.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)

![Smart TV](https://images.trvl-media.com/lodging/104000000/103440000/103432500/103432449/5ffa2929.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 $328

CA $916 total

includes taxes & fees

Mar 16 - Mar 17

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

![Terrace/patio](https://images.trvl-media.com/lodging/49000000/48490000/48483300/48483217/e6152028.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)

![TV, fireplace, books](https://images.trvl-media.com/lodging/49000000/48490000/48483300/48483217/8ca80e40.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 $477

CA $1,219 total

includes taxes & fees

Mar 15 - Mar 16

[](https://www.expedia.ca/Oak-Bluffs-Hotels-A-NOSTALGIC-SPACE-Your-Marthas-Vineyard-Getaway.h48483217.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 $177

CA $645 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)

![Smart TV](https://images.trvl-media.com/lodging/34000000/33740000/33734400/33734316/3532a4f4.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)

![Miscellaneous](https://images.trvl-media.com/lodging/34000000/33740000/33734400/33734316/60d02931.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 $409

CA $914 total

includes taxes & fees

Mar 20 - Mar 21

[](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)

![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)

![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)

![Exterior](https://images.trvl-media.com/lodging/116000000/115410000/115400900/115400854/w1024h679x0y3-e4ecdc77.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 $281

CA $1,004 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)

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

![Marina](https://images.trvl-media.com/lodging/123000000/122060000/122059100/122059054/21f7b0be.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)

### Drift Loft Houseboat

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

New Bedford

CA $232

CA $294 total

includes taxes & fees

Mar 18 - Mar 19

[](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)

![Interior](https://images.trvl-media.com/lodging/116000000/115460000/115457600/115457598/0a803935.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)

![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)

### 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 17 - Mar 18

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

![Exterior](https://images.trvl-media.com/lodging/103000000/102860000/102852300/102852293/f35f8567.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/103000000/102860000/102852300/102852293/aee30659.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/103000000/102860000/102852300/102852293/02ffb52f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/103000000/102860000/102852300/102852293/9218d955.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Beach Estate, Panoramic Ocean Views, 5700 sqft

[](https://www.expedia.ca/Mattapoisett-Hotels-The-Beachfront-Estate.h102852293.Hotel-Information)

Mattapoisett

9.8/10

Exceptional

(8 reviews)

"Great stay! Great property!"

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

Liz A.

CA $969

CA $2,466 total

includes taxes & fees

Apr 12 - Apr 13

[](https://www.expedia.ca/Mattapoisett-Hotels-The-Beachfront-Estate.h102852293.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)

![Interior](https://images.trvl-media.com/lodging/113000000/112100000/112096600/112096519/9965dee4.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)

![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)

![Interior](https://images.trvl-media.com/lodging/102000000/101860000/101856900/101856830/38ebf860.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)

### 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)

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=2026-03-28&endDate=2026-03-29&regionId=3000441000&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## Find vacation rentals that suit your style

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=2026-06-12&d1=2026-06-12&endDate=2026-06-15&d2=2026-06-15&lodging=APARTMENT)

Cottages

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Condos

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Private vacation homes

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## Top Cuttyhunk Hotel Reviews

![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

"Great staff. Very accommodating staff "

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

![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

"Good"

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

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

### Best Western Dartmouth-New Bedford

2/10 Terrible

"Managerial staff suck There was a blizzard and loss of power/heat/hot water They wanted us to pay full price to stay more night! Jerks! They also did not hire anyone to plow the parking lot so everyone remainder stranded for days. We dug ourselves out. "

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

![Vineyard Harbor Motel - Private Beach](https://images.trvl-media.com/lodging/61000000/60390000/60384600/60384563/71c0b2e0_y.jpg)

### Vineyard Harbor Motel - Private Beach

10/10 Excellent

"Room spotless . Bed super comfortable. Staff nice and made me feel as if I were just back from a trip away!! What’s not to love!!"

[](https://expedia.ca/Vineyard-Haven-Hotels-Vineyard-Harbor-Motel.h60384563.Hotel-Information)

## Find out more about Cuttyhunk

## Cuttyhunk Vacation Homes information

| Number of reviews | 464                |
| ----------------- | ------------------ |
| Accommodation     | 468 Vacation Homes |
| Lowest Price      | CA $228            |
| Highest Price     | CA $2,466          |

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