Hotel vacation rentals in Oak Bluffs

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Popular amenities for Oak Bluffs hotel rentals

Family-friendly hotel rentals

Superhost
Hotel room in Falmouth
4.85 out of 5 average rating, 47 reviews

Luxury SeaSide King Suite, Frederick William House

DonnaRating, 5 stars6 months ago
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.
Superhost
Hotel room in Falmouth
4.87 out of 5 average rating, 23 reviews

Harborside G King Suite @ Frederick William House

KimberlyRating, 5 stars1 month ago
Incredibly well maintained home and grounds. Jeanette was a wonderful host and made us feel right at home!
Hotel room in Teaticket
4.62 out of 5 average rating, 60 reviews

Courtyard Room

MichaelRating, 5 stars11 months ago
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
Guest favorite
Hotel room in Falmouth
4.95 out of 5 average rating, 22 reviews

Deluxe Black King Suite @ Frederick William House

VickiRating, 5 stars9 months ago
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!
Superhost
Hotel room in Falmouth
4.91 out of 5 average rating, 64 reviews

Glendale Petite @ Frederick William House

CaraRating, 5 stars2 months ago
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.

Hotel rentals with a pool

Hotel room in Falmouth
4.68 out of 5 average rating, 114 reviews

Inn on the Square - Two Queen Guest Room

RaymondRating, 5 stars1 month ago
Centrally located an easy walk to Main Street. Easy access to the bike trail.
Hotel room in Falmouth
4.28 out of 5 average rating, 71 reviews

Guest Room with 1 King Bed

StefanieRating, 5 stars9 months ago
check in process was easy, just like booking directly with a hotel. room looked like the pictures and was very clean.
Hotel room in Falmouth
4.73 out of 5 average rating, 22 reviews

Inn on the Square - King Guest Room

HadleyRating, 5 stars3 weeks ago
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.
Hotel room in Teaticket

Town House Suites

JingluRating, 5 stars10 months ago
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
Hotel room in Falmouth
4.67 out of 5 average rating, 3 reviews

Studio apartment across street from Ocean beach.

SashaRating, 5 stars45 months ago
Great location. Very clean. Very quiet. Overall nice stay
Hotel room in North Falmouth

Beach Retreat | Spacious Suite with Fireplace

Hotel room in North Falmouth

Spacious Suite w/ Fireplace & Beach Access | Pools

Hotel room in North Falmouth

Breathtaking Oceanfront Room | Outdoor Pool Access

Hotel rentals with a patio

Hotel room in Oak Bluffs
4 out of 5 average rating, 3 reviews

MORGAN HOTEL ~ David Healey Suite w/ private bath

TracyRating, 5 stars33 months ago
Great place! Very clean in an excellent location. Host very helpful. Definitely recommend.
Hotel room in Chilmark

Wreath bungalow @Beach Plum Inn

DarinRating, 5 stars21 months ago
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.
Hotel room in Oak Bluffs
4.77 out of 5 average rating, 66 reviews

MORGAN HOTEL ~ Standard Queen w/ Private Bathroom

AmandaRating, 5 stars2 weeks ago
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!!
Hotel room in Oak Bluffs
5 out of 5 average rating, 6 reviews

MORGAN HOTEL ~ Standard Queen w/ wet bar

ChrisRating, 5 stars7 months ago
We really enjoyed our stay and Jerron was a great host. Would absolutely stay here again.
Hotel room in Oak Bluffs
4.79 out of 5 average rating, 24 reviews

MORGAN HOTEL ~ Standard King w/ Private Bathroom

AmandaRating, 5 stars3 months ago
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!
Hotel room in Chilmark

Seabreeze Bungalow

Resort in East Falmouth

Surfside Studio - April 25 - May 2, 2025 2-7 days

Hotel room in Teaticket

Boutique hotel

Quick stats about hotel rentals in Oak Bluffs

  • Total rentals

    20 properties

  • Nightly prices starting at

    R3,017 ZAR 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

    Flying Horses Carousel, Inkwell Beach, and Nancy's Restaurant

Destinations to explore

  1. Airbnb
  2. United States
  3. Massachusetts
  4. Dukes County
  5. Oak Bluffs
  6. Hotel rentals