Verified Review icon 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 pet-dog svg-multiunit Default Owner Icon heart-filled Family icon
Cancel Clear Filters Apply Filters
More Filters

Price Per Night

$ $

Bedrooms

Bathrooms

Booking Options

Property Type

Location Type

Features

Managed By

Clear Filters
Use filters to narrow your search results!
Favorite
    Viewed 17 times in the last 48 hours
    • 2 BR
    • 2 BA
    • 1150 sq. ft.
    Exceptional! 5/5
    (18 reviews)
    avg/night
    House #780096
    18
    Favorite
      Viewed 47 times in the last 48 hours
      • 3 BR
      • 2 BA
      • 1800 sq. ft.
      Wonderful! 4.9/5
      (9 reviews)
      avg/night
      House #4365799ha
      9
      Favorite
        Viewed 138 times in the last 48 hours
        • 4 BR
        • 2 BA
        • 1405 sq. ft.
        Wonderful! 4.9/5
        (9 reviews)
        avg/night
        House #427821
        9
        Favorite
          Viewed 5 times in the last 48 hours
          • 2 BR
          • 2 BA
          avg/night
          House #4556043ha
          Favorite
            Viewed 25 times in the last 48 hours
            Premier Partner
            • 2 BR
            • 1 BA
            • 500 sq. ft.
            Exceptional! 5/5
            (5 reviews)
            avg/night
            Cottage #910808
            5
            Favorite
              Viewed 41 times in the last 48 hours
              • 4 BR
              • 3 BA
              • 1 HF BA
              avg/night
              House #4634719ha
              1
              Favorite
                Viewed 15 times in the last 48 hours
                • 4 BR
                • 2 BA
                • 1658 sq. ft.
                avg/night
                House #1002634
                3
                Favorite
                  Viewed 12 times in the last 48 hours
                  • 3 BR
                  • 2 BA
                  • 1500 sq. ft.
                  avg/night
                  House #844034
                  2
                  Favorite
                    Viewed 29 times in the last 48 hours
                    Premier Partner
                    • 3 BR
                    • 4 BA
                    Exceptional! 5/5
                    (6 reviews)
                    avg/night
                    House #4443654ha
                    6
                    Favorite
                      Viewed 12 times in the last 48 hours
                      • 4 BR
                      • 2 BA
                      • 1 HF BA
                      • 2100 sq. ft.
                      avg/night
                      House #729020
                      3
                      Favorite
                        Viewed 13 times in the last 48 hours
                        • 3 BR
                        • 2 BA
                        • 1300 sq. ft.
                        Wonderful! 4.9/5
                        (16 reviews)
                        avg/night
                        House #1021352ha
                        16
                        Favorite
                          Viewed 18 times in the last 48 hours
                          • 4 BR
                          • 2 BA
                          avg/night
                          House #351869
                          2
                          Favorite
                            Viewed 5 times in the last 48 hours
                            • 1 BR
                            • 1 BA
                            • 350 sq. ft.
                            Wonderful! 4.8/5
                            (26 reviews)
                            avg/night
                            Guest House #573885
                            26
                            Favorite
                              Viewed 32 times in the last 48 hours
                              • 4 BR
                              • 3 BA
                              • 3500 sq. ft.
                              Exceptional! 5/5
                              (5 reviews)
                              avg/night
                              House #4244679ha
                              5
                              Favorite
                                Viewed 61 times in the last 48 hours
                                Premier Partner
                                • 4 BR
                                • 2 BA
                                • 1800 sq. ft.
                                Exceptional! 5/5
                                (49 reviews)
                                avg/night
                                House #435610
                                49
                                Favorite
                                  • 3 BR
                                  • 1 BA
                                  • 1 HF BA
                                  • 1350 sq. ft.
                                  Excellent! 4.7/5
                                  (7 reviews)
                                  avg/night
                                  Bungalow #405998
                                  7
                                  Favorite
                                    Viewed 34 times in the last 48 hours
                                    • 12 BR
                                    • 6 BA
                                    • 1 HF BA
                                    avg/night
                                    House #4504157ha
                                    1
                                    Favorite
                                      Viewed 11 times in the last 48 hours
                                      • 3 BR
                                      • 3 BA
                                      • 2400 sq. ft.
                                      Wonderful! 4.8/5
                                      (5 reviews)
                                      avg/night
                                      House #4215063ha
                                      5
                                      Favorite
                                        Viewed 14 times in the last 48 hours
                                        • 4 BR
                                        • 2 BA
                                        • 1700 sq. ft.
                                        avg/night
                                        House #4617514ha
                                        Favorite
                                          Viewed 34 times in the last 48 hours
                                          Premier Partner
                                          • 4 BR
                                          • 4 BA
                                          • 1 HF BA
                                          • 3000 sq. ft.
                                          Exceptional! 5/5
                                          (5 reviews)
                                          avg/night
                                          House #832924
                                          5
                                          Favorite
                                            Viewed 10 times in the last 48 hours
                                            • 4 BR
                                            • 3 BA
                                            Exceptional! 5/5
                                            (7 reviews)
                                            avg/night
                                            House #446781
                                            7
                                            Favorite
                                              Viewed 66 times in the last 48 hours
                                              Premier Partner
                                              • 5 BR
                                              • 3 BA
                                              • 2200 sq. ft.
                                              Exceptional! 5/5
                                              (47 reviews)
                                              avg/night
                                              House #601862
                                              47
                                              Favorite
                                                Viewed 33 times in the last 48 hours
                                                • 5 BR
                                                • 3 BA
                                                • 1 HF BA
                                                • 3000 sq. ft.
                                                Exceptional! 5/5
                                                (11 reviews)
                                                avg/night
                                                House #4163672ha
                                                11
                                                Favorite
                                                  Viewed 8 times in the last 48 hours
                                                  • 2 BR
                                                  • 1 BA
                                                  • 1000 sq. ft.
                                                  Wonderful! 4.8/5
                                                  (9 reviews)
                                                  avg/night
                                                  Cottage #166038ha
                                                  9
                                                  Favorite
                                                    • 4 BR
                                                    • 2 BA
                                                    • 2200 sq. ft.
                                                    avg/night
                                                    House #4324764ha
                                                    2
                                                    Favorite
                                                      Viewed 18 times in the last 48 hours
                                                      Premier Partner
                                                      • 4 BR
                                                      • 3 BA
                                                      • 2600 sq. ft.
                                                      Wonderful! 4.8/5
                                                      (21 reviews)
                                                      avg/night
                                                      House #3688674ha
                                                      21
                                                      Favorite
                                                        Viewed 13 times in the last 48 hours
                                                        • 3 BR
                                                        • 2 BA
                                                        • 1 HF BA
                                                        • 2000 sq. ft.
                                                        avg/night
                                                        House #129534ha
                                                        2
                                                        Favorite
                                                          Viewed 7 times in the last 48 hours
                                                          • 3 BR
                                                          • 2 BA
                                                          Excellent! 4.6/5
                                                          (5 reviews)
                                                          avg/night
                                                          House #3788484ha
                                                          5
                                                          Favorite
                                                            • 3 BR
                                                            • 2 BA
                                                            avg/night
                                                            House #4104901ha
                                                            3
                                                            Favorite
                                                              • 3 BR
                                                              • 1 BA
                                                              • 960 sq. ft.
                                                              Exceptional! 5/5
                                                              (6 reviews)
                                                              avg/night
                                                              House #506772
                                                              6
                                                              Favorite
                                                                Viewed 36 times in the last 48 hours
                                                                • 3 BR
                                                                • 2 BA
