Photo by William Keller

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
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29
In one month
Dec 11 - Dec 13
In two months
Jan 8 - Jan 10
No exact matches found, but these alternatives could be just right

Recommended hotels in Oak Bluffs

A spacious living room with a sofa, chairs, a coffee table, and a staircase.

1. Morgan Hotel

Morgan Hotel
2.5 star property
Oak Bluffs
8.6 out of 10, Excellent, (277 reviews)
"Location was Perfect!"
United States
Anika
$136 nightly
The price is $156
Nov 30 - Dec 1
Total with taxes and fees
Morgan Hotel
A cozy living room with a fireplace, bookshelves, a dining area, and a staircase.

2. Madison Inn

Madison Inn
2.5 star property
Oak Bluffs
9.8 out of 10, Exceptional, (84 reviews)
"Good location, friendly staff. More breakfast/drink options would have been good."
United States
Melissa
$207 nightly
The price is $237
Nov 22 - Nov 23
Total with taxes and fees
Madison Inn
A circular stone patio with Adirondack chairs and a small table in a forested area.

3. 1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!

1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!
Oak Bluffs
7.0 out of 10, Good, (12 reviews)
"Loved this spot. Perfect central island location. Fantastic owner with an incredible response time. Would recommend this property to all5 stars"
United States
Eli R.
$557 nightly
The price is $637
Nov 12 - Nov 13
Total with taxes and fees
1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!
An outdoor seating area with Adirondack chairs and a table, surrounded by trees.

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

Walk to Beach & Lighthouse: Oak Bluffs Studio!
Oak Bluffs
7.6 out of 10, Good, (14 reviews)
"The unit was clean and sufficient for 2 people. Outside could use some attention."
United States
Donna R.
$343 nightly
The price is $393
Nov 15 - Nov 16
Total with taxes and fees
Walk to Beach & Lighthouse: Oak Bluffs Studio!
Room

5. Sunlit Studio Retreat with Incredible Outdoor Deck on Martha’s Vineyard

Sunlit Studio Retreat with Incredible Outdoor Deck on Martha’s Vineyard
Oak Bluffs
$248 nightly
The price is $284
Nov 15 - Nov 16
Total with taxes and fees
Sunlit Studio Retreat with Incredible Outdoor Deck on Martha’s Vineyard
A rocky beach with clear water, a sandy shore, and a hilly landscape in the background.

6. Oak Bluffs 4BR • 5 Min Drive to Downtown

Oak Bluffs 4BR • 5 Min Drive to Downtown
Oak Bluffs
10.0 out of 10, Exceptional, (1 review)
"This place was just what we needed! Would definitely stay again. Cozy and feels very homey! Thanks!"
United States
Chris S.
$610 nightly
The price is $698
Nov 20 - Nov 21
Total with taxes and fees
Oak Bluffs 4BR • 5 Min Drive to Downtown
A modern kitchen with a large island, a dining area with a table and chairs, and a view of a green garden through large windows.

7. Vineyard Luxury "Yurt"

Vineyard Luxury "Yurt"
Oak Bluffs
10.0 out of 10, Exceptional, (1 review)
"The yurt was clean and nice and served all of our needs."
United States
David C.
$504 nightly
The price is $577
Nov 12 - Nov 13
Total with taxes and fees
Vineyard Luxury "Yurt"
A spacious living room with a wooden staircase, a fireplace, and a leather sofa.

8. < 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.
$796 nightly
The price is $911
Nov 12 - Nov 13
Total with taxes and fees
< 1 Mi to Beaches: Home w/ Deck in Oak Bluffs
A two-story house with a stone facade, a covered patio, and a well-maintained garden.

9. 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.
$2,588 nightly
The price is $2,962
Nov 30 - Dec 1
Total with taxes and fees
Beautiful Estate with salt water pool & pond with kayaks
An outdoor seating area with Adirondack chairs and a table, surrounded by trees.

10. Walk to Beach! Oak Bluffs Home & Studio

Walk to Beach! Oak Bluffs Home & Studio
Oak Bluffs
$751 nightly
The price is $860
Nov 12 - Nov 13
Total with taxes and fees
Walk to Beach! Oak Bluffs Home & Studio
A marina with boats docked along the shore, surrounded by greenery and a sandy beach.

11. 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)
"Good location, clean. Breakfast minimal and quite expensive"
United States
David
$187 nightly
The price is $209
Nov 12 - Nov 13
Total with taxes and fees
Mansion House Inn And Spa
A patio with a wooden table and chairs, a hanging flower pot with red and yellow flowers, and a view of the sea with boats in the background.

12. Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach
2.5 star property
Vineyard Haven
9.0 out of 10, Wonderful, (841 reviews)
"We always have a wonderful time here,"
United States
Joseph
$160 nightly
The price is $179
Nov 18 - Nov 19
Total with taxes and fees
Vineyard Harbor Motel - Private Beach
A two-story house with a brick pathway leading to the front door, surrounded by a well-maintained lawn and green Adirondack chairs.

13. The Franklin Hotel Martha's Vineyard

The Franklin Hotel Martha's Vineyard
2.0 star property
Edgartown
9.0 out of 10, Wonderful, (223 reviews)
"Staff on the phone and across the street very helpful with keys and codes and instructions. Well organized, easy access to town, good parking. A little noisy in the room from other rooms and the hallway."
United States
Mark
$147 nightly
The price is $164
Nov 29 - Nov 30
Total with taxes and fees
The Franklin Hotel Martha's Vineyard
A sandy beach with footprints and seaweed, a clear blue sky, and a row of houses in the background.

14. Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel

Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel
3.0 star property
Edgartown
8.4 out of 10, Very good, (643 reviews)
"Enjoyed our stay, quiet, convenient to everything in Edgartown!"
United States
Lisa
$182 nightly
The price is $203
Nov 22 - Nov 23
Total with taxes and fees
Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel
A bedroom with a large bed, a view of the outdoors through sliding glass doors, and a balcony with a white railing.

15. Faraway Martha's Vineyard

Faraway Martha's Vineyard
4.0 star property
Edgartown
9.0 out of 10, Wonderful, (1,007 reviews)
"Beautiful hotel with the most perfect location!"
United States
Dylan
$236 nightly
The price is $264
Nov 29 - Nov 30
Total with taxes and fees
Faraway Martha's Vineyard
Exterior

16. Red Horse Inn

Red Horse Inn
2.5 star property
Falmouth Heights
9.2 out of 10, Wonderful, (653 reviews)
"Fabulous place to stay !"
United States
Thomas
$109 nightly
The price is $125
Nov 17 - Nov 18
Total with taxes and fees
Red Horse Inn
A beach with clear skies, calm waves, and large rocks.

17. InnSeason Resorts Captain's Quarters

InnSeason Resorts Captain's Quarters
3.5 star property
Falmouth Heights
9.8 out of 10, Exceptional, (224 reviews)
"Very clean suite, great staff, great location, great beach view"
United States
Nancy
$127 nightly
The price is $145
Nov 16 - Nov 17
Total with taxes and fees
InnSeason Resorts Captain's Quarters
A spacious living area with a dining table, sofas, and a view of the sea.

18. Harbor View Hotel

Harbor View Hotel
5.0 star property
Edgartown
8.8 out of 10, Excellent, (1,000 reviews)
"Top notch hotel!"
United States
Eryn
$316 nightly
The price is $353
Dec 6 - Dec 7
Total with taxes and fees
Harbor View Hotel
A bedroom with a bed, bedside tables, a chair, a table, and a view of the outdoors.

19. The Coonamessett

The Coonamessett
3.5 star property
Falmouth
8.8 out of 10, Excellent, (723 reviews)
"Very beautiful hotel, perfect for a long stay and enjoy the town"
United States
Sergio Rodrigo
$91 nightly
The price is $104
Nov 30 - Dec 1
Total with taxes and fees
The Coonamessett
A large, multi-story house with a covered porch and a well-maintained lawn.

20. Shore Haven Inn

Shore Haven Inn
3.0 star property
Falmouth
9.6 out of 10, Exceptional, (272 reviews)
"Loved the beach chairs available to guests"
United States
Robert
$203 nightly
The price is $238
Nov 12 - Nov 13
Total with taxes and fees
Shore Haven Inn
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

Learn more about Oak Bluffs

The colorful gingerbread cottages of the Martha's Vineyard Campground will charm you with their whimsical Victorian details. Take the Flying Horses carousel for a spin, then stroll along Ocean Park's waterfront where locals gather for sunset picnics.

See all hotels in Oak Bluffs
A historic two-story house with a balcony and a porch, surrounded by a well-maintained garden.
Photo by William Keller
Open Photo by William Keller

Top reviews in Oak Bluffs

A cozy living room with a fireplace, bookshelves, a dining area, and a staircase.
Madison Inn

Madison Inn

Madison Inn
Oak Bluffs

10/10 Excellent

My boyfriend and I had the best overnight at the Madison Inn. The room that we booked was small, but still so comfortable and cute and it was in a really convenient location in the center of Oak Bluffs. Staff was so friendly and awesome. Amazing amenities. Def recommending this place to all of my friends! Looking forward to staying again.
United States
Anonymous traveler
Reviewed June 29, 2017
Madison Inn

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.

Explore a world of travel with Expedia