check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag
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!
  • 1 - 50 of 51
Additional fees apply. Taxes may be added.
    Exceptional! 5.0/5
    (26 reviews)
    avg/night
    • 1 BR
    • 1 BA
    • Sleeps 5
    Condo #479186vb
    26
    Viewed 6 times in the last 48 hours
      Wonderful! 4.9/5
      (15 reviews)
      avg/night
      • 2 BR
      • 1 BA
      • 1 HF BA
      • Sleeps 7
      Condo #188648vb
      15
        • 2 BR
        • 1 BA
        • 1 HF BA
        • Sleeps 4
        Condo #3915741
        6
          • 2 BR
          • 2 BA
          • Sleeps 6
          Condo #3496683
          11
            Wonderful! 4.9/5
            (7 reviews)
            avg/night
            • 2 BR
            • 2 BA
            • Sleeps 6
            Condo #3836407
            7
            Viewed 14 times in the last 48 hours
              • 2 BR
              • 1 BA
              • 1 HF BA
              • Sleeps 4
              Condo #3864817
              2
                • 2 BR
                • 2 BA
                • Sleeps 6
                Condo #125224
                  • 2 BR
                  • 1 BA
                  • 1 HF BA
                  • Sleeps 6
                  Condo #123272
                  4
                    Excellent! 4.7/5
                    (15 reviews)
                    avg/night
                    • 2 BR
                    • 2 BA
                    • Sleeps 6
                    Condo #3774903
                    15
                    Viewed 10 times in the last 48 hours
                      • 3 BR
                      • 3 BA
                      • Sleeps 8
                      Condo #702864vb
                      3
                        • 2 BR
                        • 1 BA
                        • Sleeps 5
                        Condo #408046vb
                        11
                          Very Good! 4.2/5
                          (5 reviews)
                          avg/night
                          • 2 BR
                          • 1 BA
                          • Sleeps 6
                          Condo #3998444
                          5
                            • 3 BR
                            • 1 BA
                            • 1 HF BA
                            • Sleeps 6
                            Condo #159747
                            11
                              Exceptional! 5.0/5
                              (9 reviews)
                              avg/night
                              • 2 BR
                              • 1 BA
                              • Sleeps 4
                              Condo #138950
                              9
                                • Studio
                                • 1 BA
                                • Sleeps 4
                                Condo #4216596
                                4
                                  • 1 BR
                                  • 1 BA
                                  • Sleeps 4
                                  Condo #265577
                                  34
                                    • 2 BR
                                    • 1 BA
                                    • 1 HF BA
                                    • Sleeps 6
                                    Condo #4264725
                                      • 2 BR
                                      • 1 BA
                                      • Sleeps 4
                                      Condo #4176413
                                        • 1 BR
                                        • 1 BA
                                        • Sleeps 4
                                        Condo #3808923
                                          Exceptional! 5.0/5
                                          (9 reviews)
                                          avg/night
                                          • 1 BR
                                          • 1 BA
                                          • Sleeps 4
                                          Condo #972617
                                          9
                                            • 4 BR
                                            • 4 BA
                                            • Sleeps 8
                                            Condo #4164613
                                              Exceptional! 5.0/5
                                              (9 reviews)
                                              avg/night
                                              • 1 BR
                                              • 1 BA
                                              • Sleeps 4
                                              Condo #426599vb
                                              9
                                                • 3 BR
                                                • 2 BA
                                                • Sleeps 6
                                                Condo #933755vb
                                                  • 2 BR
                                                  • 1 BA
                                                  • 1 HF BA
                                                  • Sleeps 6
                                                  Condo #4270960
                                                    • 1 BR
                                                    • 1 BA
                                                    • Sleeps 4
                                                    Condo #895982vb
                                                      • 1 BR
                                                      • 2 BA
                                                      • Sleeps 4
                                                      Condo #903182vb
                                                        $74
                                                        avg/night
                                                        • Studio
                                                        • 1 BA
                                                        • Sleeps 4
                                                        Condo #150851
                                                        3
                                                        Viewed 12 times in the last 48 hours
                                                          • 2 BR
                                                          • 1 BA
                                                          • Sleeps 4
                                                          Condo #3996224
                                                            • 2 BR
                                                            • 2 BA
                                                            • Sleeps 6
                                                            Condo #192424
                                                              • 1 BR
                                                              • 1 BA
                                                              • Sleeps 3
                                                              Condo #4143866
                                                              1
                                                                • 2 BR
                                                                • 1 BA
                                                                • Sleeps 4
                                                                Condo #3934329
                                                                  • 2 BR
                                                                  • 2 BA
                                                                  • Sleeps 4
                                                                  Condo #7005091
                                                                    • 2 BR
                                                                    • 1 BA
                                                                    • Sleeps 4
                                                                    Condo #184874
                                                                    2
                                                                      • 1 BR
                                                                      • 1 BA
                                                                      • Sleeps 2
                                                                      Condo #4292449
                                                                        Wonderful! 4.9/5
                                                                        (8 reviews)
                                                                        avg/night
                                                                        • 2 BR
                                                                        • 1 BA
                                                                        • Sleeps 4
                                                                        Condo #165289
                                                                        8
                                                                          • 2 BR
                                                                          • 1 BA
                                                                          • 1 HF BA
                                                                          • Sleeps 7
                                                                          Condo #4146468
                                                                            • 1 BR
                                                                            • 1 BA
                                                                            • Sleeps 5
                                                                            Condo #3975688
                                                                            2
                                                                              • 2 BR
                                                                              • 1 HF BA
                                                                              • Sleeps 6
                                                                              Condo #112071
                                                                              3
                                                                                • 2 BR
                                                                                • 1 BA
                                                                                • 1 HF BA
                                                                                • Sleeps 6
                                                                                Condo #114494
                                                                                3
                                                                                  • 1 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 4
                                                                                  Condo #392246
                                                                                  15
                                                                                    • 2 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 5
                                                                                    Condo #178864
                                                                                      avg/night
                                                                                      • 1 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 4
                                                                                      Condo #110881
                                                                                      4
                                                                                      Viewed 5 times in the last 48 hours
                                                                                        • 3 BR
                                                                                        • 2 BA
                                                                                        • 1 HF BA
                                                                                        • Sleeps 6
                                                                                        Condo #3781105
                                                                                          Excellent! 4.4/5
                                                                                          (7 reviews)
                                                                                          avg/night
                                                                                          • 2 BR
                                                                                          • 1 BA
                                                                                          • Sleeps 5
                                                                                          Condo #7040765
                                                                                          7
                                                                                            Excellent! 4.4/5
                                                                                            (7 reviews)
                                                                                            • 2 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 5
                                                                                            Condo #193701
                                                                                            7
                                                                                              • 2 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 4
                                                                                              Condo #477851vb
                                                                                                • 1 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 4
                                                                                                Condo #582771vb
                                                                                                1
                                                                                                Viewed 9 times in the last 48 hours
                                                                                                • 1 - 50 of 51
                                                                                                 

