Cuttyhunk Vacation Rentals

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Check prices for these dates

In two weeks
May 29 - May 31
In two months
Jul 10 - Jul 12
In three months
Aug 7 - Aug 9
In four months
Sep 4 - Sep 6

Our top choices for Cuttyhunk vacation rentals

Smart TV, stereo

The Charming Gem Near The Water!

The Charming Gem Near The Water!
New Bedford
9.6 out of 10, Exceptional, (38 reviews)
"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
Judy C.
The price is ￥13,572
￥34,664 total
includes taxes & fees
May 18 - May 19
The Charming Gem Near The Water!
Smart TV

Lovely 3 bedroom apartment 3rd floor

Lovely 3 bedroom apartment 3rd floor
New Bedford
9.8 out of 10, Exceptional, (12 reviews)
"Nice place for staying when traveling to Massachusetts "
United States
Anonymous traveler
The price is ￥15,684
￥49,081 total
includes taxes & fees
May 18 - May 19
Lovely 3 bedroom apartment 3rd floor
TV

Ellery Bungalow #51- Island Calm Near Newport

Ellery Bungalow #51- Island Calm Near Newport
Middletown
9.6 out of 10, Exceptional, (94 reviews)
"This was the perfect size and location for our group of 5, would definitely stay again! "
United States
toni g.
The price is ￥16,350
￥68,798 total
includes taxes & fees
May 18 - May 19
Ellery Bungalow #51- Island Calm Near Newport
Living area

Spacious 3-bedroom apartment in enjoyable New Bedford with AC, WiFi

Spacious 3-bedroom apartment in enjoyable New Bedford with AC, WiFi
New Bedford
9.6 out of 10, Exceptional, (10 reviews)
"We love it here quite neighbors are really nice Angelino is on top of everything great host "
United States
Joann E.
The price is ￥15,985
￥49,593 total
includes taxes & fees
May 18 - May 19
Spacious 3-bedroom apartment in enjoyable New Bedford with AC, WiFi
Interior

Charming cottage overlooking the bay in Padanaram Village.

Charming cottage overlooking the bay in Padanaram Village.
Dartmouth
10.0 out of 10, Exceptional, (11 reviews)
"Beautiful cottage ! Immaculately kept! Sunsets at night were amazing to watch. Very comfortable and inviting home. Definitely recommend a nice stay ! "
United States
ralpjh c.
The price is ￥42,145
￥70,128 total
includes taxes & fees
May 22 - May 23
Charming cottage overlooking the bay in Padanaram Village.
Smart TV

Middletown Modern Apartment w/ Private Deck - RIBryan Properties

Middletown Modern Apartment w/ Private Deck - RIBryan Properties
Middletown
9.6 out of 10, Exceptional, (16 reviews)
"Apartment was beautiful in a great location!!!"
United States
cathy g.
The price is ￥25,478
￥61,015 total
includes taxes & fees
May 18 - May 19
Middletown Modern Apartment w/ Private Deck - RIBryan Properties
TV

Ellery Beach Bungalow #45- A Refined Island Escape

Ellery Beach Bungalow #45- A Refined Island Escape
Middletown
10.0 out of 10, Exceptional, (1 review)
"Beautiful area, walking distance to the beach and restaurants, nice clean house"
United States
Dana N.
The price is ￥20,319
￥74,680 total
includes taxes & fees
May 20 - May 21
Ellery Beach Bungalow #45- A Refined Island Escape
Terrace/patio

Seapowet suite

Seapowet suite
Tiverton
9.8 out of 10, Exceptional, (10 reviews)
"Beautiful area Wonderful accommodationsPlenty of space and welcoming host! "
United States
Dena E.
The price is ￥25,002
￥37,733 total
includes taxes & fees
May 19 - May 20
Seapowet suite
Fridge, microwave, oven, stovetop

Lovely 4- Bedroom apartment for rent

Lovely 4- Bedroom apartment for rent
New Bedford
6.8 out of 10, (3 reviews)
"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
Elizabeth C.
The price is ￥18,850
￥54,214 total
includes taxes & fees
May 25 - May 26
Lovely 4- Bedroom apartment for rent
Interior

Brand new! Lovely apartment-Vineyard Haven

Brand new! Lovely apartment-Vineyard Haven
Tisbury
9.8 out of 10, Exceptional, (25 reviews)
"Lovely and all brand new accommodation's that are clean and comfy! A quiet location too! "
United States
Nancy K.
The price is ￥34,002
￥71,847 total
includes taxes & fees
May 18 - May 19
Brand new! Lovely apartment-Vineyard Haven
1 bedroom, iron/ironing board, travel crib, WiFi

