Title: Cuttyhunk Vacation Rentals from CA $264: Short-Term Rentals for 2025 | Expedia.ca

 

[Cuttyhunk Travel Guide](https://expedia.ca/Cuttyhunk.dx3000441000)[Hotels in Cuttyhunk](https://expedia.ca/Cuttyhunk-Hotels.d3000441000.Travel-Guide-Hotels)[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)

# Cuttyhunk Vacation Rentals

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## Check prices for these dates

In two weeks

[Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=3000441000&startDate=2025-12-05&endDate=2025-12-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=3000441000&startDate=2026-01-16&endDate=2026-01-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=3000441000&startDate=2026-02-13&endDate=2026-02-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=3000441000&startDate=2026-03-13&endDate=2026-03-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Vacation Rentals in Cuttyhunk

![Marina](https://images.trvl-media.com/lodging/108000000/108000000/107997300/107997278/70923cac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/108000000/108000000/107997300/107997278/e5963f7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/108000000/108000000/107997300/107997278/ad29049f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/108000000/107997300/107997278/324c2c1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming cottage overlooking the bay in Padanaram Village.

Dartmouth

10/10

Exceptional

(10)

"Super location, very nice accommodations, very clean, modern and comfortable "

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

Cathie K.

CA $346

CA $604 total

includes taxes & fees

Nov 21 - Nov 22

[](https://www.expedia.ca/South-Dartmouth-Hotels-Charming-Cottage-Overlooking-The-Bay-In-Padanaram-Village.h107997278.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90110000/90109100/90109063/74755b8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/91000000/90110000/90109100/90109063/c6e92501.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, stereo](https://images.trvl-media.com/lodging/91000000/90110000/90109100/90109063/65b1f084.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/91000000/90110000/90109100/90109063/6993f501.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Charming Gem Near The Water!

New Bedford

9.6/10

Exceptional

(34)

"This was wonderful clean comfortable inviting and relaxing place to stay and would definitelyreturn in the future ."

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

Elizabeth C.

CA $120

CA $309 total

includes taxes & fees

Nov 20 - Nov 21

[](https://www.expedia.ca/New-Bedford-Hotels-The-Charming-Gem-Near-The-Water.h90109063.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115460000/115457600/115457598/c58b6da0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![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/ce455fe0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Middletown

10/10

Exceptional

(1)

"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 $144

CA $605 total

includes taxes & fees

Nov 30 - Dec 1

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

![Exterior](https://images.trvl-media.com/lodging/114000000/113940000/113930900/113930804/5c05c011.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/114000000/113940000/113930900/113930804/30c5320d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/114000000/113940000/113930900/113930804/0f9d440a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113940000/113930900/113930804/65b22b42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Seapowet suite

Tiverton

9.6/10

Exceptional

(5)

"Adequate for one night. Host friendly."

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

Louise

CA $157

CA $264 total

includes taxes & fees

Nov 24 - Nov 25

[](https://www.expedia.ca/Tiverton-Hotels-Seapowet-Suite.h113930804.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/116000000/115460000/115457600/115457583/77b4c928.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/d05c9955.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115460000/115457600/115457583/82c20bc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Middletown

10/10

Exceptional

(4)

"Fantastic stay! "

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

Cristin C.

CA $155

CA $620 total

includes taxes & fees

Dec 9 - Dec 10

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

![Interior](https://images.trvl-media.com/lodging/93000000/92440000/92431600/92431523/31b29a06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/93000000/92440000/92431600/92431523/3bfdbef2.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)

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

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

Middletown

9.6/10

Exceptional

(94)

"This cottage is perfect for 2! Excellent location - close to beaches, restaurants, Newport - yet the neighborhood is very quiet. Parking is easy, check-in was easy - all in all this cottage was a great home base for our short vacation. "

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

Bambi S.

CA $157

CA $622 total

includes taxes & fees

Dec 9 - Dec 10

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

![Beach nearby, beach towels](https://images.trvl-media.com/lodging/45000000/44790000/44788900/44788859/2e8c2b33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/45000000/44790000/44788900/44788859/b39967ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/45000000/44790000/44788900/44788859/130dc2ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/45000000/44790000/44788900/44788859/a610c782.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### ☼ Westport Point ☼ beach house on 1/2 acre easy access to beach/historic village

Westport

9.8/10

Exceptional

(22)

"Beautiful house! Had a wonderful time!"

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

RYAN S.

