Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Apartments
Cottages
Farmhouses
Homes
Townhomes
Barns
Boats
Bungalows
Cabins
Castles
Chalets
Condos
Estates
Hotels
Lodges
Studios
Villas
Yachts

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Oak Bluffs Pet Friendly Vacation Rentals(69)

69 Results
Book it Now!
1 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 15
    (7)
    4 - 7 night minimum stay
    • 4 BR,
    • 2 BA,
    • 1 HF BA,
    • Sleeps 9
      1 Review
      3 night minimum stay
      • 6 BR,
      • 4 BA,
      • Sleeps 18
        1 Review
        3 - 7 night minimum stay
        • 4 BR,
        • 2 BA,
        • Sleeps 6
          (5)
          3 night minimum stay
          • 2 BR,
          • 1 BA,
          • 1 HF BA,
          • Sleeps 4
            2 Reviews
            Book it Now!
            2 - 7 night minimum stay
            • 4 BR,
            • 4 BA,
            • Sleeps 8
              7 night minimum stay
              • 4 BR,
              • 3 BA,
              • 1 HF BA,
              • Sleeps 8
                (17)
                Book it Now!
                2 night minimum stay
                • 2 BR,
                • 1 BA,
                • 1 HF BA,
                • Sleeps 5
                  $37 - $360
                  per night
                  Book it Now!
                  2 - 28 night minimum stay
                  • 2 BR,
                  • 1 BA,
                  • Sleeps 4
                    5 night minimum stay
                    • 3 BR,
                    • 2 BA,
                    • 1 HF BA,
                    • Sleeps 6
                      2 - 7 night minimum stay
                      • 3 BR,
                      • 1 BA,
                      • Sleeps 9
                        (4)
                        $350
                        per night
                        3 - 7 night minimum stay
                        • 4 BR,
                        • 4 BA,
                        • Sleeps 8
                          7 night minimum stay
                          • 4 BR,
                          • 2 BA,
                          • 1 HF BA,
                          • Sleeps 8
                            • 5 BR,
                            • 3 BA,
                            • 1 HF BA,
                            • Sleeps 10
                              (4)
                              • 4 BR,
                              • 3 BA,
                              • Sleeps 10
                                1 Review
                                5 night minimum stay
                                • 4 BR,
                                • 3 BA,
                                • 1 HF BA,
                                • Sleeps 8
                                  5 - 7 night minimum stay
                                  • 5 BR,
                                  • 3 BA,
                                  • 1 HF BA,
                                  • Sleeps 10
                                    5 night minimum stay
                                    • 5 BR,
                                    • 2 BA,
                                    • Sleeps 10
                                      Book it Now!
                                      1 - 7 night minimum stay
                                      • 1 BR,
                                      • 1 BA,
                                      • Sleeps 4
                                        2 - 7 night minimum stay
                                        • 2 BR,
                                        • 1 BA,
                                        • Sleeps 5
                                          (107)
                                          Book it Now!
                                          2 - 7 night minimum stay
                                          • 3 BR,
                                          • 1 BA,
                                          • Sleeps 6
                                            (9)
                                            Book it Now!
                                            2 - 7 night minimum stay
                                            • 2 BR,
                                            • 1 BA,
                                            • Sleeps 4
                                              (7)
                                              Book it Now!
                                              1 - 7 night minimum stay
                                              • 1 BR,
                                              • 1 BA,
                                              • Sleeps 4
                                                (8)
                                                Book it Now!
                                                2 night minimum stay
                                                • 2 BR,
                                                • Sleeps 6
                                                  1 Review
                                                  7 night minimum stay
                                                  • 3 BR,
                                                  • 2 BA,
                                                  • Sleeps 8
                                                    $875 - $2,100
                                                    per week
                                                    7 night minimum stay
                                                    • 2 BR,
                                                    • 2 BA,
                                                    • Sleeps 6
                                                      2 - 7 night minimum stay
                                                      • 7 BR,
                                                      • 3 BA,
                                                      • 2 HF BA,
                                                      • Sleeps 14
                                                        2 - 3 night minimum stay
                                                        • 3 BR,
                                                        • 1 BA,
                                                        • Sleeps 8
                                                          (11)
                                                          $2,125 - $4,025
                                                          per week
                                                          7 night minimum stay
                                                          • 3 BR,
                                                          • 2 BA,
                                                          • Sleeps 6
                                                            7 night minimum stay
                                                            • 4 BR,
                                                            • 3 BA,
                                                            • Sleeps 8
                                                              Advertisement
                                                               

                                                              Recent Oak Bluffs Reviews

                                                              Vineyard winner

                                                              5 of 5
                                                              First off this location cannot be beat. Rarely are you walking distance from bars, eateries and the beach. Not to mention you can smell the fritters from the newly renovated balcony
                                                              • Submitted: Aug 17, 2014
                                                              • Stayed: Aug 2014

                                                              Fantastic home with great amenities

                                                              5 of 5
                                                              We LOVED our vacation because of this house! It was perfect for my family and especially for my husband, who is a direct descendant of Mr. Clean. It felt like home. We didn't want for anything. The owner was a pleasure to work with and and the house was just simply ~ totally awesome ~ we will return again from San Diego!
                                                              • Submitted: Jul 31, 2014
                                                              • Stayed: Jun 2014

                                                              Great house, great location

                                                              5 of 5
                                                              This was a very nice house, in a quiet and beautiful neighborhood, in a perfect location. The downtown areas of Oak Bluffs, Vineyard Haven, and Edgartown are each within a 10 minute drive. The house was clean and stocked with everything we needed, from kitchenware to beach chairs. The owner (Mike) was extremely helpful and responsive. I would definitely recommend this house.
                                                              • Submitted: Jul 23, 2014
                                                              • Stayed: Jul 2014