Holiday rentals with outdoor seating in Oak Bluffs

What a wonderful stay we had! The house was stocked with anything you could think of and the host Caroline was readily available for any questions. Will absolutely come back and recommend to all!

We really enjoyed our time at this home. The kids loved the finished basement and we had plenty of common space for two families or 4 and 5. Carrington was responsive to our needs and communicated well. The house was located close to Oak Bluffs and I enjoyed easy access to beautiful running routes by the ocean.

We loved our stay here. It worked well for two groups. The view was amazing and we had a fair amount of wildlife visit us. Very walkable down to cure coffee shops and restaurants and also right off the bike path. Devon was a fantastic host and very accommodating! Would stay again!

Our stay at this Martha’s Vineyard home was unforgettable! As a group of new friends traveling together, the space was perfect—cozy, welcoming, and just the right size for bonding over late-night chats and shared meals. The location made it easy to explore the island, with beaches, shops, and restaurants all nearby. We especially loved the outdoor area, where we spent evenings laughing under the stars. A huge bonus was discovering Tony’s Market just down the road—it had everything we needed, from snacks and fresh ingredients to local treats. The host was friendly and communicative, making sure everything went smoothly. This trip brought us all closer, and the cottage played a big part in that. Highly recommend!

Fran's house is lovely, everything one needs for a fabulous stay. She is a very good host - responsive and informative. She lives on the prpoerty but we never saw her. We had a really great stay!!!

We really enjoyed our stay at Annemarie’s place, which was our first time on the island. It’s surrounded by lush landscape, feels secluded. Yet it is a very short drive to town (or a nice medium-long walk if you are up to it, which my wife was!). Wild turkeys often roamed the property, which was very cool. Overall great experience.

Lianna was absolutely wonderful and a pleasure to interact with; friendly, responsive and very helpful in providing tips and guidance; the home was cosy, well located, clean and well stocked / we really enjoyed our stay

Joellen was very communicative leading up to and through the entire stay. The place was beautiful and clean. Would highly recommend!

This is a great place to consider staying! Rachel was wonderful from the moment of booking, until after we departed. The place is cute as can be - and as a longtime visitor of MV - this little place captures the islands vibe and unwritten codes of quality and class. If you’re browsing endless five star reviews, …believe the hype! 👍🏼 Thanks Rachel!

If I could give 100 stars I would!! Out of all the airbnbs I have stayed at Jennifer’s listing has outdone them all!! First of all, Jennifer was the most amazing host and treated us like family! Secondly, the house was spotless, not a speck could be found (and I am usually picky about cleanliness) — it was absolutely exceptional!!! I will definitely be coming back multiple times. Thank you Jennifer for hosting us!

We had a great stay at Denise’s place! The place was exactly as described, with unique and thoughtful touches throughout. The place was spotless, very updated, and very private. We definitely would stay here again!

Excellent value ! Great location near everything in town and very quiet ! Cute place

Great internet. Super clean. Would definitely stay again. Five stars.

Andrea and Tracy were exceptional hosts! They were great communicators and it was clear they wanted us to get the most out of our stay in Cape Cod. The home was spotless and had every amenity we could possibly need. Their dogs are amazing and got along great with ours which made this home extra special for us! This was an unforgettable trip for sure thanks to Tracy and Andrea!

Best Air b&b I ever stayed! Anything you can think of in a Air b&b, Toni's place has it. Anything you didn’t think of but may need, it's there too. Very convenient location as well.

Great sized place for our stay and exactly as the listing described. Clean and well organized. Kristen was friendly, helpful, and we felt very comfortable. Outdoor shower is a huge plus! We are looking forward to staying again!

Walkable to all local shops. Unit was clean and the kitchen was fully stocked with all items needed to prepare and enjoy a meal.

Lovely home and well outfitted for our stay. Conveniently located on well maintained grounds.

Barbara’s condo was roomy and comfortable. We fell in love with the screened in porch. Lovely room for a cup of coffee in the mornings and a glass of wine in the late afternoon. We took a short ride through the woods to the town beach which led us to beautiful views of Tashmoo. We had a great time!

We drove from Maryland up to the Cape, through lots of traffic. The host was great and responsive, suggesting great places for dinner. Our week was just amazing, wish we could have stayed longer. The pool was a perfect way to start and end the days and the bikes were a great way to explore the neighborhood. We really hope to return, just so much more we wanted to do.

Leah was the most accommodating host I’ve ever encountered. The beds were super comfortable and the house was pristine. Leah gave tons of recommendations for me and my 2 under 2. We had a great time despite the weather and I would highly recommend Leah’s place to anyone.

Sweet, serene place, very peaceful area.

Rose was great She greeted us and show us around. When we had questions she responded quickly messages. Would definitely stay there again.

We stayed in the cottage for our daughter’s wedding. It was within walking distance of the venue and super close to the beach. It had a lovely outdoor sitting and dining area and beach supplies. Wonderful, comfy place to stay!