check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr
Cancel Clear Filters Apply Filters

Property Type

Booking Options

Location Type

Even More Filters

Features

Managed By

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

Aquinnah: Houses, Cottages & More (1,422)

  • 1 - 50 of 1,422
    • 4 BR
    • 3 BA
    • Sleeps 8
    5
      • 6 BR
      • 3 BA
      • 1 HF BA
      • Sleeps 11
      1 Review
        • 3 BR
        • 1 BA
        • 1 HF BA
        • Sleeps 6
        3
          • 2 BR
          • 1 BA
          • Sleeps 5
          4
            • 3 BR
            • 2 BA
            • 1 HF BA
            • Sleeps 7
            3
              • 4 BR
              • 2 BA
              • Sleeps 8
              5
                • 3 BR
                • 2 BA
                • Sleeps 5
                5
                  • 3 BR
                  • 2 BA
                  • Sleeps 10
                  2 Reviews
                    • 5 BR
                    • 3 BA
                    • 1 HF BA
                    • Sleeps 10
                    5
                      • 3 BR
                      • 3 BA
                      • Sleeps 6
                      7
                        • 5 BR
                        • 3 BA
                        • 1 HF BA
                        • Sleeps 10
                          • 4 BR
                          • 3 BA
                          • Sleeps 8
                          7
                            • 3 BR
                            • 2 BA
                            • Sleeps 6
                            1 Review
                              • 3 BR
                              • 2 BA
                              • 1 HF BA
                              • Sleeps 6
                              4
                                • 4 BR
                                • 3 BA
                                • 1 HF BA
                                • Sleeps 10
                                6
                                  • 1 BR
                                  • 1 BA
                                  • Sleeps 2
                                  1 Review
                                    • 3 BR
                                    • 2 BA
                                    • Sleeps 6
                                      • 3 BR
                                      • 2 BA
                                      • Sleeps 6
                                      5
                                        • 4 BR
                                        • 3 BA
                                        • Sleeps 12
                                        1 Review
                                          • 4 BR
                                          • 1 BA
                                          • 1 HF BA
                                          • Sleeps 10
                                          2 Reviews
                                            • 3 BR
                                            • 2 BA
                                            • Sleeps 6
                                            5
                                              • 2 BR
                                              • 1 BA
                                              • 1 HF BA
                                              • Sleeps 3
                                              4
                                                • 3 BR
                                                • 2 BA
                                                • Sleeps 8
                                                4
                                                  • 3 BR
                                                  • 2 BA
                                                  • 1 HF BA
                                                  • Sleeps 6
                                                    • 4 BR
                                                    • 2 BA
                                                    • Sleeps 10
                                                    1 Review
                                                      • 4 BR
                                                      • 2 BA
                                                      • 1 HF BA
                                                      • Sleeps 8
                                                      9
                                                        • 4 BR
                                                        • 3 BA
                                                        • Sleeps 10
                                                        3
                                                          • 4 BR
                                                          • 3 BA
                                                          • Sleeps 8
                                                            • 1 BR
                                                            • 1 HF BA
                                                            • Sleeps 5
                                                              • 4 BR
                                                              • 2 BA
                                                              • Sleeps 7
                                                              10
                                                                • 5 BR
                                                                • 1 BA
                                                                • 1 HF BA
                                                                • Sleeps 10
                                                                  • 4 BR
                                                                  • 2 BA
                                                                  • 1 HF BA
                                                                  • Sleeps 7
                                                                    • 4 BR
                                                                    • 3 BA
                                                                    • Sleeps 9
                                                                    1 Review
                                                                      • 4 BR
                                                                      • 2 BA
                                                                      • Sleeps 8
                                                                      1 Review
                                                                        • 4 BR
                                                                        • 3 BA
                                                                        • Sleeps 8
                                                                        2 Reviews
                                                                          • 4 BR
                                                                          • 4 BA
                                                                          • 1 HF BA
                                                                          • Sleeps 8
                                                                          7
                                                                            • 4 BR
                                                                            • 3 BA
                                                                            • 1 HF BA
                                                                            • Sleeps 8
                                                                              • 2 BR
                                                                              • 1 BA
                                                                              • 1 HF BA
                                                                              • Sleeps 4
                                                                              3
                                                                                • 5 BR
                                                                                • 2 BA
                                                                                • Sleeps 8
                                                                                1 Review
                                                                                  • 5 BR
                                                                                  • 4 BA
                                                                                  • 1 HF BA
                                                                                  • Sleeps 12
                                                                                  2 Reviews
                                                                                    • 4 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 9
                                                                                    18
                                                                                      • 3 BR
                                                                                      • 2 BA
                                                                                      • 1 HF BA
                                                                                      • Sleeps 7
                                                                                        • 3 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 8
                                                                                        3
                                                                                          • 4 BR
                                                                                          • 2 BA
                                                                                          • 1 HF BA
                                                                                          • Sleeps 10
                                                                                          2 Reviews
                                                                                            • 1 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 4
                                                                                            8
                                                                                              • 5 BR
                                                                                              • 6 BA
                                                                                              • Sleeps 14
                                                                                              2 Reviews
                                                                                                • 3 BR
                                                                                                • 1 BA
                                                                                                • 1 HF BA
                                                                                                • Sleeps 5
                                                                                                2 Reviews
                                                                                                  • 3 BR
                                                                                                  • 3 BA
                                                                                                  • Sleeps 7
                                                                                                    • 3 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 6
                                                                                                    2 Reviews
                                                                                                    • 1 - 50 of 1,422
                                                                                                     

                                                                                                    Recent Aquinnah Reviews

                                                                                                    So Lovely!

