Title: Cuttyhunk Vacation Rentals from CA $1,664: Short-Term Rentals for 2026 | Expedia.ca

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# Cuttyhunk Vacation Rentals

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## Check prices for these dates

Tonight

[Jan 4 - Jan 5](https://www.expedia.ca/Hotel-Search?regionId=3000441000&startDate=2026-01-04&endDate=2026-01-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Jan 5 - Jan 6](https://www.expedia.ca/Hotel-Search?regionId=3000441000&startDate=2026-01-05&endDate=2026-01-06&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=3000441000&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=3000441000&startDate=2026-01-16&endDate=2026-01-18&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 rentals

![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)

![Dining](https://images.trvl-media.com/lodging/91000000/90110000/90109100/90109063/5332507c.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!

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

New Bedford

9.6/10

Exceptional

(34)

"I had stayed here last year and it's so close to several of my family members. This is my go to place when I travel to the New Bedford area."

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

Judy C.

CA $117

CA $304 total

includes taxes & fees

Jan 18 - Jan 19

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

![Exterior](https://images.trvl-media.com/lodging/114000000/113940000/113930900/113930804/b3784d19.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)

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

### Seapowet suite

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

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 $110

CA $157 total

includes taxes & fees

Jan 13 - Jan 14

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

![Interior](https://images.trvl-media.com/lodging/105000000/104180000/104171400/104171381/1f987369.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/105000000/104180000/104171400/104171381/e282fb3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/105000000/104180000/104171400/104171381/eab754df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104180000/104171400/104171381/0ccbe487.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lovely 4- Bedroom apartment for rent

[](https://www.expedia.ca/New-Bedford-Hotels-Lovely-4-Bedroom-Apartment-For-Rent.h104171381.Hotel-Information)

New Bedford

9.0/10

Wonderful

(2)

"My friend and I were looking for a place to stay for a last minute day-trip to Nantucket. This property was great for that purpose and Angelino was a very responsive host. One thing to note is that while there is plenty of free street parking, there is no onsite parking even though we were told there was one spot available. I think this might have been due to some confusion regarding which property we had actually booked."

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

Elizabeth C.

CA $173

CA $479 total

includes taxes & fees

Jan 6 - Jan 7

[](https://www.expedia.ca/New-Bedford-Hotels-Lovely-4-Bedroom-Apartment-For-Rent.h104171381.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)

![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)

![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 $143

CA $190 total

includes taxes & fees

Jan 6 - Jan 7

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

![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)

![TV](https://images.trvl-media.com/lodging/116000000/115160000/115155900/115155816/9ca02a6b.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)

### 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)

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

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

Dana N.

CA $141

CA $598 total

includes taxes & fees

Jan 6 - Jan 7

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

![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)

![Terrace/patio](https://images.trvl-media.com/lodging/116000000/115460000/115457600/115457583/7b9712b3.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

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

Middletown

10/10

Exceptional

(4)

"Fantastic stay! "

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

Cristin C.

CA $141

CA $598 total

includes taxes & fees

Jan 6 - Jan 7

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

![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)

![Interior](https://images.trvl-media.com/lodging/108000000/108000000/107997300/107997278/7f904b5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

Dartmouth

10/10

Exceptional

(11)

"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 $378

CA $646 total

includes taxes & fees

Feb 1 - Feb 2

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

![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)

![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

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

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 $141

CA $598 total

includes taxes & fees

Jan 6 - Jan 7

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

![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)

![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

[](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

(211)

"Nicely furnished and very comfortable. Very private, yet convenient location. "

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

John H.

CA $222

CA $677 total

includes taxes & fees

Jan 6 - Jan 7

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

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

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

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

### 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

(26)

"The house was clean, had every thing you could possibly need. Great location."

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

Sarah S.

CA $218

CA $814 total

includes taxes & fees

Jan 19 - Jan 20

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

![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

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

Middletown

9.6/10

Exceptional

(16)

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

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

cathy g.

CA $220

CA $531 total

includes taxes & fees

Jan 6 - Jan 7

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

![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)

![Exterior](https://images.trvl-media.com/lodging/105000000/104150000/104141900/104141861/w1137h737x0y3-8e7c3a3e.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)

"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 $1,163

CA $1,976 total

includes taxes & fees

Jan 6 - Jan 7

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

![Exterior](https://images.trvl-media.com/lodging/103000000/102860000/102852300/102852293/aee30659.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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102860000/102852300/102852293/2f243bf2.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)

### 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)

"This was the perfect getaway for our large family. Everything was immaculate and we had all the comforts of home. We had a great week!"

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

Catherine T.

CA $940

CA $2,446 total

includes taxes & fees

Jan 13 - Jan 14

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

![Exterior](https://images.trvl-media.com/lodging/116000000/115410000/115400900/115400854/w1024h679x0y3-e4ecdc77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

![4 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/116000000/115410000/115400900/115400854/8f8fb086.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)

CA $221

CA $923 total

includes taxes & fees

Jan 6 - Jan 7

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

![Exterior](https://images.trvl-media.com/lodging/104000000/103440000/103431300/103431272/w1280h849x0y4-b48fd2f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103440000/103431300/103431272/w1276h853x4y0-a5cca067.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/104000000/103440000/103431300/103431272/w1280h848x0y5-1d3c956a.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)

"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 $294

CA $792 total

includes taxes & fees

Jan 6 - Jan 7

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103440000/103432500/103432449/96bbef47.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)

![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

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

Middletown

9.4/10

Exceptional

(14)

"Great place! So many bedrooms! Nice private yard, great if you have a dog. Had a wonderful stay, would stay again. Close enough to Newport to drive in and out no problem, plus close to beaches. "

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

Todd C.

