Title: Cuttyhunk Vacation Rentals from CA $265: Short-Term Rentals for 2025 | Expedia.ca

 

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# Cuttyhunk Vacation Rentals

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## Check prices for these dates

In two weeks

[Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=3000441000&startDate=2025-11-21&endDate=2025-11-23&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=3000441000&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=3000441000&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=3000441000&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Vacation Rentals in Cuttyhunk

![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)

![Interior](https://images.trvl-media.com/lodging/91000000/90110000/90109100/90109063/6993f501.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)

![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)

### 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 $311 total

includes taxes & fees

Nov 17 - Nov 18

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

![Marina](https://images.trvl-media.com/lodging/108000000/108000000/107997300/107997278/70923cac.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)

![Interior](https://images.trvl-media.com/lodging/108000000/108000000/107997300/107997278/7f904b5e.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)

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

Dartmouth

10/10

Exceptional

(10)

"Beautiful property. The cottage is beautifully decorated and well maintained. Amazing location. Host was very good at communicating. "

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

christine l.

CA $284

CA $526 total

includes taxes & fees

Nov 11 - Nov 12

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

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

![Exterior](https://images.trvl-media.com/lodging/116000000/115160000/115155900/115155816/476b1d9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Middletown

10/10

Exceptional

(1)

"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 $145

CA $608 total

includes taxes & fees

Nov 11 - Nov 12

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

![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)

![TV, fireplace](https://images.trvl-media.com/lodging/116000000/115460000/115457600/115457583/cf4c8825.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/116000000/115460000/115457600/115457583/5dbf5510.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)

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

Middletown

10/10

Exceptional

(4)

"The property was a perfect size, so clean and comfy, gave us everything we wanted for our stay. Thank you so much!"

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

Samantha S.

CA $145

CA $608 total

includes taxes & fees

Nov 11 - Nov 12

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

![Interior](https://images.trvl-media.com/lodging/114000000/113940000/113930900/113930804/65b22b42.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)

![Exterior](https://images.trvl-media.com/lodging/114000000/113940000/113930900/113930804/b3784d19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Seapowet suite

Tiverton

9.6/10

Exceptional

(4)

"Really enjoyed the accommodations / bright and spacious with cathedral ceilings, and lots of light - beautiful natural setting - secluded but also conveniently located. Host was friendly and responsive. Would definitely recommend."

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

Tom C.

CA $158

CA $265 total

includes taxes & fees

Nov 10 - Nov 11

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

![Exterior](https://images.trvl-media.com/lodging/123000000/122060000/122059200/122059103/65607d2e.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/123000000/122060000/122059200/122059103/5ef410e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122060000/122059200/122059103/05495870.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)

### Blue Haven Houseboat

New Bedford

CA $146

CA $195 total

includes taxes & fees

Nov 17 - Nov 18

[](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)

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

![Exterior](https://images.trvl-media.com/lodging/108000000/107640000/107630500/107630402/w1216h1624x0y0-66b80400.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)

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

Dartmouth

CA $166

CA $430 total

includes taxes & fees

Nov 15 - Nov 16

[](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)

![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33570000/33564900/33564802/7d2038e5.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)

![Interior](https://images.trvl-media.com/lodging/34000000/33570000/33564900/33564802/dc424ea5.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

(205)

"The house was even nicer than the pictures. We came in March for a long weekend with some friends and had a really great time. Walking distance to so many fun things- great house for all ages!"

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

Briget R.

CA $228

CA $696 total

includes taxes & fees

Nov 11 - Nov 12

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

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

![Exterior detail](https://images.trvl-media.com/lodging/93000000/92440000/92431600/92431523/7c82f0d6.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)

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

Middletown

9.6/10

Exceptional

(94)

"My family had an amazing stay at this bungalow. It is very clean and offered everything we needed for our stay in Newport. The beach is very close and there are plenty of restaurants and convenience store within walking distance. "

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

Tamara C.

