Cuttyhunk Holiday Rentals

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Holiday Rentals in Cuttyhunk

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

9.8 out of 10, Exceptional, (137)
"Highly recommend, very clean, pleasant staff. Great proximity to Newport. Will definitely return."
Dog Friendly Cottages w/ easy access to Newport, beaches, trails and vineyards

Beachside Village Resort

3.0 star property
9.2 out of 10, Wonderful, (95)
"The room is in excellent and clean condition, with easy access to the beach."
The price is NZ$608
includes taxes & fees
28 July - 29 July
Beachside Village Resort

InnSeason Resorts Captain's Quarters

3.5 star property
9.8 out of 10, Exceptional, (174)
"Excellent location! Close to the Ferry and downtown !"
InnSeason Resorts Captain's Quarters

Cottages with easy access to Newport, beaches, nature trails and vineyards

10.0 out of 10, Exceptional, (48)
"Excellent!"
Cottages with easy access to Newport, beaches, nature trails and vineyards

Walk to Beach & Lighthouse: Oak Bluffs Studio!

6.0 out of 10, (1)
"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...
The price is NZ$618
includes taxes & fees
24 July - 25 July
Walk to Beach & Lighthouse: Oak Bluffs Studio!

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

8.8 out of 10, Excellent, (33)
"Great spot for a get away. Private with easy access to activities."
Uniquely designed island retreat with fast WiFi & private W/D - dogs welcome

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

6.2 out of 10, (17)
"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!"
Dog-Friendly Downtown Home w/Free WiFi, Deck, Water Views, & Partial A/C

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

8.6 out of 10, Excellent, (38)
"Close to the beach , clean and a wonderful Vineyard stay"
Cute & cozy cottage with a patio & gas grill in the heart of Martha's Vineyard

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

6.0 out of 10, (22)
"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."
Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs

Waterfront Home w/ Guest Cottage

10.0 out of 10, Exceptional, (1)
"I lined the view from the home and the safety in the area! Overall, great place for a big family !"
Waterfront Home w/ Guest Cottage

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

10.0 out of 10, Exceptional, (52)
"We had a wonderful stay! The place was clean, cute, and very conveniently located. Would definitely return!"
The price is NZ$1,316
includes taxes & fees
24 July - 25 July
LOCATION & QUALITY! Right in town, freshly renovated, near everything u need!

Cozy 1 Queen Bed Escape Near Beach & Fun

6.8 out of 10, (3)
"Great stay!"
The price is NZ$594
includes taxes & fees
27 July - 28 July
Cozy 1 Queen Bed Escape Near Beach & Fun

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

10.0 out of 10, Exceptional, (51)
"We were in town for a wedding in Chilmark and the property was exactly what we needed!"
Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl2 EV charger.

Spacious colonial home close to town with AC, porches, & W/D

10.0 out of 10, Exceptional, (2)
"We had such a great time at this home. Very private yet steps to town. This home is highly recommended. Thanks!"
Spacious colonial home close to town with AC, porches, & W/D

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

10.0 out of 10, Exceptional, (17)
"I rented this for my staff, and they said it was the best place they have stayed on Martha's Vineyard."
Walking-distance to town, shops, restaurants & ferry!

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

10.0 out of 10, Exceptional, (11)
"We had a wonderful stay in the home."
Top-Rated Vineyard Retreat: Hot Tub + Private Lambert’s Cove Beach Access!

Charming newly renovated home in Little Compton.

Charming newly renovated home in Little Compton.

Private Spacious Pet Friendly Studio / Loft

10.0 out of 10, Exceptional, (68)
"Great place!"
Private Spacious Pet Friendly Studio / Loft

Classic Summer Home | A Mile Walk To The Beach

9.0 out of 10, Wonderful, (9)
"Great place on route 6. Close to great local places to eat. Very clean and lots of beds. Pull around driveway was great."
Classic Summer Home | A Mile Walk To The Beach

Brand new! Lovely apartment-Vineyard Haven

9.8 out of 10, Exceptional, (21)
"My staff enjoyed staying at the property. "
The price is NZ$518
includes taxes & fees
31 July - 1 Aug
Brand new! Lovely apartment-Vineyard Haven
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