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

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Check prices for these dates

Next weekend
Aug 14 - Aug 16
In two weeks
Aug 21 - Aug 23
In one month
Sep 4 - Sep 6
In two months
Oct 2 - Oct 4
No exact matches found, but these alternatives could be just right

Recommended hotels in Oak Bluffs

Porch

1. Summercamp

Summercamp
3.5 star property
Oak Bluffs
9.4 out of 10, Exceptional, (1,001 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
The price is ￥65,241
￥72,874 total
includes taxes & fees
Sep 1 - Sep 2
Summercamp
Exterior

2. MV Surfside Hotel

MV Surfside Hotel
2.5 star property
Oak Bluffs
8.8 out of 10, Excellent, (889 reviews)
"Very friendly and helpful staff, great location near ferry, restaurants, and beach"
United States
Aimee
The price is ￥56,028
￥66,524 total
includes taxes & fees
Sep 3 - Sep 4
MV Surfside Hotel
Lobby

3. Morgan Hotel

Morgan Hotel
2.5 star property
Oak Bluffs
8.6 out of 10, Excellent, (248 reviews)
"The location was right in the middle of the action. Very walkable property. Would stay again."
United States
Porsche
The price is ￥61,032
￥68,173 total
includes taxes & fees
Aug 31 - Sep 1
Morgan Hotel
Interior

4. 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.
The price is ￥74,893
￥119,761 total
includes taxes & fees
Sep 2 - Sep 3
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
Exterior

5. 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.
The price is ￥62,280
￥114,653 total
includes taxes & fees
Aug 26 - Aug 27
Perfect location! By Beach, Harbor & Town! Gorgeous Gingerbread Upstairs Aptmt
Property grounds

6. 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.
The price is ￥39,418
￥80,486 total
includes taxes & fees
Sep 2 - Sep 3
Make Lasting Memories In This Adorable Vineyard Cottage!
Terrace/patio

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

Walk to Beach & Lighthouse: Oak Bluffs Studio!
Oak Bluffs
8.8 out of 10, Excellent, (8 reviews)
"Very accommodating early check in and great communication "
United States
Katelyn K.
The price is ￥51,873
￥98,802 total
includes taxes & fees
Sep 2 - Sep 3
Walk to Beach & Lighthouse: Oak Bluffs Studio!
Sun loungers, beach towels

8. Charming Vacation Home in Oak Bluffs.

Charming Vacation Home in Oak Bluffs.
Oak Bluffs
The price is ￥236,452
￥349,395 total
includes taxes & fees
Aug 23 - Aug 24
Charming Vacation Home in Oak Bluffs.
Exterior

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, (6 reviews)
"The property was clean, private, and peaceful."
United States
Sherri R.
The price is ￥68,586
￥222,965 total
includes taxes & fees
Sep 6 - Sep 7
Relax by Oak Bluffs Harbor, enjoy your 3-bedroom East Chip retreat
Coffee/tea maker, fridge, microwave, oven

10. 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.
The price is ￥78,081
￥178,134 total
includes taxes & fees
Aug 24 - Aug 25
Brand New Guest house
Interior

11. 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)
"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."
United States
Swathanthra M.
The price is ￥425,898
￥623,909 total
includes taxes & fees
Aug 7 - Aug 8
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
Exterior

12. 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.
The price is ￥473,220
￥658,795 total
includes taxes & fees
Aug 30 - Aug 31
Beautiful Estate with salt water pool & pond with kayaks
Property grounds

13. 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.
The price is ￥39,891
￥100,036 total
includes taxes & fees
Sep 1 - Sep 2
1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!
TV, fireplace, books

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, (7 reviews)
"The host was very responsive.We definitely recommend this house as family friendly."
United States
Karen M.
The price is ￥134,808
￥242,514 total
includes taxes & fees
Sep 1 - Sep 2
A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!
Smart TV

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, (92 reviews)
"Memorial Day weekend on the Vineyard was perfect."
United States
Cassandra
The price is ￥67,010
￥109,723 total
includes taxes & fees
Sep 3 - Sep 4
Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View
Terrace/patio

16. Walk to Beach! Oak Bluffs Home & Studio

Walk to Beach! Oak Bluffs Home & Studio
Oak Bluffs
The price is ￥61,334
￥151,110 total
includes taxes & fees
Sep 3 - Sep 4
Walk to Beach! Oak Bluffs Home & Studio
View from property

17. Mansion House Inn And Spa

Mansion House Inn And Spa
3.5 star property
Vineyard Haven
9.4 out of 10, Exceptional, (1,002 reviews)
"We really enjoyed our stay."
United States
digna
The price is ￥84,551
￥96,771 total
includes taxes & fees
Sep 2 - Sep 3
Mansion House Inn And Spa
Courtyard view

18. Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach
2.5 star property
Vineyard Haven
9.0 out of 10, Wonderful, (719 reviews)
"Amazing stay will definetly be returning !!"
United States
Sarah
The price is ￥43,219
￥48,276 total
includes taxes & fees
Aug 31 - Sep 1
Vineyard Harbor Motel - Private Beach
Exterior

19. Red Horse Inn

Red Horse Inn
2.5 star property
Falmouth Heights
9.2 out of 10, Wonderful, (639 reviews)
"Fabulous place to stay !"
United States
Thomas
The price is ￥36,836
￥42,158 total
includes taxes & fees
Sep 6 - Sep 7
Red Horse Inn
Deluxe Room, 1 King Bed | View from room

20. The Sydney, The Edgartown Collection

The Sydney, The Edgartown Collection
3.5 star property
Edgartown
9.6 out of 10, Exceptional, (198 reviews)
"Beautiful property. Helpful staff and great amenities like afternoon chocolate chip cookies, 24/7 coffee and a wonderful continental breakfast."
United States
JP
The price is ￥102,486
￥114,477 total
includes taxes & fees
Sep 3 - Sep 4
The Sydney, The Edgartown Collection
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

Admiralty Inn & Suites - a Red Collection Hotel

Admiralty Inn & Suites - a Red Collection Hotel

10/10 Excellent
"Clean room nice outdoor pool good location breakfast ok"
robert 3-night trip
Posted 2 hours ago
Admiralty Inn & Suites - a Red Collection Hotel

Find out more about Oak Bluffs

Oak Bluffs Resorts information

Number of reviews
4,117
Accommodation
7 Resorts
Lowest Price
￥42,158
Highest Price
￥658,795

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.