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

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Recommended hotels in Oak Bluffs

1. Summercamp

Summercamp
3.5 star property
Oak Bluffs
9.4 out of 10, Exceptional, (1,008 reviews)
"Amazing stay with an extremely friendly staff. So nice to walk to breakfast and dinner every night!"
United States
Shequanna
The price is CA $294
CA $328 total
includes taxes & fees
Oct 7 - Oct 8
Summercamp

2. Pequot Hotel

Pequot Hotel
3.0 star property
Oak Bluffs
9.4 out of 10, Exceptional, (616 reviews)
"The hotel was pleasant and centrally located on the island."
United States
Anthony
The price is CA $234
CA $261 total
includes taxes & fees
Oct 6 - Oct 7
Pequot Hotel

3. MV Surfside Hotel

MV Surfside Hotel
2.5 star property
Oak Bluffs
8.8 out of 10, Excellent, (906 reviews)
"Extremely good location, friendly staff, and a clean room!!!"
United States
Wesley
The price is CA $300
CA $370 total
includes taxes & fees
Sep 7 - Sep 8
MV Surfside Hotel

4. The Attleboro House

The Attleboro House
2.5 star property
Oak Bluffs
9.8 out of 10, Exceptional, (101 reviews)
"Easy check in, nobody bothers you and everything is clean! Will be going again"
United States
Joshua
The price is CA $296
CA $330 total
includes taxes & fees
Oct 7 - Oct 8
The Attleboro House

5. Morgan Hotel

Morgan Hotel
2.5 star property
Oak Bluffs
8.6 out of 10, Excellent, (262 reviews)
"Excellent customer service . Lovely rooms . Great location"
United Kingdom
Heena
The price is CA $359
CA $401 total
includes taxes & fees
Sep 10 - Sep 11
Morgan Hotel

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, (95 reviews)
"Memorial Day weekend on the Vineyard was perfect."
United States
Cassandra
The price is CA $415
CA $739 total
includes taxes & fees
Sep 10 - Sep 11
Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View

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 good experience Very clean owner very helpful My second time here"
United States
Diana
The price is CA $455
CA $864 total
includes taxes & fees
Sep 13 - Sep 14
Walk to Beach & Lighthouse: Oak Bluffs Studio!

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 CA $273
CA $1,037 total
includes taxes & fees
Sep 7 - Sep 8
Lovely two bedroom apartment with indoor fireplace

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, (60 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 $1,273 total
includes taxes & fees
Sep 24 - Sep 25
Beautiful Beachfront “Oasis by the Sea” in the Heart of Oak Bluffs!

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 $551
CA $1,892 total
includes taxes & fees
Oct 1 - Oct 2
Relax by Oak Bluffs Harbor, enjoy your 3-bedroom East Chip retreat

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 $1,108 total
includes taxes & fees
Sep 7 - Sep 8
< 1 Mi to Beaches: Home w/ Deck in Oak Bluffs

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 $498
CA $1,325 total
includes taxes & fees
Oct 1 - Oct 2
Brand New Guest house

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

1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!
Oak Bluffs
6.6 out of 10, (11 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 $989 total
includes taxes & fees
Sep 7 - Sep 8
1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!

14. Charming Vacation Home in Oak Bluffs.

Charming Vacation Home in Oak Bluffs.
Oak Bluffs
The price is CA $552
CA $1,147 total
includes taxes & fees
Sep 27 - Sep 28
Charming Vacation Home in Oak Bluffs.

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 $1,175 total
includes taxes & fees
Sep 11 - Sep 12
A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!

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 $3,090 total
includes taxes & fees
Sep 8 - Sep 9
MOST CHIC SPOT! Your Martha's Vineyard Getaway!

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 $4,151
CA $6,150 total
includes taxes & fees
Sep 7 - Sep 8
Beautiful Estate with salt water pool & pond with kayaks

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 $415
CA $739 total
includes taxes & fees
Oct 1 - Oct 2
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.

19. Walk to Beach! Oak Bluffs Home & Studio

Walk to Beach! Oak Bluffs Home & Studio
Oak Bluffs
The price is CA $538
CA $1,326 total
includes taxes & fees
Sep 13 - Sep 14
Walk to Beach! Oak Bluffs Home & Studio

20. Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach
2.5 star property
Vineyard Haven
9.0 out of 10, Wonderful, (779 reviews)
"Nice place to stay on the beach."
United States
Rama
The price is CA $221
CA $247 total
includes taxes & fees
Oct 1 - Oct 2
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

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Oak Bluffs Condo Resorts information

Number of reviews
3,086
Accommodation
0 Condo Resorts
Lowest Price
CA $247
Highest Price
CA $6,150

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