Hotel holiday rentals in Oak Bluffs

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Popular amenities for Oak Bluffs hotels

Family-Friendly hotels

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 favourite
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.

Hotels with a pool

Hotel room in Falmouth
4.75 out of 5 average rating, 20 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
4.21 out of 5 average rating, 47 reviews

Guest Room with 2 Queen Beds

OliviaRating, 5 stars8 months ago
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.
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

Serene Beachside Room w/ Stunning Sunset Views

Hotel room in North Falmouth

Spacious Suite w/ Fireplace & Beach Access | Pools

Hotel room in Teaticket

3 Units with Free Breakfast, Beach Nearby

Hotels with a patio

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.
Superhost
Hotel room in Edgartown
4.67 out of 5 average rating, 15 reviews

THE FRANKLIN HOTEL ~NEW Pet Friendly Standard King

ArvindRating, 5 stars2 weeks ago
A very clean place with large rooms. Staff is very friendly. 10 minutes walking distance to Edgar Town centre area
Hotel room in Fairhaven
3.57 out of 5 average rating, 7 reviews

Two Double Beds with Harborview

KristenRating, 5 stars35 months ago
My parents very much enjoyed their stay. This was a last-minute booking, and the staff was incredibly helpful and accommodating with our requests.
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.
Resort in Fairhaven

Modern Deluxe Studio with Waterfront Views

MatthewRating, 5 stars34 months ago
Fun
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 Oak Bluffs
4.78 out of 5 average rating, 65 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!!
Resort in Fairhaven
3.38 out of 5 average rating, 8 reviews

King Room with Harborview

MarkRating, 5 stars30 months ago
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

Destinations to explore

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