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

Best Resorts in Oak Bluffs

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Recommended hotels in Oak Bluffs

1. Summercamp

Summercamp
3.5 star property
Oak Bluffs
9.4 out of 10, Exceptional, (1,003 reviews)
"I will absolutely stay here again. The location, the porch, the view from the room, the staff... absolutely everything was beautiful."
United States
KRISTEN
$372 nightly
The price is $415
Sep 1 - Sep 2
Total with taxes and fees
Summercamp

2. MV Surfside Hotel

MV Surfside Hotel
2.5 star property
Oak Bluffs
8.8 out of 10, Excellent, (892 reviews)
"Very friendly and helpful staff, great location near ferry, restaurants, and beach"
United States
Aimee
$378 nightly
The price is $422
Sep 1 - Sep 2
Total with taxes and fees
MV Surfside Hotel

3. Morgan Hotel

Morgan Hotel
2.5 star property
Oak Bluffs
8.6 out of 10, Excellent, (250 reviews)
"The location was right in the middle of the action. Very walkable property. Would stay again."
United States
Porsche
$346 nightly
The price is $386
Sep 8 - Sep 9
Total with taxes and fees
Morgan Hotel

4. Make Lasting Memories In This Adorable Vineyard Cottage!

Make Lasting Memories In This Adorable Vineyard Cottage!
Oak Bluffs
9.8 out of 10, Exceptional, (153 reviews)
"Cute, compact, and had everything we needed for ourstay. I'd definitely stay there again."
United States
Karen C.
$457 nightly
The price is $510
Sep 2 - Sep 3
Total with taxes and fees
Make Lasting Memories In This Adorable Vineyard Cottage!

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, (92 reviews)
"Memorial Day weekend on the Vineyard was perfect."
United States
Cassandra
$480 nightly
The price is $536
Sep 10 - Sep 11
Total with taxes and fees
Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View

6. Perfect location! By Beach, Harbor & Town! Gorgeous Gingerbread Upstairs Aptmt

Perfect location! By Beach, Harbor & Town! Gorgeous Gingerbread Upstairs Aptmt
Oak Bluffs
10.0 out of 10, Exceptional, (47 reviews)
"Great accommodations and a perfect location for the beach, shopping and great food."
United States
Hugh M.
$651 nightly
The price is $727
Aug 26 - Aug 27
Total with taxes and fees
Perfect location! By Beach, Harbor & Town! Gorgeous Gingerbread Upstairs Aptmt

7. Lovely two bedroom apartment with indoor fireplace

Lovely two bedroom apartment with indoor fireplace
Oak Bluffs
10.0 out of 10, Exceptional, (7 reviews)
$671 nightly
The price is $750
Sep 8 - Sep 9
Total with taxes and fees
Lovely two bedroom apartment with indoor fireplace

8. 1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!

1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!
Oak Bluffs
6.8 out of 10, (9 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.
$524 nightly
The price is $585
Sep 8 - Sep 9
Total with taxes and fees
1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!

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, (7 reviews)
"The property was clean, private, and peaceful."
United States
Sherri R.
$1,249 nightly
The price is $1,395
Sep 6 - Sep 7
Total with taxes and fees
Relax by Oak Bluffs Harbor, enjoy your 3-bedroom East Chip retreat

10. Charming Vacation Home in Oak Bluffs.

Charming Vacation Home in Oak Bluffs.
Oak Bluffs
$856 nightly
The price is $956
Sep 8 - Sep 9
Total with taxes and fees
Charming Vacation Home in Oak Bluffs.

11. Brand New Guest house

Brand New Guest house
Oak Bluffs
10.0 out of 10, Exceptional, (5 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.
$994 nightly
The price is $1,110
Aug 24 - Aug 25
Total with taxes and fees
Brand New Guest house

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, (9 reviews)
"The host was very responsive.We definitely recommend this house as family friendly."
United States
Karen M.
$760 nightly
The price is $849
Sep 8 - Sep 9
Total with taxes and fees
A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!

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

MOST CHIC SPOT! Your Martha's Vineyard Getaway!
Oak Bluffs
9.8 out of 10, Exceptional, (11 reviews)
"TLDR: House is nice,"
United States
Rachel
$1,915 nightly
The price is $2,139
Sep 8 - Sep 9
Total with taxes and fees
MOST CHIC SPOT! Your Martha's Vineyard Getaway!

14. 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, (1 review)
"I can’t say enough about this beautiful property. pictures don’t do any justice for this piece of heaven. The flowers were everywhere , it’s so apparent that the property owners take such pride in this beautiful property. The place was spotless when we walked in the door. We met the owners on arrival , they surprised us with a beautiful ballon to celebrate my 50th birthday. My family enjoyed the pool and the fun Tiki. The outdoor fireplace was inviting after the sun went down. I was a little...
United States
Miriam D.
$3,790 nightly
The price is $4,233
Aug 30 - Aug 31
Total with taxes and fees
Beautiful Estate with salt water pool & pond with kayaks

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, (94 reviews)
"Great place to stay in Oak Bluffs"
United States
Stephen S.
$623 nightly
The price is $696
Sep 8 - Sep 9
Total with taxes and fees
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.

16. Walk to Beach! Oak Bluffs Home & Studio

Walk to Beach! Oak Bluffs Home & Studio
Oak Bluffs
$858 nightly
The price is $958
Sep 1 - Sep 2
Total with taxes and fees
Walk to Beach! Oak Bluffs Home & Studio

17. Mansion House Inn And Spa

Mansion House Inn And Spa
3.5 star property
Vineyard Haven
9.4 out of 10, Exceptional, (1,005 reviews)
"We really enjoyed our stay."
United States
digna
$387 nightly
The price is $432
Sep 7 - Sep 8
Total with taxes and fees
Mansion House Inn And Spa

18. Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach
2.5 star property
Vineyard Haven
9.0 out of 10, Wonderful, (730 reviews)
"Amazing stay will definetly be returning !!"
United States
Sarah
$312 nightly
The price is $349
Aug 31 - Sep 1
Total with taxes and fees
Vineyard Harbor Motel - Private Beach

19. Red Horse Inn

Red Horse Inn
2.5 star property
Falmouth Heights
9.2 out of 10, Wonderful, (641 reviews)
"Fabulous place to stay !"
United States
Thomas
$269 nightly
The price is $308
Aug 11 - Aug 12
Total with taxes and fees
Red Horse Inn
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Top Oak Bluffs Hotel Reviews

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Oak Bluffs Resorts information

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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 Oak Bluffs Harbor.
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.

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