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Our top choices for Cuttyhunk vacation homes

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, (15 reviews)
"Wonderful house and great location!! Super responsive host. Great vacation, thank you!!! "
United States
Kristen P.
The price is AED 908
AED 2,270 total
includes taxes & fees
3 May - 4 May
Middletown Bungalow w/Hot Tub and Private Yard - RIBryan Properties

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 AED 378
AED 1,600 total
includes taxes & fees
4 May - 5 May
Ellery Bungalow #51- Island Calm Near Newport

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 AED 496
AED 2,077 total
includes taxes & fees
3 May - 4 May
Beach house walking distance to Second Beach

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 AED 378
AED 1,600 total
includes taxes & fees
3 May - 4 May
Ellery Beach Bungalow #45- A Refined Island Escape

Furnished & Flexible – Perfect for Longer Stays in Dartmouth, MA!

Furnished & Flexible – Perfect for Longer Stays in Dartmouth, MA!
Dartmouth
The price is AED 433
AED 1,124 total
includes taxes & fees
8 May - 9 May
Furnished & Flexible – Perfect for Longer Stays in Dartmouth, MA!

Charming Vacation Home in Oak Bluffs.

Charming Vacation Home in Oak Bluffs.
Oak Bluffs
The price is AED 1,466
AED 3,044 total
includes taxes & fees
26 May - 27 May
Charming Vacation Home in Oak Bluffs.

4-bedroom house in lovely Edgartown..Centrally located

4-bedroom house in lovely Edgartown..Centrally located
Edgartown
The price is AED 826
AED 3,397 total
includes taxes & fees
9 May - 10 May
4-bedroom house in lovely Edgartown..Centrally located

Ellery Beach Bungalow #47- Relaxed Island Living

Ellery Beach Bungalow #47- Relaxed Island Living
Middletown
9.2 out of 10, Wonderful, (5 reviews)
"Fantastic stay! "
United States
Cristin C.
The price is AED 404
AED 1,636 total
includes taxes & fees
4 May - 5 May
Ellery Beach Bungalow #47- Relaxed Island Living

☼ Westport Point ☼ beach house on 1/2 acre easy access to beach/historic village

☼ Westport Point ☼ beach house on 1/2 acre easy access to beach/historic village
Westport
9.8 out of 10, Exceptional, (24 reviews)
"We loved our stay! The house was so comfortable and welcoming. Great location and wonderful space would definitely stay there again! "
United States
Kim D.
The price is AED 970
AED 2,146 total
includes taxes & fees
10 May - 11 May
☼ Westport Point ☼ beach house on 1/2 acre easy access to beach/historic village

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 AED 2,020
AED 4,452 total
includes taxes & fees
4 May - 5 May
MOST CHIC SPOT! Your Martha's Vineyard Getaway!

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 AED 884
AED 2,468 total
includes taxes & fees
4 May - 5 May
Little Creek Retreat Private hot tub & yard - RIBryan Properties

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 AED 735
AED 2,018 total
includes taxes & fees
4 May - 5 May
Located Steps Away To Main Street And .7 Miles From Surf Drive 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 AED 1,286
AED 3,282 total
includes taxes & fees
4 May - 5 May
A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!

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 AED 1,837
AED 3,984 total
includes taxes & fees
3 May - 4 May
NEW! Renovated Family-Friendly Vineyard Haven Home, Close to town!

Between Beaches

Between Beaches
Easton's Point
8.0 out of 10, Very Good, (1 review)
The price is AED 760
AED 2,703 total
includes taxes & fees
4 May - 5 May
Between Beaches

WALK to BEACH/CLIFF WALK! FANTASTIC Location! Winter Rentals! Fenced yard! Pets!

WALK to BEACH/CLIFF WALK! FANTASTIC Location! Winter Rentals! Fenced yard! Pets!
Middletown
10.0 out of 10, Exceptional, (50 reviews)
"Great location, very close to all things in Newport!"
United States
Corrine M.
WALK to BEACH/CLIFF WALK! FANTASTIC Location! Winter Rentals! Fenced yard! Pets!

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 AED 1,469
AED 2,929 total
includes taxes & fees
14 May - 15 May
Oak Bluffs - Quiet neighborhood

Spacious Private Cottage Close to Beaches & Newport

Spacious Private Cottage Close to Beaches & Newport
Middletown
The price is AED 1,488
AED 4,184 total
includes taxes & fees
3 May - 4 May
Spacious Private Cottage Close to Beaches & Newport

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.
Ellery Bungalow #49 - Minutes from the Sand

beach time awaits you at Ocean View

beach time awaits you at Ocean View
Middletown
10.0 out of 10, Exceptional, (21 reviews)
"Place was super cute and had everything we needed. Was centrally located to everything we wanted to do. Beds and comfortable and lots of space to spread out. Would definitely recommend to others. "
United States
Judith G.
The price is AED 2,938
AED 4,782 total
includes taxes & fees
17 May - 18 May
beach time awaits you at Ocean View
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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