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

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$713
includes taxes & fees
10 Feb - 11 Feb
Ellery Beach Bungalow #45- A Refined Island Escape

Blue Haven Houseboat

Blue Haven Houseboat
New Bedford
The price is NZ$279
includes taxes & fees
2 Mar - 3 Mar
Blue Haven Houseboat

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$713
includes taxes & fees
10 Feb - 11 Feb
Ellery Beach Bungalow #47- Relaxed Island Living

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 NZ$866
includes taxes & fees
12 Feb - 13 Feb
Beach house walking distance to Second Beach

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$735
includes taxes & fees
10 Feb - 11 Feb
Ellery Bungalow #51- Island Calm Near Newport

Between Beaches

Between Beaches
Easton's Point
8.0 out of 10, Very good, (1 review)
The price is NZ$1,097
includes taxes & fees
15 Feb - 16 Feb
Between Beaches

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 NZ$809
includes taxes & fees
10 Feb - 11 Feb
Located Steps Away To Main Street And .7 Miles From Surf Drive Beach

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 NZ$1,096
includes taxes & fees
10 Feb - 11 Feb
Little Creek Retreat - RIBryan Property

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$945
includes taxes & fees
10 Feb - 11 Feb
Middletown Bungalow - RIBryan Property

Oak Bluffs - Quiet neighborhood

Oak Bluffs - Quiet neighborhood
Oak Bluffs
9.4 out of 10, Exceptional, (43 reviews)
"perfect for our needs"
United States
Ed V.
The price is NZ$1,088
includes taxes & fees
11 Feb - 12 Feb
Oak Bluffs - Quiet neighborhood

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$1,426
includes taxes & fees
10 Feb - 11 Feb
A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!

Walk to beach corner lot, 5 bed large yard

Walk to beach corner lot, 5 bed large yard
Middletown
The price is NZ$4,614
includes taxes & fees
10 Feb - 11 Feb
Walk to beach corner lot, 5 bed large yard

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 NZ$1,558
includes taxes & fees
10 Feb - 11 Feb
Allston Greens

Beautiful Home in Falmouth Village

Beautiful Home in Falmouth Village
Falmouth
10.0 out of 10, Exceptional, (10 reviews)
"Great house and good location. "
United States
Jeannie E.
Beautiful Home in Falmouth Village

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 NZ$1,751
includes taxes & fees
10 Feb - 11 Feb
NEW! Renovated Family-Friendly Vineyard Haven Home, Close to town!

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$1,957
includes taxes & fees
10 Feb - 11 Feb
MOST CHIC SPOT! Your Martha's Vineyard Getaway!

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$2,689
includes taxes & fees
10 Feb - 11 Feb
Spectacular View from Rooftop Deck | Sleeps 12

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$2,252
includes taxes & fees
10 Feb - 11 Feb
Scenic 4BR/3BA Waterfront Getaway with private dock, kayaks & Stunning Views

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$2,479
includes taxes & fees
10 Feb - 11 Feb
Double lot walk to beach 5 bed 7 bath, large yard

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$2,426
includes taxes & fees
10 Feb - 11 Feb
Third Beach Road
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
436
Accommodation
468 Holiday Homes
Lowest Price
NZ$279
Highest Price
NZ$4,614

Explore a world of travel with Expedia