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Oak Bluffs – 61 hotels and places to stay

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Hotels with parking in Oak Bluffs

Most booked hotels in Oak Bluffs and surroundings in the past month

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Hotels located in the centre of Oak Bluffs

  • Situated in Oak Bluffs in the Massachusetts region, Bird Street Breeze features a patio. Guests can benefit from a balcony and an outdoor fireplace.

  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 1 review

    Situated 1.6 km from Oak Bluffs Town Beach and 11 km from Edgartown Lighthouse, Vineyard Haven features accommodation located in Oak Bluffs. Guests can benefit from a patio and a picnic area.

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

    Situated in Oak Bluffs in the Massachusetts region, Less Than 1 Mi to Beaches Home with Deck in Oak Bluffs has a patio.

  • Scored out of 10, guest rating 7.6
    Good - What previous guests thought, 8 reviews

    Boasting air-conditioned accommodation with a terrace, Oak Bluffs Cottage is situated in Oak Bluffs. This holiday home features accommodation with a balcony.

  • Located in Oak Bluffs, Birds of Paradise features accommodation 11 km from Edgartown Lighthouse. The property is non-smoking and is situated 1.1 km from Oak Bluffs Town Beach.

  • Scored out of 10, guest rating 6.0
    Pleasant - What previous guests thought, 4 reviews

    Set in Oak Bluffs, Oak Leaf Cape Cottage features accommodation within 11 km of Edgartown Lighthouse. Guests can benefit from a patio and a children's playground.

  • Boasting air-conditioned accommodation with a patio, The Rootskeller is situated in Oak Bluffs. The holiday home is 1.5 km from Eastville Beach.

  • Scored out of 10, guest rating 8.0
    Very good - What previous guests thought, 3 reviews

    Set in Oak Bluffs in the Massachusetts region, Gingerbread Dream features a balcony. Guests can benefit from a terrace and a children's playground.

Budget hotels in Oak Bluffs and nearby

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 2 reviews

    11 km from Edgartown Lighthouse in Vineyard Haven, Marthas Vineyard Home Walk to Oak Bluffs Beach! provides accommodation with access to a spa centre.

  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 1 review

    Set in Oak Bluffs in the Massachusetts region, Charming MV Cottage Walk to Dtwn Oak Bluffs! features a balcony. It is located 1.2 km from Oak Bluffs Town Beach and offers a 24-hour front desk.

  • Scored out of 10, guest rating 8.0
    Very good - What previous guests thought, 6 reviews

    Featuring accommodation with a patio, Winthrop Cottage is located in Oak Bluffs. Located around 1.1 km from Oak Bluffs Town Beach, the holiday home is also 10 km away from Edgartown Lighthouse.

  • Scored out of 10, guest rating 7.8
    Good - What previous guests thought, 7 reviews

    Set in Oak Bluffs in the Massachusetts region, Canary Cottage has a terrace. Guests staying at this holiday home have access to a balcony. The holiday home features facilities for disabled guests.

  • Located in Oak Bluffs, 2 km from Eastville Beach and 12 km from Edgartown Lighthouse, Sunny Side Up provides a restaurant. Guests staying at this holiday home have access to a patio.

  • Set in Oak Bluffs in the Massachusetts region, with Oak Bluffs Town Beach nearby, Charming 3-Bedroom Home in the Heart of Oak Bluffs offers accommodation with free WiFi and free private parking.

  • Located in Oak Bluffs, Seabreeze Retreat provides accommodation less than 1 km from Oak Bluffs Town Beach and 10 km from Edgartown Lighthouse. Guests can benefit from a patio and a picnic area.

  • Featuring air-conditioned accommodation with a terrace, Garage Suite is located in Oak Bluffs. Guests can benefit from a balcony and a children's playground.

Best hotels with breakfast in Oak Bluffs and nearby

  • Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 55 reviews

    This luxury Martha’s Vineyard accommodation boasts an on-site spa and a beautiful wrap around porch. Joseph Sylvia State Beach is 3 miles away.

    From US$452.66 per night
  • Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 130 reviews

    Featuring an on-site restaurant, this Martha’s Vineyard inn is just 150 metres from Edgartown Harbor and the ferry to Falmouth. WiFi access is provided to guests free of charge.

    From US$508.24 per night
  • Scored out of 10, guest rating 8.3
    Very good - What previous guests thought, 3 reviews

    Boasting air-conditioned accommodation with a patio, Oak Bluffs Beauty is set in Oak Bluffs. This holiday home is 1.2 km from Eastville Beach and 12 km from Edgartown Lighthouse.

  • Scored out of 10, guest rating 3.5
    Poor - What previous guests thought, 7 reviews

    Offering garden views, Island Getaway is an accommodation set in Oak Bluffs, 1.2 km from Eastville Beach and 12 km from Edgartown Lighthouse. The property has a restaurant with an outdoor dining area.

  • Located in Oak Bluffs, Beach House provides accommodation within 1 km of Oak Bluffs Town Beach. Guests can benefit from a patio and an outdoor fireplace.

