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

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Check prices for these dates

Next weekend
4 Sept - 6 Sept
In two weeks
11 Sept - 13 Sept
In one month
25 Sept - 27 Sept
In two months
23 Oct - 25 Oct
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 HK$2,138
HK$2,389 total
includes taxes & fees
27 Sept - 28 Sept
Summercamp
A building entrance with a sign reading "SURESIDE," two bicycles parked outside, and potted plants on either side of the entrance.

2. 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 HK$2,228
HK$2,685 total
includes taxes & fees
7 Sept - 8 Sept
MV Surfside Hotel
A row of traditional wooden houses with attached porches, a pathway, and lush greenery.

3. 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 HK$1,717
HK$1,918 total
includes taxes & fees
27 Sept - 28 Sept
Pequot 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 HK$2,437
HK$2,723 total
includes taxes & fees
9 Sept - 10 Sept
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 HK$1,960
HK$4,001 total
includes taxes & fees
3 Sept - 4 Sept
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, (94 reviews)
"Memorial Day weekend on the Vineyard was perfect."
United States
Cassandra
The price is HK$2,351
HK$4,203 total
includes taxes & fees
10 Sept - 11 Sept
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.

7. 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 HK$2,579
HK$4,912 total
includes taxes & fees
30 Aug - 31 Aug
Walk to Beach & Lighthouse: Oak Bluffs Studio!
A gravel driveway leading to a house surrounded by trees and a garden.

8. 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 HK$1,544
HK$5,875 total
includes taxes & fees
7 Sept - 8 Sept
Lovely two bedroom apartment with indoor fireplace
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 HK$3,887
HK$7,213 total
includes taxes & fees
24 Sept - 25 Sept
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 HK$3,919
HK$11,172 total
includes taxes & fees
20 Sept - 21 Sept
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.

11. 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 HK$3,214
HK$7,985 total
includes taxes & fees
7 Sept - 8 Sept
Brand New Guest house
A cozy living room with a wooden ceiling, a stone fireplace, a leather sofa, and a dining area with a table and chairs.

12. < 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 HK$2,571
HK$6,278 total
includes taxes & fees
30 Aug - 31 Aug
< 1 Mi to Beaches: Home w/ Deck in Oak Bluffs
A rocky beach with clear water, a sandy shore, and a hilly landscape in the background.

13. Charming Vacation Home in Oak Bluffs.

Charming Vacation Home in Oak Bluffs.
Oak Bluffs
The price is HK$3,520
HK$6,996 total
includes taxes & fees
8 Sept - 9 Sept
Charming Vacation Home in Oak Bluffs.
A circular stone patio with Adirondack chairs and a small table in a forested area.

14. 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 HK$2,477
HK$5,560 total
includes taxes & fees
31 Aug - 1 Sept
1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!
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 HK$2,469
HK$6,654 total
includes taxes & fees
11 Sept - 12 Sept
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 HK$10,582
HK$17,099 total
includes taxes & fees
8 Sept - 9 Sept
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 HK$19,596
HK$29,479 total
includes taxes & fees
13 Sept - 14 Sept
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 HK$3,331
HK$5,455 total
includes taxes & fees
8 Sept - 9 Sept
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 HK$3,049
HK$7,512 total
includes taxes & fees
31 Aug - 1 Sept
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, (1,000 reviews)
"We really enjoyed our stay."
United States
digna
The price is HK$2,930
HK$3,388 total
includes taxes & fees
9 Sept - 10 Sept
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

Iris Hotel Cape Cod

Iris Hotel Cape Cod

8/10 Good
"Nice stay.."
Hilda-Gail 3-night trip
Posted 7 hours ago
Iris Hotel Cape Cod

Find out more about Oak Bluffs

Oak Bluffs Resorts information

Number of reviews
1,463
Accommodation
4 Resorts
Lowest Price
HK$1,918
Highest Price
HK$29,479

Frequently asked questions

What is Oak Bluffs like for a resort holiday?
You deserve a break, and a resort is the ideal place to pamper yourself with the services and amenities you need for a relaxing trip to Oak Bluffs. One of the comfortable resort hotels in the area could be just what you're searching for, whether you want a luxurious suite, a state-of-the-art fitness centre or activities for the youngsters.
What's the best 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?
Travellers 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 where you can learn more about 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 seasonal weather like in Oak Bluffs?
The hottest months are usually August and July, with an average temperature of 20°C, while the coldest months are February and January, with an average of 3°C. Average annual precipitation for Oak Bluffs is 1192 mm.
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) away from the heart of the city. You can also search for flights into Hyannis, MA (HYA-Barnstable Municipal), which is 20.5 mi (32.9 km) away. If you'd like to explore around the area, you may want to rent a car for your trip.

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