Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

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

Location Type

Even More Filters

Features

Managed By

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

Osterville Ocean Vacation Rentals Vacation Rentals(27)

27 Results
$2,900 - $4,200
per week
7 night minimum stay
  • 3 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 8
    (4)
    $8,250
    per month
    31 night minimum stay
    • 4 BR,
    • 2 BA,
    • Sleeps 7
      7 night minimum stay
      • 3 BR,
      • 1 BA,
      • Sleeps 6
        2 Reviews
        • 3 BR,
        • 2 BA,
        • 1 HF BA,
        • Sleeps 10
          1 Review
          Book it Now!
          7 night minimum stay
          • 5 BR,
          • 3 BA,
          • Sleeps 8
            2 Reviews
            Book it Now!
            7 night minimum stay
            • 3 BR,
            • 3 BA,
            • Sleeps 8
              7 night minimum stay
              • 2 BR,
              • 2 BA,
              • 1 HF BA,
              • Sleeps 4
                3 - 7 night minimum stay
                • 4 BR,
                • 3 BA,
                • Sleeps 8
                  (5)
                  7 night minimum stay
                  • 6 BR,
                  • 3 BA,
                  • 1 HF BA,
                  • Sleeps 8
                    1 Review
                    7 night minimum stay
                    • 2 BR,
                    • 1 BA,
                    • Sleeps 5
                      1 Review
                      14 night minimum stay
                      • 4 BR,
                      • 3 BA,
                      • 1 HF BA,
                      • Sleeps 8
                        2 Reviews
                        7 night minimum stay
                        • 10 BR,
                        • 10 BA,
                        • Sleeps 22
                          7 night minimum stay
                          • 3 BR,
                          • 2 BA,
                          • Sleeps 8
                            3 - 7 night minimum stay
                            • 5 BR,
                            • 3 BA,
                            • 1 HF BA,
                            • Sleeps 10
                              1 Review
                              6 - 7 night minimum stay
                              • 3 BR,
                              • 2 BA,
                              • Sleeps 8
                                7 night minimum stay
                                • 4 BR,
                                • 2 BA,
                                • Sleeps 12
                                  1 Review
                                  7 night minimum stay
                                  • 4 BR,
                                  • 2 BA,
                                  • Sleeps 8
                                    14 night minimum stay
                                    • 4 BR,
                                    • 2 BA,
                                    • 1 HF BA,
                                    • Sleeps 8
                                      7 night minimum stay
                                      • 11 BR,
                                      • 7 BA,
                                      • 2 HF BA,
                                      • Sleeps 20
                                        7 night minimum stay
                                        • 12 BR,
                                        • 7 BA,
                                        • 1 HF BA,
                                        • Sleeps 15
                                          2 Reviews
                                          $1,000 - $2,600
                                          per week
                                          7 night minimum stay
                                          • 4 BR,
                                          • 2 BA,
                                          • 1 HF BA,
                                          • Sleeps 8
                                            6 night minimum stay
                                            • 6 BR,
                                            • 4 BA,
                                            • 1 HF BA,
                                            • Sleeps 14
                                              7 night minimum stay
                                              • 2 BR,
                                              • 2 BA,
                                              • Sleeps 5
                                                (5)
                                                2 more choices from the HomeAway Network
                                                7 night minimum stay
                                                • 3 BR,
                                                • 2 BA,
                                                • Sleeps 7
                                                  (6)
                                                  • 3 BR,
                                                  • 2 BA,
                                                  • 1 HF BA,
                                                  • Sleeps 5
                                                    1 Review
                                                    Advertisement
                                                     

                                                    Recent Osterville Reviews

                                                    Amazing!

                                                    5 of 5
                                                    This vacation rental has it all. Private beach, large yard, tennis court and room for a large family. I found the home to be very clean and comfortable. I would not hesitate to rent again. Robert Paul Properties was wonderful to work with.
                                                    • Submitted: Aug 30, 2014
                                                    • Stayed: Jun 2014

                                                    Wonderful Summer Cottage!

                                                    5 of 5
                                                    My husband & I spent five weeks at this wonderful cottage. It was just as described. It was very clean and well stocked with everything we could want, including a beach pass. The owner lives locally and is very helpful if anything is needed. The only thing I would suggest is to install a hook & eye lock for the bathroom door.This central location couldn't be better. We walked to the village for a free concert on the library lawn weekly. You can also walk to Joshua's Pond, or to Wimpy's for lunch. I recommend the shrimp appetizer! We already booked our stay for next summer! Mary
                                                    • Submitted: Aug 23, 2014
                                                    • Stayed: Jun 2014

                                                    Beautiful and spacious Osterville/Cape home

                                                    5 of 5
                                                    A great home for a wonderful vacation. Located in the town of Osterville, the home is a short walk to the downtown area of shops, restaurants and stores. Fancy's market has a nice little selection of groceries, wine and beer. Better yet, order some sandwiches and deli salads to take home or on a picnic. You also have access to the nearby resident beach that is a long walk or short ride from the home. Hyannis is a very scenic 10 minute drive . Plenty of shops and restaurants there to explore, The home is very comfortable for a larger group, There is a nice and spacious family/living room at the front of the house and a separate television room off the large dining room. The five bedrooms were perfect for a varied crowd. My parents stayed in the separate second master. Our daughter attends college in Boston so she had two friends come down and stay with us on separate days. We cooked in two nights, which was a breeze since the kitchen is well stocked with just about any pot, pan or utensil you need. The outdoor grill was great and is hooked up to city gas. It was clean and the grill utensils were new. Great fire pit outside and the s'mores couldn't have been better. Everyone of our group loved the experience; from 12 to 74. As for the owners, Kristen and Rich, they could not have been more helpful and accommodating. Everything was as promised. I mentioned to Kristen that we were there to celebrate our daughter's 21st birthday. The first thing we see as we all enter the Kitchen is a bouquet of flowers with a happy birthday note for our daughter. First class all the way. I recommend a stay here if you have a chance. If I get a chance to go back to the Cape, that's where I'll be.
                                                    • Submitted: Aug 7, 2014
                                                    • Stayed: Jul 2014