Oak Bluffs is a walkable city where you can spend time at the beach, as well as checking out the wine tasting, and visiting the port.
Plan a fun excursion to Oak Bluffs Harbor and Oak Bluffs Ferry Terminal while here. And while you're here, be sure to stop by Circuit Avenue and Oak Bluffs Town Beach.
Cottages in Oak Bluffs
Free cancellation options if plans change
Earn rewards on every night you stay
Save more with Member Prices
Check prices for these dates
Next weekend
In two weeks
In one month
In two months
Cottages in Oak Bluffs

Walk to Monument Beach: Cape Cod Cottage w/ Grill
Walk to Monument Beach: Cape Cod Cottage w/ Grill
10.0 out of 10, Exceptional, (1)
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top landmarks in Oak Bluffs

East Chop Light
You can find out about the history of East Chop with a visit to East Chop Light. Stroll along the area's beautiful beaches, or simply savor its wineries.
Learn more about Oak Bluffs
Oak Bluffs is well-known for its wineries and port, featuring attractions such as Circuit Avenue and Flying Horses Carousel. This beachside city has something for everyone including sights like Oak Bluffs Harbor and Oak Bluffs Ferry Terminal within a scenic setting.

Find out more about Oak Bluffs
Find out more about Oak Bluffs
Keep exploring
Keep exploring
- Landmarks
- Star Rating
- Accommodation Types
- Theme
- Top cities in United States of America
- Popular destinations
- More Hotels
- Most popular destinations
- More ways to book
- Hotels near Inkwell Beach
- Hotels near Oak Bluffs Town Beach
- Hotels near Oak Bluffs Ferry Terminal
- Hotels near Circuit Avenue
- Hotels near Oak Bluffs Harbor
- Hotels near Flying Horses Carousel
- Hotels near Ocean Park
- Hotels near Farm Neck Golf Club
- Hotels near Martha's Vineyard Hospital
- Hotels near East Chop Light
- Hotels near Seaview Beach
- Hotels near Martha's Vineyard Hospital Development
- Hotels near Joseph Sylvia State Beach
- Hotels near Eastville Point Beach
- Hotels near Eastville Beach
- Hotels near Chappaquiddick Graveyard
- Hotels in Las Vegas
- Hotels in New York
- Hotels in Orlando
- Hotels in Panama City Beach
- Hotels in Chicago
- Hotels in San Diego
- Hotels in Myrtle Beach
- Hotels in Miami
- Hotels in Destin
- Hotels in Los Angeles
- Hotels in Miami Beach
- Hotels in Key West
- Hotels in Nashville
- Hotels in Honolulu
- Hotels in Boston
- Hotels in Fort Lauderdale
- Hotels in San Antonio
- Hotels in Washington
- Hotels in Gatlinburg
- Hotels in Gulf Shores
- Vineyard Harbor Motel - Private Beach
- The Coonamessett
- InnSeason Resorts Captain's Quarters
- The Harborside Inn
- InnSeason Resorts HarborWalk
- The Franklin Hotel Martha's Vineyard
- Sea Breeze Inn
- Hyannis Plaza Hotel
- Sea Mist Resort
- Harbor Landing Resort
- Mariner Motel
- Quality Inn
- Frederick William House
- Vineyard Square Hotel & Suites
- ShoreWay Acres Inn & Cape Cod Lodging
- The Ocean View
- Sands of Time Motor Inn & Harbor House
- The Christopher, The Edgartown Collection
- Inn on the Sound
- Southcape Resort Mashpee a Ramada by Wyndham
- The Lightkeepers Inn
- Craigville Beach Inn
- Green Harbor Waterfront Lodging
- The Palmer House Inn
Hotels
Cheap Hotels in San DiegoBusiness Hotels in WestboroughHotels in BransonHotels in BooneCheap Hotels in Twin FallsHotels in SpringfieldHotels in WestonHotels in Emerald IsleHotels with Parking in IronwoodFamily Hotels in MarlboroughHotels in Big SpringHotels in LaconiaHotels in SterlingCheap Hotels in BiloxiHotels in DestinFamily Hotels in ColbyHotels in LawrencevilleHotels in NeenahHotels in McAllenCheap Hotels in HamptonHotels in PellaHotels in PinedaleHotels in SwanseaHotels in LancasterCheap Hotels in DothanHotels in AnaheimHotels in South Lake TahoeHotels in HamiltonHotels in FoxboroHotels in Santa Cruz