Find the vacation rentals that appeal to you the most
Find the right vacation rental for you in Oak Bluffs
Check out our selection of great vacation rentals in Oak Bluffs
Housed in a historic building, Capricorn House features accommodations with a terrace and free Wifi in Oak Bluffs, a 1-minute walk from Oak Bluffs Town Beach.

Located in scenic Oak Bluffs on Martha’s Vineyard, the Island Inn offers a relaxed coastal retreat with modern amenities.

Just a 14-minute walk from Lighthouse Beach and 0.6 miles from Edgartown Lighthouse, Edgartown Commons features accommodations in Edgartown, with a garden and barbecue facilities.

Featuring free WiFi, The Christopher, The Edgartown Collection offers accommodations in Edgartown. The rooms include a flat-screen TV. Certain units have a seating area where you can relax.

Relax at this Martha’s Vineyard bed and breakfast, located only 5 minutes’ walk from the beach. Each charming guestroom features free Wi-Fi access and an private bathroom.

This oceanfront bed and breakfast in Martha’s Vineyard is just a 5 minute walk from the ferry and features free Wi-Fi and full daily breakfast. The Niantic Park Tennis Courts are a 10 minute walk...
The air-conditioned accommodation is 6.4 miles from Edgartown Lighthouse. Free Wifi is available throughout the property and Oak Bluffs Town Beach is a 4-minute walk away.

Canary Cottage offers accommodations in Oak Bluffs, a 13-minute walk from Oak Bluffs Town Beach and 6.8 miles from Edgartown Lighthouse.

Yellow Brick Road House offers accommodations in Oak Bluffs, a 10-minute walk from Eastville Beach and 7.5 miles from Edgartown Lighthouse. Outdoor seating is also available at the vacation home.

Oak Bluffs Cottage is located in Oak Bluffs, just a 12-minute walk from Oak Bluffs Town Beach and 6.8 miles from Edgartown Lighthouse.
Popular with guests booking vacation rentals in Oak Bluffs
Popular with guests booking vacation rentals in Oak Bluffs
Popular with guests booking vacation rentals in Oak Bluffs
Popular with guests booking vacation rentals in Oak Bluffs
Popular with guests booking vacation rentals in Oak Bluffs
Popular with guests booking vacation rentals in Oak Bluffs
Popular with guests booking vacation rentals in Oak Bluffs
Popular with guests booking vacation rentals in Oak Bluffs
Popular with guests booking vacation rentals in Oak Bluffs
Popular with guests booking vacation rentals in Oak Bluffs
Featuring free WiFi, The Christopher, The Edgartown Collection offers accommodations in Edgartown. The rooms include a flat-screen TV. Certain units have a seating area where you can relax.
Oak Bluffs Cottage is located in Oak Bluffs, just a 12-minute walk from Oak Bluffs Town Beach and 6.8 miles from Edgartown Lighthouse.
Winthrop Cottage is located in Oak Bluffs, just a 13-minute walk from Oak Bluffs Town Beach and 6.4 miles from Edgartown Lighthouse.
Sunny Side Up offers accommodations in Oak Bluffs, 1.2 miles from Eastville Beach and 7.2 miles from Edgartown Lighthouse. This vacation home provides air-conditioned accommodations with a balcony.
Island Getaway is located in Oak Bluffs, just a 14-minute walk from Eastville Beach and 7.7 miles from Edgartown Lighthouse. Outdoor seating is also available at the vacation home.
Oak Bluffs Beauty is located in Oak Bluffs, just a 14-minute walk from Eastville Beach and 7.2 miles from Edgartown Lighthouse. Guests staying at this vacation home have access to a patio.
Brewster House is located in Oak Bluffs, just a 16-minute walk from Eastville Beach and 7 miles from Edgartown Lighthouse. Guests staying at this vacation home have access to a patio.
Sunset Meadows offers accommodations in Oak Bluffs, 7.5 miles from Edgartown Lighthouse. The air-conditioned accommodation is a 11-minute walk from Eastville Beach.
Just a 14-minute walk from Lighthouse Beach and 0.6 miles from Edgartown Lighthouse, Edgartown Commons features accommodations in Edgartown, with a garden and barbecue facilities.
Breezy Oak Bluffs Condo - Steps to Inkwell Beach! is located in Oak Bluffs, just a few steps from Oak Bluffs Town Beach and 5.9 miles from Edgartown Lighthouse.
Martha's Vineyard Apt ~ 1 Mile to Inkwell Beach! is located in Oak Bluffs, just a 17-minute walk from Eastville Beach and 7.3 miles from Edgartown Lighthouse.
Island Sanctuary is located in Oak Bluffs, just 6.8 miles from Edgartown Lighthouse and 3.1 miles from Martha'S Vineyard Hist'L Island Trs.
Main Street Upper offers accommodations in Vineyard Haven, a 4-minute walk from Owen Park Beach and 8.6 miles from Edgartown Lighthouse. Outdoor seating is also available at the apartment.
8.9 miles from Edgartown Lighthouse in Vineyard Haven, Island Home features accommodations with access to a spa center. The air-conditioned accommodation is a 2-minute walk from Owen Park Beach.
A 3-minute walk from Owen Park Beach in Vineyard Haven, Everyday is Saturday provides accommodations with access to a spa center. This apartment offers accommodations with a patio.
Just a 19-minute walk from Louisa Gould Gallery and one mile from Kennedy Studios, Cozy Vineyard Haven Cottage < 1 Mi to Beach!
Easy Access to Beaches: Vineyard Haven House is located in Vineyard Haven, just a 6-minute walk from Tisbury Town Beach and 9.3 miles from Edgartown Lighthouse. This vacation home features a garden.
Family-Friendly Tisbury Escape - Walk to Town is located in Vineyard Haven, just 1.3 miles from Owen Park Beach and 1.1 miles from Louisa Gould Gallery.
Little Cozy Corner is located in Edgartown, just 1.1 miles from Lighthouse Beach and a 19-minute walk from Edgartown Lighthouse. Guests staying at this apartment have access to a patio.