A row of colorful, historic houses with a central path.

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Check prices for these dates

Next weekend
16 Oct - 18 Oct
In two weeks
23 Oct - 25 Oct
In one month
6 Nov - 8 Nov
In two months
4 Dec - 6 Dec
No exact matches found, but these alternatives could be just right

Recommended hotels in Oak Bluffs

A covered outdoor area with a wooden deck, seating, and a view of the water.

1. Summercamp

Summercamp
3.5 star property
Oak Bluffs
9.4 out of 10, Exceptional, (1,008 reviews)
"Love this place!!!"
United States
Earl
The price is AED 691
AED 790 total
includes taxes & fees
29 Oct - 30 Oct
Summercamp
A large, multi-story house with a porch and multiple balconies.

2. The Attleboro House

The Attleboro House
2.5 star property
Oak Bluffs
9.8 out of 10, Exceptional, (104 reviews)
"Extremely helpful staff"
United States
Kenneth
The price is AED 628
AED 719 total
includes taxes & fees
14 Oct - 15 Oct
The Attleboro House
A row of traditional wooden houses with attached porches, a pathway, and lush greenery.

3. Pequot Hotel

Pequot Hotel
3.0 star property
Oak Bluffs
9.4 out of 10, Exceptional, (630 reviews)
"Beautiful place on a quiet street, but walking distance to beaches and restaurants/bars. The staff were incredibly hospitable."
United States
Dayna
The price is AED 1,098
AED 1,257 total
includes taxes & fees
10 Oct - 11 Oct
Pequot Hotel
A spacious living room with a sofa, chairs, a coffee table, and a staircase.

4. Morgan Hotel

Morgan Hotel
2.5 star property
Oak Bluffs
8.6 out of 10, Excellent, (271 reviews)
"Very well maintained and located close to shops and restaurants."
United States
Valerie
The price is AED 651
AED 745 total
includes taxes & fees
12 Oct - 13 Oct
Morgan Hotel
A living room with a flat-screen TV on a stand, a black leather chair, and a sofa. There are two windows with curtains, one of which offers a view of the sea.

5. Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View

Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View
Oak Bluffs
9.4 out of 10, Exceptional, (97 reviews)
"Memorial Day weekend on the Vineyard was perfect."
United States
Cassandra
The price is AED 1,102
AED 1,969 total
includes taxes & fees
13 Oct - 14 Oct
Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View
A rocky beach with clear water, a sandy shore, and a hilly landscape in the background.

6. Oak Bluffs 4BR • 5 Min Drive to Downtown

Oak Bluffs 4BR • 5 Min Drive to Downtown
Oak Bluffs
10.0 out of 10, Exceptional, (1 review)
"This place was just what we needed! Would definitely stay again. Cozy and feels very homey! Thanks!"
United States
Chris S.
The price is AED 1,319
AED 3,090 total
includes taxes & fees
14 Oct - 15 Oct
Oak Bluffs 4BR • 5 Min Drive to Downtown
An outdoor seating area with Adirondack chairs and a table, surrounded by trees.

7. Walk to Beach & Lighthouse: Oak Bluffs Studio!

Walk to Beach & Lighthouse: Oak Bluffs Studio!
Oak Bluffs
7.6 out of 10, Good, (13 reviews)
"The unit was clean and sufficient for 2 people. Outside could use some attention."
United States
Donna R.
The price is AED 1,208
AED 2,302 total
includes taxes & fees
11 Oct - 12 Oct
Walk to Beach & Lighthouse: Oak Bluffs Studio!
A single-story house with a covered porch, a hammock, and a brick pathway leading to the front door.

8. Relax by Oak Bluffs Harbor, enjoy your 3-bedroom East Chip retreat

Relax by Oak Bluffs Harbor, enjoy your 3-bedroom East Chip retreat
Oak Bluffs
9.8 out of 10, Exceptional, (10 reviews)
"The property was clean, private, and peaceful."
United States
Sherri R.
Relax by Oak Bluffs Harbor, enjoy your 3-bedroom East Chip retreat
A circular stone patio with Adirondack chairs and a small table in a forested area.

