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Bed and breakfast holiday rentals in Oak Bluffs

Find and book unique bed & breakfast rentals on Airbnb

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Popular amenities for bed & breakfast rentals in Oak Bluffs

Family-friendly bed & breakfast rentals

Private room in Menemsha
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 Monument Beach
4.93 out of 5 average rating, 225 reviews

Cape Cod/Bourne: Cape Escape Suite

CaitlinRating, 5 stars9 months ago
This place was exactly what I needed for my trip. Dianne was very responsive, met me at check in, and showed me around. The space is so much larger than it looks in the posting. It feels like a small apartment rather than a spare room. The area is quiet, and a short drive to stores and restaurants. I walked down to the beach, and it was also very peaceful. Please note that the walk to the beach is down a dirt road that cuts through some woods. I would recommend walking shoes and not flip flops. Overall, I loved my stay and highly recommend Dianne's place!
Guest favourite
Private room in Teaticket
4.9 out of 5 average rating, 197 reviews

Two bedroom suite in Falmouth MA! Muffins too!

ShelbyRating, 5 starstoday
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 West 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 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 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
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.
Private room in Centerville

Tradewinds - Long Dell Inn

Jacqueline MRating, 5 stars58 months ago
This is the second time we stayed at the Long Dell Inn and look forward to our next.
Private room in Centerville
4.83 out of 5 average rating, 6 reviews

Seabird - Long Dell Inn

EceRating, 5 stars58 months ago
Donna and Marc were amazing. They are such nice people with great hospitality. Our room was spotless clean and they really care about sanitation during these challenging times. We felt safe and comfortable staying at LongDell. The breakfast was delicious! We preferred to have our breakfast outside at the table next to their beautiful waterfall fountain and mini pond. They gave us great suggestions on where to eat or where to go. You can borrow the beach chairs and towels from them which was really nice. The beach is 15 minute walk from the Inn, so you don't have to pay for parking at the beach ($25 per day). There is a very nice ice cream shop near LongDell where you can enjoy delicious homemade ice-cream! We went on a walk at the skunknett river wildlife sanctuary nearby which was beautiful! (6 min drive from the Inn). LongDell is a quiet place where you can have some piece of mind and enjoy the positivity around! Thanks you so much Marc and Donna! We are definitely coming back :)

Quick stats about bed and breakfast rentals in Oak Bluffs

  • Total rentals

    10 properties

  • Nightly prices starting at

    ₹12,923 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