Family-friendly holiday rentals in Dukes County

My husband and I and our small dog had a fantastic stay. Sharon accommodated a (very!) early morning checkin time and was very responsive and clear throughout our stay. The unit suited our needs well and we absolutely loved spending time in the back patio/garden area.

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!

Beautiful home! David gave perfect instructions for everything about the house and was very responsive. We all had a fantastic weekend, and will definitely be booking again! Thank you David!

This is our third time staying at Bruce's place and it is as lovely as ever. Bruce has always been quick to respond to any questions and when I happened to ask ahead of time if they had a blender he ordered one which arrived when we were there! Bruce has always been incredibly thoughtful and accommodating, and our kids also love this place. It has become a tradition for us and hopefully many more to come.

Super responsive, great host. Very friendly, offered us the local newspaper with deals on places to go and everything. incredible space, right along the water. Thank you, Ron!

This is our third year staying at this beautiful home. I cannot say enough good things about it! The location is so peaceful and private. We love that there are so many places to walk and explore. My kids especially love the walk down to the lake. The house has everything you need for cooking and baking. And having the hot tub is a huge plus. Another great thing about this home is the location. It is close to both Edgartown and downtown Oak Bluffs!

As always, we had a wonderful time in Alexia's pristine, charming, well laid-out home. It suits our family perfectly, with its separate "wings" and its open common space. It's close to Menemsha and great walking trails. As a host, Alexia is always available and helpful. We had a relaxed and happy stay there!

Great location. Clean. Ann was very responsive. Everything as described. Overall a great place to stay

The house is great for a group trip. It's roomy, charming, and in the perfect location if you want to walk to downtown Edgartown or use the local buses to navigate the island. The large back deck and outdoor shower were huge pluses! Nishi was kind, communicative, and offered flexibility with check-in and check-out times, which helped our travel plans run smoothly.

This home was perfect for our large family group. There are many places to gather upstairs, downstairs, on the big porch, and in the yard. The kitchen and living room are in the top floor. The kitchen has every cooking tool and pot known to humanity! We cook so this was a big plus. The home is steps from the lagoon, a deep bay on the north coast of MV. All of the bathrooms and bedrooms are on the first floor. The beds were comfortable, plenty of blankets and pillows were available. We would stay here again in a heartbeat!

great stay! super close to downtown oak bluffs, great area, all very walkable

Lisa's place is so lovely. It is so peaceful and has a great view. Check in was super easy and everything was as expected. Lisa is a great communicator and we were easily able to get questions answered. When we had an issue (not related to our stay) Lisa was so helpful and kind. Highly recommend.

Great little place - had everything we needed for a few nights stay with our daughter!

All I can really say is… wow!! From the moment we arrived, Liza was incredibly communicative, accommodating, and welcoming. And upon arrival, we recognized how truly special her home is; with so much character and charm! It’s very private and felt incredibly safe. The home seems nestled into Martha's Vineyard itself and the back led out to a private green space, dock, and beach with blooming bushes next to the path. This was such a rare find. It was so magical, we spent an afternoon painting watercolors of the view of the boats on the water that you can see from the living room. With six girls staying for a bachelorette weekend, we had an abundance of room. It is more spacious than the photos capture. Situated in a prime location near Edgartown. And every piece of decor, plate, bowl, cup felt vintage, special, unique. This place has authentic charm. Bottom line: Our stay was incredible. We all can’t wait to come back again!

A magical spot indeed! We stayed for 4 perfect nights and we enjoyed ourselves immensely. The grounds are very pretty, with wild turkeys visiting for morning coffee. The kitchen is newly remodeled and stunning. The pool was a great find and there were plenty of nice towels and an outdoor shower. The host is lovely and the caretaker called to say hello as well so we felt very taken care of. A must visit! 10 stars!

Our family stayed at Madi's place for our summer vacation. Madi was very responsive and communicative prior to our stay with local recommendations and instructions for the home and beach passes. Our family of 5 was comfortable and we had a wonderful time on MV. Would definitely return to Madi's place.

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!

Lovely location and very clean. Good spot to travel qround island. Lambert Cove was beautiful at sunset. If you have a bad back you might want to bring a mattress pad.

Thank you for your hospitality. The stay was great and you were a pleasure to deal with.

We cannot say enough about this special place. Everything was perfect. It was everything we could have asked and more. This cottage has absolutely everything you would ever need. The location is wonderful. Linda has thought of everything to make you feel comfortable. She is very responsive and caring. We will definitely be back next year, already looking forward!

Very quiet and safe neighborhood that was close and convenient to many locations. The converted garage was a huge bonus for its ease to unload and load our bikes, bags and equipment. Large kitchen with modern appliances and cookware. Wonderful high top dining room table. Very responsive host!