                                                                                                    5 of 5
                                                                                                    Our Sweet Spot. Here’s what we enjoy about Lovey’s Cottage, specifically: - Its open plan first-floor rooms: so the small house reads big. And upstairs, it sleeps up to six. - It’s always kept clean, neat, and very comfortably furnished. Linens, towels are all stocked too. - Its kitchen is well-equipped. Its library holds good books/games for kids (of many ages). - The view is amazing: all the way across the pond to Menemsha fishing village, and out over the Sound. - The sunny deck is where we spend a lot of time, hanging out, and enjoying the fabulous view. - The 2 private beaches are a big deal for us… Lovey’s beach (fantastic for small kids), and Hancock beach (bliss, no crowds!). - Plus 3 other public beaches only minutes from the house: Squibnocket, Lucy Vincent, and Aquinnah. - Wonderful restaurants within a 5-10 minute drive: Outermost, Chilmark Tavern, HomePort, Beach Plum. - A lot of nice island walking trails within close range of the house. - Grocery stores, gas, library, community center (with kids’ programs), farm stands and fish markets all in Chilmark and nearby Menemsha. Lovey’s Cottage is perfect for our smaller family units, and our guests, but with privacy from the Tower House, on the same property. Coming back here year after year – these are some of the best weeks of every summer for us!
                                                                                                    • Submitted: Aug 22, 2016
                                                                                                    • Stayed: Jun 2016

                                                                                                    Take me away to my Happy Place

                                                                                                    5 of 5
                                                                                                    Exceptional Property. We’ve long been enjoying our time at this property as repeat summer guests. A much-loved family tradition! We take the big main house as well as the smaller guest house (Lovey’s Cottage), which allows our 3-generation family a lot of flexibility. Here’s what we enjoy about the Tower House, specifically: - The house is beautifully kept – well-furnished and maintained. And we love being part of its special history! - Such a spacious feel – and lots of light -- in all the rooms (comfortable beds in the bedrooms!) - The kitchen’s big and sunny, very inviting. And the huge back hang-out deck…sublime. - Fabulous view: all the way to Menemsha fishing village, and past the islands beyond. - The property’s big, private grounds. Great for kids running around, exploring, and just having fun. - Having Lovey’s Cottage guest house on the property, which we also really enjoy renting, for smaller family groups, and our guests. - The 2 private beaches are a big deal for us… Lovey’s beach (fantastic for small kids), and Hancock beach (wow, no crowds!). - 3 other public beaches only minutes from the house: Squibnocket, Lucy Vincent, and Aquinnah. - Wonderful restaurants within a 5-10 minute drive: Outermost, Chilmark Tavern, HomePort, Beach Plum. - A lot of nice island walking trails in close range of the house. - Grocery stores, gas, library, community center (with kids’ programs), farm stands and fish markets all in Chilmark and nearby Menemsha.. These are some of the best weeks of every summer for us.
                                                                                                    • Submitted: Aug 22, 2016
                                                                                                    • Stayed: Jun 2016

                                                                                                    Comfortable home with PERFECT location

                                                                                                    4 of 5
                                                                                                    We have rented on the Vineyard several times and this is one of the nicest homes we have stayed in. It is well maintained and beautifully decorated (no dust collecting "knick knacks" or clutter). This home is nicely furnished and has a well equipped kitchen, all of the small appliances, pots, pans, dishes, utensils that you will need. The back yard is spacious and private and it has a great deck/furnishings. It is a very short distance to the bike path and is centrally located on the island which makes getting everywhere a breeze! We biked to the center of both Oak Bluffs and Edgartown, and each was a quick, mostly flat, 3 mile ride. It was great to be able to relax at the end of the day away from the hustle and bustle of the town centers. The owner, Ed, was very responsive when we had a minor issue with the trash not being picked up prior to our arrival. He arranged for it to be picked up within a few hours. We thoroughly enjoyed our week; beautiful beaches, awesome restaurants, and breathe taking sunsets. I suggest, aside from Menemsha (which is quite crowded in the evening), taking in a sunset from Great Rock Beach/ Park in Chilmark. It is a short walk down to the beach, so pack lightly, from the parking area and there were only a few others on the beach with us. Definitely worth the ride! We would rent this home again in a heartbeat!
                                                                                                    • Submitted: Aug 10, 2016
                                                                                                    • Stayed: Jul 2016