CA $204

CA $598 total

includes taxes & fees

Nov 20 - Nov 21

[](https://www.expedia.ca/Westport-Point-Hotels-Westport-Point-Beach-House-On-12-Acre-Easy-Access-To-Beachhistoric-Village.h44788859.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/123000000/122060000/122059200/122059103/43b6111e.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)

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

![Microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122060000/122059200/122059103/w1440h3120x0y0-b9bb80d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Blue Haven Houseboat

New Bedford

CA $145

CA $194 total

includes taxes & fees

Dec 1 - Dec 2

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107640000/107630500/107630402/5687f6d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books, video library](https://images.trvl-media.com/lodging/108000000/107640000/107630500/107630402/69327ef3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/108000000/107640000/107630500/107630402/e13c8280.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107640000/107630500/107630402/66478905.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Furnished & Flexible – Perfect for Longer Stays in Dartmouth, MA!

Dartmouth

CA $165

CA $428 total

includes taxes & fees

Nov 22 - Nov 23

[](https://www.expedia.ca/North-Dartmouth-Hotels-Charming-1-Bedroom-House-With-AC-And-WiFi-In-Dartmouth-Close-To-Buttonwood-Park.h107630402.Hotel-Information)

![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)

![Exterior](https://images.trvl-media.com/lodging/34000000/33570000/33564900/33564802/32ea6769.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33570000/33564900/33564802/c7d101e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33570000/33564900/33564802/7d2038e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Falmouth

10/10

Exceptional

(208)

"Loved this spot. So easy to get to downtown and Surf Beach. It was fabulous and clean!"

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

Anne S.

CA $227

CA $693 total

includes taxes & fees

Nov 20 - Nov 21

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

![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/104000000/103440000/103430400/103430309/f6978f1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/104000000/103440000/103430400/103430309/a91c1c76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103440000/103430400/103430309/6fdf7262.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/104000000/103440000/103430400/103430309/d6b46ec8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Middletown Modern Apartment - RIBryan Property

Middletown

9.6/10

Exceptional

(15)

"Apartment was beautiful in a great location!!!"

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

cathy g.

CA $224

CA $537 total

includes taxes & fees

Nov 20 - Nov 21

[](https://www.expedia.ca/Middletown-Hotels-Middletown-Modern-Apartment-RIBryan-Property.h103430309.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/79000000/78750000/78741400/78741380/8b2e390c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/79000000/78750000/78741400/78741380/e2084987.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

Easton's Point

9.8/10

Exceptional

(26)

"What a great location, well appointed home, and a very professional VRBO host. You know that love and care goes into making guests feel welcomed and special. Lots of amenities and space to make your stay memorable. "

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

Victoria L.

CA $250

CA $825 total

includes taxes & fees

Nov 20 - Nov 21

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103440000/103432500/103432449/96bbef47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/104000000/103440000/103432500/103432449/2d9aa99f.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/d035a3b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/104000000/103440000/103432500/103432449/10cc10c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Little Creek Retreat - RIBryan Property

Middletown

9.4/10

Exceptional

(14)

"."

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

Justin R.

CA $337

CA $933 total

includes taxes & fees

Nov 20 - Nov 21

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

![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/105000000/104150000/104141900/104141861/135ba2ce.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)

![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)

![Terrace/patio](https://images.trvl-media.com/lodging/105000000/104150000/104141900/104141861/4813bd07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Dartmouth

10/10

Exceptional

(13)

"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 $1,117

CA $1,935 total

includes taxes & fees

Nov 26 - Nov 27

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

![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)

![Smart TV](https://images.trvl-media.com/lodging/79000000/78190000/78183300/78183300/cf83a268.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/79000000/78190000/78183300/78183300/5218f616.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

Tisbury

10/10

Exceptional

(16)

"The house is clean, peaceful and perfectly appointed with everything you need for a great week on the Vineyard."

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

Celeste P.

CA $699

CA $1,517 total

includes taxes & fees

Dec 1 - Dec 2

[](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/w1280h849x0y4-97fa4ddb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/104000000/103440000/103431300/103431272/w1277h848x3y5-6702167a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103440000/103431300/103431272/w1276h853x4y0-6779aa33.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/w1276h848x4y5-3f29c527.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Middletown Bungalow - RIBryan Property

Middletown

9.4/10

Exceptional

(13)

"Very clean and roomy for our 8 guests. Perfect location for access to Second Beach and downtown Newport."

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

William H.

CA $299

CA $801 total

includes taxes & fees

Nov 20 - Nov 21

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

![TV, fireplace, books](https://images.trvl-media.com/lodging/49000000/48490000/48483300/48483217/31f34cb5.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/49000000/48490000/48483300/48483217/8ca80e40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/49000000/48490000/48483300/48483217/60505837.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Oak Bluffs

9.0/10

Wonderful

(2)

"The house was lovely. Very clean and orderly. Beautiful back porch that we enjoyed very much. The beds were very comfortable. Our only complaint was the Master bathroom needs some updating. The shower head desperately needs to be changed and the lighting is extremely poor. Also, only 1 half size mirror on the whole first floor. Other than that, it was perfect."