                                                                • 1400 sq. ft.
                                                                avg/night
                                                                House #3781148ha
                                                                2
                                                                Favorite
                                                                  • 3 BR
                                                                  • 3 BA
                                                                  • 2300 sq. ft.
                                                                  avg/night
                                                                  Cottage #462882
                                                                  1
                                                                  Favorite
                                                                    Viewed 10 times in the last 48 hours
                                                                    • 4 BR
                                                                    • 2 BA
                                                                    • 1650 sq. ft.
                                                                    avg/night
                                                                    House #4383018ha
                                                                    3
                                                                    Favorite
                                                                      • 2 BR
                                                                      • 2 BA
                                                                      • 1 HF BA
                                                                      • 2000 sq. ft.
                                                                      avg/night
                                                                      House #190790ha
                                                                      Favorite
                                                                        Viewed 8 times in the last 48 hours
                                                                        • 3 BR
                                                                        • 2 BA
                                                                        avg/night
                                                                        House #890525
                                                                        Favorite
                                                                          Viewed 44 times in the last 48 hours
                                                                          • 4 BR
                                                                          • 4 BA
                                                                          • 3600 sq. ft.
                                                                          avg/night
                                                                          House #4250709ha
                                                                          3
                                                                          Favorite
                                                                            • 3 BR
                                                                            • 2 BA
                                                                            avg/night
                                                                            House #270567
                                                                            Favorite
                                                                              • 3 BR
                                                                              • 2 BA
                                                                              avg/night
                                                                              House #4190455ha
                                                                              Favorite
                                                                                Viewed 8 times in the last 48 hours
                                                                                • 3 BR
                                                                                • 1 BA
                                                                                • 1 HF BA
                                                                                • 2400 sq. ft.
                                                                                avg/night
                                                                                House #4463746ha
                                                                                Favorite
                                                                                  • 2 BR
                                                                                  • 2 BA
                                                                                  avg/night
                                                                                  House #1135723
                                                                                  Favorite
                                                                                    Viewed 6 times in the last 48 hours
                                                                                    • 2 BR
                                                                                    • 3 BA
                                                                                    avg/night
                                                                                    House #4773540ha
                                                                                    Favorite
                                                                                      • 3 BR
                                                                                      • 1 BA
                                                                                      • 1 HF BA
                                                                                      • 1350 sq. ft.
                                                                                      avg/night
                                                                                      House #1004872
                                                                                      Favorite
                                                                                        • 2 BR
                                                                                        • 2 BA
                                                                                        • 1 HF BA
                                                                                        avg/night
                                                                                        Townhome #4541710ha
                                                                                        Favorite
                                                                                          Premier Partner
                                                                                          • 3 BR
                                                                                          • 1 BA
                                                                                          avg/night
                                                                                          House #1152065
                                                                                          4
                                                                                          Favorite
                                                                                            Viewed 14 times in the last 48 hours
                                                                                            • 4 BR
                                                                                            • 3 BA
                                                                                            avg/night
                                                                                            House #626174
                                                                                            1
                                                                                            Favorite
                                                                                              Viewed 33 times in the last 48 hours
                                                                                              Premier Partner
                                                                                              • 4 BR
                                                                                              • 2 BA
                                                                                              • 1248 sq. ft.
                                                                                              Exceptional! 5/5
                                                                                              (15 reviews)
                                                                                              avg/night
                                                                                              House #1037291
                                                                                              15
                                                                                              Favorite
                                                                                                Viewed 7 times in the last 48 hours
                                                                                                • 11 BR
                                                                                                • 6 BA
                                                                                                • 2 HF BA
                                                                                                avg/night
                                                                                                House #4383199ha
                                                                                                1
                                                                                                Favorite
                                                                                                  Viewed 19 times in the last 48 hours
                                                                                                  • 4 BR
                                                                                                  • 2 BA
                                                                                                  avg/night
                                                                                                  House #293005
                                                                                                  2
                                                                                                  Favorite
                                                                                                    Viewed 21 times in the last 48 hours
                                                                                                    • 5 BR
                                                                                                    • 3 BA
                                                                                                    • 2 HF BA
                                                                                                    • 2846 sq. ft.
                                                                                                    avg/night
                                                                                                    House #1144818
                                                                                                    Favorite
                                                                                                      Viewed 5 times in the last 48 hours
                                                                                                      • 5 BR
                                                                                                      • 3 BA
                                                                                                      • 1 HF BA
                                                                                                      • 3400 sq. ft.
                                                                                                      avg/night
                                                                                                      House #1012496
                                                                                                       

