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Bed and breakfast holiday rentals in Oak Bluffs

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Popular amenities for Oak Bluffs bed and breakfasts

Family-Friendly Bed and Breakfasts

Private room in West Tisbury
4.89 out of 5 average rating, 27 reviews

Bright, Unique on Martha's Vineyard!

DanRating, 5 stars10 months ago
Marjory is the kindest, most thoughtful host. And the studio is perfect. Quiet, and surrounded by the most peaceful West Tisbury meadows. It’s the ideal launching place for up island explorations, days at Lamberts Cove, and just generally relaxing and getting into that deep calm of rural Vineyard vibes. I’ll be back!
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.
Guest favourite
Private room in Fairhaven
5 out of 5 average rating, 30 reviews

Franklin Delano Room at the Delano Homestead B&B

MichelleRating, 5 stars2 months ago
Paul’s place is like a museum! So much history and he takes great pride in it! Tracey met us and gave us all the important info we needed! We got settled in and felt right at home. The bed was so comfortable and the newly refinished bathroom was large with a shower that had great pressure. The breakfast the next morning, wow! It was perfection! Thank you Tracey and Paul! We will definitely be back!
Guest favourite
Private room in Teaticket
4.9 out of 5 average rating, 198 reviews

Two bedroom suite in Falmouth MA! Muffins too!

ShelbyRating, 5 stars3 days ago
We had the best stay! It was so cozy and clean and clear instructions all around the air BnB for the amenities. It’s a beautiful home close to the beach it a quiet charming neighborhood. 11/10 recommend!
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
Top Guest favourite
Private room in North Falmouth
4.91 out of 5 average rating, 235 reviews

North Falmouth Suite 'downstairs suite'

AlineRating, 5 stars9 months ago
We stayed at Wiz's place for 3 nights and felt right at home! Our stay was super pleasant, there are a lot of things to do in the area and we could have stayed a lot longer. The breakfast was such a nice little touch and the homemade goodies were very much appreciated! Thanks again for everything!!
Guest favourite
Hotel room in Falmouth
4.92 out of 5 average rating, 71 reviews

Park Side Queen Room @ Frederick William House

PatriciaRating, 5 stars1 month ago
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!

Bed and breakfast rentals with breakfast

Private room in Oak Bluffs
5 out of 5 average rating, 20 reviews

The Millie Suite - in Oak Bluffs MV

JamarRating, 5 stars10 months ago
This is my 20th summer traveling to the Vineyard. And I must admit, my stay at Kathleen's place has been the BEST!!!!!!!! Her place is clean, comfortable, and convenient to all the hot spots in Oak Bluffs. To top it off, I looked forward to the homemade scrumptious breakfast that Kathleen prepared each morning. Moreover, the accommodation comes with premium housekeeping services. Thus, Kathleen is the consummate host- staying at her place will make your Vineyard experience even more memorable.
Private room in East Falmouth
5 out of 5 average rating, 4 reviews

Peace & Plenty 3 Falmouth: Private Beaches, Tennis

VenusRating, 5 stars34 months ago
Beautiful beach house with access to a private beach, kayaks, and the backyard. perfect for enjoying some time on the property and also touring around Falmouth and making a day trip at Martha's Vineyard. Lisa is a very warm and friendly host. You'll have a wonderful stay here!
Private room in Centerville

Captains Quarters - Long Dell Inn

DianeRating, 5 stars58 months ago
It was very clean, our bathroom was modern and beautiful, the bed very comfortable. I like that there was an independent A/C, every guest wore a mask except when eating, the Inn was charming and the grounds very serene. I also like the proximity to great Lobster rolls and ice cream just down the block as well as how close the beach was (2 min. drive). Our hosts were gracious and breakfast delicious. Our hosts were engaging and had many conversations with us about the Inn's history, where to go for activities and restaurants and about the many outdoor details about their serene outdoor space.
Private room in Centerville

Down The Shore - Long Dell Inn

MRating, 5 stars58 months ago
Marc & Donna were great hosts in what was a super relaxing stay with warm hospitality! Marc’s a foodie, and the breakfast was DELIGHTFUL , I cannot say enough! Craigsville beach is a short distance away as is practically EVERYTHING else ! Hit the book button ya won’t regret it ! 💙Enjoy XOXO!!!! And say hello to my new friends for me ok 🙋🏽‍♀️
Private room in Fairhaven
4.97 out of 5 average rating, 30 reviews

Warren Delano Room at the Delano Homestead B&B

MackenzieRating, 5 stars14 months ago
Such an amazing stay in a beautiful historic home! Paul and Tracey were so accommodating. We had such an amazing time! Learned so much. Had a great breakfast. Parking right in front. Quiet and comfortable.
Private room in Fairhaven
4.73 out of 5 average rating, 15 reviews

The Sara Delano Room at the Delano Homestead B&B

StaceyRating, 5 stars10 months ago
We had a great time! Loved the antique furniture, all the rich history. Our host (Paul) and innkeeper (Tracey) were wonderful - friendly, responsive and also very respectful of our privacy. Loved the king-size bed in the Sara Delano Room - sooooo comfortable!
Private room in Centerville

The Nest - Long Dell Inn

AnnaRating, 5 stars60 months ago
You will long to come back. We had the most wonderful time and definitely will recommend this peace of heaven to everyone. We felt special from the beginning till the end. The Inn is lovely, well designed and tastefully decorated. Marc and Dona have very warm personalities and great attention to details. We stayed in the Nest. The room was very clean, with the most comfortable bed and very soft bed sheets. The breakfast was a true masterpiece, every bite was beyond delicious, yet very healthy. The patio and grounds are very fine too. The location is perfect, just a short walk to the beach with a homemade ice cream place on the way.
Private room in Centerville

Sugar Magnolia - Long Dell Inn

AndreaRating, 5 stars68 months ago
We absolutely loved LongDell and hope we can come back and enjoy a longer stay next time. The owners are incredibly nice and thoughtful. The breakfast was out of this world good. Everything was just so thoughtful and high quality. You can tell they love what they do and really put in true effort to make their guests stay memorable.

Quick stats about bed and breakfast rentals in Oak Bluffs

  • Total rentals

    10 properties

  • Nightly prices starting at

    $249 NZD before taxes and fees

  • Total number of reviews

    550 reviews

  • Wi-Fi availability

    10 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