Hotel vacation rentals in Oak Bluffs

Incredibly well maintained home and grounds. Jeanette was a wonderful host and made us feel right at home!

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.

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.

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!

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.

Thank you for hosting a great stay for us!

We had a one night stopover at Tim’s place whilst exploring the area. It was perfect. Friendly, very central to Falmouth amenities and a great price. The swimming pool was an added bonus.

check in process was easy, just like booking directly with a hotel. room looked like the pictures and was very clean.

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!

Charles’ place was pure heaven! Every conceivable kindness awaits guests. When we checked in he gave us home made from scratch cookies that were in a word, glorious. He gave us a bottle of wine. The towels are on a towel warmer. The linens are fine crisp, cool and beautiful. Every last detail from the coffee maker and the European bidet to the lighting and the bicycles and helmets available to guests speak volumes about the class and comfortable, laid-back elegance of this absolutely perfect Airbnb experience. Charles even has an alarm clock that projects the time on the ceiling. A hamlet of exquisiteness. My new home away from home.

Great place! Very clean in an excellent location. Host very helpful. Definitely recommend.

Courtney was lovely and the place was a great location to get around! I will be coming again.

We really enjoyed our stay and Jerron was a great host. Would absolutely stay here again.

Lovely and peaceful space and in the heart of OB!