3 Br Private Vacation Home Vacation Rental In Osterville, Massachusetts
Enjoy modern Cape Cod living in this private 3-bedroom, 2-bath ranch-style home in Osterville. The home sleeps up to 8 and includes a Dowses Beach parking pass, offering free access to over 15...
Created Jul 20, 2026
11 Br Private Vacation Home Vacation Rental In Osterville, Massachusetts
A spacious and welcoming home in a wonderful location. This home allows plenty of room for multi families to vacation together. The large fenced in yard with built in gas fire pit, and inground...
Created Jul 20, 2026
3 Br Private Vacation Home Vacation Rental In Osterville, Massachusetts
Welcome to Main Street House - combining history, luxury and location for the perfect Cape Cod vacation home.Main Street House is one of the earliest homes built in idyllic Osterville and is...
Created Jul 20, 2026
2 Br Cottage Vacation Rental In Osterville, Massachusetts
Our quaint cottage is located just a minute's walk from Osterville's village center, with its upscale shopping, dining and charming ambiance. It's a quick bike ride or short one-mile drive to the...
Created Jul 20, 2026
4 Br Private Vacation Home Vacation Rental In Barnstable, Massachusetts
In the heart of historic Osterville village and about a mile to Dowses Beach this is the ideal Cape Cod central Air Conditioned vacation home with a beautiful pool. You are greeted by a bright...
Created Jul 20, 2026
5 Br Private Vacation Home Vacation Rental In Osterville, Massachusetts
Waterfront-5BD, with bonus room-Deep Water Dock-Screen Porch-Close to Osterville Village-Beach Pass* * * * See end of this description for information about included FREE ACTIVITIES through...
Created Jul 20, 2026
6 Br Private Vacation Home Vacation Rental In Osterville, Massachusetts
Michelle Sylvia luxury collection. Exquisite 6-bedroom luxury pool home nestled on Sea View Avenue in Osterville, Cape Cod, offering an unparalleled blend of sophistication and coastal charm. This...
Created Jul 20, 2026
4 Br Private Vacation Home Vacation Rental In Barnstable, Massachusetts
Summary:21017 - Salt Wind: Private Saltwater Pool, Game Room, near Beaches!The Space:Your Cape Cod escape begins here, where sun-drenched days by your private saltwater pool and evenings of...
Created Jul 20, 2026
5 Br Private Vacation Home Vacation Rental In Osterville, Massachusetts
Welcome to your private waterfront sanctuary in prestigious Osterville tucked away down a long driveway, this extraordinary estate offers peace, privacy, and unforgettable views of the water...
Created Jul 20, 2026
4 Br Private Vacation Home Vacation Rental In Osterville, Massachusetts
Traditional Osterville Cape Cod home located on the second fairway of Wianno Country Club for nice breezes and quiet. Enjoy all the town of Osterville has to offer with a short walk to the village,...
Created Jul 20, 2026
3 Br Private Vacation Home Vacation Rental In Osterville, Massachusetts
Quiet three bedroom, two full bath Cape located on a dead-end street in the quaint town of Osterville.First floor includes master queen bedroom with full bath, second bedroom with two twin beds...
Created Jul 20, 2026
4 Br Private Vacation Home Vacation Rental In Barnstable, Massachusetts
This very large beautiful home in Osterville has everything you need for a fantastic vacation! The home was built in 2004 and has 3300 Square feet on 1.14 Acres. Four very large bedrooms with all...
Created Jul 20, 2026
4 Br Private Vacation Home Vacation Rental In Barnstable, Massachusetts
Welcome to your perfect Cape escape! Nestled in a quiet, family-friendly neighborhood in Osterville, this beautifully appointed 4-bedroom, 3-bathroom home offers everything you need for a relaxing...
Created Jul 20, 2026
6 Br Private Vacation Home Vacation Rental In Osterville, Massachusetts
Originally built in 1886, this home has been a well-loved Wianno area summer home for well over a century. Its proximity to Dowses Beach and Osterville village center make it a very desirable...
Created Jul 20, 2026
4 Br Private Vacation Home Vacation Rental In Osterville, Massachusetts
Osterville ~Total renovation recently completed and now available for the 2025-2026 rental season. Minimum age to rent is 28.Set on a gorgeous tree-lined street in Osterville this 3 bedroom, 2,900...
Created Jul 20, 2026
3 Br Private Vacation Home Vacation Rental In Barnstable, Massachusetts
Consider this house your home away from home while you visit Barnstable. With 3 bedrooms including 2 queen beds and 1 full bed, along with 3 bathrooms featuring a jetted bathtub, this superb...
Created Jul 20, 2026
5 Br Private Vacation Home Vacation Rental In Barnstable, Massachusetts
Rare Nature Lovers Waterfront compound on an unspoiled fresh spring fed pond. Located in the exclusive Wianno section, less than a mile drive to our pristine public beach on Nantucket sound (permit...
Created Jul 20, 2026
4 Br Private Vacation Home Vacation Rental In Osterville, Massachusetts
A five minute walk to Osterville's Wianno Club on Seaview Ave and to Dowse's Beach, this four bedroom, four bath home was completely renovated in winter 2019. All new kitchen, 2 new high-end...
Created Jul 20, 2026
4 Br Private Vacation Home Vacation Rental In Barnstable, Massachusetts
Welcome to Seasons by the Sea! Our fully remodeled Cape Cod has 4 bedrooms, 3.5 baths and all the outdoor living spaces you need to have a perfect beach vacation. Located less than a mile from...
Created Jul 20, 2026
3 Br Private Vacation Home Vacation Rental In Osterville, Massachusetts
Great Osterville rental for families! Chef's kitchen and updated bathrooms. Short drive to beach, pond or charming Osterville Village. Rinse off in the outdoor shower, or relax in the spacious...
Created Jul 20, 2026
5 Br Private Vacation Home Vacation Rental In Barnstable, Massachusetts
Fabulous Waterview 5 bedroom and 3 1/2 bath home. Spacious rooms, abundant sunlight, HVAC,lots of space to spread out with family and friends. Just a stones throw away from a beautiful beach at the...
Created Jul 20, 2026
4 Br Private Vacation Home Vacation Rental In Osterville, Massachusetts
Enjoy Cape life in this sunny, spacious all seasons home 3-5 minutes from picturesque beaches and charming Osterville village. Quiet and private location. Lots of room to stretch out, comfortably...
Created Jul 20, 2026
7 Br Private Vacation Home Vacation Rental In Osterville, Massachusetts
Waterfront- 7BD-Deep Water Dock-Close to Osterville Village-A/C, Elevator and Beach Pass* * * * See end of this description for information about included FREE ACTIVITIES through Xplorie, the...
Created Jul 20, 2026
3 Br Private Vacation Home Vacation Rental In Osterville, Massachusetts
3 Bedroom - 1.5 Baths - Sleeps 6During peak summer weeks, it is typical for our properties to require a 7-night stay, Saturday-Saturday, but if you have unique dates please reach out to our...
Created Jul 20, 2026
2 Br Cottage Vacation Rental In Osterville, Massachusetts
BBQ Ready | Recently Renovated | Convenient Main St LocationStep into Cape Cod living at this 2-bed, 1-bath Osterville vacation rental where Massachusetts village vibes and coastal adventures merge...
Created Jul 20, 2026
