
Hotel holiday rentals in Oak Bluffs
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Top-rated hotels in Oak Bluffs
Guests agree: These hotels are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Oak Bluffs hotels
Family-Friendly hotels

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!

Glendale Petite @ Frederick William House
We loved our stay here! Jeanette was a kind and thoughtful host. The space was clean and exactly what we paid for. The included breakfast was a delight. We’d definitely stay here again.
Hotels with a pool

Inn on the Square - King Guest Room
We had a great stay! The hotel is right near Main Street, so a quick walk to restaurants and shops. Also, it’s a very convenient location for the shuttle and ferry to Martha’s Vineyard! The people who work at the hotel are very nice and accommodating.

Town House Suites
It’s actually a hotel but they have lofts. They also have swimming pools and offer breakfasts everyday 7-10 (nothing fancy but still better than nothing). Pretty convenient locations for supermarkets and def cheaper than other places in Cape Cod

Guest Room with 2 Queen Beds
Great place to stay if looking for a spot to stay for the Cape Cod marathon! Within walking distance to the start (.8 miles) or a VERY quick drive to the start dependent on your preferences. If going for the marathon I highly recommend Paul’s Pizza and Seafood for some pasta the night before. Staff was friendly and place was clean. We would stay here again if in the area.

Studio apartment across street from Ocean beach.
Great location. Very clean. Very quiet. Overall nice stay

Beach Retreat | Spacious Suite with Fireplace

Serene Beachside Room w/ Stunning Sunset Views

Spacious Suite w/ Fireplace & Beach Access | Pools

3 Units with Free Breakfast, Beach Nearby
Hotels 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
A very clean place with large rooms. Staff is very friendly. 10 minutes walking distance to Edgar Town centre area

Two Double Beds with Harborview
My parents very much enjoyed their stay. This was a last-minute booking, and the staff was incredibly helpful and accommodating with our requests.

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

Modern Deluxe Studio with Waterfront Views
Fun

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
Beautiful hotel super close to restaurants, shops and the center of town to grab the bust to other towns on the island! We think we’re going to stay in edgartown next time and will be definitely staying at one of your properties there!!

King Room with Harborview
very comfortable
Quick stats about hotel rentals in Oak Bluffs
Total rentals
20 properties
Nightly prices starting at
$263 AUD before taxes and fees
Total number of reviews
50 reviews
Wi-Fi availability
20 properties include access to Wi-Fi
Popular amenities
Kitchen, Wi-Fi and Pool
Local attractions
Flying Horses Carousel, Inkwell Beach and Nancy's Restaurant
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- Cape Cod
- Mayflower Beach
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Duxbury Beach
- Easton Beach
- Sagamore Beach
- Sandwich Glass Museum
- Point Judith Country Club
- Coast Guard Beach
- Roger Williams Park Zoo
- Owen Park Beach
- Oakland Beach
- Onset Beach
- Nickerson State Park
- Inman Road Beach
- Pinehills Golf Club
- South Shore Beach
- Second Beach
- Fort Adams State Park
- Goddard Memorial State Park
- Pawtucket Country Club
- White Horse Beach