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

Leon R.

CA $489

CA $1,250 total

includes taxes & fees

Nov 20 - Nov 21

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

![Smart TV](https://images.trvl-media.com/lodging/49000000/48490000/48483300/48483278/76fe1a2e.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/49000000/48490000/48483300/48483278/01b70ed1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Oak Bluffs

10/10

Exceptional

(7)

"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 $769

CA $1,645 total

includes taxes & fees

Nov 20 - Nov 21

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

![Highchair](https://images.trvl-media.com/lodging/95000000/94870000/94870000/94869907/cf095dcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/95000000/94870000/94870000/94869907/75d8fb14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/95000000/94870000/94870000/94869907/e2259d42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/95000000/94870000/94870000/94869907/cbacbb68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Half mile to beach, Family & Pet Friendly, Newly Renovated Full House

Middletown

10/10

Exceptional

(18)

"Very well-appointed, clean and well-kept. Good layout, nice yard, close to beach. Quiet neighborhood"

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

Stephen S.

CA $378

CA $1,071 total

includes taxes & fees

Nov 20 - Nov 21

[](https://www.expedia.ca/Middletown-Hotels-Half-Mile-To-Beach.h94869907.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/114000000/113190000/113186500/113186417/w2069h1650x0y1-07f99f40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/114000000/113190000/113186500/113186417/w2487h1658x1y2-86867d02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113190000/113186500/113186417/w2490h1659x6y3-660de8d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113190000/113186500/113186417/w2543h1673x5y0-a4ce08b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Walk to beach corner lot, 5 bed large yard

Middletown

CA $2,266

CA $4,003 total

includes taxes & fees

Nov 20 - Nov 21

[](https://www.expedia.ca/Middletown-Hotels-Walk-To-Beach-Corner-Lot.h113186417.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.

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## Top Cuttyhunk Hotel Reviews

![AutoCamp Cape Cod](https://images.trvl-media.com/lodging/50000000/49180000/49175900/49175859/3458b4d1_y.jpg)

### AutoCamp Cape Cod

10/10 Excellent

"Overall we enjoyed our stay.. "

[](https://expedia.ca/Falmouth-Hotels-AutoCamp-Cape-Cod.h49175859.Hotel-Information)

![Mansion House Inn And Spa](https://images.trvl-media.com/lodging/3000000/2190000/2182100/2182094/e86ce24b_y.jpg)

### Mansion House Inn And Spa

10/10 Excellent

"Great service, clean many amenities that you can use. Location is great right in the middle of everything. You can walk to all the shops."

[](https://expedia.ca/Vineyard-Haven-Hotels-Mansion-House-Inn-And-Spa.h2182094.Hotel-Information)

![Whaler Inn and Suites](https://images.trvl-media.com/lodging/1000000/30000/27500/27418/d818de32_y.jpg)

### Whaler Inn and Suites

10/10 Excellent

"Staff nice , rooms clean , wish I had more time to use their pool"

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

"Great staff"

[](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/1000000/60000/55000/54948/647c4f15_y.jpg)

### Hampton Inn by Hilton New Bedford/Fairhaven

10/10 Excellent

"Room was spotless, bed and pillows were super comfy… I had a nice quiet stay. Breakfast selection was wonderful and they had pumpkin spice waffle batter at the waffle area for the season which was great."

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

"Clean.good breakfast. Nice location"

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

![Beach Breeze Inn](https://images.trvl-media.com/lodging/35000000/34480000/34477600/34477527/fdf13d56_y.jpg)

### Beach Breeze Inn

10/10 Excellent

"Great st"

[](https://expedia.ca/Falmouth-Hotels-Beach-Breeze-Inn.h34477527.Hotel-Information)

![Vineyard Harbor Motel - Private Beach](https://images.trvl-media.com/lodging/61000000/60390000/60384600/60384563/6bd7fc20_y.jpg)

### Vineyard Harbor Motel - Private Beach

10/10 Excellent

"The staff were lovely and very helpful, parking easy and the room was clean. The private beach was lovely and the location of the motel is convenient for the town and good touring the island."

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

![Capri Motel](https://images.trvl-media.com/lodging/10000000/9050000/9048700/9048647/3d12e1c4_y.jpg)

### Capri Motel

10/10 Excellent

"Check-in was very easy the woman at the front desk was very very sweet she had us checked in within minutes"

[](https://expedia.ca/North-Dartmouth-Hotels-Capri-Motel.h9048647.Hotel-Information)

## Find out more about Cuttyhunk

**Everything you need to know about** **Cuttyhunk** **vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Cuttyhunk vacation rental for you. At Expedia, you can take your pick from [private vacation homes](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/Cabins), villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cuttyhunk vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

**Cuttyhunk vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Cuttyhunk. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cuttyhunk vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cuttyhunk vacation rentals we have selected for you start as low as CA $264 per night. Entering your travel dates in the search wizard you might find even better deals!

