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

Best Resorts in Oak Bluffs

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Check prices for these dates

Next weekend
Aug 28 - Aug 30
In two weeks
Sep 4 - Sep 6
In one month
Sep 18 - Sep 20
In two months
Oct 16 - Oct 18
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
$332 nightly
The price is $371
Sep 23 - Sep 24
Total with taxes and fees
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
$269 nightly
The price is $300
Sep 20 - Sep 21
Total with taxes and fees
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
$271 nightly
The price is $303
Sep 1 - Sep 2
Total with taxes and fees
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
$346 nightly
The price is $386
Sep 8 - Sep 9
Total with taxes and fees
Morgan Hotel
Living area

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
$480 nightly
The price is $536
Sep 10 - Sep 11
Total with taxes and fees
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.
$457 nightly
The price is $510
Sep 2 - Sep 3
Total with taxes and fees
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.
$561 nightly
The price is $627
Aug 30 - Aug 31
Total with taxes and fees
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
6.8 out of 10, (9 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.
$640 nightly
The price is $715
Aug 25 - Aug 26
Total with taxes and fees
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.
$673 nightly
The price is $752
Sep 7 - Sep 8
Total with taxes and fees
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.
$1,251 nightly
The price is $1,397
Sep 7 - Sep 8
Total with taxes and fees
Relax by Oak Bluffs Harbor, enjoy your 3-bedroom East Chip retreat
Living area

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.
$717 nightly
The price is $801
Aug 30 - Aug 31
Total with taxes and fees
< 1 Mi to Beaches: Home w/ Deck in Oak Bluffs
Private kitchen

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.
$912 nightly
The price is $1,019
Sep 7 - Sep 8
Total with taxes and fees
Brand New Guest house
Beach

13. Charming Vacation Home in Oak Bluffs.

Charming Vacation Home in Oak Bluffs.
Oak Bluffs
$856 nightly
The price is $956
Sep 8 - Sep 9
Total with taxes and fees
Charming Vacation Home in Oak Bluffs.
Living area

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.
$752 nightly
The price is $840
Sep 11 - Sep 12
Total with taxes and fees
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
$1,975 nightly
The price is $2,206
Sep 8 - Sep 9
Total with taxes and fees
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.
$3,331 nightly
The price is $3,721
Sep 19 - Sep 20
Total with taxes and fees
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
$623 nightly
The price is $696
Sep 8 - Sep 9
Total with taxes and fees
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
$858 nightly
The price is $958
Aug 31 - Sep 1
Total with taxes and fees
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
$387 nightly
The price is $432
Sep 8 - Sep 9
Total with taxes and fees
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
$312 nightly
The price is $349
Aug 31 - Sep 1
Total with taxes and fees
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 3 hours ago
Summercamp

Find out more about Oak Bluffs

Oak Bluffs Resorts information

Number of reviews
7,206
Accommodation
4 Resorts
Lowest Price
$143
Highest Price
$465

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.

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