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

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Check prices for these dates

Next weekend
Sep 4 - Sep 6
In two weeks
Sep 11 - Sep 13
In one month
Sep 25 - Sep 27
In two months
Oct 23 - Oct 25
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, (1,001 reviews)
"Summer Camp is an awesome choice for a short stay or a week. Convenient to everything. I would definitely stay again."
United States
Andrea
The price is CA $449
CA $501 total
includes taxes & fees
Sep 23 - Sep 24
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, (614 reviews)
"The hotel was pleasant and centrally located on the island."
United States
Anthony
The price is CA $372
CA $416 total
includes taxes & fees
Sep 20 - Sep 21
Pequot Hotel
A building entrance with a sign reading "SURESIDE," two bicycles parked outside, and potted plants on either side of the entrance.

3. MV Surfside Hotel

MV Surfside Hotel
2.5 star property
Oak Bluffs
8.8 out of 10, Excellent, (901 reviews)
"Wonderful hotel with clean rooms, a perfect location and lovely staff."
United States
Diane
The price is CA $418
CA $501 total
includes taxes & fees
Sep 7 - Sep 8
MV Surfside Hotel
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, (256 reviews)
"The location was right in the middle of the action. Very walkable property. Would stay again."
United States
Porsche
The price is CA $411
CA $459 total
includes taxes & fees
Sep 23 - Sep 24
Morgan Hotel
A wooden deck with a white railing, two chairs, and a small table.

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, (155 reviews)
"Cute, compact, and had everything we needed for ourstay. I'd definitely stay there again."
United States
Karen C.
The price is CA $346
CA $703 total
includes taxes & fees
Sep 2 - Sep 3
Make Lasting Memories In This Adorable Vineyard Cottage!
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.

6. 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, (93 reviews)
"Memorial Day weekend on the Vineyard was perfect."
United States
Cassandra
The price is CA $415
CA $739 total
includes taxes & fees
Sep 20 - Sep 21
Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View
A gravel driveway leading to a house surrounded by trees and a garden.

7. Lovely two bedroom apartment with indoor fireplace

Lovely two bedroom apartment with indoor fireplace
Oak Bluffs
10.0 out of 10, Exceptional, (8 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 CA $273
CA $1,037 total
includes taxes & fees
Sep 8 - Sep 9
Lovely two bedroom apartment with indoor fireplace
An outdoor seating area with Adirondack chairs and a table, surrounded by trees.

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

Walk to Beach & Lighthouse: Oak Bluffs Studio!
Oak Bluffs
8.4 out of 10, Very good, (9 reviews)
"Very accommodating early check in and great communication "
United States
Katelyn K.
The price is CA $455
CA $858 total
includes taxes & fees
Aug 31 - Sep 1
Walk to Beach & Lighthouse: Oak Bluffs Studio!
A beach with large rocks and waves.

9. Beautiful Beachfront “Oasis by the Sea” in the Heart of Oak Bluffs!

Beautiful Beachfront “Oasis by the Sea” in the Heart of Oak Bluffs!
Oak Bluffs
9.8 out of 10, Exceptional, (59 reviews)
"We had the best girls weekend here! The space was perfect size for us. Great spaces for sitting and chatting, both inside and on the balcony. The location was perfect, right across from the ocean waves and shells on the beach. Walking distance to town and easy access to biking. It had everything we needed."
United States
Rachael C.
The price is CA $686
CA $1,266 total
includes taxes & fees
Sep 24 - Sep 25
Beautiful Beachfront “Oasis by the Sea” in the Heart of Oak Bluffs!
A single-story house with a covered porch, a hammock, and a brick pathway leading to the front door.

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, (8 reviews)
"The property was clean, private, and peaceful."
United States
Sherri R.
The price is CA $602
CA $1,949 total
includes taxes & fees
Sep 8 - Sep 9
Relax by Oak Bluffs Harbor, enjoy your 3-bedroom East Chip retreat
A cozy living room with a wooden ceiling, a stone fireplace, a leather sofa, and a dining area with a table and chairs.

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 $454
CA $1,089 total
includes taxes & fees
Aug 31 - Sep 1
< 1 Mi to Beaches: Home w/ Deck in Oak Bluffs
A modern kitchen with white cabinets, a central island with blue drawers, and stainless steel appliances.