                                                                                                Recent Chilmark Reviews

                                                                                                Nice and friendly place!

                                                                                                5 of 5
                                                                                                We walked in from Oak Bluffs Terminal and it was a beautiful walk with sidewalks most of the way. They accommodated our late arrival and everyone was so nice to work with. The room was cute, clean, and had all that we needed (including a fridge, stove, kitchen sink!). Since it was late October, the town had definitely quieted down, but the rates were great, so it was a great little place to sneak away to for the weekend :) We'll definitely be back again :)
                                                                                                • Submitted: Oct 30, 2016
                                                                                                • Stayed: Oct 2016

                                                                                                Excellent!

                                                                                                4 of 5
                                                                                                Great location, walking distance to town, great biking area, across street from beach (some road noise...). Property well maintained, nice amount of space and wonderful water view, with good customer relations by owner. Would recommend this rental home to others. We went 'off season' (October) to avoid crowds and heat, so some businesses had closed for the season.
                                                                                                • Submitted: Oct 29, 2016
                                                                                                • Stayed: Oct 2016

                                                                                                Lovely Weekend

                                                                                                4 of 5
                                                                                                My husband and I rented this one bedroom condo in New Seabury for 2 nights in October. It was our first visit to Cape Cod. Our adult daughter stayed with us one night on the hide-a-bed. It was a lovely community in adorable Cape Cod style. I am guessing it was originally built in the 70's or 80's. It felt very safe and was quiet this time of the year. We enjoyed the walking trails and the raw bar in the village. They had huge, delicious lobster rolls! The beach was a short walk and felt like our own private beach. The high ceilings and windows made the condo feel larger with plenty of light. The one bedroom is small and the bathroom is too. The queen bed was a little on the firm-side for us and the pillows were firm-foam. We found everything we needed except a blow-dryer which was really an inconvenience because I did not bring one with me and generally use one every morning. It would be nice to have one provided. We could not find any extra pillows for the hide-a-bed, only 4 foam pillows on the bedroom bed. It would have been nice to have a few more pillows. I had a little trouble getting the information about how to get into the condo. The rental agent did finally respond to my email and phone message the night before we were scheduled to arrive. All-in-all we really enjoyed this little condo and the community that it is in on Cape Cod. It was not luxury, but we would consider staying here again because the price was fair. The deposit was returned about 8-9 days after our stay. In my opinion an upgrade to the bed and pillows and a blow dryer would have made it 5 stars!!
                                                                                                • Submitted: Oct 29, 2016
                                                                                                • Stayed: Oct 2016