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!

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.

Perfect stay. Pool was amazing. Host was very responsive to everything. Great for families, Just bring socks with friction pads on the bottom so you don’t slide .

The house was beautiful, very comfortable and extremely well equipped. I would highly recommend this home. We had a wonderful stay there!

it is a nice comfy house esp for a family. Swimming pool and game room down in the basement would be alot of fun for kids to keep them busy at day time and night time. Beach, restaurants, grocery stores, liquor stores, etc are all right there esp. only like less than 5 to 15 minutes drive and also less than 25 minutes drive to go to north Falmouth or Wood Hole. They have a nice downtown with many stores, restaurants, bowling ally, etc which that is only less than 15 minutes drive from the house Also taking a walk from the house to the beach is so beautiful esp morning time. i walked every morning, and love every bit of the walk. It rained once during our vacation week and rest were sunny days for the rest of the week. We were lucky to have the good weather. Anyway, the house is approximately about less than a mile and half from the beach. Driving to Chetham is about little a hour drive from the house. To Provincetown, about 1 hour and 45 minutes drive.

Had a great family vacation for my sisters wedding. House was perfect for our toddlers with kids room in basement. Stunning home and amenities, the perfect Cape Cod vacation home!

The house was clean and comfortable. I loved the coffee bar:) my kids loved the pool and hot tub. And it was especially great to be able to bring my dog! We will definitely rent again.

There should be more than 5 stars for this lovely property and its hosts!!! We were three couples vacationing for the first time on the Cape and this charming home was perfect for us. Conveniently located to serve as home base for many excursions we felt immediately at home. We each had our own themed bedroom with en suite bathroom and TV. All common areas including the sun porch and outdoor deck were fantastic places to gather and enjoy our time together. Our hosts were so pleasant and helpful throughout our stay. As only one example, on a rainy day the host proactively contacted us wth suggestions on things to do in the event of rain on the Cape. We so appreciated this thoughtful gesture and there were many more. When I think about it, this really sums up why we had such a wonderful time. Everything about this property speaks to how much these hosts care about their guests! Hope to return one day. Thank you!

A minor communication glitch between host and cleaners meant two of the beds had not been made and probably a general cleaning between guests wasn't done. Fortunately the property was already very clean and the guests before me must have been, too. Everything else was in order. When I let the host know, she immediately contacted the cleaners while I went out for groceries. By the time I got back, the place was perfect and the cleaners were gone. I don't think this is a regular occurrence at all. In October this neighborhood was very quiet, which is a priority for me. And I felt very safe, which is also important. I would definitely return and highly recommend.

This was a great place for a large family. The kids especially enjoyed riding bicycles through the neighborhood. The house was spacious and comfortable. We plan to stay again.

We had a wonderful stay at this beautiful Martha’s Vineyard home! It was incredibly spacious - perfect for our family of 5 and could easily fit more. Thoughtfully decorated and stocked with everything a real home has, from quality kitchenware to high-end soaps and shampoos (a rare Airbnb treat!). Our kids especially loved the triple bunk bed. Check-in was a breeze, and the location couldn’t be better. We’d absolutely stay here again!

Perfect Madaket location in a great neighborhood of year around residents. The beach is a 10-minute walk through amazingly beautiful conservation land. Our dogs loved every minute. The house is clean, well-appointed and equipped with all of the amenities you need for a Nantucket holiday. Adam is a top notch communicative host who goes out of his way to ensure your stay is special. We will be returning to the Pineapple House.

Great house for a larger group. It has all the amenities and lots of beds. Very close to the ocean and Brien was easy to communicate with. Thank you for having us at your home!

We stayed at Lisa’s place for three nights and it was a 10/10 experience. Lisa was a fantastic host and was very helpful with island recommendations prior to our trip. The property itself is stunning and although we wanted to explore the island, the property also provided a beautiful landscape to just relax. Even given its private, peaceful location, it was still so convenient to town. The house is an adorable converted barn that has incredible, rustic charm and the decor was so beautifully thought out. Before we even left we were talking about booking again in the future. We definitely recommend booking here!

From the moment we entered until We packed up we felt a world away from the house selling process. Aruna and Joe have done a beautiful job decorating the house inside and out. It felt so cozy to sit with the gas fireplace and look at the mallards, Canada geese and swans float by. The location was perfectly situated in a very safe neighborhood yet close to route 28. We loved our stay and hope to come back to explore the pond by kayak. Thank you so much!

The house was very clean and everything was in working order. There were plenty of towels and space for our family. (It rents for 8 people but we only had 6 for 1 night and 4 for the rest of the nights and a baby.) But even if we had 8 people, there would have been plenty of space.

The house was as advertised. In a nice quiet area. The house was well set up and as advertised. We felt right at home for the weekend.

This was a family Christmas getaway, and it was perfect.

We absolutely loved our stay at Rachel’s! We kept saying “this place has everything”. It was a wonderful home for a multi generation holiday hang. From a 7 month old to great grand parents. The main floor was easily accessible for family member with a disability. We felt right at home with our 7 month old, the home had a pack n play - all set up with fresh sheets, baby bath tub, high chair, bath toys, monitor, etc. The basement was perfect for the teenagers to hangout and have their space. The backyard was peaceful and extended the hang area. Rachel was incredibly friendly and responsive.

The house was cozy, quaint, and spotless—perfect for our off-season weekend getaway! Adele was incredibly accommodating and flexible with us, and her communication was top-tier. We couldn’t have asked for a better experience and would happily stay again. Highly recommend!

Comfortable yet spacious home nestled in the woods of New Seabury. Great location to visit beaches and restaurants. Just minutes from Mashpee Commons and Falmouth for shopping and dining. Beautiful place, Thanks Alex!

Craig was awesome and extremely nice and understanding! The house was clean and one of the best I have stayed in. The location is quiet and tucked in a small neighborhood. I had the most amazing stay and would suggest this to anyone going to this location!

Patricia was very responsive before and during our stay. She was easy to communicate with and gave great suggestions for beaches to visit. The house is about a 10 minute drive from the closest beach. It’s near water but it’s more for fishing or boating. It’s less than 10 minutes from the center of town where there are great places to eat and shop around. The house is beautiful and spacious. Two bedrooms and a full bathroom on the main level and 2 bedrooms and a full bathroom the second level. Highly recommend.

If you're planning a Cape getaway with a large family, this home is an absolute gem! We had both homes on the property, and it worked out perfectly—one for the early risers and the other for the night owls. The homes were incredibly clean and offered plenty of outdoor space. The property is surprisingly large for the Cape, with expansive outdoor areas to enjoy, and the outdoor shower was the best I've ever experienced—spacious and very private. Both homes were fully stocked with everything we needed to cook in, which we did a few times, and everything worked flawlessly. Even though it's on a main road, the traffic noise was minimal, and we always felt peaceful. I’m very particular about where I stay, but this home checked all the boxes. I can't think of a single negative. Dom, the property manager, was fantastic—super responsive to all our questions and truly a top-notch host! I hope this property continues to be available because I will definitely be back!