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

Search Best Resorts in Oak Bluffs

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
21 Aug - 23 Aug
In two weeks
28 Aug - 30 Aug
In one month
11 Sept - 13 Sept
In two months
9 Oct - 11 Oct
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 AU$588
includes taxes & fees
1 Sept - 2 Sept
Summercamp
Exterior

2. MV Surfside Hotel

MV Surfside Hotel
2.5 star property
Oak Bluffs
8.8 out of 10, Excellent, (895 reviews)
"Very friendly and helpful staff, great location near ferry, restaurants, and beach"
United States
Aimee
The price is AU$597
includes taxes & fees
1 Sept - 2 Sept
MV Surfside Hotel
Lobby

3. Morgan Hotel

Morgan Hotel
2.5 star property
Oak Bluffs
8.6 out of 10, Excellent, (251 reviews)
"The location was right in the middle of the action. Very walkable property. Would stay again."
United States
Porsche
The price is AU$477
includes taxes & fees
8 Sept - 9 Sept
Morgan Hotel
Smart TV

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, (92 reviews)
"Memorial Day weekend on the Vineyard was perfect."
United States
Cassandra
The price is AU$733
includes taxes & fees
10 Sept - 11 Sept
Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View
Property grounds

5. Make Lasting Memories In This Adorable Vineyard Cottage!

Make Lasting Memories In This Adorable Vineyard Cottage!
Oak Bluffs
9.8 out of 10, Exceptional, (154 reviews)
"Cute, compact, and had everything we needed for ourstay. I'd definitely stay there again."
United States
Karen C.
The price is AU$708
includes taxes & fees
2 Sept - 3 Sept
Make Lasting Memories In This Adorable Vineyard Cottage!
Exterior

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.
The price is AU$928
includes taxes & fees
26 Aug - 27 Aug
Perfect location! By Beach, Harbor & Town! Gorgeous Gingerbread Upstairs Aptmt
Property grounds

7. 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 AU$923
includes taxes & fees
25 Aug - 26 Aug
1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!
Property grounds

8. Lovely two bedroom apartment with indoor fireplace

Lovely two bedroom apartment with indoor fireplace
Oak Bluffs
10.0 out of 10, Exceptional, (7 reviews)
"Great stay, flexible and responsive host. Difficult location, however, as it was not centrally located or easy to access transportation, etc."
United States
Aviva M.
The price is AU$1,045
includes taxes & fees
7 Sept - 8 Sept
Lovely two bedroom apartment with indoor fireplace
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, (8 reviews)
"The property was clean, private, and peaceful."
United States
Sherri R.
The price is AU$1,912
includes taxes & fees
6 Sept - 7 Sept
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 AU$1,418
includes taxes & fees
7 Sept - 8 Sept
Brand New Guest house
Sun-loungers, beach towels

11. Charming Vacation Home in Oak Bluffs.

Charming Vacation Home in Oak Bluffs.
Oak Bluffs
The price is AU$1,305
includes taxes & fees
8 Sept - 9 Sept
Charming Vacation Home in Oak Bluffs.
TV, fireplace, books

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.
The price is AU$1,162
includes taxes & fees
8 Sept - 9 Sept
A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!
Interior

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, (12 reviews)
"TLDR: House is nice,"
United States
Rachel
The price is AU$3,019
includes taxes & fees
8 Sept - 9 Sept
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
Exterior

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.
The price is AU$5,988
includes taxes & fees
30 Aug - 31 Aug
Beautiful Estate with salt water pool & pond with kayaks
Interior

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.
The price is AU$948
includes taxes & fees
8 Sept - 9 Sept
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 AU$1,318
includes taxes & fees
1 Sept - 2 Sept
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, (1,000 reviews)
"We really enjoyed our stay."
United States
digna
The price is AU$612
includes taxes & fees
8 Sept - 9 Sept
Mansion House Inn And Spa
Exterior

18. Red Horse Inn

Red Horse Inn
2.5 star property
Falmouth Heights
9.2 out of 10, Wonderful, (642 reviews)
"Fabulous place to stay !"
United States
Thomas
The price is AU$377
includes taxes & fees
20 Aug - 21 Aug
Red Horse Inn
Courtyard view

19. Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach
2.5 star property
Vineyard Haven
9.0 out of 10, Wonderful, (738 reviews)
"Amazing stay will definetly be returning !!"
United States
Sarah
The price is AU$425
includes taxes & fees
3 Sept - 4 Sept
Vineyard Harbor Motel - Private Beach
Front of property

20. Town & Beach Motel

Town & Beach Motel
2.0 star property
Falmouth
9.0 out of 10, Wonderful, (566 reviews)
"clean and cozy, everything within walking distance"
Canada
PHILIPPW
The price is AU$203
includes taxes & fees
2 Sept - 3 Sept
Town & Beach Motel
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Oak Bluffs Hotel Reviews

MV Surfside Hotel

MV Surfside Hotel

10/10 Excellent
"great location, great staff. Very clean!"
Ellen 2-night trip
Posted 1 hour ago
MV Surfside Hotel

Find out more about Oak Bluffs

Oak Bluffs Resort information

Number of reviews
4,126
Accommodation
7 Resort
Lowest Price
AU$203
Highest Price
AU$5,988

Frequently asked questions

What is Oak Bluffs like for a resort holiday?
You deserve a break, and a resort is the ideal place to pamper yourself with the services and amenities you need for a relaxing trip to Oak Bluffs. One of the comfortable resort hotels in the area could be just what you're searching for, whether you want a luxurious suite, a state-of-the-art fitness centre or activities for the youngsters.
What's the best 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?
Travellers 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 where you can learn more about 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 seasonal weather like in Oak Bluffs?
The hottest months are usually August and July, with an average temperature of 20°C, while the coldest months are February and January, with an average of 3°C. Average annual precipitation for Oak Bluffs is 1192 mm.
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) away from the heart of the city. You can also search for flights into Hyannis, MA (HYA-Barnstable Municipal), which is 20.5 mi (32.9 km) away. If you'd like to explore around the area, you may want to rent a car for your trip.