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

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Recommended hotels in Oak Bluffs

1. Summercamp

Summercamp
3.5 star property
Oak Bluffs
9.4 out of 10, Exceptional, (1,007 reviews)
"Great location and helpful staff."
United States
Jeffrey
The price is ¥26,670
¥29,791 total
includes taxes & fees
Oct 13 - Oct 14
Summercamp

2. Pequot Hotel

Pequot Hotel
3.0 star property
Oak Bluffs
9.4 out of 10, Exceptional, (619 reviews)
"The hotel was pleasant and centrally located on the island."
United States
Anthony
The price is ¥31,219
¥34,871 total
includes taxes & fees
Oct 4 - Oct 5
Pequot Hotel

3. The Attleboro House

The Attleboro House
2.5 star property
Oak Bluffs
9.8 out of 10, Exceptional, (103 reviews)
"Extremely helpful staff"
United States
Kenneth
The price is ¥26,261
¥29,333 total
includes taxes & fees
Oct 13 - Oct 14
The Attleboro House

4. Morgan Hotel

Morgan Hotel
2.5 star property
Oak Bluffs
8.6 out of 10, Excellent, (268 reviews)
"Very well maintained and located close to shops and restaurants."
United States
Valerie
The price is ¥30,289
¥33,834 total
includes taxes & fees
Oct 13 - Oct 14
Morgan Hotel

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, (96 reviews)
"Memorial Day weekend on the Vineyard was perfect."
United States
Cassandra
The price is ¥42,358
¥78,155 total
includes taxes & fees
Sep 20 - Sep 21
Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View

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

Walk to Beach & Lighthouse: Oak Bluffs Studio!
Oak Bluffs
8.0 out of 10, Very good, (11 reviews)
"Very good experience Very clean owner very helpful My second time here"
United States
Diana
The price is ¥51,614
¥98,308 total
includes taxes & fees
Sep 20 - Sep 21
Walk to Beach & Lighthouse: Oak Bluffs Studio!

7. Vineyard Cottage Charm, Walk to Beach, On Bike Path, Near Town

Vineyard Cottage Charm, Walk to Beach, On Bike Path, Near Town
Oak Bluffs
8.8 out of 10, Excellent, (9 reviews)
"Loved our little cottage"
United States
Linda T.
Vineyard Cottage Charm, Walk to Beach, On Bike Path, Near Town

8. Beautiful Beachfront “Oasis by the Sea” in the Heart of Oak Bluffs!

Beautiful Beachfront “Oasis by the Sea” in the Heart of Oak Bluffs!
Oak Bluffs
10.0 out of 10, Exceptional, (61 reviews)
"We had the best girls weekend here! The space was perfect size for us. Great spaces for sitting and chatting, both inside and on the balcony. The location was perfect, right across from the ocean waves and shells on the beach. Walking distance to town and easy access to biking. It had everything we needed."
United States
Rachael C.
The price is ¥76,306
¥142,534 total
includes taxes & fees
Sep 20 - Sep 21
Beautiful Beachfront “Oasis by the Sea” in the Heart of Oak Bluffs!

9. 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, (9 reviews)
"The property was clean, private, and peaceful."
United States
Sherri R.
The price is ¥62,068
¥213,216 total
includes taxes & fees
Oct 7 - Oct 8
Relax by Oak Bluffs Harbor, enjoy your 3-bedroom East Chip retreat

10. Brand New Guest house

Brand New Guest house
Oak Bluffs
10.0 out of 10, Exceptional, (7 reviews)
"This is a new, beautiful and tastefully decorated 2 bedroom one bathroom house with a really nice big yard. Owner was very responsive and We had everything we needed for an enjoyable stay!"
United States
Elizabeth O.
The price is ¥56,477
¥150,177 total
includes taxes & fees
Oct 3 - Oct 4
Brand New Guest house

11. Charming Vacation Home in Oak Bluffs.

Charming Vacation Home in Oak Bluffs.
Oak Bluffs
The price is ¥56,336
¥120,931 total
includes taxes & fees
Sep 27 - Sep 28
Charming Vacation Home in Oak Bluffs.

12. 1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!

1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!
Oak Bluffs
6.6 out of 10, (11 reviews)
"We had a perfect pre-/off-season stay with plenty of sleeping space. The location is fantastic—right between Vineyard Haven and Edgartown—making it easy to bike to both, plus there’s a beach across the street. The WiFi wasn’t working when we first arrived, but the owner was incredibly responsive and went above and beyond to fix it quickly. We’ll definitely be back!"
United States
Bethann N.
The price is ¥49,574
¥112,150 total
includes taxes & fees
Sep 29 - Sep 30
1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!

13. < 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)
"House was neat architectural wise and family history of home ownership was very cool. However, listing noted there was a washer/dryer and there was not. House also noted that there was a fire pit and it was rusted through. Screen door handles were broken, windows need repair, and house has animals living in the downstairs bathroom wall. House needs updates to charge what was being charged a night. In addition, there was a Nor’easter that hit the island and we attempted to contact the host to let...
United States
Kate K.
The price is ¥68,150
¥146,499 total
includes taxes & fees
Sep 21 - Sep 22
< 1 Mi to Beaches: Home w/ Deck in Oak Bluffs

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

A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!
Oak Bluffs
9.6 out of 10, Exceptional, (9 reviews)
"The host was very responsive.We definitely recommend this house as family friendly."
United States
Karen M.
The price is ¥77,656
¥168,052 total
includes taxes & fees
Oct 4 - Oct 5
A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!

15. 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)
"This was an excellent stay at a beautiful property in Oak Bluffs! Rebecca was a great host who provided clear instructions and helped answer questions in a timely manner. Rooms were spacious, most tastefully decorated and we had everything that we needed. I definitely recommend staying here to have an unparalleled experience of the Vineyard."
United States
Priyanka D.
The price is ¥210,533
¥344,909 total
includes taxes & fees
Sep 20 - Sep 21
MOST CHIC SPOT! Your Martha's Vineyard Getaway!

16. 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 ¥392,200
¥600,355 total
includes taxes & fees
Oct 12 - Oct 13
Beautiful Estate with salt water pool & pond with kayaks

17. 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)
"Danny was a great host. Unit clean. Walking distance to everything"
United States
Alvin
The price is ¥46,785
¥83,614 total
includes taxes & fees
Oct 6 - Oct 7
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.

18. Walk to Beach! Oak Bluffs Home & Studio

Walk to Beach! Oak Bluffs Home & Studio
Oak Bluffs
The price is ¥61,026
¥146,496 total
includes taxes & fees
Sep 25 - Sep 26
Walk to Beach! Oak Bluffs Home & Studio

19. Mansion House Inn And Spa

Mansion House Inn And Spa
3.5 star property
Vineyard Haven
9.4 out of 10, Exceptional, (1,004 reviews)
"Staff ambiance amenities were all lovely!"
United States
Janet
The price is ¥37,063
¥43,715 total
includes taxes & fees
Oct 12 - Oct 13
Mansion House Inn And Spa

20. Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach
2.5 star property
Vineyard Haven
9.0 out of 10, Wonderful, (798 reviews)
"Great place at a great location"
United States
Matteo
The price is ¥23,843
¥26,633 total
includes taxes & fees
Oct 20 - Oct 21
Vineyard Harbor Motel - Private Beach
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

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Oak Bluffs Resorts information

Number of reviews
2,951
Accommodation
3 Resorts
Lowest Price
¥26,633
Highest Price
¥600,355

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.