What are the top rated Pet Friendly Vacation Rentals in Oak Bluffs?

There are a lot of options in Oak Bluffs. If you plan on staying in the Oak Bluffs area, consider making a reservation for a few nights at one of these properties as these have been rated the top Pet Friendly Vacation Rentals in Oak Bluffs: <a href="/property/in-town-certified-national-historic-oak-bluffs-property/HA-121105302" class="class="static-page-link"">In-Town Certified National Historic Oak Bluffs Property -</a> <a href="/property/arrowsmith-cottage-oak-bluffs-1-mi-to-eastville-point-beach-via-bike-path/HA-3211419926" class="class="static-page-link"">Arrowsmith Cottage - Oak Bluffs - 1 mi to Eastville Point Beach via bike path.</a> <a href="/property/close-to-town-beautifully-updated/HA-1214941132" class="class="static-page-link"">Close to town, beautifully updated</a> <a href="/property/perfect-location-by-beach-harbor-town-gorgeous-gingerbread-upstairs-aptmt/HA-121991598" class="class="static-page-link"">Perfect location! By Beach, Harbor &amp; Town! Gorgeous Gingerbread Upstairs Aptmt</a> <a href="/property/perfect-location-beach-harbor-town-beautiful-1st-floor-apartment-oasis/HA-1213496372" class="class="static-page-link"">Perfect location! Beach, Harbor &amp; Town. Beautiful 1st Floor Apartment Oasis</a> <a href="/property/completely-renovated-air-conditioned-cottage-close-to-the-beach-dog-friendly/HA-121299654" class="class="static-page-link"">Completely renovated, air conditioned cottage close to the beach. Dog friendly.</a> <a href="/property/waterfront-home-in-oak-bluffs-walk-to-town-and-beach/HA-321811708" class="class="static-page-link"">Waterfront Home in Oak Bluffs - Walk to Town and Beach</a> <a href="/property/location-location-location-updated-east-chop-year-round-home/HA-1214041644" class="class="static-page-link"">Location, Location, Location- Updated East Chop Year Round Home</a> <a href="/property/fully-renovated-spacious-home-within-walking-distance-of-oak-bluffs-beaches/HA-3213466382" class="class="static-page-link"">Fully Renovated &amp; Spacious home within walking distance of Oak Bluffs/Beaches</a> <a href="/property/welcome-to-suzy-s-place-best-location-walk-everywhere-newly-built-in-2024/HA-3214088569" class="class="static-page-link"">Welcome to &#34;Suzy&#39;s Place&#34; Best Location! Walk Everywhere. Newly built in 2024.</a>

How many pet-friendly vacation rentals are available in Oak Bluffs on Xreservations?

There are more than 131 pet-friendly rentals available on Xreservations. Check prices and availability in Oak Bluffs and last updated on January 2026. Check an individual property if they have restrictions on the size or numbers of pets.

Which is the best dog-friendly place to stay in Oak Bluffs?

There are many dog-friendly vacation homes available in Oak Bluffs. Here are the most popular pet-friendly places, ranked by their guest rating as listed in Oak Bluffs: Cozy, Clean, Bikes, Kayaks, Laundry, Ferry Tickets, Near Bike Path and Town Treeside Lodge 68 Meadow View Rd. OB. Ferry tix for two cars available for Jul & Aug. ** Vineyard Vacation Retreat ** with NEW HOT TUB

Do you have any luxury vacation homes that allow pets in or near Oak Bluffs?

Most definitely! There are many luxury places to stay in Oak Bluffs. Use our search filter to discover all of our luxury accommodations where pets are welcome, then choose the one that matches your taste. Sorting by price is another way to find the most expensive dog-friendly home in Oak Bluffs. Though note, more expensive is not always better.