9. 1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!

1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!
Oak Bluffs
7.0 out of 10, Good, (12 reviews)
"Loved this spot. Perfect central island location. Fantastic owner with an incredible response time. Would recommend this property to all5 stars"
United States
Eli R.
The price is AED 1,161
AED 2,605 total
includes taxes & fees
12 Oct - 13 Oct
1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!
A spacious living room with a wooden staircase, a fireplace, and a leather sofa.

10. < 1 Mi to Beaches: Home w/ Deck in Oak Bluffs

< 1 Mi to Beaches: Home w/ Deck in Oak Bluffs
Oak Bluffs
7.4 out of 10, Good, (3 reviews)
The price is AED 1,605
AED 3,450 total
includes taxes & fees
10 Oct - 11 Oct
< 1 Mi to Beaches: Home w/ Deck in Oak Bluffs
A backyard with a seating area, a white fence, and a variety of plants.

11. Delightful 3-bedroom house with AC in Oak Bluffs

Delightful 3-bedroom house with AC in Oak Bluffs
Oak Bluffs
Delightful 3-bedroom house with AC in Oak Bluffs
A spacious living area with a high ceiling, a dining table, and a kitchen area.

12. A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!

A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!
Oak Bluffs
9.6 out of 10, Exceptional, (10 reviews)
The price is AED 1,818
AED 3,959 total
includes taxes & fees
12 Oct - 13 Oct
A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!
A two-story house with a stone facade, a covered patio, and a well-maintained garden.

13. Beautiful Estate with salt water pool & pond with kayaks

Beautiful Estate with salt water pool & pond with kayaks
Oak Bluffs
10.0 out of 10, Exceptional, (3 reviews)
"Brenda and Derek were amazing hosts. They have a beautifully landscaped property with all the amenities needed for a relaxing family vacation. They are super responsive and take a lot of pride in giving their guests a top-notch experience. We will definitely consider staying at their properties again."
United States
Lamar A.
The price is AED 9,183
AED 13,916 total
includes taxes & fees
12 Oct - 13 Oct
Beautiful Estate with salt water pool & pond with kayaks
A modern interior with a wooden staircase, a kitchen area, and a living space with a sofa and coffee table.

14. MOST CHIC SPOT! Your Martha's Vineyard Getaway!

MOST CHIC SPOT! Your Martha's Vineyard Getaway!
Oak Bluffs
9.8 out of 10, Exceptional, (12 reviews)
The price is AED 4,959
AED 8,123 total
includes taxes & fees
8 Nov - 9 Nov
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
A room with a view of the sea through large windows, a wooden deck, and a pier with structures.

15. Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.

Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
Oak Bluffs
9.4 out of 10, Exceptional, (98 reviews)
"Danny was a great host. Unit clean. Walking distance to everything"
United States
Alvin
The price is AED 1,102
AED 1,969 total
includes taxes & fees
9 Nov - 10 Nov
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
An outdoor seating area with Adirondack chairs and a table, surrounded by trees.

16. Walk to Beach! Oak Bluffs Home & Studio

Walk to Beach! Oak Bluffs Home & Studio
Oak Bluffs
The price is AED 1,429
AED 3,430 total
includes taxes & fees
12 Oct - 13 Oct
Walk to Beach! Oak Bluffs Home & Studio
A wooden deck with a white railing, a round table with chairs, and a view of the marina and town in the background.

17. Mansion House Inn And Spa

Mansion House Inn And Spa
3.5 star property
Vineyard Haven
9.4 out of 10, Exceptional, (1,000 reviews)
"Lovely place"
United States
Robyn
The price is AED 638
AED 767 total
includes taxes & fees
2 Nov - 3 Nov
Mansion House Inn And Spa
A patio with a wooden table and chairs, a hanging flower pot with red and yellow flowers, and a view of the sea with boats in the background.

18. Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach
2.5 star property
Vineyard Haven
9.0 out of 10, Wonderful, (817 reviews)
"Clean and had a nice beach access"
United States
Michael
The price is AED 607
AED 678 total
includes taxes & fees
2 Nov - 3 Nov
Vineyard Harbor Motel - Private Beach
A two-story house with a brick pathway leading to the front door, surrounded by a well-maintained lawn and green Adirondack chairs.

19. The Franklin Hotel Martha's Vineyard

The Franklin Hotel Martha's Vineyard
2.0 star property
Edgartown
9.2 out of 10, Wonderful, (217 reviews)
"Great place to stay. Very nice and private room. We stayed in room 19 and it had a private patio with a kitchenette in our room. Place was easy to find and had plenty of parking. Would recommend again"
United States
Alex
The price is AED 673
AED 752 total
includes taxes & fees
27 Oct - 28 Oct
The Franklin Hotel Martha's Vineyard
A sandy beach with footprints and seaweed, a clear blue sky, and a row of houses in the background.

20. Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel

Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel
3.0 star property
Edgartown
8.4 out of 10, Very good, (643 reviews)
"Enjoyed our stay, quiet, convenient to everything in Edgartown!"
United States
Lisa
The price is AED 661
AED 745 total
includes taxes & fees
1 Nov - 2 Nov
Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel
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 Oak Bluffs Hotel Reviews

Harbor View Hotel

Harbor View Hotel

8/10 Good
"This is a hard hotel to review. We felt that there was a bit of an issue with the staff as it all seemed a bit joyless and there were trays of room service food just left in the corridors for ages. And at the checkout having spent a lot of money on 2 nights in one of the best rooms they sought to charge us an extra $54.29 per day for a ""resort fee" which apparently included using the pool and general amenities!! We queried this and it was then taken off the bill. On the other hand the hotel was very generous and gave us some lovely chocolate fresh strawberries and wine for our anniversary and breakfast on one occasion. The staff were very nice but there seemed to be a lack of an obvious manager - ie no one to conduct the orchestra. So a mixed bag! We stayed in the old building looking out at the most amazing view and the bed could not have been more comfortable. But below us the room had the TV on very loud all afternoon and night and there is little sound insulation so that was pretty annoying! It is a really beautiful hotel in an extraordinary location with a great (and very expensive!) restaurant!"
Joanna 2-night trip
Posted 8 hours ago
Harbor View Hotel

Frequently asked questions

What is Oak Bluffs like for a resort vacation?
You deserve to get away, and a resort is just the place to indulge in all the amenities and services you need for a relaxing stay in Oak Bluffs. One of the comfortable resorts in the surrounding area could be just what you're looking for, whether you're hoping for great restaurants on site, a state-of-the-art fitness center, or fun activities to try.
What's a favorite resort in Oak Bluffs?
Here's our top-rated Oak Bluffs resort: The Island Inn on Martha's Vineyard - Golf resort. Features a seasonal outdoor pool, 3 outdoor tennis courts, and a beach shuttle.
What can I do in Oak Bluffs?
Travelers enjoy exploring the beaches, and have good things to say about the shopping and other activities. Monuments like Trinity Park Tabernacle and East Chop Light are places to learn more about the local history, or you can head to Oak Bluffs Town Beach and Inkwell Beach for some time by the water. Additional attractions in the area include Circuit Avenue and Flying Horses Carousel.
What's the weather like in Oak Bluffs?
The hottest months are usually August and July with an average temp of 68°F, while the coldest months are February and January with an average of 38°F. Average annual precipitation for Oak Bluffs is 47 inches.
What's the best way to get to and around Oak Bluffs?
Fly into Vineyard Haven, MA (MVY-Martha's Vineyard), which is located 5.2 mi (8.3 km) from the heart of the city. Otherwise, you can search for flights to Hyannis, MA (HYA-Barnstable Municipal), which is 20.5 mi (32.9 km) away. If you'd like to explore around the area, consider renting a car to take in more sights.