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

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Check prices for these dates

Next weekend
28 Aug - 30 Aug
In two weeks
4 Sep - 6 Sep
In one month
18 Sep - 20 Sep
In two months
16 Oct - 18 Oct
No exact matches found, but these alternatives could be just right

Recommended hotels in Oak Bluffs

Porch

1. Summercamp

Summercamp
3.5 star property
Oak Bluffs
9.4 out of 10, Exceptional, (1,003 reviews)
"I will absolutely stay here again. The location, the porch, the view from the room, the staff... absolutely everything was beautiful."
United States
KRISTEN
The price is AED 1,220
AED 1,363 total
includes taxes & fees
23 Sep - 24 Sep
Summercamp
Exterior

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 AED 988
AED 1,104 total
includes taxes & fees
20 Sep - 21 Sep
Pequot Hotel
Exterior

3. MV Surfside Hotel

MV Surfside Hotel
2.5 star property
Oak Bluffs
8.8 out of 10, Excellent, (897 reviews)
"Wonderful hotel with clean rooms, a perfect location and lovely staff."
United States
Diane
The price is AED 914
AED 1,112 total
includes taxes & fees
1 Sep - 2 Sep
MV Surfside Hotel
Lobby

4. Morgan Hotel

Morgan Hotel
2.5 star property
Oak Bluffs
8.6 out of 10, Excellent, (255 reviews)
"The location was right in the middle of the action. Very walkable property. Would stay again."
United States
Porsche
The price is AED 1,108
AED 1,238 total
includes taxes & fees
23 Sep - 24 Sep
Morgan Hotel
Smart TV

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, (92 reviews)
"Memorial Day weekend on the Vineyard was perfect."
United States
Cassandra
The price is AED 1,102
AED 1,969 total
includes taxes & fees
10 Sep - 11 Sep
Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View
Property grounds

6. 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 AED 918
AED 1,875 total
includes taxes & fees
2 Sep - 3 Sep
Make Lasting Memories In This Adorable Vineyard Cottage!
Terrace/patio

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 AED 1,208
AED 2,302 total
includes taxes & fees
30 Aug - 31 Aug
Walk to Beach & Lighthouse: Oak Bluffs Studio!
Property grounds

8. 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 AED 1,161
AED 2,626 total
includes taxes & fees
1 Sep - 2 Sep
1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!
Property grounds

9. 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 AED 731
AED 2,761 total
includes taxes & fees
7 Sep - 8 Sep
Lovely two bedroom apartment with indoor fireplace
Exterior

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 AED 1,598
AED 5,133 total
includes taxes & fees
7 Sep - 8 Sep
Relax by Oak Bluffs Harbor, enjoy your 3-bedroom East Chip retreat
TV, fireplace

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 AED 1,205
AED 2,942 total
includes taxes & fees
30 Aug - 31 Aug
< 1 Mi to Beaches: Home w/ Deck in Oak Bluffs
Coffee/tea maker, fridge, microwave, oven

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 AED 1,506
AED 3,742 total
includes taxes & fees
7 Sep - 8 Sep
Brand New Guest house
Sun loungers, beach towels

13. Charming Vacation Home in Oak Bluffs.

Charming Vacation Home in Oak Bluffs.
Oak Bluffs
The price is AED 1,833
AED 3,512 total
includes taxes & fees
8 Sep - 9 Sep
Charming Vacation Home in Oak Bluffs.
TV, fireplace, books

14. 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 AED 1,157
AED 3,085 total
includes taxes & fees
11 Sep - 12 Sep
A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!
Interior

15. 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)
"TLDR: House is nice,"
United States
Rachel
The price is AED 4,959
AED 8,066 total
includes taxes & fees
8 Sep - 9 Sep
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
Exterior

16. 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, (2 reviews)
"The house and hosts are extraordinary! The property is gorgeous, from the landscaping to the architecture. We loved the saltwater pool, hot tub, and private pond access. The rooms were spacious, the beds were comfortable, the house was spotless, and the hosts provided every toiletry and towel we could possibly need. They were incredibly kind and excellent communicators. They even let us drop off our golf bags early in the morning so we could explore the island before our tee time at the nearby...
United States
Michael T.
The price is AED 9,183
AED 13,814 total
includes taxes & fees
13 Sep - 14 Sep
Beautiful Estate with salt water pool & pond with kayaks
Interior

17. 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 AED 1,561
AED 2,556 total
includes taxes & fees
8 Sep - 9 Sep
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
Terrace/patio

18. Walk to Beach! Oak Bluffs Home & Studio

Walk to Beach! Oak Bluffs Home & Studio
Oak Bluffs
Walk to Beach! Oak Bluffs Home & Studio
View from property

19. Mansion House Inn And Spa

Mansion House Inn And Spa
3.5 star property
Vineyard Haven
9.4 out of 10, Exceptional, (1,004 reviews)
"We really enjoyed our stay."
United States
digna
The price is AED 1,373
AED 1,588 total
includes taxes & fees
8 Sep - 9 Sep
Mansion House Inn And Spa
Courtyard view

20. Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach
2.5 star property
Vineyard Haven
9.0 out of 10, Wonderful, (756 reviews)
"Amazing stay will definetly be returning !!"
United States
Sarah
The price is AED 991
AED 1,107 total
includes taxes & fees
31 Aug - 1 Sep
Vineyard Harbor Motel - Private Beach
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

Summercamp

Summercamp

10/10 Excellent
"Summer Camp is an awesome choice for a short stay or a week. Convenient to everything. I would definitely stay again."
Andrea 3-night trip
Posted 12 hours ago
Summercamp

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 Oak Bluffs Harbor.
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.