
Hotel vacation rentals in Oak Bluffs
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Top-rated hotel rentals in Oak Bluffs
Guests agree: these hotel rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Oak Bluffs hotel rentals
Family-friendly hotel rentals

Luxury SeaSide King Suite, Frederick William House
We stayed a few nights and the inn was quaint and cozy. Perfectly located to restaurants and shops. Our host Jeanette was friendly and very helpful. The continental breakfast was served in the cutest dining area and her homade coffee cake was delicious.

Harborside G King Suite @ Frederick William House
Incredibly well maintained home and grounds. Jeanette was a wonderful host and made us feel right at home!

Courtyard Room
amazing host and location. Very communicative when we had a small hiccup due to the time I had to be at a wedding. They took care of the situation quickly

Deluxe Black King Suite @ Frederick William House
This was such a fun visit. Jeanette made us feel right at home. The house is a treasure. The outdoors have so many areas to sit and visit. We loved being able to walk on the trail and have dinner and walk to the shuttle. Very comfortable and cozy stay!

Park Side Queen Room @ Frederick William House
Absolutely love our stay! The white room was beautiful and exactly as described! The bed was extremely comfortable and I loved the lounging chair for reading. The outside balcony was wonderful to sit on. The bike/walking bath was very accessible and provided a great afternoon of walking. The Knob recommendation was breath taking! Thank you for your morning conversations and getting to know you!! Definitely would recommend this bed and breakfast!
Hotel rentals with a pool

Ocean Street Inn - One King Bed
The stay was great! We got upgraded to the main campus, and stayed at Hyannis Harbor Inn. It was newly renovated and the campus is gorgeous. Well worth it!

Inn on the Square - Two Queen Guest Room
Centrally located an easy walk to Main Street. Easy access to the bike trail.

Guest Room with 1 King Bed
check in process was easy, just like booking directly with a hotel. room looked like the pictures and was very clean.

Hyannis Harbor Hotel - King Suite with Kitchen
We loved our stay! We took the ferry to Nantucket right in front! We will definitely stay here again! Lovely location, beautiful building and super cute decoration! It felt really comfortable to stay here.

Two Room Family Suite
Easy to book, and the room was clean, staff friendly.

Regency Suite
Great hotel! Staff was friendly and accommodating, and it's located on a very active street with lots of cool shops and things to do. Plus, it's a 15 minute walk to the nearest public beach. Awesome!

Inn on the Square - King Guest Room
A very convenient place to stay, the room was spacious & clean. The bed very comfortable. Breakfast was additional but very good menu & delicious.

Coastal Cape Cod Stay – Free Breakfast, Parking
Was pleasantly surprised at how easy to fine and clean and comfortable the place was. It was a last minute booking through Airbnb so I wasn’t expecting as much for the price we paid. But it far exceeded our expectations. Will definitely return. And when we checked in our tv wasn’t working and they came and fixed it immediately. Great service and it was quiet and private. Will definitely try it again if in the area.
Hotel rentals with a patio

Wreath bungalow @Beach Plum Inn
My family had no idea what we were in for when we chose this cottage. But we were blown away with the property. All 3 of us, including my 20 month old son, had the best nights of sleep we’ve had in months. It’s so quiet, so dark, and so peaceful at night. The mornings are beautiful with a view of the Menemsha harbor on the patio. The entire island seems to travel to Menemsha public beach to see the sunset. You get a better view at the inn from the patio. You get access to the Lucy Vincent beach which is one of the most beautiful beaches I’ve ever been to and only residents or renters of Chilmark have access. My only regret is we didn’t have enough time to explore everything the area had to offer. I highly recommend bringing your car on the ferry or renting one. Uber is not reliable. Lyft had zero drivers on the island on the busiest weekend. A taxi ride to the inn cost us $80, one way.

THE FRANKLIN HOTEL ~NEW Pet Friendly Standard King
My sister and I had a great time and really enjoyed the Franklin hotel!! We will definitely be coming back.

MORGAN HOTEL ~ Standard Queen w/ wet bar
We really enjoyed our stay and Jerron was a great host. Would absolutely stay here again.

MORGAN HOTEL ~ Standard King w/ Private Bathroom
In town and nicely renovated. We met a nice family and spent some time in the living area, which is very cozy. Can’t beat the location!

MORGAN HOTEL ~ David Healey Suite w/ private bath
Great place! Very clean in an excellent location. Host very helpful. Definitely recommend.

MORGAN HOTEL ~ Standard Queen w/ Private Bathroom
Courtney was lovely and the place was a great location to get around! I will be coming again.

THE FRANKLIN HOTEL ~NEW Pet Friendly Luxury Queen
I was staying in Martha's Vineyard for the New Year and needed a place to stay last minute. I was so relieved to find that the Franklin had a room available and was pet friendly (you wouldn't know it as the place had no trace of dogs.) I was more pleased when I found the location and was able to get into the hotel/airbnb. The concept was one that I had not stayed at before and was perfect. The room and common rooms were welcoming, clean and the decor was modern and inviting. I would go back but I suspect they get extremely booked during the high season, if you are considering Id fathom you would need to do well in advance. Thank you to the owners and operators for a wonderful stay. - Greta and Sugaree

Seabreeze Bungalow
Quick stats about hotel rentals in Oak Bluffs
Total rentals
20 properties
Nightly prices starting at
$170 before taxes and fees
Total number of reviews
50 reviews
Wifi availability
20 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
Local attractions
Nancy's Restaurant, Lookout Tavern, and The Black Dog Tavern
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