Oak Bluffs Guest Houses

A row of colorful, historic houses with a central path.

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Our top choices for Oak Bluffs guest houses

A kitchen with blue cabinets, a white refrigerator, a coffee maker, and a sink with a gold faucet.

1. The Lightkeepers Inn

Edgartown

Suzanne

includes taxes & fees

13 Oct - 14 Oct

A house with a brick exterior and a covered patio area.

2. Sea Breeze Inn

Hyannis

Rita

includes taxes & fees

23 Oct - 24 Oct

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Top Oak Bluffs Hotel Reviews

Inn on the Square

8/10 Good

"We LOVED the heated pool! Pool Temp. was @84 degrees for our stay. Outside it was @60 so the warm water felt great! The front desk people were FANTASTIC! Nothing was ever too much troubles. The restaurant was good for the over easy eggs but scramble were overcooked. Wonderful waitresses!!"

Harbor View Hotel

10/10 Excellent

"We always enjoy our stays at the Harbor View. The rooms are terrific and beautifully appointed, and the staff is consistently helpful and friendly. The front veranda, with its sweeping views of Edgartown Lighthouse, the Atlantic Ocean, and Chappaquiddick, is truly delightful. The on-site Bettini Restaurant is another fabulous amenity—convenient, inviting, and absolutely delicious. You simply can’t go wrong booking a stay at the Harbor View!"

Find out more about Oak Bluffs