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Check prices for these dates

Next weekend
8 Aug - 10 Aug
In two weeks
15 Aug - 17 Aug
In one month
29 Aug - 31 Aug
In two months
26 Sept - 28 Sept
Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs
Residents can stroll along the walking path and enjoy the serene atmosphere of this well-maintained neighborhood.

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
Spacious home in central location with beautiful patio, pool table, W/D, & AC
Stroll out to the front porch and enjoy the serene surroundings.

Spacious home in central location with beautiful patio, pool table, W/D, & AC

10.0 out of 10, Exceptional, (1)
"We loved our stay. This is the first time I have rented a house without a prior review. So glad we did! The house seemed brand new or very recently remodeled. The pool table and media area downstairs made the rainy day we had on the island a great one. We had a party of seven and plenty of space to spread out and relax. It was easy to walk to town but we also rented bikes to get around. I would highly recommend this home to anyone looking for a relaxing stay on Martha's Vineyard."
Spacious home in central location with beautiful patio, pool table, W/D, & AC
Dog-Friendly Downtown Home w/Free WiFi, Deck, Water Views, & Partial A/C
Relax on the deck with a view of the surrounding landscape and trees, featuring a glass-top table and comfortable seating for four.

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
Beachfront 3 bedroom house in Mattapoisett
Sun-loungers, beach towels

Beachfront 3 bedroom house in Mattapoisett

10.0 out of 10, Exceptional, (1)
"What an amazing place! Perfect location.Beach is basically in your back yard and views from almost every window. Close to everything and far enough for privacy. Shayna was responsive and a great host! Thank you for letting me stay in this gem!"
Beachfront 3 bedroom house in Mattapoisett
Cute & cozy cottage with a patio & gas grill in the heart of Martha's Vineyard
Enjoy dining or socializing on the patio surrounded by lush greenery.

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
Waterfront Home w/ Guest Cottage
Smart TV

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
Victorian cottage overlooking downtown Oak Bluffs and the Harbor.
Property grounds

Victorian cottage overlooking downtown Oak Bluffs and the Harbor.

2.0 star property
10.0 out of 10, Exceptional, (1)
"Nice nostalgic home Needs minor work (Toilet seats)(Middle room mirror )AC "
Victorian cottage overlooking downtown Oak Bluffs and the Harbor.
Beach house walking distance to Second Beach
Stunning two-story home with a charming front porch and beautifully manicured lawn.

Beach house walking distance to Second Beach

9.8 out of 10, Exceptional, (16)
"Great location, nice house. Great for a group of friends."
The price is HK$2,347
HK$5,307 total
includes taxes & fees
19 Aug - 20 Aug
Beach house walking distance to Second Beach
Beautiful Country Setting Near Newport
Enjoy cooking in this well-equipped kitchen with an oven, microwave, and refrigerator.

Beautiful Country Setting Near Newport

10.0 out of 10, Exceptional, (2)
"Great meeting you, great place we will be back next year. "
Beautiful Country Setting Near Newport
Charming cottage with deck, yard, & AC - walk to beach, Main Street, & ferry
Enjoy cooking in this well-equipped kitchen with a stainless steel refrigerator, oven, and dishwasher.

Charming cottage with deck, yard, & AC - walk to beach, Main Street, & ferry

9.6 out of 10, Exceptional, (52)
"This was a lovely home in a very nice location"
Charming cottage with deck, yard, & AC - walk to beach, Main Street, & ferry
Spacious colonial home close to town with AC, porches, & W/D
TV, DVD player, books

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

10.0 out of 10, Exceptional, (2)
"We had such a great stay here. Very clean and super close to town. We would definitely stay here again. Thanks!"
Spacious colonial home close to town with AC, porches, & W/D
Great Location! High-End Coastal Country Retreat
Cozy living area with a staircase leading to a balcony.

Great Location! High-End Coastal Country Retreat

10.0 out of 10, Exceptional, (47)
"The home has everything you need for a very enjoyable and relaxing getaway"
Great Location! High-End Coastal Country Retreat
The Field House - Peaceful Martha’s Vineyard Escape with Serene Field Views
Guests can enjoy a spacious balcony and a large front porch with outdoor seating and a barbecue grill.

The Field House - Peaceful Martha’s Vineyard Escape with Serene Field Views

2.0 star property
10.0 out of 10, Exceptional, (1)
"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...
The Field House - Peaceful Martha’s Vineyard Escape with Serene Field Views
Private cottage nestled in center of the Vineyard
Enjoy a serene beach experience with gentle waves lapping onto the shore.

Private cottage nestled in center of the Vineyard

10.0 out of 10, Exceptional, (47)
"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."
Private cottage nestled in center of the Vineyard
Quaint 1 Bed 1 bath private beach home. Long term renters welcome for winter!
Guests can enjoy a serene beach scene with sailboats anchored offshore.

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

10.0 out of 10, Exceptional, (14)
"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 HK$1,405
HK$3,200 total
includes taxes & fees
3 Sept - 4 Sept
Quaint 1 Bed 1 bath private beach home. Long term renters welcome for winter!
Recent Construction, Fire Pit, Kayaks, Close to Town, and Beach. Easton’s Point.
Enjoy cooking in this well-equipped kitchen with a large island and stainless steel appliances.

Recent Construction, Fire Pit, Kayaks, Close to Town, and Beach. Easton’s Point.

10.0 out of 10, Exceptional, (94)
"The property was amazing and the host was so easy to communicate with! We love to the location and would definitely stay again"
Recent Construction, Fire Pit, Kayaks, Close to Town, and Beach. Easton’s Point.
Family Friendly 5 Bedroom, Walk to Town, Beach & Ferry
Relax on the deck with a comfortable seating area, featuring a sofa, chairs, and a coffee table.

Family Friendly 5 Bedroom, Walk to Town, Beach & Ferry

10.0 out of 10, Exceptional, (6)
"Nice, newly renovated place. Very well equipped with easy access to either ferry terminals."
Family Friendly 5 Bedroom, Walk to Town, Beach & Ferry
Charming 2-bd Home Steps to Falmouth Heights Beach w/ Fab Fenced Patio & Yard
Enjoy cooking in this well-equipped kitchen with a central island, gas stove, refrigerator, and microwave.

Charming 2-bd Home Steps to Falmouth Heights Beach w/ Fab Fenced Patio & Yard

Charming 2-bd Home Steps to Falmouth Heights Beach w/ Fab Fenced Patio & Yard
Dog-friendly home with beautiful deck & AC - close to 3 towns & great beaches
Relax in this inviting living area with a comfortable sofa set and a modern kitchen in the background.

Dog-friendly home with beautiful deck & AC - close to 3 towns & great beaches

3.8 out of 10, (7)
"We enjoyed our stay here and loved having the big open kitchen to the living room to all hang out in!"
Dog-friendly home with beautiful deck & AC - close to 3 towns & great beaches
Uniquely designed island retreat with fast WiFi & private W/D - dogs welcome
Terrace/patio

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
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

Inn on the Square

Inn on the Square

10/10 Excellent
"Great recommendations by desk staff"
Taryn 2-night trip
Posted 12 hours ago
Inn on the Square