CA $163

CA $627 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)

![Terrace/patio](https://images.trvl-media.com/lodging/45000000/44790000/44788900/44788859/2e4456f1.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)

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

Westport

9.8/10

Exceptional

(22)

"We enjoyed our stay and recommend It. Delightful back yard and patio area and a very pleasant front porch."

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

Alan M.

CA $197

CA $592 total

includes taxes & fees

Nov 12 - Nov 13

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

![Property grounds](https://images.trvl-media.com/lodging/104000000/103440000/103430400/103430309/47e78dde.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)

### Middletown Modern Apartment - RIBryan Property

Middletown

9.6/10

Exceptional

(15)

"Apartment was very cealn, fully stocked with everything you need. Nicely decorated. Beds were comfy but small. Location was perfect, very Close to the beaches. Would stay again. "

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

Lene A.

CA $225

CA $539 total

includes taxes & fees

Nov 10 - Nov 11

[](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)

![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)

![Property grounds](https://images.trvl-media.com/lodging/79000000/78750000/78741400/78741380/e2084987.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

(25)

"This house is excellent! Great location, great kitchen, gorgeous backyard! Perfect for a family getaway! "

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

Alexandra L.

CA $252

CA $828 total

includes taxes & fees

Nov 11 - Nov 12

[](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/116000000/115460000/115457600/115457598/c58b6da0.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)

![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 $145

CA $608 total

includes taxes & fees

Nov 12 - Nov 13

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

![Exterior](https://images.trvl-media.com/lodging/79000000/78190000/78183300/78183300/f462c27f.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)

![Smart TV](https://images.trvl-media.com/lodging/79000000/78190000/78183300/78183300/cf83a268.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 beautiful and conveniently located. The host, Melissa, was accessible and super helpful. We thoroughly enjoyed our time here and hope to be back in the future."

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

Betel G.

CA $702

CA $1,523 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)

![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)

![Interior](https://images.trvl-media.com/lodging/104000000/103440000/103432500/103432449/1d87e5db.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)

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

### Little Creek Retreat - RIBryan Property

Middletown

9.4/10

Exceptional

(14)

"We went for 1 night, a group of seven women. The beds are mostly doubles so one of us had to sleep on the pull-out couch, but it was comfortable. Middletown is quiet and gorgeous and we especially enjoyed the proximity to Newport. We had some small issues but they were resolved. Overall a very nice experience."

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

Dianna G.

CA $338

CA $937 total

includes taxes & fees

Nov 10 - Nov 11

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

![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)

![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)

![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)

### 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 $301

CA $804 total

includes taxes & fees

Nov 11 - Nov 12

[](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)

![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)

![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!

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 $492

CA $1,242 total

includes taxes & fees

Nov 10 - Nov 11

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

![Outdoor dining](https://images.trvl-media.com/lodging/123000000/122060000/122059100/122059054/w1440h984x0y0-90b8b633.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)

![Marina](https://images.trvl-media.com/lodging/123000000/122060000/122059100/122059054/w1440h1648x0y0-55b95c56.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/123000000/122060000/122059100/122059054/707fd729.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Drift Loft Houseboat

New Bedford

CA $198

CA $252 total

includes taxes & fees

Nov 17 - Nov 18

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

![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)

![Living area](https://images.trvl-media.com/lodging/95000000/94870000/94870000/94869907/466956bc.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)

"Bonnie Doon has an excellent location and many amenities."

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

Christine W.

CA $379

CA $1,075 total

includes taxes & fees

Nov 20 - Nov 21

[](https://www.expedia.ca/Middletown-Hotels-Half-Mile-To-Beach.h94869907.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/49000000/48490000/48483300/48483278/01b70ed1.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)

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

Oak Bluffs

10/10

Exceptional

(7)

"This home is truly that, a welcoming escape nestled in the woods. It’s elevated beach-style furnishings feel hand-picked. We traveled with a 14 month old — the house had high-quality baby must haves, pack and play and high chair. We had the pleasure of a responsive host and caretaker. Close to trails, YMCA and the island’s top attractions … !highly recommend!"

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

Kerry-Ann H.

