Massachusetts, Elizabeth Islands, Cuttyhunk Island. Rocky shoreline of Cuttyhunk.

Holiday Homes in Cuttyhunk

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Our top choices for Cuttyhunk holiday homes

Ellery Beach Bungalow #47- Relaxed Island Living

Ellery Beach Bungalow #47- Relaxed Island Living
Middletown
9.4 out of 10, Exceptional, (6 reviews)
"Fantastic stay! "
United States
Cristin C.
The price is AU$628
includes taxes & fees
15 June - 16 June
Ellery Beach Bungalow #47- Relaxed Island Living

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 AU$669
includes taxes & fees
17 June - 18 June
Ellery Bungalow #49 - Minutes from the Sand

Ellery Bungalow #51- Island Calm Near Newport

Ellery Bungalow #51- Island Calm Near Newport
Middletown
9.6 out of 10, Exceptional, (96 reviews)
"This was the perfect size and location for our group of 5, would definitely stay again! "
United States
toni g.
The price is AU$793
includes taxes & fees
21 June - 22 June
Ellery Bungalow #51- Island Calm Near Newport

Cozy Autumn Escape Near Fall Foliage in Dartmouth, MA

Cozy Autumn Escape Near Fall Foliage in Dartmouth, MA
Dartmouth
The price is AU$433
includes taxes & fees
26 June - 27 June
Cozy Autumn Escape Near Fall Foliage in Dartmouth, MA

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)
"Great house and communication with the owner! We would stay there again!"
United States
Stan C.
The price is AU$1,026
includes taxes & fees
28 June - 29 June
Beach house walking distance to Second Beach

Pop, Bubble, and sun-drenched Cutie Cottage!

Pop, Bubble, and sun-drenched Cutie Cottage!
Middletown
9.8 out of 10, Exceptional, (21 reviews)
"We loved our stay! The cottage was the perfect size for what we needed and a great location! We would definitely stay again."
United States
Lauren C.
Pop, Bubble, and sun-drenched Cutie Cottage!

Beautiful 'Saltbox Cape Cod' with Water Views on 3 Levels

Beautiful 'Saltbox Cape Cod' with Water Views on 3 Levels
Westport
9.8 out of 10, Exceptional, (44 reviews)
"Super quiet and private neighborhood which makes for great walks!"
United States
Caitlin J.
The price is AU$535
includes taxes & fees
16 June - 17 June
Beautiful 'Saltbox Cape Cod' with Water Views on 3 Levels

A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!

A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!
Oak Bluffs
9.2 out of 10, Wonderful, (5 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 AU$1,352
includes taxes & fees
14 June - 15 June
A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!

4-bedroom house in lovely Edgartown..Centrally located

4-bedroom house in lovely Edgartown..Centrally located
Edgartown
10.0 out of 10, Exceptional, (1 review)
"Awesome place! Clean! Great communication! Clean and well stocked. A pleasure to deal with."
United States
Kelly H.
The price is AU$1,718
includes taxes & fees
14 June - 15 June
4-bedroom house in lovely Edgartown..Centrally located

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, (216 reviews)
"Great place to stay for Christmas with our family. Cozy place with a convenient location. "
United States
Gail B.
The price is AU$1,042
includes taxes & fees
16 June - 17 June
Located Steps Away To Main Street And .7 Miles From Surf Drive Beach

Little Creek Retreat Private hot tub & yard - RIBryan Properties

Little Creek Retreat Private hot tub & yard - RIBryan Properties
Middletown
9.4 out of 10, Exceptional, (15 reviews)
"Best stay "
United States
Justin R.
The price is AU$1,001
includes taxes & fees
15 June - 16 June
Little Creek Retreat Private hot tub & yard - RIBryan Properties

Middletown Bungalow w/Hot Tub and Private Yard - RIBryan Properties

Middletown Bungalow w/Hot Tub and Private Yard - RIBryan Properties
Middletown
9.4 out of 10, Exceptional, (16 reviews)
"Wonderful house and great location!! Super responsive host. Great vacation, thank you!!! "
United States
Kristen P.
The price is AU$1,053
includes taxes & fees
17 June - 18 June
Middletown Bungalow w/Hot Tub and Private Yard - RIBryan Properties

Backyard Retreat / 5 Min > Beach & Main St

Backyard Retreat / 5 Min > Beach & Main St
Fairhaven
The price is AU$934
includes taxes & fees
14 June - 15 June
Backyard Retreat / 5 Min > Beach & Main St

MOST CHIC SPOT! Your Martha's Vineyard Getaway!

MOST CHIC SPOT! Your Martha's Vineyard Getaway!
Oak Bluffs
9.6 out of 10, Exceptional, (10 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 AU$1,891
includes taxes & fees
24 June - 25 June
MOST CHIC SPOT! Your Martha's Vineyard Getaway!

Stepping Stone

Stepping Stone
Middletown
10.0 out of 10, Exceptional, (2 reviews)
"This vacation place was clean, beautiful and comfortable with easy access to downturn Newport, the beaches and all the area has to offer. Perfect stay for our family wedding weekend."
United States
George
The price is AU$1,232
includes taxes & fees
14 June - 15 June
Stepping Stone

serene wooded 3-bedroom house West Tisbury deck, screen porch and outdoor shower

serene wooded 3-bedroom house West Tisbury deck, screen porch and outdoor shower
West Tisbury
The price is AU$1,373
includes taxes & fees
13 July - 14 July
serene wooded 3-bedroom house West Tisbury deck, screen porch and outdoor shower

Spacious Private Cottage Close to Beaches & Newport

Spacious Private Cottage Close to Beaches & Newport
Middletown
10.0 out of 10, Exceptional, (1 review)
"We really enjoyed our stay. Everything was seamless from communication prior to arrival, check-in, and check-out. The team at STAY Newport was super responsive, though there wasn't much we needed, since the cottage was just as we expected and even better! Lots of room for our girls' trip and super close proximity to walk down to the beach. We were there in May, so it wasn’t quite beach season, but still ventured down for a walk, and it was an easy ride into downtown (less than 10 minutes). ...
United States
Amanda H.
The price is AU$1,717
includes taxes & fees
14 June - 15 June
Spacious Private Cottage Close to Beaches & Newport

Elisa's Cottage - Your Family Vacation Destination

Elisa's Cottage - Your Family Vacation Destination
Woods Hole
10.0 out of 10, Exceptional, (7 reviews)
"We enjoyed the proximity to Woods Hole and Falmouth and the added snack touches. "
United States
Stefanie G.
Elisa's Cottage - Your Family Vacation Destination

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 AU$628
includes taxes & fees
15 June - 16 June
Ellery Beach Bungalow #45- A Refined Island Escape

Solo Fish - Family home, walk to beach and pool!

Solo Fish - Family home, walk to beach and pool!
Middletown
9.0 out of 10, Wonderful, (2 reviews)
"Everything about our stay was perfect. The house was extremely clean and very spacious! We were there celebrating my wedding and hosting many people. All the girls got ready there in the morning and we had so much room! Taking pictures in the home that will last us a lifetime made is super easy due to how clean and modern the home was. We all felt so comfortable there and really enjoyed the backyard as well. We will definitely be coming back!Lastly, the management team was 10/10. They answered...
United States
Jenna M.
Solo Fish - Family home, walk to beach and pool!
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

Find out more about Cuttyhunk

Cuttyhunk Holiday Homes information

Number of reviews
471
Accommodation
473 Holiday Homes
Lowest Price
AU$433
Highest Price
AU$1,891

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