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

Best Resorts in Oak Bluffs

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Aug 7 - Aug 9
In two weeks
Aug 14 - Aug 16
In one month
Aug 28 - Aug 30
In two months
Sep 25 - Sep 27
No exact matches found, but these alternatives could be just right

Recommended hotels in Oak Bluffs

Exterior

1. MV Surfside Hotel

MV Surfside Hotel
2.5 star property
Oak Bluffs
8.8 out of 10, Excellent, (882 reviews)
"Very good location."
United States
Urszula
$470 nightly
The price is $525
Aug 24 - Aug 25
Total with taxes and fees
MV Surfside Hotel
Porch

2. Summercamp

Summercamp
3.5 star property
Oak Bluffs
9.4 out of 10, Exceptional, (1,005 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
$494 nightly
The price is $552
Aug 30 - Aug 31
Total with taxes and fees
Summercamp
Front of property

3. The Attleboro House

The Attleboro House
2.5 star property
Oak Bluffs
9.8 out of 10, Exceptional, (101 reviews)
"Easy check in, nobody bothers you and everything is clean! Will be going again"
United States
Joshua
The Attleboro House
Exterior

4. Pequot Hotel

Pequot Hotel
3.0 star property
Oak Bluffs
9.4 out of 10, Exceptional, (606 reviews)
"It’s a pretty hotel close to the beach and the ferry terminal, breakfast was delicious, staff was very helpful, wonderful stay overall"
United States
Vijay
$499 nightly
The price is $557
Aug 2 - Aug 3
Total with taxes and fees
Pequot Hotel
Lobby

5. Morgan Hotel

Morgan Hotel
2.5 star property
Oak Bluffs
8.6 out of 10, Excellent, (245 reviews)
"Great location! Great hotel! Very clean! 2 mn from everything! We will be back!!"
United States
David
$446 nightly
The price is $498
Aug 30 - Aug 31
Total with taxes and fees
Morgan Hotel
Terrace/patio

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

Walk to Beach & Lighthouse: Oak Bluffs Studio!
Oak Bluffs
8.6 out of 10, Excellent, (7 reviews)
"Very accommodating early check in and great communication "
United States
Katelyn K.
$340 nightly
The price is $380
Aug 31 - Sep 1
Total with taxes and fees
Walk to Beach & Lighthouse: Oak Bluffs Studio!
Smart TV

7. 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
$680 nightly
The price is $760
Aug 24 - Aug 25
Total with taxes and fees
Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View
Coffee/tea maker, fridge, microwave, oven

8. 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.
$1,003 nightly
The price is $1,120
Aug 24 - Aug 25
Total with taxes and fees
Brand New Guest house
Property grounds

9. 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.
$591 nightly
The price is $660
Aug 2 - Aug 3
Total with taxes and fees
1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!
Exterior

10. 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.
$2,224 nightly
The price is $2,484
Aug 23 - Aug 24
Total with taxes and fees
Relax by Oak Bluffs Harbor, enjoy your 3-bedroom East Chip retreat
Sun loungers, beach towels

11. Charming Vacation Home in Oak Bluffs.

Charming Vacation Home in Oak Bluffs.
Oak Bluffs
$1,982 nightly
The price is $2,214
Aug 23 - Aug 24
Total with taxes and fees
Charming Vacation Home in Oak Bluffs.
Interior

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

MOST CHIC SPOT! Your Martha's Vineyard Getaway!
Oak Bluffs
9.6 out of 10, Exceptional, (10 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.
$3,520 nightly
The price is $3,932
Aug 3 - Aug 4
Total with taxes and fees
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
Exterior

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, (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.
$3,810 nightly
The price is $4,256
Aug 30 - Aug 31
Total with taxes and fees
Beautiful Estate with salt water pool & pond with kayaks
Interior

14. 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.
$680 nightly
The price is $760
Aug 24 - Aug 25
Total with taxes and fees
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
Terrace/patio

15. Walk to Beach! Oak Bluffs Home & Studio

Walk to Beach! Oak Bluffs Home & Studio
Oak Bluffs
$849 nightly
The price is $948
Aug 2 - Aug 3
Total with taxes and fees
Walk to Beach! Oak Bluffs Home & Studio
Exterior

16. Red Horse Inn

Red Horse Inn
2.5 star property
Falmouth Heights
9.2 out of 10, Wonderful, (637 reviews)
"Fabulous place to stay !"
United States
Thomas
$269 nightly
The price is $308
Aug 2 - Aug 3
Total with taxes and fees
Red Horse Inn
Courtyard view

17. Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach
2.5 star property
Vineyard Haven
9.0 out of 10, Wonderful, (710 reviews)
"Amazing stay will definetly be returning !!"
United States
Sarah
$331 nightly
The price is $369
Aug 31 - Sep 1
Total with taxes and fees
Vineyard Harbor Motel - Private Beach
View from property

18. 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
$549 nightly
The price is $614
Aug 30 - Aug 31
Total with taxes and fees
Mansion House Inn And Spa
Interior

19. Brand new! Lovely apartment-Vineyard Haven

Brand new! Lovely apartment-Vineyard Haven
Tisbury
9.8 out of 10, Exceptional, (29 reviews)
"Lovely and all brand new accommodation's that are clean and comfy! A quiet location too! "
United States
Nancy K.
Brand new! Lovely apartment-Vineyard Haven
TV

20. Small One Bedroom Private Cottage on Large Quiet Property.

Small One Bedroom Private Cottage on Large Quiet Property.
Tisbury
10.0 out of 10, Exceptional, (16 reviews)
"Nice, quaint cottage. Perfect for a couple's getaway! Location was convenient for walking to shops and restaurants."
United States
Randy T.
$457 nightly
The price is $510
Aug 23 - Aug 24
Total with taxes and fees
Small One Bedroom Private Cottage on Large Quiet Property.
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

Summercamp

Summercamp

10/10 Excellent
"I will say the rooms are extremely small for the cost. But otherwise happy!"
Kelley 4-night trip
Posted 2 hours ago
Summercamp

Find out more about Oak Bluffs

Oak Bluffs Resorts information

Number of reviews
3,500
Accommodation
4 Resorts
Lowest Price
$308
Highest Price
$4,256

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.

Explore a world of travel with Expedia