Cuttyhunk Holiday Rentals

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Check prices for these dates

In two weeks
17 Apr - 19 Apr
In two months
29 May - 31 May
In three months
26 Jun - 28 Jun
In four months
24 Jul - 26 Jul

Our top choices for Cuttyhunk holiday rentals

Smart TV, stereo

The Charming Gem Near The Water!

The Charming Gem Near The Water!
New Bedford
9.6 out of 10, Exceptional, (35 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 HK$670
HK$1,712 total
includes taxes & fees
7 Apr - 8 Apr
The Charming Gem Near The Water!
Smart TV

Lovely 3 bedroom apartment for rent

Lovely 3 bedroom apartment for rent
New Bedford
9.8 out of 10, Exceptional, (12 reviews)
"Nice place for staying when traveling to Massachusetts "
United States
Anonymous traveller
Lovely 3 bedroom apartment for rent
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 HK$737
HK$2,408 total
includes taxes & fees
8 Apr - 9 Apr
Spacious 3-bedroom apartment in enjoyable New Bedford with AC, WiFi
TV

Blue Haven Houseboat

Blue Haven Houseboat
New Bedford
The price is HK$1,019
HK$1,313 total
includes taxes & fees
27 Apr - 28 Apr
Blue Haven Houseboat
Exterior detail

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 HK$678
HK$2,289 total
includes taxes & fees
11 Apr - 12 Apr
Lovely 4- Bedroom apartment for rent
Property grounds

Ellery Beach Bungalow #47- Relaxed Island Living

Ellery Beach Bungalow #47- Relaxed Island Living
Middletown
10.0 out of 10, Exceptional, (4 reviews)
"Fantastic stay! "
United States
Cristin C.
The price is HK$847
HK$3,471 total
includes taxes & fees
13 Apr - 14 Apr
Ellery Beach Bungalow #47- Relaxed Island Living
Exterior detail

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 HK$807
HK$3,415 total
includes taxes & fees
13 Apr - 14 Apr
Ellery Beach Bungalow #45- A Refined Island Escape
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 HK$917
HK$3,566 total
includes taxes & fees
15 Apr - 16 Apr
Ellery Bungalow #51- Island Calm Near Newport
Property grounds

Beachside Village Resort

Beachside Village Resort
3.0 star property
Falmouth
9.4 out of 10, Exceptional, (101 reviews)
"Wonderful location, nice staff!"
United States
Claire
Beachside Village Resort
Terrace/patio

Oak Bluffs - Quiet neighborhood

Oak Bluffs - Quiet neighborhood
Oak Bluffs
9.4 out of 10, Exceptional, (43 reviews)
"Perfectly situated!"
United States
Damani B.
The price is HK$2,352
HK$5,236 total
includes taxes & fees
25 Apr - 26 Apr
Oak Bluffs - Quiet neighborhood
Fridge, microwave, oven, stovetop

Little Creek Retreat - RIBryan Property

Little Creek Retreat - RIBryan Property
Middletown
9.4 out of 10, Exceptional, (15 reviews)
"Best stay "
United States
Justin R.
The price is HK$1,887
HK$5,266 total
includes taxes & fees
6 Apr - 7 Apr
Little Creek Retreat - RIBryan Property
Terrace/patio

Seapowet suite

Seapowet suite
Tiverton
9.8 out of 10, Exceptional, (9 reviews)
"Adequate for one night. Host friendly."
United States
Louise
The price is HK$1,122
HK$1,466 total
includes taxes & fees
7 Apr - 8 Apr
Seapowet suite
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 HK$2,743
HK$7,004 total
includes taxes & fees
12 Apr - 13 Apr
A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!
Living area

LUX on Main | Downtown | Parking | Sleeps 6, #201

LUX on Main | Downtown | Parking | Sleeps 6, #201
Falmouth
The price is HK$1,416
HK$5,442 total
includes taxes & fees
6 Apr - 7 Apr
LUX on Main | Downtown | Parking | Sleeps 6, #201
Outdoor pool, a heated pool

Cozy efficiency apartment/heated pool

Cozy efficiency apartment/heated pool
Chilmark
9.6 out of 10, Exceptional, (21 reviews)
"We loved this property and would love to return!"
United States
Clifford L.
The price is HK$2,312
HK$3,660 total
includes taxes & fees
30 Apr - 1 May
Cozy efficiency apartment/heated pool
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 HK$1,404
HK$4,880 total
includes taxes & fees
6 Apr - 7 Apr
Beach house walking distance to Second Beach
Exterior

Middletown Bungalow - RIBryan Property

Middletown Bungalow - RIBryan Property
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 HK$2,063
HK$4,997 total
includes taxes & fees
9 Apr - 10 Apr
Middletown Bungalow - RIBryan Property
Property grounds

Drift Loft Houseboat

Drift Loft Houseboat
New Bedford
The price is HK$1,333
HK$1,664 total
includes taxes & fees
6 Apr - 7 Apr
Drift Loft Houseboat
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 HK$4,311
HK$9,499 total
includes taxes & fees
17 Apr - 18 Apr
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
Interior

Ellery Bungalow #49 - Minutes from the Sand

Ellery Bungalow #49 - Minutes from the Sand
Middletown
10.0 out of 10, Exceptional, (1 review)
"Had a wonderful stay; loved that it was within walking distance to great places to eat and also the beach.Everything was clean and cozy. I highly recommend it if you would like to check out Newport and the surrounding towns.Owners were very responsive if needed. We loved our trip!"
United States
Cheryl H.
Ellery Bungalow #49 - Minutes from the Sand
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

Stone House Inn

Stone House Inn

8/10 Good
"View is amazing, breakfast in the am is superb. I would have liked to know ahead of time that I was staying at the adjacent building instead of the actual Stone Hill building, but it was still great. The speakeasy was totally fun, but I would raise the rate of the room a smidge and offer the customer their first beer, wine or cocktail for free. People love that. "
Heather 1-night trip
Posted 1 day ago
Stone House Inn

Find out more about Cuttyhunk

Search for holiday rentals in Cuttyhunk on Expedia! You can easily find your home rentals, villas, holiday apartments in Cuttyhunk using one of the methods below:

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Look no further and take a look at our great range of rental properties in Cuttyhunk!

Frequently asked questions

Can I find a holiday rental in Cuttyhunk?

Yes, there are holiday rentals close to the most popular sights in Cuttyhunk, or you can select a more secluded option if you're looking for a relaxing stay. Cuttyhunk is known for its beaches.

What are some of the best holiday rentals that Cuttyhunk has to offer?

Luxury Beach House, Easton Point. Ocean Views, 2 Master BRs, Walk to Everything: This holiday home rental outside of Cuttyhunk is located in the city centre, and has a furnished patio, a private garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with 1 hot tub and a selection of books.

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 wider area.

What’s a holiday rental in Cuttyhunk like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Cuttyhunk. Holiday rentals feature extras such as kitchens and laundry facilities so you'll have everything you need. If you're concerned about a clean environment, holiday rentals can provide a sense of seclusion away from public hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for a family getaway.