Kid-friendly holiday rentals in Dukes County

Our stay was a pleasant experience. Host messaged us a week before with instructions and a welcome email - so helpful! Communication was great. Clear check-in/check-out instructions given. Beds & bedding were very comfortable and cozy, towels were soft. Ample toilet paper and towels. Garage parking for 2 cars was helpful. Great place to stay with a family. Will rent again!

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.

What a find! Our family gathered at Caroline and Victoria’s fantastic home this past weekend and all of us loved the place. So much space to spread out and get away from one another and lovely areas to gather as a group and socialize. The gas fireplace was a plus, and each guest or couple having their own private bathroom was key. A fantastic place for a family reunion in a wonderful town that has it all. Thank you Caroline and Victoria!

Wonderful home. Plenty of space, beautiful kitchen, comfy beds, great tv streaming choices, just a few minutes into town, and about a five minute walk to the water. Could not have asked for more. Also, having a fenced in backyard was great for my dog. Loved the place.

The Edgartown house is absolutely lovely. The owner has definitely invested alot of time and effort into the house - not only is it very very clean, they went really out of their way to have "al the little things" that you don't see in many AirBnbs - coffee supplies and both a drip and Keurig machine, a bowl of packaged snacks, hotel style towels folded on the beds, qtips and bath essentials; even mints in the bedrooms. The table was even set for a party of four with dishes, folded napkins and the works. You don't normally see this level of detail and effort in places - it's clear that Genianna knows exactly how to setup a home for a luxury stay. Of course I'm always on island in the off-season, so I didn't spend much time outside. But the deck, furniture, fire pit and hot tub do look like a great place to spend a summer evening. I almost feel like AirBnB should have Genianna teach a class to other owners how to setup a home for rental. Everything was perfect.

Great weekend at Susan's place. Susan met us with the key when we arrived and gave us a quick orientation and some great recommendations for local restaurants. The house was clean, had everything we needed, and the interior wood and many windows gave it a warm, bright feel. The neighborhood was very quiet. If you don't have a car, it is about a mile walk to downtown Oak Bluffs, which we enjoyed. The back patio among the trees and outdoor shower were additional pluses. We would definitely return and hope we get a chance to do so!

Great central location to points in all directions! Very comfortable stay for a family of 5. The outdoor shower was a major plus!

nice place and nice location, near bowling and bars and restaurants. The basement was mostly unused as it does not have a bedroom. Some rooms very small where the door could not fully open. Nicely decorated and the heated floors in the main bath was a plus. Tight squeeze but our group of 7 fit.

We spent our anniversary at Leslie’s place and it was a beautiful! The views and location was like no other and we would book again! Leslie was very responsive and even left us some dinner when we came in late from the ferry. The restaurant staff were friendly and it was everything described in the listing. We didn’t want to leave!

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!

Chick's place is perfect for a Vineyard getaway! It has everything you need for 2 people and is a hop, skip and a jump away from both Vineyard Haven and Oak Bluffs town centers. It was cute, clean and cozy--- the perfect place for us to wait out the storm the ended up hitting just as we got to the Vineyard. 10/10 would stay there again!

Wonderful hosts. Beautiful location. We will be back!

Perfect experience Immaculate, well designed. Great light, comfortable bed, great location Could not have been happier on our 2 day anniversary getaway!

Great stay! Walkable to many shops and restaurants and ferry ports. Host responded very quickly and had everything you could need in the apartment. Would definitely recommend!

Mary Alice's place is so charming, equipped with everything I needed in daily life, and surrounded by full of green and peaceful neighbors. She is also very responsive and supportive in the communication. Definetely recommend, and wish to come back again!

Our initial place was actually freezing cold, with the thermostat showing 32F, the toilet tank frozen and no running water (pipes proably were frozen). It was likely the previous gueset had turned off the heat. Adam immediately responded to our questions and concerns and offered up another location which turned out to be great. We had a great time after the initial shock and thank the host for addressing the problem so quickly and effectively.

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

Heathers condo was great and so close to ocean / beach. Would love to stay again during the summer to enjoy all it has to offer.

Our stay was great. Listing was as described. Walkable to many restaurants and shops. We had trouble getting the A/C units to work but may have just been us; we made do. Appreciated the free coffee amenities as well as bottle gifted to us by the host upon arrival. Right across the road from the water and a peaceful neighborhood. Overall a very nice stay.

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

What a relaxing and wonderful stay! Barbara’s place was welcoming and even better than the pictures. The house has everything you need and the addition of the community pool was the cherry on top. The host was extremely responsive and helpful. We look forward to returning to Barbara‘s place the next time my family and I visit MV.

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.

We were very happy with this comfortable 2 bedroom condo. Very clean and furnished nicely. Easy walk into town for shopping and dining. We had a few questions, which Leah answered quickly and in a friendly manner. Would stay again. Thank you Leah!

Great location and a nice quaint spot for one or two ! Great value for the area as well