What are the top rated Luxury Rentals in Osterville?

There are a lot of options in Osterville. If you plan on staying in the Osterville area, consider making a reservation for a few nights at one of these properties as these have been rated the top Luxury Rentals in Osterville: <a href="/property/charming-cottage-getaway/HA-321910808" class="class="static-page-link"">Charming Cottage Getaway</a> <a href="/property/osterville-newly-renovated-with-central-ac-and-beach-pass/HA-3212855057" class="class="static-page-link"">Osterville~Newly Renovated with central AC and beach pass</a> <a href="/property/osterville-cape-cod-style-home-one-block-from-north-bay/HA-32128433" class="class="static-page-link"">Osterville Cape Cod-Style Home - One Block from North Bay!</a> <a href="/property/osterville-4bd-on-wianno-2nd-fairway-walk-to-village-marina-or-bike-to-beach/HA-321293005" class="class="static-page-link"">Osterville 4BD on Wianno 2nd Fairway! Walk to village/marina or bike to beach.</a> <a href="/property/charming-osterville-getaway-walk-to-village-beach/HA-3212572746" class="class="static-page-link"">Charming Osterville Getaway – Walk to Village &amp; Beach!</a> <a href="/property/charming-home-in-osterville-close-to-beach-includes-beach-pass/HA-3212258735" class="class="static-page-link"">Charming home in Osterville close to beach! Includes beach pass</a> <a href="/property/peaceful-cottage-in-the-heart-of-osterville-village-walk-to-shops-restaurants/HA-3213489441" class="class="static-page-link"">Peaceful Cottage in the Heart of Osterville Village Walk to Shops &amp; Restaurants</a> <a href="/property/osterville-village-new-pool-large-yard-outdoor-entertaining-area/HA-3212931695" class="class="static-page-link"">Osterville Village - New Pool Large Yard + Outdoor Entertaining Area</a> <a href="/property/charming-home-with-open-layout-deck-grill-ac-w-d-yard/HA-3214533561" class="class="static-page-link"">Charming home with open layout, deck, grill, AC, W/D, &amp; yard</a> <a href="/property/osterville-close-to-town-beach-ac-beach-pass/HA-3213361092" class="class="static-page-link"">Osterville - close to town &amp; beach, AC, beach pass</a>

What are the best pet-friendly luxury rentals in Osterville?

We have many pet-friendly luxury rentals in the Osterville. The top pet-friendly rentals in Osterville are: NEW for 2026! Views of Cotuit Bay, pool, dock, beach area & hot tub RPMS156 The Ultimate Cape Cod luxury home. Dock, pool, hot tub and views! RPMS104 Sea View Ave Brand New Construction - Pool Hot tub Tennis Court Luxury rental with pool. Close to village and beach. RPMS157 See all <a href="/all/usa/massachusetts/osterville" class="class=&#34;static-page-link&#34;">pet-friendly rentals in Osterville</a> on Beachbaycottages

Do any luxury resorts or villas in Osterville have a pool?

Yes, there are more than 156 luxury resorts & villas rentals in Osterville that have indoor/outdoor and private swimming pools. Check out our filter option and find your best places to stay near Osterville.

What are some great luxury places to stay in Osterville that have internet access?

Most of the luxury holiday rentals have an internet facility on Beachbaycottages . These are some popular places to stay in Osterville that have internet access: NEW for 2026! Views of Cotuit Bay, pool, dock, beach area & hot tub RPMS156 The Ultimate Cape Cod luxury home. Dock, pool, hot tub and views! RPMS104 Sea View Ave Brand New Construction - Pool Hot tub Tennis Court Luxury rental with pool. Close to village and beach. RPMS157