Cuttyhunk Holiday Rentals from €282: Search Short-Term Rentals

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Holiday Rentals in Cuttyhunk

Three townhouses with pitched roofs and symmetrical facades, each featuring a front porch and steps leading to the entrance.

"We loved this property. "

Enjoy a serene retreat with a pool and lush surroundings.

"Great location! Nice property! "

includes taxes & fees

31 Jul - 1 Aug

Enjoy a serene beach experience with a gentle slope leading to the calm sea.

"Excellent location! Close to the Ferry and downtown !"

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."

"When we arrived to the location we realized that it is connected to a larger building that is quiet run down. The rental space it self needs to be updated and renovated also. Upon entering the space it became very apparent that the pictures do not accurately depict the current state of the space. Much of the furniture is worn out and dirty with stains. We pulled down the sheets and were greeted with a mixture of coarse black hairs all over. It looked like the sheets had been slept in and just...

includes taxes & fees

30 Jul - 31 Jul

Relax on the deck with a view of the surrounding landscape and trees, featuring a glass-top table and comfortable seating for four.

"This property has not been well cared for or cleaned. Arrived to a very musty/moldy smell, trash outside, the walls were streaked with dead bug guts and then the stove didn't work!! It was a step above camping. You get what you pay for!"

"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"

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

Relax in a serene outdoor space with lounge chairs and a hanging chair, surrounded by a garden and a white fence.

"We had a wonderful stay! The place was clean, cute, and very conveniently located. Would definitely return!"

"Great stay!"

includes taxes & fees

11 Aug - 12 Aug

Enjoy a peaceful retreat in this cabin with a spacious deck and comfortable outdoor seating area.

"We were in town for a wedding in Chilmark and the property was exactly what we needed!"

Relax in style with a round table and four comfortable chairs, shaded by a large umbrella.

"I rented this for my staff, and they said it was the best place they have stayed on Martha's Vineyard."

Enjoy a leisurely day on this wide, calm beach with ample space for relaxation.

"We had a wonderful stay in the home."

Relax on the covered porch with comfortable seating and a dining table.

"Great place!"

Enjoy a serene beachside retreat with a two-story house and a house with a deck.

"Great place on route 6. Close to great local places to eat. Very clean and lots of beds. Pull around driveway was great."

Enjoy meals in this spacious dining area with a large island, comfortable seating, and a flat-screen TV.

"My staff enjoyed staying at the property. "

Relax in a serene outdoor space with a wicker seating area, complete with a small table and artificial grass.

"This was the perfect place for a weekend on the island. Great location and my son loved the upstairs rooms to play in. "

includes taxes & fees

19 Aug - 20 Aug

Enjoy cooking in this well-equipped kitchen with a gas stove, dishwasher, and microwave.

"I would 100% recommend this apartment! My friends and I had the best experience. The host was so friendly and made himself available for us via text and in person whenever we needed. The listing aligns perfectly with the actual apartment. The apartment was extremely clean and shampoo conditioner etc were provided for us as well as extra bedding. The building is super easy to access with the instructions provided and the location is amazing as it is right on Main Street in Falmouth! Overall we...

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Top Cuttyhunk Hotel Reviews

Seaport Resort & Marina

10/10 Excellent

"Bathroom sink had nails sticking out under the frame holding it on the wall could definitely hurt someone if not careful "

Falmouth Tides

10/10 Excellent

"This property was AMAZING!! From the view, to the staff, to even the great little blue truck selling coffee and ice cream was great. The room even had a record player with cool vinyls ready to play like Beach Boy’s Pet Sounds and Bob Marley’s greatest hits. How cool! The property was clean and looked like it was recently renovated with some modern touches. Another great perk if you have kids, they had fire pits on the beach they lit every night. One night my daughter asked if they were going to light the fires so she could cook s’mores, but unfortunately it was too windy and unsafe too and knowing she was sad to hear the news they gave her a bag of chocolate, marshmallows and graham crackers to eat in her room. That just made her night! Thank you so much Tides! Nobody would be disappointed to stay here. The only down side, if there is really one, is we would have wished the bathroom was like a foot bigger. It’s pretty small, but the room, staff and view makes up for it! light so theyto because she wanted to cook s’mores, they . The only downside, if there is one. "

Atlantic Beach Hotel Newport

10/10 Excellent

"Our family had an excellent stay here. The location cannot be beat - this hotel is just steps from the public beach access, multiple restaurants, the bus stop (free service to downtown Newport during the summer), and a short walk to the beautiful Cliff Walk. The hotel is well maintained and clean, with an indoor pool and sun deck with views of the sea. Highly recommend. "

Find out more about Cuttyhunk

Everything you need to know about Cuttyhunk holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Cuttyhunk holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cuttyhunk holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Cuttyhunk holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cuttyhunk. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cuttyhunk holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cuttyhunk holiday rentals we have selected for you start as low as €282 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Cuttyhunk rentals

At Expedia, we put the best Cuttyhunk holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Cuttyhunk rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cuttyhunk holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cuttyhunk. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Holiday Rentals in Cuttyhunk

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Holiday Rentals in Cuttyhunk

Dog Friendly Cottages w/ easy access to Newport, beaches, trails and vineyards

Beachside Village Resort

InnSeason Resorts Captain's Quarters

Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs

Walk to Beach & Lighthouse: Oak Bluffs Studio!

Dog-Friendly Downtown Home w/Free WiFi, Deck, Water Views, & Partial A/C

Uniquely designed island retreat with fast WiFi & private W/D - dogs welcome

Cute & cozy cottage with a patio & gas grill in the heart of Martha's Vineyard

Waterfront Home w/ Guest Cottage

LOCATION & QUALITY! Right in town, freshly renovated, near everything u need!

Cozy 1 Queen Bed Escape Near Beach & Fun

Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl2 EV charger.

Walking-distance to town, shops, restaurants & ferry!

Top-Rated Vineyard Retreat: Hot Tub + Private Lambert’s Cove Beach Access!

Charming newly renovated home in Little Compton.

Private Spacious Pet Friendly Studio / Loft

Classic Summer Home | A Mile Walk To The Beach

Brand new! Lovely apartment-Vineyard Haven

Entire cottage, walk to/from ferry & downtown, newly renovated, parking on site

Renovated 1-bedroom apartment in Downtown Falmouth Located Right on Main Street

Top Cuttyhunk Hotel Reviews

Seaport Resort & Marina

Wyndham Newport Hotel

Newport Beach Hotel & Suites

Falmouth Tides

Vineyard Harbor Motel - Private Beach

Falmouth Inn

Mansion House Inn And Spa

Atlantic Beach Hotel Newport

Hampton Inn by Hilton New Bedford/Fairhaven

Find out more about Cuttyhunk

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