Cuttyhunk Holiday Rentals

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Check prices for these dates

In two weeks
6 Mar - 8 Mar
In two months
17 Apr - 19 Apr
In three months
15 May - 17 May
In four months
12 Jun - 14 Jun

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, (34 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$668
HK$1,715 total
includes taxes & fees
18 Feb - 19 Feb
The Charming Gem Near The Water!
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 HK$1,934
HK$3,374 total
includes taxes & fees
24 Feb - 25 Feb
Charming cottage overlooking the bay in Padanaram Village.
TV

Blue Haven Houseboat

Blue Haven Houseboat
New Bedford
The price is HK$1,016
HK$1,309 total
includes taxes & fees
1 Mar - 2 Mar
Blue Haven Houseboat
Terrace/patio

Seapowet suite

Seapowet suite
Tiverton
9.8 out of 10, Exceptional, (8 reviews)
"Adequate for one night. Host friendly."
United States
Louise
The price is HK$626
HK$892 total
includes taxes & fees
18 Feb - 19 Feb
Seapowet suite
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$930
HK$3,566 total
includes taxes & fees
9 Mar - 10 Mar
Ellery Beach Bungalow #45- A Refined Island Escape
Interior

Beach house walking distance to Second Beach

Beach house walking distance to Second Beach
Easton's Point
9.8 out of 10, Exceptional, (26 reviews)
"The house was clean, had every thing you could possibly need. Great location."
United States
Sarah S.
The price is HK$837
HK$4,135 total
includes taxes & fees
23 Feb - 24 Feb
Beach house walking distance to Second Beach
Outdoor dining

Quaint 1 Bed 1 bath private beach home. Long term renter welcome Dec 1

Quaint 1 Bed 1 bath private beach home. Long term renter welcome Dec 1
Dartmouth
10.0 out of 10, Exceptional, (17 reviews)
"Great location, clean house. Well stocked with supplies and beach items."
United States
Tyler M.
The price is HK$1,172
HK$2,898 total
includes taxes & fees
15 Mar - 16 Mar
Quaint 1 Bed 1 bath private beach home. Long term renter welcome Dec 1
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$946
HK$3,584 total
includes taxes & fees
9 Mar - 10 Mar
Ellery Bungalow #51- Island Calm Near Newport
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$813
HK$3,397 total
includes taxes & fees
19 Feb - 20 Feb
Ellery Beach Bungalow #47- Relaxed Island Living
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, (212 reviews)
"This beautiful well-appointed home was the perfect spot for a girlfriend’s getaway. Walkable to the shops and restaurants, nice big rooms for chats, and a great kitchen island to congregate around for breakfast. We loved our time here!"
United States
Annemarie G.
The price is HK$816
HK$3,287 total
includes taxes & fees
24 Feb - 25 Feb
Located Steps Away To Main Street And .7 Miles From Surf Drive Beach
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$4,299
HK$9,472 total
includes taxes & fees
18 Feb - 19 Feb
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
Exterior

Middletown Bungalow - RIBryan Property

Middletown Bungalow - RIBryan Property
Middletown
9.4 out of 10, Exceptional, (14 reviews)
"Wonderful house and great location!! Super responsive host. Great vacation, thank you!!! "
United States
Kristen P.
The price is HK$1,673
HK$4,505 total
includes taxes & fees
18 Feb - 19 Feb
Middletown Bungalow - RIBryan Property
Exterior

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

NEW! Renovated Family-Friendly Vineyard Haven Home, Close to town!
Tisbury
10.0 out of 10, Exceptional, (16 reviews)
"We had an amazing time at this beautiful home. Great, clean space to spend an evening visit with friends and family. Great location with easy access around the island. Would highly recommend! "
United States
Jennifer T.
The price is HK$3,908
HK$8,477 total
includes taxes & fees
19 Feb - 20 Feb
NEW! Renovated Family-Friendly Vineyard Haven Home, Close to town!
Smart TV, books

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

Scenic 4BR/3BA Waterfront Getaway with private dock, kayaks & Stunning Views
Dartmouth
10.0 out of 10, Exceptional, (14 reviews)
"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
Nick R.
The price is HK$6,348
HK$10,931 total
includes taxes & fees
18 Feb - 19 Feb
Scenic 4BR/3BA Waterfront Getaway with private dock, kayaks & Stunning Views
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$2,735
HK$6,984 total
includes taxes & fees
18 Feb - 19 Feb
A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!
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$2,345
HK$5,238 total
includes taxes & fees
19 Feb - 20 Feb
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, (14 reviews)
"Best stay "
United States
Justin R.
The price is HK$1,882
HK$5,250 total
includes taxes & fees
18 Feb - 19 Feb
Little Creek Retreat - RIBryan Property
TV

Between Beaches

Between Beaches
Easton's Point
8.0 out of 10, Very good, (1 review)
The price is HK$1,618
HK$5,750 total
includes taxes & fees
2 Mar - 3 Mar
Between Beaches
Fridge, microwave, oven, stovetop

Allston Greens

Allston Greens
Middletown
10.0 out of 10, Exceptional, (9 reviews)
"Great location and perfect layout of the home for our needs"
United States
Anna P.
The price is HK$2,743
HK$7,556 total
includes taxes & fees
18 Feb - 19 Feb
Allston Greens
Exterior

The Beach Estate, Panoramic Ocean Views, 5700 sqft

The Beach Estate, Panoramic Ocean Views, 5700 sqft
Mattapoisett
9.8 out of 10, Exceptional, (8 reviews)
"Great stay! Great property!"
United States
Liz A.
The price is HK$5,947
HK$14,638 total
includes taxes & fees
9 Mar - 10 Mar
The Beach Estate, Panoramic Ocean Views, 5700 sqft
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

Inn on the Square

Inn on the Square

10/10 Excellent
"Staff was spectacular - especially the woman who checked us in late afternoon Friday, with details on amenities, suggestions for dining, best sunset, coffee, etc. Others were helpful as well. Pool had tons of clean fresh towels; bathroom had deep soaking tub which I enjoyed. "
Brian 2-night trip
Posted 2 days ago
Inn on the Square

Find out more about Cuttyhunk

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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?

9-bedroom vacation home near Cape Cod Beaches: This holiday home rental outside of Cuttyhunk is located in the city centre, and has a garden, a selection of games and a BBQ to put you at ease in your new surroundings. It has 9 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that 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 Demarest Lloyd State Park 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.