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Top Holiday Rentals in Cuttyhunk

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

9.8 out of 10, Exceptional, (145)
"We really enjoyed this cottage. It was clean and very comfortable . Great location to spend a couple of days in RI with our dog."
The price is £242
includes taxes & fees
24 Aug - 25 Aug
Dog Friendly Cottages w/ easy access to Newport, beaches, trails and vineyards

InnSeason Resorts Captain's Quarters

3.5 star property
9.8 out of 10, Exceptional, (176)
"Just a quick weekend away. Great location for beach lovers. Also excellent retaurants "
InnSeason Resorts Captain's Quarters

Beachside Village Resort

3.0 star property
9.2 out of 10, Wonderful, (99)
"Great location! Nice property! "
Beachside Village Resort

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

6.2 out of 10, (24)
"The property is quiet, spacious and was within a walkable mile of downtown Oak Bluffs. The beds were comfortable. Plenty of clean linens and towels. The house could use some updating. The coffee maker, drinking glasses, and silverware need to be replaced with cleaner ones. And the torn portions of the sectional couch should be fixed. I would definitely stay at the property again."
Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs

Amazing Views!!! Sunsets!!! Larger Roof Deck!!! Historic Martha’s Vineyard Gem!!

9.6 out of 10, Exceptional, (40)
"Fantastic beach cabin in a nice location, close to Gay Head lighthouse and several beaches, including the dog-friendly Lobsterville. Good views, plenty of land, we had a good time!"
Amazing Views!!! Sunsets!!! Larger Roof Deck!!! Historic Martha’s Vineyard Gem!!

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

2.0 star property
8.0 out of 10, Very good, (3)
"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...
Renovated 1-bedroom apartment in Downtown Falmouth Located Right on Main Street

Walking to the beach. Bars and Restaurants.

9.6 out of 10, Exceptional, (4)
"The home was very nice and in a convenient location. Ana was very helpful and quick with communications during our stay. Would highly recommend for anyone traveling to Oak Bluffs! "
Walking to the beach. Bars and Restaurants.

Walk to Beach & Lighthouse: Oak Bluffs Studio!

8.0 out of 10, Very good, (2)
"Very accommodating early check in and great communication "
The price is £311
includes taxes & fees
3 Sept - 4 Sept
Walk to Beach & Lighthouse: Oak Bluffs Studio!

Oceanview 2 Double Bed Groundfloor Suite

6.0 out of 10, (2)
"Our trip was a last minute decision, and needed to stay just one night. The location, the fast response, clear instructions, cleanliness, assigned parking and pricing all came together very nicely! "
The price is £174
includes taxes & fees
2 Sept - 3 Sept
Oceanview 2 Double Bed Groundfloor Suite

⭐️50% DISCOUNT last week of August⭐️ due to a cancellation. Walk to beach!

10.0 out of 10, Exceptional, (105)
"The home was clean and comfortable. The location is fantastic - just a short walk to a great beach. The owner was friendly and kind. We highly recommend and would stay again."
The price is £1,176
includes taxes & fees
29 Aug - 30 Aug
⭐️50% DISCOUNT last week of August⭐️ due to a cancellation. Walk to beach!

Private cottage nestled in center of the Vineyard

10.0 out of 10, Exceptional, (50)
"This whole experience was better than I could have imagined. The cottage was beautiful in a perfect setting. my Hosts went the extra distance. I didn't arrive until close to midnight. My hosts had left fruit, salad, yogurt and ice cream for me. Since I was unable to get a rental car this meant I had something to eat in the morning. I will definitely stay there again! "
Private cottage nestled in center of the Vineyard

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

Renovated One Bedroom Apartment Downtown Falmouth Minutes From the Beach

2.0 star property
10.0 out of 10, Exceptional, (1)
"The location was great and the pullouts were comfortable. The only downside is the walk through bathroom."
Renovated One Bedroom Apartment Downtown Falmouth Minutes From the Beach

Ocean Deck 2 Queen Bed Luxury Retreat

8.0 out of 10, Very good, (3)
"Nice and clean."
The price is £345
includes taxes & fees
26 Aug - 27 Aug
Ocean Deck 2 Queen Bed Luxury Retreat

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

10.0 out of 10, Exceptional, (18)
"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!

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 £1,802
includes taxes & fees
3 Sept - 4 Sept
MOST CHIC SPOT! Your Martha's Vineyard Getaway!

By the Water - Steps to the Beach - 4Br, AC, Views of Vineyard Sound

9.8 out of 10, Exceptional, (21)
"We had a great week staying at this property. It's well maintained and had plenty of room for a family getaway to the Cape. Steps away from the beach, this property is well taken care of and had everything we needed for a comfortable stay. This would be our first choice for any future trips to the Cape."
By the Water - Steps to the Beach - 4Br, AC, Views of Vineyard Sound

Cozy Beach Cottage

9.8 out of 10, Exceptional, (50)
"The property was prepared, very thoughtful and had everything you could think of for a wonderful beach Island stay. The only downside was cable because I’m addicted to TV and I would’ve appreciated at least a smart TV that I could connect my own Netflix. "
Cozy Beach Cottage

Spacious 2-Bedroom King Suite - Comfort & Style | Sleeps 5

8.8 out of 10, Excellent, (3)
"The location of the property was wonderful and the accommodations were fine for the one night that we were there. I would suggest adding a few chairs, as there was no place other than the beds to sit. Also, when expecting four guests it would be nice to have four coffee cups, etc. Overall, we were quite satisfied and would stay there again. It was great to have a late night restaurant available upon our arrival. "
The price is £395
includes taxes & fees
26 Aug - 27 Aug
Spacious 2-Bedroom King Suite - Comfort & Style | Sleeps 5

Private Spacious Pet Friendly Studio / Loft

10.0 out of 10, Exceptional, (75)
"Hosts Doug and his wife were great! Friendly and very accommodating. The loft is spotless and comfortable furniture. Large hammock. Great clean bathroom and shower. Location to Newport and other attractions is super easy. Would highly recommend. "
Private Spacious Pet Friendly Studio / Loft
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