Holiday rentals with outdoor seating in Oak Bluffs

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!

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.

This quaint location is perfect for anyone seeking a trip to Oak Bluffs. Located in a quiet neighborhood this location is quaint and easy distance from downtown OB. I would recommend this location to anyone looking to travel to OB!!

Beautiful home in a great location! Awesome hosts!

I would stay at Lianna’s home a million more times! It was beautiful! I was there for a girls getaway. Beds are so comfy, plenty of places to hang out, the front and back porches are so nice to lounge! Lianna was very responsive if any questions came up. 10/10 I miss it already!

Joellen’s place was beautiful and perfect for our large group of 8! The outdoor shower and deck were a big hit. Everything was clean and looked like the photos. Would for sure stay again!! Joellen in particular was so accommodating and was super helpful with any questions we had. She was also flexible with check in and check out which really helped us out. A perfect host!

Our family enjoyed a beautiful extended weekend at Angela’s place 😀

great nestled out of the way place. Quiet neighborhood and I felt completely safe in and around the vicinity. Jennifer leaves very little to chance or nebulosity. so appreciated. I would stay there again without a second thought.

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!

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

I had a wonderful stay at Great Harbor Getaway. The apartment was beautiful - well decorated, excellent outdoor space, and a lovely living room and kitchen. The location of the apartment was excellent: walking distance to Town and the Morning Glory Farm. Jennifer was an excellent host: super responsive and helpful. I highly recommend Great Harbor Getaway; really looking forward to my next visit.

This is our second time staying here and it was just as good as the first time. We love dog friendly and the studio is absolutely spotless and well maintained. Andrea and Tracy are so responsive, helpful and friendly. Would love to stay again!

The apartment has the BEST location in the center of Oak Bluffs. Walking distance from the ferry, restaurants, stores and the historic Campground. It’s also so close to the beach!! The apartment is well equipped with new appliances, including washer and dryer. We were surprised by the extra toiletries, coffee, eggs and milk and donuts… Thank you to our wonderful hosts!!! Hope we can visit again soon!!!

Martha and her place was perfect for my needs. Martha was a pleasure to talk to. She was always available and very cool. I'll be back! Thank you Martha

Great home! Would not hesitate to return for our next trip to Martha’s Vineyard!

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.

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!

Great unit! Had everything we needed for a weekend stay, close to Vineyard Haven and the ferry. Unit was clean and Matthew was very easy to communicate with! Would stay again!