12. Brand New Guest house

Brand New Guest house
Oak Bluffs
10.0 out of 10, Exceptional, (6 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 CA $567
CA $1,412 total
includes taxes & fees
Sep 8 - Sep 9
Brand New Guest house
A circular stone patio with Adirondack chairs and a small table in a forested area.

13. 1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!

1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!
Oak Bluffs
6.2 out of 10, (10 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 CA $437
CA $975 total
includes taxes & fees
Aug 31 - Sep 1
1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!
A rocky beach with clear water, a sandy shore, and a hilly landscape in the background.

14. Charming Vacation Home in Oak Bluffs.

Charming Vacation Home in Oak Bluffs.
Oak Bluffs
The price is CA $621
CA $1,235 total
includes taxes & fees
Sep 8 - Sep 9
Charming Vacation Home in Oak Bluffs.
A spacious living area with a high ceiling, a dining table, and a kitchen area.

15. 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 $436
CA $1,174 total
includes taxes & fees
Sep 11 - Sep 12
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.

16. 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 $1,868
CA $3,069 total
includes taxes & fees
Sep 8 - Sep 9
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
A two-story house with a stone facade, a covered patio, and a well-maintained garden.

17. 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 $3,391
CA $5,194 total
includes taxes & fees
Sep 24 - Sep 25
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.

18. 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)
"Danny was a great host. Unit clean. Walking distance to everything"
United States
Alvin
The price is CA $588
CA $963 total
includes taxes & fees
Sep 8 - Sep 9
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.

19. Walk to Beach! Oak Bluffs Home & Studio

Walk to Beach! Oak Bluffs Home & Studio
Oak Bluffs
The price is CA $538
CA $1,309 total
includes taxes & fees
Aug 31 - Sep 1
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.

20. Mansion House Inn And Spa

Mansion House Inn And Spa
3.5 star property
Vineyard Haven
9.4 out of 10, Exceptional, (1,008 reviews)
"We really enjoyed our stay."
United States
digna
The price is CA $517
CA $598 total
includes taxes & fees
Sep 8 - Sep 9
Mansion House Inn And Spa
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

Inn on the Square

Inn on the Square

8/10 Good
"The only reason I didn't give it a 5 Star was the surprise that the second floor of the other building did not have an elevator. Seniors here with heavy bags struggled. Walkable to town."
Donald 1-night trip
Posted 6 hours ago
Inn on the Square

Find out more about Oak Bluffs

Oak Bluffs Hostels information

Number of reviews
1,470
Accommodation
0 Hostels
Lowest Price
CA $416
Highest Price
CA $5,194

Frequently asked questions

What are the best hostels in Oak Bluffs?
You may be able to find reasonable prices at these Oak Bluffs accommodations, which get positive reviews from our guests: Summercamp - Located within a 10-minute walk of Inkwell Beach. Guests can enjoy free WiFi at this hotel. MV Surfside Hotel - Located within a 20-minute walk of Inkwell Beach. Property features at this resort include free WiFi, free parking, and a 24-hour front desk. Morgan Hotel - Located within a 20-minute walk of Inkwell Beach. You can take advantage of free WiFi at this hotel.
When is the best time of year to stay in a hostel in Oak Bluffs?
The weather is important when you're experiencing new places, so here's some information that may be helpful: 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 is there to see and do in Oak Bluffs?
Depending on what interests you, you might enjoy the area around Oak Bluffs. Get out into nature with places like Ocean Park, Oak Bluffs Town Beach, and Inkwell Beach. Cultural attractions include Cottage Museum, Martha's Vineyard Film Center, and Martha's Vineyard Museum. Visit landmarks like East Chop Light.
What's the best way to get to and around Oak Bluffs while staying at a hostel?
Keep this information about transit options in Oak Bluffs in your back pocket to make the most of your stay: You can search for flights to the closest airport, which is Vineyard Haven, MA (MVY-Martha's Vineyard), 5.2 mi (8.3 km) from the city center. An alternative is Hyannis, MA (HYA-Barnstable Municipal), located 20.5 mi (32.9 km) away.

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