                                                                                                      Recent Osterville Reviews

                                                                                                      Lovely Cape home & host!

                                                                                                      5 of 5
                                                                                                      Absolutely wonderful trip and home! My husband and our 4 y/o son drove up from NYC (just a quick 4-hour drive to the Cape off-season) for an early Christmas visit with hubby’s side of the family. Rather than staying at the Dan’l Webster (our usual spot), we decided to look for a single-family home offering the same warmth and welcoming feel…and were lucky to find this fantastic Osterville home at a very attractive price! The property is located in an easily-accessible upscale development at the end of a cul-de-sac, so it was private, serene and safe. The house was lovely, and filled with all the comforts of home. It was tastefully decorated—not overly nautical like many Cape rentals, which make you feel like a tuna fisherman at sea—and had three spacious bedrooms (the downstairs BDR was converted from what was likely a formal dining room). Each bedroom had plenty of baseboard heating and its own window AC unit (which we obviously didn’t need), and was filled with a comfy queen bed, pillows, bedding and plenty of extra blankets/throws. The large kitchen was generously stocked with utensils, plate-/glass-ware, condiments and pantry items…there was even freshly-made iced tea in the fridge. Most importantly: the house was CLEAN and smelled heavenly thanks to incense fragrances and Yankee candles throughout. Water pressure was fantastic in every bathroom, and the hot water NEVER ran out…even after 3 of us showered and a sink full of dishes was washed. Though we didn’t get to use the multiple expansive decks, 3-season room or outdoors due to the chilly December weather, the overnight dusting of snow made the well-kept yard and surrounding tall pines that much prettier. And we can imagine how nice it must be to rent there during the summer months! Lastly, the host: you won't find a sweeter or more attentive homeowner than Aubree. She responded immediately to our emails and made herself available to answer any questions we had (which were minimal, as she provided so much information upfront and a helpful guide book upon arrival). There was even a wonderful gift basket left for us filled with various travel sundries and treats! So nice!
                                                                                                      • Submitted: Dec 13, 2017
                                                                                                      • Stayed: Dec 2017

                                                                                                      Great home for family gatherings.

                                                                                                      5 of 5
                                                                                                      Terrific home with all the amenities that you could want. Tastefully decorated and spotless.
                                                                                                      • Submitted: Nov 19, 2017
                                                                                                      • Stayed: Nov 2017