CA $772

CA $1,702 total

includes taxes & fees

Nov 10 - Nov 11

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

![Newport Beach Hotel & Suites](//images.trvl-media.com/lodging/1000000/530000/522600/522571/cfde7429_y.jpg)

### Newport Beach Hotel & Suites

10/10 Excellent

"Staff was very helpful and friendly Loved the room with the extra seating area"

[](https://expedia.ca/Newport-Hotels-Newport-Beach-Hotel-Suites.h522571.Hotel-Information)

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

### Baymont by Wyndham North Dartmouth / Fall River

10/10 Excellent

"ALL OF THE ABOVE WERE WONDERFUL... CLEAN ROOM, STAFF WONDERFUL AS ALWAYS! WE APPRECIATE BAYMONT! JOY, HI.... THANKS TO WHOEVER HELPED US WITH A FIRST FLOOR ROOM WITH US BEING SENIORS.... AND THANKS FOR A PLEASANT VERY NICE CHECK-IN. I'M SORRY I DIDN'T ASK YOUR NAME. "

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

![The East Island Reserve Hotel](//images.trvl-media.com/lodging/18000000/17450000/17443700/17443695/ebabd3a5_y.jpg)

### The East Island Reserve Hotel

10/10 Excellent

"The place was very awesome and breathtaking! Very clean and spotless. Everything looked amazing. Can’t wait to visit again in the next couple of months. Keep it up, guys!"

[](https://expedia.ca/Newport-Hotels-The-East-Island-Reserve-Hotel.h17443695.Hotel-Information)

![Atlantic Beach Hotel Newport](//images.trvl-media.com/lodging/1000000/330000/327200/327192/f0b3ff3f_y.jpg)

### Atlantic Beach Hotel Newport

10/10 Excellent

"A last minute getaway and it was amazing. "

[](https://expedia.ca/Newport-Hotels-Atlantic-Beach-Hotel-Newport.h327192.Hotel-Information)

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

### Mansion House Inn And Spa

10/10 Excellent

"Cool historic building. Loved the decor with historical photographs and displays. Clean and spacious room. Great staff!"

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

![Hampton Inn by Hilton New Bedford/Fairhaven](//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)

![Iris Hotel Cape Cod ](//images.trvl-media.com/lodging/1000000/20000/12000/11989/63513190_y.jpg)

### Iris Hotel Cape Cod

10/10 Excellent

"Friendly staff. Housekeeping goes above and beyond Awesome complimentary breakfast 3rd floor is where it’s at ! "

[](https://expedia.ca/Falmouth-Hotels-Hotel-Cape-Cod.h11989.Hotel-Information)

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

### AutoCamp Cape Cod

10/10 Excellent

"Clean room with everything you need to enjoy your stay "

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

![Fairfield Inn & Suites by Marriott New Bedford](//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)

## 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 $265 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

### Trending destinations on Expedia.ca

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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?

> [Cozy getaway in a central location w/ a full kitchen & furnished deck](https://www.expedia.ca/Oak-Bluffs-Hotels-Cozy-Getaway-In-A-Central-Location-W-A-Full-Kitchen-Furnished-Deck.h35381442.Hotel-Information): This vacation home near Cuttyhunk offers a patio, a garden, and free WiFi to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

### 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 Gooseberry Island 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

Hotels

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Flights

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-   [Airnorth Regional](https://expedia.ca/Airnorth-Regional-Flights.cTL.Travel-Guide-Airlines)
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-   [Flights from Toronto (YYZ) to Las Vegas (LAS)](https://expedia.ca/lp/flights/yyz/las/toronto-to-las-vegas)

Activities

-   [Things to do in Newmarket](https://expedia.ca/Things-To-Do-In-Newmarket.d5646.Travel-Guide-Activities)
-   [Things to do in Airdrie](https://expedia.ca/Things-To-Do-In-Airdrie.d56814.Travel-Guide-Activities)

