Holiday Homes in Cuttyhunk

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Featured Holiday Homes in Cuttyhunk and around

Residents can stroll along the walking path and enjoy the serene atmosphere of this well-maintained neighborhood.

"There were times when the shower in the master bathroom only emitted cold water. The water spigot in the tubs would not turn completely off in bathroom in the hallway. I had trouble with the lockbox. Maybe add more specific directions. It would have been helpful to know that MV transit bus was available at the intersection of the street and County Road."

Enjoy a serene beach experience with gentle waves lapping onto the shore.

"The property worked perfect for our family of 3 along with our dog. It was centrally located, really clean, and Jess was wonderful to deal with as she was very responsive throughout the whole process. We would definitely stay here again."

"Great spot for a get away. Private with easy access to activities."

Enjoy dining or socializing on the patio surrounded by lush greenery.

"Close to the beach , clean and a wonderful Vineyard stay"

Situated near the water, this charming house features a cozy front porch with two chairs.

"Wonderful beach property. Clean home, comfortable beds and close to restaurants."

Relax in this serene space with a comfortable sofa, desk, and potted plant.

"Immaculately clean, one of the best equipped places we have stayed, comfortable, spacious, and the location is near to everything. "

Stunning two-story home with a charming front porch and beautifully manicured lawn.

"Great location, nice house. Great for a group of friends."

includes taxes & fees

19 Aug - 20 Aug

Relax in this spacious room with a high ceiling, large windows, and a comfortable seating area featuring a sofa, chairs, and a fireplace.

"The house has great historical charm, is immaculate with and incredible view from the roof-deck. My favorite room is the dining/livingroom. Huge room with full view of the outdoors and a fabulous stone fireplace. The location was just what i was hoping; quiet, beautiful and spacious.Loved it!"

Relax in a serene outdoor space with a curved sofa, dining table, and patterned rug.

"We were surprised by the amount of wild turkeys in the area, but other than that we really enjoyed our stay."

"I lined the view from the home and the safety in the area! Overall, great place for a big family !"

Walk along the well-trodden beach path to the ocean's edge.

"Very good vacation"

"We had a wonderful early-June weekend stay at this charming house minutes walk from town. Highlights were reading on the rocking chair on the deck and playing games in the screened-in porch. Everything looks just like in the listing - charming, warm, like staying at your grandpa's beach house. There were a few bumps - the listed dryer was in a locked shed, a faucet wasn't working - but our sense was this is a new listing and details are still being ironed out. None of that interfered with our...

Enjoy cooking in this well-lit kitchen with a large island, stove, and ample storage.

"As always, lovely home. Perfect place."

includes taxes & fees

29 Aug - 30 Aug

Cozy living area with a staircase leading to a balcony.

"The home has everything you need for a very enjoyable and relaxing getaway"

Relax with a warm fire and golf course views from this inviting patio.

"The home was beautiful and very well appointed. Easily accommodated our group of 8 adults with room to spare. Minor complaint is that there could’ve been a few more towels available, but the washer and dryer took care of that."

"We had such a great stay here. Very clean and super close to town. We would definitely stay here again. Thanks!"

Relax on the porch with a view of the lawn.

"roomy, clean, and lovely outdoor deck. great kitchen and comfortable beds. very near newport sights."

Relax in this stylish space with a glass dining table, comfortable sofa, and large sliding door leading to an outdoor area with a neighborhood view.

"Outstanding location and beautiful home"

Guests can enjoy a spacious balcony and a large front porch with outdoor seating and a barbecue grill.

"We had such a wonderful stay at this house! The layout was perfect — all the bedrooms were spacious and comfortable for our whole group. We especially loved the bright, open living space and the kitchen, which made gathering together so easy. The house was clean and full of natural light.The back deck with its patio seating was the perfect spot for an early morning coffee, and the large open field was great for a soccer game with our group. Plus, the hot tub was an amazing bonus. It was so much...