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

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Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3
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, (275 reviews)
"Very well maintained and located close to shops and restaurants."
United States
Valerie
The price is ￥22,209
￥25,418 total
includes taxes & fees
Nov 5 - Nov 6
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
The price is ￥31,957
￥36,575 total
includes taxes & fees
Nov 4 - Nov 5
Madison Inn
Room

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

Sunlit Studio Retreat with Incredible Outdoor Deck on Martha’s Vineyard
Oak Bluffs
The price is ￥21,789
￥44,620 total
includes taxes & fees
Nov 4 - Nov 5
Sunlit Studio Retreat with Incredible Outdoor Deck on Martha’s Vineyard
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.
The price is ￥24,315
￥60,492 total
includes taxes & fees
Nov 8 - Nov 9
Walk to Beach & Lighthouse: Oak Bluffs Studio!
A living room with a flat-screen TV on a stand, a black leather chair, and a sofa. There are two windows with curtains, one of which offers a view of the sea.

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, (99 reviews)
"Memorial Day weekend on the Vineyard was perfect."
United States
Cassandra
The price is ￥42,630
￥74,601 total
includes taxes & fees
Nov 4 - Nov 5
Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View
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.

6. 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.
The price is ￥36,157
￥70,721 total
includes taxes & fees
Nov 11 - Nov 12
Vineyard Luxury "Yurt"
A modern kitchen with stainless steel appliances, a dining area with a wooden table set for six, and a living area with a sofa and TV.

7. 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.
The price is ￥42,399
￥103,679 total
includes taxes & fees
Nov 16 - Nov 17
Oak Bluffs 4BR • 5 Min Drive to Downtown
A circular stone patio with Adirondack chairs and a small table in a forested area.

8. 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.
The price is ￥41,438
￥96,973 total
includes taxes & fees
Nov 4 - Nov 5
1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!
A spacious living room with a wooden staircase, a fireplace, and a leather sofa.

9. < 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.
The price is ￥68,854
￥140,619 total
includes taxes & fees
Nov 6 - Nov 7
< 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.

10. 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.
The price is ￥315,780
￥478,473 total
includes taxes & fees
Nov 30 - Dec 1
Beautiful Estate with salt water pool & pond with kayaks
A room with a view of the sea through large windows, a wooden deck, and a pier with structures.

11. 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, (98 reviews)
"Great location. Clear instructions"
United States
Sherise M.
The price is ￥42,630
￥74,601 total
includes taxes & fees
Nov 4 - Nov 5
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
An outdoor seating area with Adirondack chairs and a table, surrounded by trees.

12. Walk to Beach! Oak Bluffs Home & Studio

Walk to Beach! Oak Bluffs Home & Studio
Oak Bluffs
The price is ￥49,001
￥129,004 total
includes taxes & fees
Nov 16 - Nov 17
Walk to Beach! Oak Bluffs Home & Studio
A wooden deck with a white railing, a round table with chairs, and a view of the marina and town in the background.

13. 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)
"Good location, clean. Breakfast minimal and quite expensive"
United States
David
The price is ￥27,376
￥32,903 total
includes taxes & fees
Nov 10 - Nov 11
Mansion House Inn And Spa
A patio area with two Adirondack chairs facing a view of the sea, a picnic table, and a tree.

14. Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach
2.5 star property
Vineyard Haven
9.0 out of 10, Wonderful, (838 reviews)
"We always have a wonderful time here,"
United States
Joseph
The price is ￥28,568
￥31,911 total
includes taxes & fees
Nov 11 - Nov 12
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.

15. The Franklin Hotel Martha's Vineyard

The Franklin Hotel Martha's Vineyard
2.0 star property
Edgartown
9.0 out of 10, Wonderful, (221 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
The price is ￥21,126
￥23,598 total
includes taxes & fees
Nov 5 - Nov 6
The Franklin Hotel Martha's Vineyard
A hotel entrance with a brick facade, a white porch, and a bench.

16. 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
The price is ￥28,361
￥31,943 total
includes taxes & fees
Nov 10 - Nov 11
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.

17. Faraway Martha's Vineyard

Faraway Martha's Vineyard
4.0 star property
Edgartown
9.0 out of 10, Wonderful, (1,005 reviews)
"Beautiful hotel with the most perfect location!"
United States
Dylan
The price is ￥35,451
￥41,580 total
includes taxes & fees
Nov 30 - Dec 1
Faraway Martha's Vineyard
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
The price is ￥46,183
￥55,715 total
includes taxes & fees
Nov 4 - Nov 5
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, (718 reviews)
"Very beautiful hotel, perfect for a long stay and enjoy the town"
United States
Sergio Rodrigo
The price is ￥14,181
￥16,230 total
includes taxes & fees
Nov 30 - Dec 1
The Coonamessett
A covered porch with wicker furniture and a vase of flowers.

20. Lamberts Cove Inn

Lamberts Cove Inn
3.5 star property
Vineyard Haven
9.4 out of 10, Exceptional, (90 reviews)
"What a nice place, the staff and property were welcoming and such a nice slice of heaven!"
United States
Ashley
The price is ￥52,435
￥58,571 total
includes taxes & fees
Nov 25 - Nov 26
Lamberts Cove 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.
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Top Oak Bluffs Hotel Reviews

The Coonamessett

The Coonamessett

10/10 Excellent
"Very beautiful hotel, perfect for a long stay and enjoy the town"
Sergio Rodrigo 3-night trip
Posted 1 day ago
The Coonamessett

Find out more about Oak Bluffs

Oak Bluffs Resorts information

Number of reviews
4,252
Accommodation
3 Resorts
Lowest Price
￥16,230
Highest Price
￥478,473

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.