CA $331

CA $923 total

includes taxes & fees

Jan 6 - Jan 7

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

![TV, fireplace, books](https://images.trvl-media.com/lodging/49000000/48490000/48483300/48483217/31f34cb5.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)

![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)

![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)

"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 $481

CA $1,227 total

includes taxes & fees

Jan 6 - Jan 7

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/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!

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

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 $687

CA $1,489 total

includes taxes & fees

Jan 6 - Jan 7

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

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

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 $755

CA $1,664 total

includes taxes & fees

Jan 6 - Jan 7

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

![Property grounds](https://images.trvl-media.com/lodging/66000000/65560000/65554100/65554090/2df1c497.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, stovetop, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/66000000/65560000/65554100/65554090/4d5954c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

![Dining](https://images.trvl-media.com/lodging/66000000/65560000/65554100/65554090/8656d13f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

Easton's Point

9.8/10

Exceptional

(26)

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

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

Anmol P.

CA $898

CA $2,125 total

includes taxes & fees

Jan 6 - Jan 7

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

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

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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

"Staff is always wonderful and pleasant! Room was spotless! "

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

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

### AutoCamp Cape Cod

10/10 Excellent

"We had the best time, and we knew on Day 1 that we definitely want to stay here again. The staff is phenomenal. It’s so romantic for couples, and very close to interesting areas."

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

![Quaint Cottage On Christmas Tree Farm in SE coastal Rhode Island](https://images.trvl-media.com/lodging/45000000/44920000/44912700/44912672/8bae903e_y.jpg)

### Quaint Cottage On Christmas Tree Farm in SE coastal Rhode Island

10/10 Excellent

"Fabulous stay as usual. It has been a pleasure getting to know the area and our hosts over the last 5 years. Highly recommend, they are upgrading and making improvements. Even went and got “us”a new oven right before Christmas. Thanks so much Watne family!!"

[](https://expedia.ca/Tiverton-Hotels-Quaint-Cottage-On-Christmas-Tree-Farm-In-SE-Coastal-Rhode-Island.h44912672.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

"Nice staff. Standard hotel room. Clean and comfortable. "

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

"Our second time staying. Friendly staff, perfect location, great views. Highly recommend."

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

![Inn on the Square](https://images.trvl-media.com/lodging/1000000/10000/10000/9953/27ed2889_y.jpg)

### Inn on the Square

10/10 Excellent

"This was our 2nd stay. We stay here when visiting family in December. Hotel is clean, comfortable and quiet. Bathroom is spacious. Very easy to walk town. "

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

"Should add hand rails in shower/tub"

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

![Residence Inn by Marriott New Bedford Dartmouth](https://images.trvl-media.com/lodging/1000000/880000/877200/877180/w4000h2664x0y3-73cda9b6_y.jpg)

### Residence Inn by Marriott New Bedford Dartmouth

10/10 Excellent

"Everyone was awesome. Especially the young man working the desk as well as housekeeping. We spent the weekend for my daughter’s bday and she had so much fun. Breakfast was not the greatest. We got there at 745 and it was all cold and hard but everything else was awesome. Thank you for having us. Merry Christmas "

[](https://expedia.ca/North-Dartmouth-Hotels-Residence-Inn-By-Marriott-New-Bedford-Dartmouth.h877180.Hotel-Information)

![Falmouth Tides ](https://images.trvl-media.com/lodging/70000000/69380000/69374600/69374512/3742adf6_y.jpg)

### Falmouth Tides 

10/10 Excellent

"Great stay! Great place! Great view! Great people!"

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

## Find out more about Cuttyhunk

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Cuttyhunk. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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- [Vacation Homes in Cuttyhunk ](https://expedia.ca/Cuttyhunk-Private-Vacation-Homes.d3000441000-aaPrivateVacationHomes.Travel-Guide-Accommodation)
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- [Apartments in Cuttyhunk ](https://expedia.ca/Cuttyhunk-Apartments.d3000441000-aaApartments.Travel-Guide-Accommodation)
- [B&B in Cuttyhunk ](https://expedia.ca/Cuttyhunk-Bed-And-Breakfast.d3000441000-aaBedAndBreakfast.Travel-Guide-Accommodation)
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- [Guest Houses in Cuttyhunk ](https://expedia.ca/Cuttyhunk-Guest-Houses.d3000441000-aaGuestHouses.Travel-Guide-Accommodation)
- [Resorts in Cuttyhunk ](https://expedia.ca/Cuttyhunk-Resort-Hotels.d3000441000-aaResortHotels.Travel-Guide-Accommodation)
- [Holiday Park Resorts in Cuttyhunk ](https://expedia.ca/Cuttyhunk-Holiday-Parks.d3000441000-aaHolidayParks.Travel-Guide-Accommodation)

## Frequently asked questions

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

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

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

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