House holiday rentals in Chappaquiddick Island

This house and property were charming and beautiful. The location was extremely close to beaches, restaurants, and stores all while being nestled in a quiet neighborhood. Highly recommend!

I can not say enough about how wonderful this house was to stay at for my son's wedding weekend. This house was very clean and organized. The hosts were extremely thoughtful with how everything was laid out. They thought of everything that you would need or might forget. The outdoor space was great!! My grandchildren and kids floated around the pool and played yard games. I did not hear "I am bored" and that was wonderful. We had so much space to get ready for the wedding and were able to get wonderful pictures of my son getting ready for his wedding. There are so many places in the house to either gather together or to go off and do something else. Two kids were playing chess while the younger ones were down playing with the video games and my dad and the men were watching the Masters. We had plenty of space for everyone to hang out. My entire family enjoyed this house and can't wait to go back.

We loved are family stay at Paul & Katie’s home for Easter Week. It is a dream home . The neighborhood was beautiful and walkable, with a peaceful path to a private beach. We enjoyed the shops and restaurants in Mashpee Commons about an 8 minute drive away.

This place worked out wonderfully for the 6 adults and 3 grandchildren we had with us, my 4 year old granddaughter even got her own room and loved it, along with the pool!! It was very clean and family friendly and stocked with more than we expected. There is also food and shops within walking distance. We enjoyed it immensely!! Thank you Michael, you have a wonderful place!!

We had such a fantastic stay at Sue’s beautiful Edgartown home! The house was charming, spotless, and well-stocked with everything we needed—from kids’ toys and extra keys to cozy spaces for the whole family. Even with some chilly weather, we made great memories thanks to Sue’s warmth and hospitality. One huge highlight was the car rental—what a convenient bonus! It was clean, reliable, and made exploring the island a breeze. Sue was responsive and thoughtful throughout our stay, checking in with helpful suggestions and going above and beyond. She truly made us feel at home. From shell picking at Felix Neck to relaxing in the playroom and enjoying everything the Vineyard has to offer, our family had a wonderful time. We’re already talking about our next trip back—and hoping Sue’s hot tub addition is ready by then! Highly recommend!

Emily was so kind and responsive and the house was exactly as expected. The walk to the beach was lovely and doable with the toddlers thanks to the wagon provided. It was a quick drive into all things Falmouth and a great home base for us. The stand outs for everyone were how comfy the beds were and we were all obsessed with the outdoor shower. Loved all the thoughtful amenities, such as games and kids dinnerware. Overall very stylish and comfortable. Highly recommend.

Wonderful pool, hot tub and frog pond! Amazing deck that goes on forever! Private location but close to the best sunsets in New England- Crosby beach! Beautiful house! Great beds and a very responsive host!! Highly recommend for a large one or even two families!

Beautiful house. Kid friendly Really close to the beach Amazing hosts

While the weather did not cooperate (it rained the entire time) the cottage and views made up for the weather. From the table to the couch the views are wonderful. The cottage is very well stocked from towels and blankets to the kitchen. We did not need anything that wasn't supplied. The bathroom is small but functional. The shower might not work well for a larger person. The neighborhood is quiet and feels very safe and peaceful. We enjoyed our long weekend and would book this cottage again.

This house was amazing! Beautiful and very clean! Megan had timely responses to messages and was clear in her instructions regarding the check in process. The beds were comfortable. The outdoor shower was maybe our favorite part of the trip, all the ladies enjoyed being outside and also the coolness of the inside of the house. There was tons of room. The overall aesthetic of the house was a calm, beachy vibe and made you feel like you were right beside the water. I wish we had played horseshoes in the back yard! If we need a place to stay in the future for a group trip with the ladies I would try to book here if it was available!

Our recent stay at Whitney’s was wonderful! The home is beautiful, well appointed, and modern. We especially loved grilling outside and making use of the lovely outdoor shower (bonus points: the hot water is very plentiful). Our little dog also loved the yard, which was perfect for fetch and almost entirely fenced. The beds are extremely comfortable and the home is a great home base location wise and really comfortable for hanging out on a rainy day. Whitney is a fantastic host. He called us the day before to let us know about early check in and also came by the house after we noticed that a prior tenant removed a fire alarm. We look forward to staying again!

Beautifully remodeled home, lovely setting on a large pond. Everything was clean, the kitchen was well stocked. I am an avid cook/home chef and appreciate the decent cookware. So many places have understocked kitchens and wounded cookware. Comfortable King bed. Thoughtfully decorated. Nice quiet neighborhood. We travel with our 13 year old boxer who has traveled the country and we appreciated the one level living. We did not mind being farther from town, we love the wildlife and the beautiful swan swimming on the pond! The host, Benjamin, was easy to get ahold of, though we had no issues with anything at all. The booklet on Salt Crystal that was sent ahead to us was extremely helpful to us! We would definitely stay here again!

Katie was an excellent and responsive host. She was proactive and sent clear check in instructions without having to ask and the space was very clean. We also loved how close to Edgartown the home is located.

Charle's was an amazing host! His home was beautiful, well-maintained, and had clear instructions for everything. It was fully stocked with all the amenities we needed for a comfortable stay. He was also very responsive and quick to answer any questions we had. Highly recommend!

This was the perfect place to stay on Martha's Vineyard! The house is beautiful and well equipped with everything you need, including bikes for exploring the island, towels for the beach, books for cozy reading, and a fully equipped kitchen. We felt right at home!

We visited Island Grace for a long weekend and enjoyed the many perks of this beautiful home! It was a perfect spot to visit Edgartown, Oak Bluffs, and beaches and just a short drive to other areas and towns. We enjoyed biking, the hot tub, and the well-appointed kitchen. The beds were so comfortable! We truly had everything we needed and thought it was so fun to watch their HGTV episode!

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!

Kenneth Is a great host communicates very well and has a genuine concern for his guests Ray

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.

This property is on another level. It’s the four seasons of Airbnb. It’s such an immaculate place to stay and we loved every part of it. The cleanliness, the high quality of the essentials, the coziness, ambience and so much more was truly worth the stay.

Everything was wonderful. The place is excellent, clean, with a lovely outdoor area, and well-located for biking. I would not hesitate to come back :)

Wonderful place for my large family to stay for a wedding weekend! Definitely located close by things so easy walk but also large driveway so we could bring cars and drive to things. The master bedroom is unbelievably huge! Amazing if you have a baby/pack and play.

We traveled with 4 couples who have know each other since HS, 40 years ago. It was a great home to relax and catch up. The house is lovely and we loved that we each had our full bath! I highly recommend this home and this location.

Great location and very cozy home. Well stocked and comfy. Close to stores and restaurants. Would rent again.