Luxury Properties for rent in Osterville, Massachusetts

Spend your Cape Cod vacation in this magnificent property located on Garrison Lane in Osterville. Enjoy your days relaxing by the private pool surrounded by professionally...

Presented by Ellen Valentgas | Sotheby's International Realty - Osterville Brokerage

Prepare to indulge in the Osterville lifestyle with this sophisticated Cape house with deeded beach rights to picturesque North Bay. As you enter the front door, experience the...

Presented by Ellen Valentgas | Sotheby's International Realty - Osterville Brokerage

Welcome to your ideal summer retreat at 360 Main St, Osterville. This exceptional property offers everything you need for a luxurious and relaxing stay. Enjoy the stunning outdoor...

Presented by Ellen Valentgas | Sotheby's International Realty - Osterville Brokerage

This home is located in the heart of Wianno, only minutes to Dowses Beach and the village of Osterville. The first floor offers an open floorplan including living room, dining,...

Presented by Ellen Valentgas | Sotheby's International Realty - Osterville Brokerage

Osterville Village! Discover the true feeling of coastal living in this newly remodeled home with detached cottage, just a short stroll to Joshua's Pond. The main house sleeps 4,...

Presented by Colleen Riley | Sotheby's International Realty - Osterville Brokerage

Cape Cod summertime magic awaits at this classic shingled charmer in the heart of Wianno. Just moments from Osterville Village and Dowses beach, and superbly appointed, everything...

Presented by Ellen Valentgas | Sotheby's International Realty - Osterville Brokerage

Coastal charm at its best. This home is a short stroll to Osterville Village and Dowses Beach, sits on an expansive lot with plenty of room for backyard play. A sizeable...

Presented by Ellen Valentgas | Sotheby's International Realty - Osterville Brokerage

Spring, summer, fall rental. Not available as a yearly rental. In the heart of Osterville - this pretty Ranch features two bedrooms (a master with private bath and full bed), a...

Presented by Joanne Murphy | Sotheby's International Realty - Osterville Brokerage

Welcome to 147 Scudder Road in Osterville! This charming rental offers the perfect blend of convenience and relaxation, just a short stroll away from Main Street and the pristine...

Presented by Ellen Valentgas | Sotheby's International Realty - Osterville Brokerage