Holiday Homes in Cuttyhunk

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Featured Holiday Homes in Cuttyhunk

Our top choices for Cuttyhunk holiday homes

King Bed Standard View

The price is AU$287
includes taxes & fees
25 Aug - 26 Aug
King Bed Standard View

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

10.0 out of 10, Exceptional, (16)
"We had a great stay at Oceans 11! The home is beautiful, it was incredibly clean, and very well stocked! We look forward to staying here again!!"
The price is AU$629
includes taxes & fees
25 Aug - 26 Aug
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$1,377
includes taxes & fees
4 Sept - 5 Sept
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$295
includes taxes & fees
22 Sept - 23 Sept
Seapowet suite

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$2,286
includes taxes & fees
1 Sept - 2 Sept
MOST CHIC SPOT! Your Martha's Vineyard Getaway!

Cozy Autumn Escape Near Fall Foliage in Dartmouth, MA

The price is AU$487
includes taxes & fees
19 Sept - 20 Sept
Cozy Autumn Escape Near Fall Foliage in Dartmouth, MA

1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!

2.0 out of 10, (1)
"Poor experience. Keys were not found in location reported in check in instructions. Rotting fruit dropped from fruit trees over driveway attracted yellow jackets throughout the day. Outdoor shower had only cold water. Beach chairs were destroyed and unusable. Bathroom had terrible musty smell and shower leaked water all of bathroom floor. "
The price is AU$974
includes taxes & fees
1 Sept - 2 Sept
1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!

Cozy Oceanfront Room | 2 Beds + Kitchenette

10.0 out of 10, Exceptional, (1)
"Close to the beach and love the bar downstairs can’t wait to come back next summer!"
The price is AU$391
includes taxes & fees
1 Sept - 2 Sept
Cozy Oceanfront Room | 2 Beds + Kitchenette

The FREEDOM HOME FROM HOME

10.0 out of 10, Exceptional, (1)
"Super great communication and easy check in process! Loved the house with everything needed for a short weekend getaway!"
The FREEDOM HOME FROM HOME

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$799
includes taxes & fees
3 Sept - 4 Sept
Ellery Beach Bungalow #45- A Refined Island Escape

Stunning, Chic Remodel! Beach House Minutes to Newport!

9.8 out of 10, Exceptional, (15)
"House was great kitchen had everything you would need and more! Beds very comfortable like others have stated. Very close to Newport😃 Would recommend!!"
The price is AU$3,172
includes taxes & fees
1 Sept - 2 Sept
Stunning, Chic Remodel! Beach House Minutes to Newport!

2 Double Bed Oceanview Stay + Shared Deck

The price is AU$439
includes taxes & fees
4 Sept - 5 Sept
2 Double Bed Oceanview Stay + Shared Deck

Charming 2BR Coastal Cottage – Walk to Surf Drive Beach & Downtown!

The price is AU$1,112
includes taxes & fees
21 Sept - 22 Sept
Charming 2BR Coastal Cottage – Walk to Surf Drive Beach & Downtown!

Little Creek Retreat - RIBryan Property

9.2 out of 10, Wonderful, (12)
"Although my party and I only stayed for 1 night we still had a great time in this lovely house."
The price is AU$1,384
includes taxes & fees
15 Sept - 16 Sept
Little Creek Retreat - RIBryan Property

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

10.0 out of 10, Exceptional, (13)
"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."
NEW! Renovated Family-Friendly Vineyard Haven Home, Close to town!

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

10.0 out of 10, Exceptional, (12)
"We so enjoyed our stay! Alexis has thought of everything to make a visit comfortable. Enjoyed the location and was able to walk to the village for coffee! Very convenient location and would highly recommend!"
The price is AU$2,255
includes taxes & fees
16 Sept - 17 Sept
Scenic 4BR/3BA Waterfront Getaway with private dock, kayaks & Stunning Views

Ellery Bungalow #51- Island Calm Near Newport

9.8 out of 10, Exceptional, (91)
"This was the perfect size and location for our group of 5, would definitely stay again! "
The price is AU$927
includes taxes & fees
7 Sept - 8 Sept
Ellery Bungalow #51- Island Calm Near Newport

Elisa's Cottage - Your Family Vacation Destination

10.0 out of 10, Exceptional, (6)
"We enjoyed the proximity to Woods Hole and Falmouth and the added snack touches. "
Elisa's Cottage - Your Family Vacation Destination

Entire home minutes from Newport, RI. Near beaches.

10.0 out of 10, Exceptional, (11)
"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!"
Entire home minutes from Newport, RI. Near beaches.
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