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location Oak Bluffs is highly rated for Beaches and Shopping by 150 people

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Tonight 25 Jun. - 26 Jun.
This weekend 28 Jun. - 30 Jun.
Next weekend 5 Jul. - 7 Jul.

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Top 10 Hotels in Oak Bluffs

See all 780 properties in Oak Bluffs

Estimated price for 1 night/2 adults

Walk To Town ~ Central AIR

Walk To Town ~ Central AIR

Oak Bluffs, Massachusetts
Walk To Town ~ Central AIR
     
     

    Situated in Oak Bluffs, this historic vacation home is within a 15-minute walk of Oak Bluffs Public Library, Trinity Park Tabernacle, and Cottage Museum. Flying ...

    Walk To Town ~ Central AIRGet Rates

    Large, Dog-friendly Home w/ Backyard - Short Drive to the Ocean!

    Large, Dog-friendly Home w/ Backyard - Short Drive to the Ocean!

    Oak Bluffs, Massachusetts
    Large, Dog-friendly Home w/ Backyard - Short Drive to the Ocean!
       
       

      Situated by the ocean, this historic cottage is 1.2 mi (2 km) from Farm Neck Golf Club and within 3 mi (5 km) of Gus Ben David's World of Reptiles and Birds ...

      Large, Dog-friendly Home w/ Backyard - Short Drive to the Ocean!Get Rates

      Brand new Carriage House on the Chop

      Brand new Carriage House on the Chop

      Oak Bluffs, Massachusetts
      Brand new Carriage House on the Chop
         
         

        Situated in Oak Bluffs, this romantic vacation home is within 2 mi (3 km) of East Chop Light, Oak Bluffs Public Library, and Cottage Museum. Trinity Park Tabernacle ...

        Brand new Carriage House on the ChopGet Rates

        NEW Oak Bluffs Apartment, Walk to Town and Beaches!

        NEW Oak Bluffs Apartment, Walk to Town and Beaches!

        Oak Bluffs, Massachusetts
        NEW Oak Bluffs Apartment, Walk to Town and Beaches!
           
           

          Situated by the ocean, this romantic apartment building is within a 15-minute walk of Oak Bluffs Public Library, Trinity Park Tabernacle, and Cottage Museum. ...

          NEW Oak Bluffs Apartment, Walk to Town and Beaches!Get Rates

          Family Friendly Home w/ Ocean Views, Pool Table, Full Kitchen, & gas Fireplace

          Family Friendly Home w/ Ocean Views, Pool Table, Full Kitchen, & gas Fireplace

          Oak Bluffs, Massachusetts
          Family Friendly Home w/ Ocean Views, Pool Table, Full Kitchen, & gas Fireplace
             
             

            Situated on the waterfront, this historic vacation home is within 1 mi (2 km) of East Chop Light, Oak Bluffs Public Library, and Cottage Museum. Trinity Park ...

            Family Friendly Home w/ Ocean Views, Pool Table, Full Kitchen, & gas FireplaceGet Rates

            Heavenly Pool, Spa, Firepit, AC, Wifi, Special Discount for 6 Adults + Kids

            Heavenly Pool, Spa, Firepit, AC, Wifi, Special Discount for 6 Adults + Kids

            Oak Bluffs, Massachusetts
            Heavenly Pool, Spa, Firepit, AC, Wifi, Special Discount for 6 Adults + Kids
               
               

              This family-friendly Oak Bluffs vacation home is within 3 mi (5 km) of Farm Neck Golf Club, Oak Bluffs Public Library, and Trinity Park Tabernacle. Cottage Museum ...

              Heavenly Pool, Spa, Firepit, AC, Wifi, Special Discount for 6 Adults + KidsGet Rates

              Charming Home in a Quiet Neighborhood w/ a Full Kitchen - Close to the Water!

              Charming Home in a Quiet Neighborhood w/ a Full Kitchen - Close to the Water!

              Oak Bluffs, Massachusetts
              Charming Home in a Quiet Neighborhood w/ a Full Kitchen - Close to the Water!
                 
                 

                Situated by the ocean, this historic vacation home is within 2 mi (3 km) of Oak Bluffs Public Library, Trinity Park Tabernacle, and Cottage Museum. Farm Neck ...

                Charming Home in a Quiet Neighborhood w/ a Full Kitchen - Close to the Water!Get Rates

                Madison Inn

                Madison Inn

                18 Kennebeck Avenue, Oak Bluffs, MA
                Madison Inn
                  2.5 out of 5.0
                   
                   

                  Located in the heart of Oak Bluffs, this guesthouse is steps from Flying Horses Carousel, Ocean Park, and Cottage Museum. Oak Bluffs Harbor and Trinity Park ...

                  C$262 per night for 2 guests

                  27 Jun - 28 Jun
                  MV Surfside Hotel

                  MV Surfside Hotel

                  7 Oak Bluffs Avenue, Oak Bluffs, MA
                  MV Surfside Hotel
                    2.5 out of 5.0
                     
                     

                    Situated in the historical district, this hotel is steps from Flying Horses Carousel, Oak Bluffs Harbor, and Oak Bluffs Town Beach. Ocean Park and Cottage Museum ...

                    C$330 per night for 2 guests

                    26 Jun - 27 Jun
                    Martha's Vineyard Resort

                    Martha's Vineyard Resort

                    117 New York Ave, Oak Bluffs, MA
                    Martha's Vineyard Resort
                      3.0 out of 5.0
                       
                       

                      Situated in Oak Bluffs, this bed & breakfast is within 1 mi (2 km) of Oak Bluffs Public Library, Cottage Museum, and Trinity Park Tabernacle. East Chop Light ...

                      Martha's Vineyard ResortGet Rates

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