Bed and breakfast vacation rentals in Oak Bluffs

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!

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.

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!

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!

The hosts were friendly and the cozy apartment was ideally located for our stay. It was private and quiet, and we appreciated the in- unit washer/dryer, refrigerator and microwave.

Joan went out of her way to learn about our interests/what we were looking for on our vacation. She then shared lots of resources and suggestions which led us to some wonderful adventures! She was attentive to our needs in terms of preparing delicious breakfasts, sharing refrigerator space and clearly wanting us to feel welcome and comfortable in her home. Joan's home is beautiful and it was a delight to share it with her for two nights! Thank you Joan for being such a warm, fun and helpful host!

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!!

Lovely room, lovely home, lots of parking. Would absolutely come back .

This is a great rental for anyone coming to MV. Its nice, quiet, tranquil and away from the noise of dowtown. The unit was clean, in perfect condition, along with snacks a bottle of wine. The pool was nice and cool, and the bikes provided were a nice touch to get around town. Breakfast the next morning was perfect and tasty, we loved it. I highly recommend Charles and Charles as a place to stay.

Words fall short in describing this beautiful property. A short drive from the Vineyard Haven ferry terminal, staying at Charles and Charles is an amazing oasis within an already gorgeous island. The location is great - close enough to drive to anywhere you want to be within a short time, and far enough to feel like you are at a garden retreat, Charles and Debby make you feel welcomed and taken care of. From a bottle of wine and cookies waiting for us at check in, to daily room cleaning, to the best homemade breakfast you will ever have (plus fun banter with Debby), we had the best experience. The suite is cozy, comfy, quiet, and private (we stayed in the Aquinnah suite), having a parking spot for our car was super convenient, and Charles had great recommendations for things to do and places to dine. It is our second time staying at Charles and Charles and we will definitely be back - highly recommend to anyone looking for a place to stay while visiting Martha's Vineyard.

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.

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!

Charles is a great host! Our room was very comfortable with lots of nice touches (even snacks!), the property has beautiful gardens, and the location is quiet yet so convenient. Charles's poolside breakfasts were outstanding and a real highlight. This was our first time here and we hope to come back. Our best B&B experience ever!

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.