Holiday Homes in Cuttyhunk

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Cuttyhunk holiday homes

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

Blue Haven Houseboat

Blue Haven Houseboat
New Bedford
The price is NZ$289
includes taxes & fees
29 Mar - 30 Mar
Blue Haven Houseboat

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 NZ$747
includes taxes & fees
1 Apr - 2 Apr
Ellery Bungalow #51- Island Calm Near Newport

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 NZ$747
includes taxes & fees
29 Mar - 30 Mar
Ellery Beach Bungalow #45- A Refined Island Escape

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 NZ$757
includes taxes & fees
31 Mar - 1 Apr
Ellery Beach Bungalow #47- Relaxed Island Living

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, (213 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 NZ$919
includes taxes & fees
30 Mar - 31 Mar
Located Steps Away To Main Street And .7 Miles From Surf Drive Beach

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 NZ$2,028
includes taxes & fees
27 Mar - 28 Mar
MOST CHIC SPOT! Your Martha's Vineyard Getaway!

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 NZ$838
includes taxes & fees
27 Mar - 28 Mar
Beach house walking distance to Second Beach

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 NZ$1,478
includes taxes & fees
27 Mar - 28 Mar
A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!

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 NZ$2,557
includes taxes & fees
23 Apr - 24 Apr
Scenic 4BR/3BA Waterfront Getaway with private dock, kayaks & Stunning Views

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 NZ$1,112
includes taxes & fees
25 Apr - 26 Apr
Oak Bluffs - Quiet neighborhood

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 NZ$1,164
includes taxes & fees
30 Mar - 31 Mar
Middletown Bungalow - RIBryan Property

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 NZ$1,126
includes taxes & fees
27 Mar - 28 Mar
Little Creek Retreat - RIBryan Property

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.
The price is NZ$731
includes taxes & fees
29 Mar - 30 Mar
Ellery Bungalow #49 - Minutes from the Sand

Between Beaches

Between Beaches
Easton's Point
8.0 out of 10, Very good, (1 review)
The price is NZ$1,334
includes taxes & fees
1 Apr - 2 Apr
Between Beaches

Drift Loft Houseboat

Drift Loft Houseboat
New Bedford
The price is NZ$366
includes taxes & fees
7 Apr - 8 Apr
Drift Loft Houseboat

Spacious 5BR Cottage by 1st Beach & Newport Harbor

Spacious 5BR Cottage by 1st Beach & Newport Harbor
Middletown
The price is NZ$2,016
includes taxes & fees
15 Apr - 16 Apr
Spacious 5BR Cottage by 1st Beach & Newport Harbor

Spectacular View from Rooftop Deck | Sleeps 12

Spectacular View from Rooftop Deck | Sleeps 12
Easton's Point
10.0 out of 10, Exceptional, (1 review)
"After finding out we had booked hotel rooms with the wrong hotel there were no rooms available last minute for a group of six. Stay Newport was able to get us in last minute and the lodging was wonderful. Very responsive communication. Great location. Very clean and well taken care of property. We wish we could have stayed for a few more days!"
United States
Devon D.
The price is NZ$2,763
includes taxes & fees
29 Mar - 30 Mar
Spectacular View from Rooftop Deck | Sleeps 12

Third Beach Road

Third Beach Road
Middletown
6.0 out of 10, (1 review)
"Renovated house, very cute. Kitchen was definitely a highlight as it was a good space for cooking and gathering together. Some amenities of house were not exactly as listed in description. Location of house was nice-close to beach and park with pickleball courts, easy access to Newport wharves and restaurants "
United States
Janet S.
The price is NZ$2,523
includes taxes & fees
31 Mar - 1 Apr
Third Beach Road

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

Double lot walk to beach 5 bed 7 bath, large yard
Easton's Point
9.8 out of 10, Exceptional, (26 reviews)
"We enjoyed our stay at the home. Very well maintained."
United States
Anmol P.
The price is NZ$2,569
includes taxes & fees
30 Mar - 31 Mar
Double lot walk to beach 5 bed 7 bath, large yard
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Cuttyhunk Hotel Reviews

Find out more about Cuttyhunk

Cuttyhunk Holiday Homes information

Number of reviews
374
Accommodation
468 Holiday Homes
Lowest Price
NZ$289
Highest Price
NZ$2,763

Explore a world of travel with Expedia