Oak Bluffs Guest Houses

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

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

Our top choices for Oak Bluffs guest houses

Sea Breeze Inn

Hyannis

Gianna

includes taxes & fees

29 Jun - 30 Jun

The Lightkeepers Inn

Edgartown

Benjamin

includes taxes & fees

6 Jul - 7 Jul

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Top Oak Bluffs Hotel Reviews

MV Surfside Hotel

10/10 Excellent

"We enjoyed our stay at the MV Surfside Hotel. The staff is the primary reason our visit was so relaxing and comfortable. It was evident that everyone works very hard to maintain the facility and provide excellent guest services. The location adds value to the experience. It takes approximately three minutes to walk from the Oak Bluffs ferry port to the hotel. In approximately two more minutes, you’re on Circuit Avenue. It’s an ideal location. We would definitely return to this hotel in the future."

Vineyard Harbor Motel - Private Beach

10/10 Excellent

"Clean, basic room; good appliances; friendly, helpful staff; on-site parking; fabulous ocean views with lots of boat activity. Prettier than the website pictures. Small bathroom—no counter space—but with fabulous shower head. Thin-ish walls. Location is 5-minute walk to ferry, diversity of restaurants, & unique shops."

Summercamp

10/10 Excellent

"I had an absolutely wonderful stay at SummerCamp Hotel in Martha's Vineyard! The staff was friendly, welcoming, and always willing to help with recommendations and anything we needed. The hotel was spotless, comfortable, and well-maintained. The location couldn't be better. It's within easy walking distance of everything in Oak Bluffs, including restaurants, shops, the harbor, and the beach. The nearby bus stop made it incredibly convenient to explore Edgartown and other parts of the island without needing a car. If you're looking for a clean, charming hotel with exceptional service and an unbeatable location, I highly recommend SummerCamp Hotel. It made our stay Martha's Vineyard experience even more memorable, and I would definitely stay here again!"

Sea Crest Beach Resort

10/10 Excellent

"Lovely property on the beach which was fantastic and why we choose to visit Staff was very courteous and professional. The toilet seats in our one bedroom suite were old and stained. They can easily be replaced. The light fixture in one bathroom was falling apart also an easy fix that won't cost much. I had a problem which was not the fault of anyone on the property. It was caused by a third party but, the manager listened to me respectfully, was empathetic, explained what happened and how to avoid it in the future. He waived our resort fees for our stay and offered us free breakfast. I was very impressed by him."

Find out more about Oak Bluffs