**How to find incredible deals on Cuttyhunk rentals**

At Expedia, we put the best Cuttyhunk vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Cuttyhunk rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cuttyhunk vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cuttyhunk. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

## Explore a world of travel with Expedia

-   Trending destinations on Expedia.ca
-   All accommodation types in Cuttyhunk

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-   [Prince Edward Island Vacation Rentals](https://www.expedia.ca/Destinations-In-Prince-Edward-Island.d6058122.Vacation-Rental-Destinations)
-   [Québec Vacation Rentals](https://www.expedia.ca/Quebec-Vacation-Rentals.d180017.Travel-Guide-VacationRentals)

-   [Vacation Homes in Cuttyhunk](https://expedia.ca/Cuttyhunk-Private-Vacation-Homes.d3000441000-aaPrivateVacationHomes.Travel-Guide-Accommodation)
-   [Cottages in Cuttyhunk](https://expedia.ca/Cuttyhunk-Cottages.d3000441000-aaCottages.Travel-Guide-Accommodation)
-   [Apartments in Cuttyhunk](https://expedia.ca/Cuttyhunk-Apartments.d3000441000-aaApartments.Travel-Guide-Accommodation)
-   [Condo Rentals in Cuttyhunk](https://expedia.ca/Cuttyhunk-Condos.d3000441000-aaCondos.Travel-Guide-Accommodation)
-   [B&B in Cuttyhunk](https://expedia.ca/Cuttyhunk-Bed-And-Breakfast.d3000441000-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Motels in Cuttyhunk](https://expedia.ca/Cuttyhunk-Motels.d3000441000-aaMotels.Travel-Guide-Accommodation)
-   [Farmstay in Cuttyhunk](https://expedia.ca/Cuttyhunk-Agritourism.d3000441000-aaAgritourism.Travel-Guide-Accommodation)
-   [Resorts in Cuttyhunk](https://expedia.ca/Cuttyhunk-Resort-Hotels.d3000441000-aaResortHotels.Travel-Guide-Accommodation)
-   [Aparthotels in Cuttyhunk](https://expedia.ca/Cuttyhunk-Apart-Hotels.d3000441000-aaApartHotels.Travel-Guide-Accommodation)
-   [Guest Houses in Cuttyhunk](https://expedia.ca/Cuttyhunk-Guest-Houses.d3000441000-aaGuestHouses.Travel-Guide-Accommodation)
-   [Holiday Park Resorts in Cuttyhunk](https://expedia.ca/Cuttyhunk-Holiday-Parks.d3000441000-aaHolidayParks.Travel-Guide-Accommodation)
-   [Inns in Cuttyhunk](https://expedia.ca/Cuttyhunk-Inns.d3000441000-aaInns.Travel-Guide-Accommodation)

## Frequently asked questions

### Can I find a vacation rental in Cuttyhunk?

> Yes, there are vacation rentals near popular attractions in Cuttyhunk, or you can select a more remote option if you want a relaxing place to stay. Cuttyhunk is known for its beaches.

### What are some of the best vacation home rentals in Cuttyhunk?

> [Uniquely designed island retreat with fast WiFi & private W/D - dogs welcome](https://www.expedia.ca/Vineyard-Haven-Hotels-Uniquely-Designed-Island-Retreat-With-Fast-WiFi-Private-WD-Dogs-Welcome.h76252485.Hotel-Information): This vacation home near Cuttyhunk is located in the city center and offers a patio, air-conditioning, and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

### What’s there to see and do in Cuttyhunk?

> Explore the area and family-friendly sights such as Buttonwood Park Zoo, or get out into nature at a spot like Aquinnah Cliffs. Gay Head Lighthouse and Horseneck Beach State Reservation are a couple of places you'll find in the larger area.

### What’s a vacation rental in Cuttyhunk like?

> Vacation rentals are privately owned properties where you can stay for a few weeks or just a few days in Cuttyhunk. Vacation rentals feature extras like kitchens and laundry facilities so you'll have everything you want. If you're concerned about cleanliness, vacation rentals can provide a sense of security away from shared hotel elevators and busy reception areas while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive choice for a small group gathering.

### Expedia's Latest Trends

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Flights

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Activities

-   [Things to do in Newmarket](https://expedia.ca/Things-To-Do-In-Newmarket.d5646.Travel-Guide-Activities)
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Packages

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Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go.

Scan the QR code with your device camera and download our app

![QR code to download the app](data:image/png;base64,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)