Packages

-   [San Cristóbal de las Casas Cathedral](https://expedia.ca/San-Cristobal-De-Las-Casas-Cathedral-Zona-Centro.d6234046.Vacation-Attraction)
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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,iVBORw0KGgoAAAANSUhEUgAAAyAAAAMgAQAAAADzCzvFAAAE20lEQVR4Xu3aMXbbMAyAYeZ58Ngj6Cg6mnw0HcVH6OjBz2wAggTJMGkxtEPz/0sViOSnTbWTlP9BaR78jUBCgYQCCQUSCiQUSCiQUCChQEKBhAIJBRIKJBRIKJBQIKFAQoGEAgkFEgokFEgokFAgoUBCgYQCCQUSqkOeaWorox/5ZYNu1VvOZ7fqyD9tTevwk0FAQEBKIKXDTwYB0bWebNd0+17HfuI8eqs/11ELZDEC0ZYnLkYg2vLExQhEW564GIFoyxMXIxBteeJi9OeIbk/pWhBfe8rUFt6Sv+Nzvss/huho3CiBgIDIPyAgCQTE+hrJcuIP+ecsow+BSCBlCAKigdRAJJAyjCE2equLa/ql954f5aeL3AMBAbHFNRCQBALyp4gnazVHcr7LGfYoex1Oj9JGLRAQEBAJxEctEJCn7Ozbuu1nuhb389HU4SeDLEZTh58MshhNHX4yyGI0dfjJIIvR1OEngyxGU4efDLIYTR1+cocs6l07McuX3vYL5mtbdfieRSAgi0CmQEAWgUz998hDjt3Ktb+97eYt6e+cbdX4Dbc9yuiC+CoQEJAMAgIyIbfUv73vZXuW3yanMrL8REtcXaWP0jZaICAZJIPITyAgIKUOedoiOzGlze8Nrp2413u60UfyEwiITPwSBARERyAg1ozY2kf3qraP2Orq9lsZ6EhWab7RVnWB1BEICAgICIj0OWIdBbHRJqtkpB+xrd5N8nR61uEng4CAgIBodtbhJ4OA9Dce89ozXd8XvyOaunbiXRAb7eU2CIgGAgICArKX218gmr69FZEu8vb+7R9z+cZzcFsgIBoICAjIOAKR9L1sr+pHWZvKq1o/dWs6kipiG1N5lLPeTp+940FAQM56O4FIOpJAQL4vYtuzICltZd6/9rf6KDoae8mCd7dtbIGAgNRANBAPBMQQ7SqDu1wd9bYimiBpfO2PIz3rqNcgICAgCQQE5DPEetna8UR1bWTt1bWvs3WjjjYQED3KLy0QEAkEBGRCbvWL6usw1pGlJ7qb871c699lWyBnPQDEA0kgY2c9AMQDSd8QsRuv9o5va+vITrSRIa2KDEMNBASkBgIyBQKiJ+qvjs+69ikX+trP+WFnlOoqeZRc/nOwcC0QEBC5CWIjkD4QEEfsxK0gemIbaeOjWK/2nwP7IN4CAQGpgYCAgOjELw3Rrj4unTLqkH6VbrT86doIBAQkg4BkEAtEG5G5i3x4thSxxs/T/cYPTyeBgICA1ECmQEAWPctrXz9PG2Kuf+rWjrJeV7WNLRCQRSAgIBIIyLNtsTa/59u13t2GR7Eu3WIQEBCQ2ub3QEogILrWa9s13S4X/arFO94CSSAgFogHooEkkI+I/+pYkCyfp/3Pq32tfMO9F0QfpXWVm3e5OnwxCAgICAgISAjJZbT7ujpqJ17Ko7y6jXpWCwQEBAQEBCSEyHbtUd7xz7Kgfp3ddmtndRMICAgIyBAIyFeIZ0gu7i6IjAypI1t8S+rqo7SNLRAQEAkEBASkNiJjm0zlHf+SE2Wxj/L8Qte/79Lk54td28QvQWQpCAgISA0kf3vk7wUSCiQUSCiQUCChQEKBhAIJBRIKJBRIKJBQIKFAQoGEAgkFEgokFEgokFAgoUBCgYQCCQUSCiQUSCiQUP8P8gt6+Nx/1Db0fwAAAABJRU5ErkJggg==)