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Bed and breakfast vacation rentals in Oak Bluffs

Find and book unique bed and breakfast rentals on Airbnb

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Popular amenities for Oak Bluffs bed and breakfast rentals

Family-friendly bed and breakfast rentals

A bright room is featured, including a queen bed with a plaid blanket and a nearby futon. A dresser is positioned against the wall, accompanied by a table lamp. Artwork decorates the walls, and natural light filters through the windows, illuminating the wooden flooring.
Private room in West Tisbury
4.89 out of 5 average rating, 27 reviews

Bright, Unique on Martha's Vineyard!

DanRating, 5 stars11 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
A cozy bed is dressed with neutral linens and a striped blanket. A decorative pillow featuring floral motifs adds a touch of charm. A bedside lamp and a white dresser are visible, complemented by a vintage sign reading 'Nantucket Beach Haven' on the wall.
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 favorite
A cozy bedroom features a queen-sized bed with a light-colored quilt and decorative pillows. Natural light enters through a small window, illuminating a vintage dresser and a small desk with a chair in the corner. A standing fan and air conditioning unit provide comfort.
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 favorite
A light-filled bedroom is equipped with a queen-sized bed, dressed in floral-patterned bedding, and a decorative bolster pillow. A wicker rocking chair is positioned nearby, holding a colorful blanket and folded towel. Potted flowers adorn the windowsill, complementing the hardwood flooring.
Private room in Teaticket
4.9 out of 5 average rating, 198 reviews

Two bedroom suite in Falmouth MA! Muffins too!

ShelbyRating, 5 stars1 week 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!
The image features a well-maintained swimming pool surrounded by lounge chairs, offering ample seating. The two-story buildings in the background have multiple entrances, greenery is present around the area, and the space is enclosed with a white fence.
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 favorite
The exterior of a historic home is displayed, showcasing a well-maintained white facade with black shutters. Lush greenery surrounds the property, including colorful flowers and shrubs, along with trees providing shade. A lamp post stands to the left of the home, enhancing the inviting setting.
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 favorite
A soft, inviting bedroom is highlighted by a spacious bed dressed in white linens. Two decorative lamps with ornate bases sit on either side of the bed, illuminating plush pink pillows against a light-hued headboard. A framed mirror above the bed reflects natural light.
Hotel room in Falmouth
4.92 out of 5 average rating, 71 reviews

Park Side Queen Room @ Frederick William House

PatriciaRating, 5 stars2 months 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

Guest favorite
A tranquil garden area features relaxing lawn chairs positioned on lush green grass. The entrance of the Inn is visible, framed by vibrant flowers and foliage. A rustic wooden table is set nearby, enhancing the serene outdoor setting.
Private room in Vineyard Haven
4.88 out of 5 average rating, 51 reviews

The Look Inn/Parrish Room

DilyaraRating, 5 stars10 months ago
Freddy is a treasure and to stay in his Airbnb has been an honor. It's really well located and his extensive knowledge of all the happenings during the weekend positioned us right in the heart of the action.
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.
A charming bungalow features a covered front porch with white railings, surrounded by well-maintained gardens. Planters with colorful flowers are positioned along the gravel walkway leading to the entrance. Lush greenery lines the sides, creating a welcoming atmosphere.
Private room in Oak Bluffs
5 out of 5 average rating, 21 reviews

The Millie Suite - in Oak Bluffs MV

DavidRating, 5 starstoday
Kathleen & Frank were very friendly hosts. Kathleen provided all the amenities and a wonderful homemade breakfast each morning. The yard and home were very welcoming. The plantings, flowers and peaceful backyard was lovely. We would definitely return again to Kathleen’s cottage.
Top guest favorite
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!!
A clear glass tray is arranged on a wooden surface, displaying eight miniature bottles of toiletries. Each bottle is labeled with product names, including body lotion, conditioner, shampoo, and shower gel, all presented in uniform sizes for easy access.
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 stars11 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!
The entrance of Kathleen's Kottage is surrounded by verdant greenery and colorful flower arrangements. A well-maintained gravel pathway leads to a welcoming porch, featuring white railings and potted plants. The cottage displays a charming shingle exterior, highlighting the friendly character of the residence.
Private room in Oak Bluffs
5 out of 5 average rating, 26 reviews

The Mary Suite - in Oak Bluffs MV

GeoffRating, 5 stars22 months ago
We had an amazing stay at Kathleens Cottage. Both her and Frank were amazingly friendly hosts. The accommodation is spacious with bedroom, living area and bathroom - all spotless. The bed was huge and extremely comfortable. Added bonus here are the wonderful breakfasts each morning where Kathleen treats you to her daily bakes (banana/pecan and coffee cakes were delicious) plus soufflé etc... each morning she had something different. It was so relaxing to sit outside in the decked garden area each morning enjoying breakfast and chatting, getting great recommendations of what to do and where to go and was the perfect start to what were busy and enjoyable days exploring this beautiful island. Frank and Kathleen gave us great recommendations for places to eat and even gave advice on where to go for our next stop in the itinerary (Newport, Rhode Island - their recommendations were again 100% spot on). Thanks both for being such great hosts. 100% recommend this place
Superhost
A compact bathroom corner features a wall-mounted sink with a modern faucet. A round mirror is positioned above the sink, while neatly hung towels are displayed on a bar. Light blue walls complement the sleek design of the space.
Private room in Woods Hole
5 out of 5 average rating, 14 reviews

Charming King Room - Woods Hole Inn

AndreaRating, 5 stars1 month ago
Charming, clean, comfortable. Great location one block from the ferry to Martha’s Vineyard and lots of shops and restaurants in town. The hosts went out of their way to help me arrange a shuttle from airport and even offered to buy a sandwich and leave it in my room since I would be arriving after all the restaurants were closed. Wonderful, very ample breakfast with lots of variety- quiche, granola, fruit, toast etc. served in the morning. The other guest were very friendly and enjoyed sharing notes on their travels. Highly recommended!
Top guest favorite
A welcoming front porch is lined with columns and features hanging flower pots. Comfortable seating arrangements are provided, including chairs and a small table. Lush greenery surrounds the porch, enhancing the inviting outdoor space.
Private room in Falmouth
4.96 out of 5 average rating, 250 reviews

Secret Garden Suite with full breakfast

TimothyRating, 5 stars1 week ago
My wife and I are so glad we stayed here! Susan and Tom are so friendly and kind. The breakfast they made us was delicious every morning. They were flexible and made sure we had everything we needed. We enjoyed talking with them and appreciated their hospitality to make it feel like we were at home - but better. Would highly recommend staying here!

Quick stats about bed and breakfast rentals in Oak Bluffs

  • Total rentals

    10 properties

  • Nightly prices starting at

    R2,711 ZAR before taxes and fees

  • Total number of reviews

    550 reviews

  • Wifi availability

    10 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