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

    Set in Oak Bluffs, The Wayland Victorian offers a restaurant, less than 1 km from Oak Bluffs Town Beach and 11 km from Edgartown Lighthouse. The holiday home has facilities for disabled guests.

  • Offering lake views, Sunset Meadows is an accommodation situated in Oak Bluffs, 1.1 km from Eastville Beach and 12 km from Edgartown Lighthouse.

  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 1 review

    Brewster House enjoys a location in Oak Bluffs, just 1.4 km from Eastville Beach and 11 km from Edgartown Lighthouse. Guests can benefit from a patio and a children's playground.

FAQs about hotels in Oak Bluffs

What guests said about Oak Bluffs:

  • 10.0

    July and August are busy , crowded peak times with great...

    July and August are busy , crowded peak times with great festivals. Book your stay way in advance! The town has lots of restaurants, bars, stores and clean beach. Has boating activities, historical tours and a great neighborhood to walk and explore. Take comfortable walking shoes and a sun hat!
    Guest review by
    Happy traveler
    United States
  • 10.0

    There is a lot to do in this charming and bustling town.

    There is a lot to do in this charming and bustling town. If you want to visit the other two towns (Edgartown, and Vineyard Haven or just see the island- bus transportation is available and FREE to those traveling without a car! Restaurants, shops, bowling, music venues, the beach: all just a walk away. Excellent town for families, couples, multigenerational vacations. Enjoy it!
    Guest review by
    Louise
    United States
  • 10.0

    Oak Bluffs has something for everyone.

    Oak Bluffs has something for everyone. Lots of great restaurants, the Flying Carousel for families, a beautiful Town Common to sit and enjoy the sites. Lots of lovely homes with gorgeous gardens. We really enjoyed Biscuits Restaurant for Breakfast, Nancys on the water for lunch and really loved the Midnight Tacos restaurant for late night drinks and delicious food.
    Guest review by
    Anonymous
  • 10.0

    Oak Bluffs is a great place to stay if you're visiting the...

    Oak Bluffs is a great place to stay if you're visiting the vineyard. The area is down to earth and accessible to both Vineyard Haven and Edgartown for a quick trip. Definitely recommend getting a late night donut from Back Door Donuts while you're there.
    Guest review by
    Breanna
    United States
  • 10.0

    We loved being able to walk to everywhere we needed.

    We loved being able to walk to everywhere we needed. The bus tour we took was very interesting- I recommend it! Henry and Anique at the Capricorn House made our stay even more wonderful! The sunrise was so pretty and the location of the Capricorn House couldn't be beat to see it. People at Martha's Vineyard were all very friendly and the staff who worked at the restaurants we went to were all very accommodating and happy to help- great service everywhere. The food was delicious- everything we ate was delicious and the prices were very reasonable.
    Guest review by
    Denise
    United States
  • 10.0

    The staff were very kind and helpful.

    The staff were very kind and helpful. They reached out to us prior to our arrival and offered good ideas for things to do and places to eat. They booked our tour and made sure everything was smooth. We went on the African Heritage Trail tour which was full of history and gave us a true appreciation for the history of Oak Bluffs. The Inkwell is a lovely, well kept ocean view inn We walked everywhere. Got off the ferry walked 10 minutes to the Inkwell and walked all over Oak Bluffs. We were glad we didn’t take our car.
    Guest review by
    Jeanne
    United States

See reviews by guests who stayed at hotels in Oak Bluffs

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  • The Oak Bluffs Inn

    Oak Bluffs
    From US$321.14 per night
    Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 37 reviews
    Breakfast made to order. Good selection. Tasty. Host Erik very friendly and hospitable. Good advice on places of local interest and public transport given. Liked idea of complimentary beverages available to guests. Restful nights sleep enjoyed. Oak Bluffs is lovely, gingerbread cottages great to see. Inn is at end of the main street, so quite easy to find and handy for shops, eateries, ferry port. Recommend also taking free public bus to nearby Edgartown. Lovely vibe, different to OB in its own way.
    Guest review by
    Geoffrey
    United Kingdom

  • Pequot Hotel

    Oak Bluffs
    Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 197 reviews
    Staff were very helpful. Charming common area and verandah. They had a guide come in and give a talk about the island. Coffee and tea and cookies available in the common area. Had more the feel of a guest hour than a hotel
    Guest review by
    Randall
    Australia

  • Inkwell Beach Cottage

    Oak Bluffs
    Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 172 reviews
    Location is spot on you can walk from the ferry terminal to the accommodation. The hotel was spotlessly clean and we were given a nice welcome. The breakfast was fine. The hotel is near the shuttle bus stop.
    Guest review by
    Sheila
    United Kingdom

  • Summercamp

    Oak Bluffs
    From US$220.16 per night
    Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 541 reviews
    The hotel was lovely light and modern inside. It had a really relaxed feel. The rocking chairs on the porch were so inviting and chilled.
    Guest review by
    Isis
    United Kingdom

  • Island Inn

    Oak Bluffs
    Scored out of 10, guest rating 8.1
    Very good - What previous guests thought, 297 reviews
    The property was in Oak Bluffs so it wasn’t far to travel to attractions.
    Guest review by
    Nicole
    United States