Ellery Beach Bungalow #47- Relaxed Island Living

Ellery Beach Bungalow #47- Relaxed Island Living
Middletown
9.4 out of 10, Exceptional, (6 reviews)
"Fantastic stay! "
United States
Cristin C.
The price is ￥16,350
￥68,798 total
includes taxes & fees
May 18 - May 19
Ellery Beach Bungalow #47- Relaxed Island Living
Interior

Beach house walking distance to Second Beach

Beach house walking distance to Second Beach
Easton's Point
9.8 out of 10, Exceptional, (28 reviews)
"Beautiful home with everything you could need. Great location too! "
United States
Luc C.
The price is ￥28,430
￥98,825 total
includes taxes & fees
May 20 - May 21
Beach house walking distance to Second Beach
Sun loungers, beach towels

Charming Vacation Home in Oak Bluffs.

Charming Vacation Home in Oak Bluffs.
Oak Bluffs
The price is ￥57,004
￥123,429 total
includes taxes & fees
May 28 - May 29
Charming Vacation Home in Oak Bluffs.
Interior

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

Located Steps Away To Main Street And .7 Miles From Surf Drive Beach
Falmouth
10.0 out of 10, Exceptional, (216 reviews)
"Great place to stay for Christmas with our family. Cozy place with a convenient location. "
United States
Gail B.
The price is ￥31,748
￥87,205 total
includes taxes & fees
May 20 - May 21
Located Steps Away To Main Street And .7 Miles From Surf Drive Beach
TV, fireplace

LUX on Main | Downtown | Parking | Sleeps 6, #203

LUX on Main | Downtown | Parking | Sleeps 6, #203
Falmouth
The price is ￥24,135
￥103,383 total
includes taxes & fees
May 20 - May 21
LUX on Main | Downtown | Parking | Sleeps 6, #203
Interior

MOST CHIC SPOT! Your Martha's Vineyard Getaway!

MOST CHIC SPOT! Your Martha's Vineyard Getaway!
Oak Bluffs
10.0 out of 10, Exceptional, (7 reviews)
"Our kids and their friends had so much fun in the beautifully finished basement. Easy access to beach and ferry, would love to go back every year, the host was wonderful."
United States
Swathanthra M.
The price is ￥87,307
￥192,385 total
includes taxes & fees
May 18 - May 19
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
Exterior

Middletown Bungalow w/Hot Tub and Private Yard - RIBryan Properties

Middletown Bungalow w/Hot Tub and Private Yard - RIBryan Properties
Middletown
9.4 out of 10, Exceptional, (15 reviews)
"Wonderful house and great location!! Super responsive host. Great vacation, thank you!!! "
United States
Kristen P.
The price is ￥33,970
￥90,948 total
includes taxes & fees
May 19 - May 20
Middletown Bungalow w/Hot Tub and Private Yard - RIBryan Properties
Exterior

4-bedroom house in lovely Edgartown..Centrally located

4-bedroom house in lovely Edgartown..Centrally located
Edgartown
The price is ￥35,717
￥146,816 total
includes taxes & fees
May 21 - May 22
4-bedroom house in lovely Edgartown..Centrally located
TV, fireplace, books

A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!

A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!
Oak Bluffs
9.4 out of 10, Exceptional, (3 reviews)
"This house was perfect for our getaway. Rebecca, the host, was extremely responsive and helpful during our trip. The house was as advertised. It was clean, well equipped, and the location was perfect as well "
United States
Louis R.
The price is ￥55,559
￥141,850 total
includes taxes & fees
May 18 - May 19
A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!
Fridge, microwave, oven, stovetop

Little Creek Retreat Private hot tub & yard - RIBryan Properties

Little Creek Retreat Private hot tub & yard - RIBryan Properties
Middletown
9.4 out of 10, Exceptional, (15 reviews)
"Best stay "
United States
Justin R.
The price is ￥75,584
￥153,149 total
includes taxes & fees
Jun 1 - Jun 2
Little Creek Retreat Private hot tub & yard - RIBryan Properties
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

Whaler Inn and Suites

Whaler Inn and Suites

6/10 Okay
"A budget hotel where you get what you pay for. Rooms have nice sized mini-fridges and the shower had good water pressure"
Jody 1-night trip
Posted 3 hours ago
Whaler Inn and Suites

Find out more about Cuttyhunk

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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?

Private cottage nestled in center of the Vineyard: This vacation home rental near Cuttyhunk is located in a rural location and has a garden, a selection of games, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

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.