What are the top rated Cottage 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 Cottage Rentals in Oak Bluffs: <a href="/property/oak-bluffs-cottage/BC-5438076" class="class="static-page-link"">Oak Bluffs Cottage</a> <a href="/property/oak-leaf-cape-cottage/BC-7919102" class="class="static-page-link"">Oak Leaf Cape Cottage</a> <a href="/property/waterfront-family-escape-with-dock-private-beach-in-oak-bluffs/HA-3214944449" class="class="static-page-link"">Waterfront Family Escape with Dock &amp; Private Beach in Oak Bluffs</a> <a href="/property/fabulous-waterfront-3-bedroom-martha-s-vineyard-cottage/HA-3213114390" class="class="static-page-link"">Fabulous Waterfront 3-Bedroom Martha&#39;s Vineyard Cottage</a> <a href="/property/charming-3-bedroom-cottage-in-oak-bluffs-with-ac-wifi/HA-3214557743" class="class="static-page-link"">Charming 3-bedroom cottage in Oak Bluffs with AC, WiFi</a> <a href="/property/aunt-clara-s-cottage-your-beautiful-island-home/HA-3214959190" class="class="static-page-link"">Aunt Clara&#39;s Cottage ~ Your Beautiful Island Home!</a> <a href="/property/cottage-bliss-walkable-to-beach-town/BC-15701880" class="class="static-page-link"">Cottage Bliss Walkable to Beach &amp; Town</a> <a href="/property/cottage-w-distant-waterview-0-2-miles-off-circuit-ave-quiet-private/HA-121114281" class="class="static-page-link"">Cottage w/ distant WATERVIEW, 0.2 miles off Circuit Ave, quiet &amp; private</a> <a href="/property/sunny-oak-bluffs-cottage-minutes-from-beach/HA-3212947118" class="class="static-page-link"">Sunny Oak Bluffs cottage minutes from beach</a> <a href="/property/charming-mv-cottage-walk-to-dtwn-oak-bluffs/HA-1219622311" class="class="static-page-link"">Charming MV Cottage: Walk to Dtwn Oak Bluffs!</a>

How much does it cost to rent a cottage in Oak Bluffs?

The average cost for a cottage rental in Oak Bluffs is $769 per night. Xreservations has a wide list of great cottages near Oak Bluffs that would suit your needs. There are single and multiple rooms for solo trips or family vacations.

Are there any cottages in Oak Bluffs that allow pets?

Yes, here are the top cottage rentals in Oak Bluffs that allow you to bring your pet: Beautiful Carriage House on the Chop Charming MV Cottage Walk to Dtwn Oak Bluffs! The Island Collection MV: Charming Cottage Located In Heart Of Oak Bluffs Spacious Home - 1500 ft from Beach & Circuit Ave <a href="/all/usa/massachusetts/oak-bluffs" class="class="static-page-link"">See all pet-friendly vacation rentals in Oak Bluffs on Xreservations</a>

Do you have any rental cottages in Oak Bluffs that are suitable for families?

Most of our listed cottages are suitable for families. Check out the complete list of cottages in Oak Bluffs to find one that works for you.

Are there quality cottages in Oak Bluffs that have indoor swimming pools?

As of 2026, the data from Xreservations shows that there are Over 51 private swimming pools or cottages with indoor pools in the Oak Bluffs area along with other great amenities.

Oak Bluffs Cottage Rentals By Owner

From US $973

10.0 (24 Reviews)

Cottage

Beautiful Carriage House on the Chop

Air Conditioner
Parking
TV

Oak Bluffs Cottage Rentals & Holiday Homes

Find the best cottages in Oak Bluffs - We found 51 exact matches

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