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

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Check prices for these dates

Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18
In one month
Oct 30 - Nov 1
In two months
Nov 27 - Nov 29
No exact matches found, but these alternatives could be just right

Recommended hotels in Oak Bluffs

A covered outdoor area with a wooden deck, seating, and a view of the water.

1. Summercamp

Summercamp
3.5 star property
Oak Bluffs
9.4 out of 10, Exceptional, (1,006 reviews)
"Great location and helpful staff."
United States
Jeffrey
The price is CA $255
CA $291 total
includes taxes & fees
Oct 30 - Oct 31
Summercamp
A row of traditional wooden houses with attached porches, a pathway, and lush greenery.

2. Pequot Hotel

Pequot Hotel
3.0 star property
Oak Bluffs
9.4 out of 10, Exceptional, (624 reviews)
"The staff and front desk were awesome. Very courteous and helpful!!! Very clean rooms."
United States
Oswaldo
The price is CA $283
CA $324 total
includes taxes & fees
Oct 8 - Oct 9
Pequot Hotel
A large, multi-story house with a porch and multiple balconies.

3. The Attleboro House

The Attleboro House
2.5 star property
Oak Bluffs
9.8 out of 10, Exceptional, (103 reviews)
"Extremely helpful staff"
United States
Kenneth
The price is CA $236
CA $270 total
includes taxes & fees
Oct 14 - Oct 15
The Attleboro House
A spacious living room with a sofa, chairs, a coffee table, and a staircase.

4. Morgan Hotel

Morgan Hotel
2.5 star property
Oak Bluffs
8.6 out of 10, Excellent, (270 reviews)
"Very well maintained and located close to shops and restaurants."
United States
Valerie
The price is CA $280
CA $321 total
includes taxes & fees
Oct 12 - Oct 13
Morgan Hotel
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, (96 reviews)
"Memorial Day weekend on the Vineyard was perfect."
United States
Cassandra
The price is CA $384
CA $706 total
includes taxes & fees
Oct 4 - Oct 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.

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

Walk to Beach & Lighthouse: Oak Bluffs Studio!
Oak Bluffs
7.8 out of 10, Good, (12 reviews)
"The unit was clean and sufficient for 2 people. Outside could use some attention."
United States
Donna R.
The price is CA $468
CA $882 total
includes taxes & fees
Oct 9 - Oct 10
Walk to Beach & Lighthouse: Oak Bluffs Studio!
A rocky beach with clear water, a sandy shore, and a hilly landscape in the background.

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 CA $511
CA $1,177 total
includes taxes & fees
Oct 9 - Oct 10
Oak Bluffs 4BR • 5 Min Drive to Downtown
A single-story house with a covered porch, a hammock, and a brick pathway leading to the front door.

8. 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, (9 reviews)
"The property was clean, private, and peaceful."
United States
Sherri R.
The price is CA $566
CA $1,903 total
includes taxes & fees
Oct 9 - Oct 10
Relax by Oak Bluffs Harbor, enjoy your 3-bedroom East Chip retreat
A modern kitchen with white cabinets, a central island with blue drawers, and stainless steel appliances.

9. Brand New Guest house

Brand New Guest house
Oak Bluffs
10.0 out of 10, Exceptional, (7 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.
Brand New Guest house
A circular stone patio with Adirondack chairs and a small table in a forested area.

10. 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 CA $449
CA $1,017 total
includes taxes & fees
Oct 11 - Oct 12
1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!
A spacious living room with a wooden staircase, a fireplace, and a leather sofa.

11. < 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 CA $622
CA $1,315 total
includes taxes & fees
Oct 9 - Oct 10
< 1 Mi to Beaches: Home w/ Deck in Oak Bluffs
A spacious living area with a high ceiling, a dining table, and a kitchen area.

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 CA $704
CA $1,533 total
includes taxes & fees
Oct 12 - Oct 13
A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!
A modern interior with a wooden staircase, a kitchen area, and a living space with a sofa and coffee table.

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)
"This was an excellent stay at a beautiful property in Oak Bluffs! Rebecca was a great host who provided clear instructions and helped answer questions in a timely manner. Rooms were spacious, most tastefully decorated and we had everything that we needed. I definitely recommend staying here to have an unparalleled experience of the Vineyard."
United States
Priyanka D.
The price is CA $1,920
CA $3,171 total
includes taxes & fees
Oct 3 - Oct 4
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
A two-story house with a stone facade, a covered patio, and a well-maintained garden.

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, (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 CA $3,556
CA $5,400 total
includes taxes & fees
Oct 12 - Oct 13
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.

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, (98 reviews)
"Danny was a great host. Unit clean. Walking distance to everything"
United States
Alvin
The price is CA $427
CA $759 total
includes taxes & fees
Oct 15 - Oct 16
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.

16. Walk to Beach! Oak Bluffs Home & Studio

Walk to Beach! Oak Bluffs Home & Studio
Oak Bluffs
The price is CA $553
CA $1,315 total
includes taxes & fees
Oct 9 - Oct 10
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.

17. Mansion House Inn And Spa

Mansion House Inn And Spa
3.5 star property
Vineyard Haven
9.4 out of 10, Exceptional, (1,001 reviews)
"Lovely place"
United States
Robyn
The price is CA $247
CA $297 total
includes taxes & fees
Nov 2 - Nov 3
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.

18. Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach
2.5 star property
Vineyard Haven
9.0 out of 10, Wonderful, (812 reviews)
"Great place at a great location"
United States
Matteo
The price is CA $228
CA $254 total
includes taxes & fees
Nov 2 - Nov 3
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, (649 reviews)
"Fabulous place to stay !"
United States
Thomas
The price is CA $204
CA $234 total
includes taxes & fees
Oct 8 - Oct 9
Red Horse Inn
A swimming pool with sun loungers and umbrellas, surrounded by large windows and wooden beams.

20. Inn on the Square

Inn on the Square
3.5 star property
Falmouth
8.8 out of 10, Excellent, (1,025 reviews)
"This was a comfortable stay, quiet and convenient to shopping and dining"
United States
Jeanine
The price is CA $145
CA $201 total
includes taxes & fees
Nov 2 - Nov 3
Inn on the Square
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

Iris Hotel Cape Cod

Iris Hotel Cape Cod

10/10 Excellent
"Lovely property. Would stay here again. Comfortable beds. Nice ambience in lobby. Great breakfast. Views at check in area beautiful. They have a little patio out front where u can sit and stare at the lake. There is a road between hotel and view of lake. Very peaceful there."
andrea 1-night trip
Posted 3 days ago
Iris Hotel Cape Cod

Find out more about Oak Bluffs

Oak Bluffs Resorts information

Number of reviews
3,623
Accommodation
3 Resorts
Lowest Price
CA $201
Highest Price
CA $5,400

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.

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