Holiday Homes in Cuttyhunk

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Featured Holiday Homes in Cuttyhunk

Ellery Beach Bungalow #47- Relaxed Island Living

Middletown
10.0 out of 10, Exceptional, (4)
"Fantastic stay! "
United States
Cristin C.
The price is AU$659
includes taxes & fees
8 Dec - 9 Dec
Ellery Beach Bungalow #47- Relaxed Island Living

Ellery Beach Bungalow #45- A Refined Island Escape

Middletown
10.0 out of 10, Exceptional, (1)
"Beautiful area, walking distance to the beach and restaurants, nice clean house"
United States
Dana N.
The price is AU$659
includes taxes & fees
8 Dec - 9 Dec
Ellery Beach Bungalow #45- A Refined Island Escape

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

Falmouth
10.0 out of 10, Exceptional, (210)
"We had a great stay. House is spacious, clean and well-stocked with everything we needed. We loved that we were able to walk to downtown shops and restaurants, the ferry to Martha’s Vineyard and the beach. Would definitely stay here again. "
United States
Ava B.
The price is AU$754
includes taxes & fees
8 Dec - 9 Dec
Located Steps Away To Main Street And .7 Miles From Surf Drive Beach

Ellery Bungalow #51- Island Calm Near Newport

Middletown
9.6 out of 10, Exceptional, (94)
"My family had an amazing stay at this bungalow. It is very clean and offered everything we needed for our stay in Newport. The beach is very close and there are plenty of restaurants and convenience store within walking distance. "
United States
Tamara C.
The price is AU$679
includes taxes & fees
15 Dec - 16 Dec
Ellery Bungalow #51- Island Calm Near Newport

Drift Loft Houseboat

2.0 star property
New Bedford
The price is AU$274
includes taxes & fees
8 Dec - 9 Dec
Drift Loft Houseboat

Beach house walking distance to Second Beach

Easton's Point
9.8 out of 10, Exceptional, (26)
"What a great location, well appointed home, and a very professional VRBO host. You know that love and care goes into making guests feel welcomed and special. Lots of amenities and space to make your stay memorable. "
United States
Victoria L.
The price is AU$898
includes taxes & fees
9 Dec - 10 Dec
Beach house walking distance to Second Beach

Cozy Autumn Escape Near Fall Foliage in Dartmouth, MA

Dartmouth
The price is AU$465
includes taxes & fees
9 Dec - 10 Dec
Cozy Autumn Escape Near Fall Foliage in Dartmouth, MA

Between Beaches

Easton's Point
8.0 out of 10, Very good, (1)
The price is AU$1,017
includes taxes & fees
8 Dec - 9 Dec
Between Beaches

A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!

Oak Bluffs
9.4 out of 10, Exceptional, (3)
"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 AU$1,361
includes taxes & fees
8 Dec - 9 Dec
A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!

Stones Throw Waterfront

Dartmouth
8.8 out of 10, Excellent, (6)
"Perfect spot for our long weekend visiting local family and we wish we could have stayed longer. Close to the village, kayaks on site/ water view- house clean and decorated thoughtfully. Pet friendly, we brought our small dog. The outdoor shower is a must try! We hope to be back soon! "
United States
Lauren G.
The price is AU$975
includes taxes & fees
8 Dec - 9 Dec
Stones Throw Waterfront

Little Creek Retreat - RIBryan Property

Middletown
9.4 out of 10, Exceptional, (14)
"Great place! So many bedrooms! Nice private yard, great if you have a dog. Had a wonderful stay, would stay again. Close enough to Newport to drive in and out no problem, plus close to beaches. "
United States
Todd C.
The price is AU$1,016
includes taxes & fees
8 Dec - 9 Dec
Little Creek Retreat - RIBryan Property

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

Tisbury
10.0 out of 10, Exceptional, (16)
"The house is clean, peaceful and perfectly appointed with everything you need for a great week on the Vineyard."
United States
Celeste P.
The price is AU$1,652
includes taxes & fees
23 Dec - 24 Dec
NEW! Renovated Family-Friendly Vineyard Haven Home, Close to town!

Allston Greens

Middletown
10.0 out of 10, Exceptional, (9)
"Great location and perfect layout of the home for our needs"
United States
Anna P.
The price is AU$1,462
includes taxes & fees
8 Dec - 9 Dec
Allston Greens

Middletown Bungalow - RIBryan Property

Middletown
9.4 out of 10, Exceptional, (13)
"Very clean and roomy for our 8 guests. Perfect location for access to Second Beach and downtown Newport."
United States
William H.
The price is AU$872
includes taxes & fees
8 Dec - 9 Dec
Middletown Bungalow - RIBryan Property

Ellery Bungalow #49 - Minutes from the Sand

Middletown
10.0 out of 10, Exceptional, (1)
"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 AU$683
includes taxes & fees
15 Dec - 16 Dec
Ellery Bungalow #49 - Minutes from the Sand

MOST CHIC SPOT! Your Martha's Vineyard Getaway!

Oak Bluffs
10.0 out of 10, Exceptional, (7)
"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 AU$1,787
includes taxes & fees
8 Dec - 9 Dec
MOST CHIC SPOT! Your Martha's Vineyard Getaway!

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

Dartmouth
10.0 out of 10, Exceptional, (13)
"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 AU$1,925
includes taxes & fees
4 Jan - 5 Jan 2026
Scenic 4BR/3BA Waterfront Getaway with private dock, kayaks & Stunning Views

Walk to beach corner lot, 5 bed large yard

Middletown
The price is AU$4,358
includes taxes & fees
8 Dec - 9 Dec
Walk to beach corner lot, 5 bed large yard

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

Easton's Point
9.8 out of 10, Exceptional, (26)
"We enjoyed our stay at the home. Very well maintained."
United States
Anmol P.
The price is AU$2,340
includes taxes & fees
8 Dec - 9 Dec
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.
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Top Cuttyhunk Hotel Reviews

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Cuttyhunk Holiday Homes information

Number of reviews
384
Accommodation
552 Holiday Homes
Lowest Price
AU$274
Highest Price
AU$4,358

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