Holiday Homes in Cuttyhunk

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Featured Holiday Homes in Cuttyhunk

Quaint 1 Bed 1 bath private beach home. Long term renters welcome for winter!

10.0 out of 10, Exceptional, (17)
"I stayed for just one night, and wasn't actually around much as I was visiting a friend, but the house was immaculate and exactly as advertised."
The price is AU$495
includes taxes & fees
12 Oct - 13 Oct
Quaint 1 Bed 1 bath private beach home. Long term renters welcome for winter!

A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!

9.0 out of 10, Wonderful, (2)
"The house was lovely. Very clean and orderly. Beautiful back porch that we enjoyed very much. The beds were very comfortable. Our only complaint was the Master bathroom needs some updating. The shower head desperately needs to be changed and the lighting is extremely poor. Also, only 1 half size mirror on the whole first floor. Other than that, it was perfect."
The price is AU$1,028
includes taxes & fees
12 Oct - 13 Oct
A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!

Seapowet suite

10.0 out of 10, Exceptional, (1)
"The property is located in a beautiful little setting set back off the road with a huge lawn and outside patio area. Alan, the owner was very accommodating. Inside was two bedrooms, a bathroom and a nice big living room with a table. Also was a mini fridge along with a microwave and a Keurig coffee maker. A great little hiking area about 200 feet down the road. Beds were comfortable and very clean. I would highly recommend this place."
The price is AU$237
includes taxes & fees
20 Oct - 21 Oct
Seapowet suite

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

10.0 out of 10, Exceptional, (201)
"Loved this spot. So easy to get to downtown and Surf Beach. It was fabulous and clean!"
The price is AU$795
includes taxes & fees
4 Nov - 5 Nov
Located Steps Away To Main Street And .7 Miles From Surf Drive Beach

Ellery Beach Bungalow #45- A Refined Island Escape

10.0 out of 10, Exceptional, (1)
"Beautiful area, walking distance to the beach and restaurants, nice clean house"
The price is AU$668
includes taxes & fees
3 Nov - 4 Nov
Ellery Beach Bungalow #45- A Refined Island Escape

Ellery Bungalow #51- Island Calm Near Newport

9.6 out of 10, Exceptional, (94)
"This was the perfect size and location for our group of 5, would definitely stay again! "
The price is AU$691
includes taxes & fees
3 Nov - 4 Nov
Ellery Bungalow #51- Island Calm Near Newport

Cozy Autumn Escape Near Fall Foliage in Dartmouth, MA

2.0 star property
The price is AU$462
includes taxes & fees
18 Oct - 19 Oct
Cozy Autumn Escape Near Fall Foliage in Dartmouth, MA

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

9.6 out of 10, Exceptional, (20)
"We enjoyed our stay and recommend It. Delightful back yard and patio area and a very pleasant front porch."
The price is AU$665
includes taxes & fees
2 Nov - 3 Nov
☼ Westport Point ☼ beach house on 1/2 acre easy access to beach/historic village

MOST CHIC SPOT! Your Martha's Vineyard Getaway!

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."
The price is AU$1,860
includes taxes & fees
10 Oct - 11 Oct
MOST CHIC SPOT! Your Martha's Vineyard Getaway!

Stunning, Chic Remodel! Beach House Minutes to Newport!

9.8 out of 10, Exceptional, (18)
"The house was convientky close to Newport There were 6 adults with us plenty of space for everyone. Host was very responsive And accommodating. "
The price is AU$3,033
includes taxes & fees
13 Oct - 14 Oct
Stunning, Chic Remodel! Beach House Minutes to Newport!

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

10.0 out of 10, Exceptional, (13)
"Extremely well designed extremely comfortable and well appointed. Beautiful scenery, and very relaxing."
The price is AU$2,073
includes taxes & fees
15 Oct - 16 Oct
Scenic 4BR/3BA Waterfront Getaway with private dock, kayaks & Stunning Views

The Beach Estate, Panoramic Ocean Views, 5700 sqft

9.8 out of 10, Exceptional, (6)
"This was the perfect getaway for our large family. Everything was immaculate and we had all the comforts of home. We had a great week!"
The price is AU$2,802
includes taxes & fees
4 Nov - 5 Nov
The Beach Estate, Panoramic Ocean Views, 5700 sqft

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

10.0 out of 10, Exceptional, (15)
"The house is beautiful and conveniently located. The host, Melissa, was accessible and super helpful. We thoroughly enjoyed our time here and hope to be back in the future."
The price is AU$1,603
includes taxes & fees
14 Oct - 15 Oct
NEW! Renovated Family-Friendly Vineyard Haven Home, Close to town!

Half mile to beach, Family & Pet Friendly, Newly Renovated Full House

10.0 out of 10, Exceptional, (17)
"Great property in a convenient location. Highly recommend this home. Property manager was great at getting back to us. "
The price is AU$1,275
includes taxes & fees
21 Oct - 22 Oct
Half mile to beach, Family & Pet Friendly, Newly Renovated Full House

Little Creek Retreat - RIBryan Property

9.4 out of 10, Exceptional, (13)
"Although my party and I only stayed for 1 night we still had a great time in this lovely house."
The price is AU$1,024
includes taxes & fees
13 Oct - 14 Oct
Little Creek Retreat - RIBryan Property

Entire house minutes from Newport, RI. Near beaches.

10.0 out of 10, Exceptional, (12)
"I stayed over Thanksgiving holiday to celebrate with my daughter attending school in Boston. The house was pristine, has a well stocked kitchen, thoughtfully decorated, conveniently located and Chadd was a terrific host! I will definitely stay here again, highly recommend the home!"
The price is AU$744
includes taxes & fees
20 Oct - 21 Oct
Entire house minutes from Newport, RI. Near beaches.

Stones Throw Waterfront

8.8 out of 10, Excellent, (6)
"We've selected this place for two main reasons - 1) Kayaks included, and 2) pets are welcome (at least, a dog - check the rules). Apart from the two kayaks, three standup boards (SUB) were also available. The property is located near a small cove, so it's perfect for SUB beginners, as there are no waves due to power motorboats, jet skis, etc. Note that launching the boats ISN'T a walk in the park. You'll have to deal with a narrow and relatively steep path, dealing with shrubs, rocks, and...
The price is AU$1,185
includes taxes & fees
10 Oct - 11 Oct
Stones Throw Waterfront

Historic Captains House - Newly Renovated Primary Bathroom and Upgraded Kitchen

10.0 out of 10, Exceptional, (56)
"Lovely home in quiet up island area. Short drive to beaches."
The price is AU$2,869
includes taxes & fees
4 Nov - 5 Nov
Historic Captains House - Newly Renovated Primary Bathroom and Upgraded Kitchen

Beach house walking distance to Second Beach

9.8 out of 10, Exceptional, (22)
"Great location, nice house. Great for a group of friends."
The price is AU$1,323
includes taxes & fees
12 Oct - 13 Oct
Beach house walking distance to Second Beach

Beautiful Home in Falmouth Village

10.0 out of 10, Exceptional, (9)
"Great house and good location. "
The price is AU$2,244
includes taxes & fees
22 Oct - 23 Oct
Beautiful Home in Falmouth Village
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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