Family-friendly vacation rentals in Long Island Sound

This space is so lovely, the hot tub worked perfectly and provided many cozy nights outside. The plants are BEAUTIFULLY tender and bring a loving atmosphere to the space. the linen sheets were so wonderful at the end of the day. we made it up the hill in a Honda insight, but if it were a tiny bit icy I don't think we would have been able to make it. definitely use 4wd if you have it. the hosts were very responsive. if the noise is too much in the bedroom at night (critters, rain,etc.) be sure to use the fan they provide, it helped us a lot :) the kitchen was a delight to use. sharp knives. big, metal surfaces. nice gas stove. big fridge.

We had an amazing stay! The setting was absolutely beautiful, with stunning views and a peaceful atmosphere. The space was impeccably clean, which made our stay even more enjoyable. One of the highlights was the hot tub – it was the perfect way to unwind after a day of exploring. The host was incredibly responsive and saved us with a last-minute booking, which we are so grateful for. We couldn’t have asked for a better experience. Highly recommend!

Enrique's place was conveniently located near Rhinebeck, but alao far enough away that it was peaceful and quiet. Worth having a drink in the tavern at Beekman Arms and breakfast sandwiches at Rhinebeck Bagels. We especially enjoyed the hot tub. Enrique was a wonderful, informative host, and available if we needed (we didn't). Overall, we had a nice, relaxing weekend.

We had such a nice stay in Olivebridge. Wray’s home is beautifully decorated and extremely private, and just a half hour drive to Woodstock, where there are plenty of shops and restaurants to explore. The hot tub was a bonus, as was the very eclectic DVD collection. Highly recommend! Thanks again for having us!

Our group had a great time at Anna’s place. Spacious and comfortable with great views. Anna is very responsive and gave clear check in instructions. Little communication needed given her detailed instructions, and the little communication needed- she was very responsive.

I had a great time at Tracy’s place. The house was really new (much better than the photos). Location was amazing!

Great spot to gather with friends. So close to trails and lovely towns. Loved the wood stove and hot tub!

Amazing cabin , close to everything, clean ,

I fell in love with this apartment, the living room, kitchen, bathroom and bedroom were excellent, very cozy and endless amenities, the only complaint I have is the ceiling of the room but it is understandable and is not a big deal and they did not tell us where to put the garbage so we had to leave it in front of the door in the garage but other than that a very good experience in this beautiful place, I recommend it!

Kitty’s place was a perfect, clean and well located spot for my stay. Off-street parking is a nice plus!

Absolutely beautiful home with every amenity and comfort. You can tell how much love and care went into this place- every piece of furniture and detail is the highest quality. It’s even more spacious and beautiful than it looks in the photos. It was perfect for our group with young kids and it was great they provided a pack and play so we didn’t have to pack one. The hosts were easy to communicate with and flexible. They even let us check out late on our final day. We opted to enjoy the beautiful yard and home longer rather than venture out because we were so comfortable. We cannot wait to come back in the summer as the pool and yard set up is incredible. Thank you for a wonderful stay!

Beautiful location...nice and quiet. 7 or 8 mins to woodstock. Decorated seemingly professionally. All the appointments (convennces) you could ask for.

This was a great find! I booked this Airbnb for myself and 4 other girls and there was plenty of room and space for us to hangout, sleep, and get ready. Walkable to town. Extremely clean and had all the amenities you would need for a short weekend getaway. Marianne and Steven were very responsive whenever I had a question. I would totally book this Airbnb again!

Cozy little beach town. Great space if you have a dog. Pet friendly beach only a few minutes away

My partner and I were very familiar with the area as we were traveling to go to a memorial and celebrate Easter with the family. We wanted to pick a place that was private and quiet. This fit the bill in spades. We would stay there again. For those who are traveling for hiking and exploration this is an ideal location as there are many state parks nearby. They have everything mapped out and lots of information at your fingertips.

Peter and Jess’ place was one of the rare examples of a place that looks even better than the pictures (and the pictures look pretty great!) It’s beautiful, with tons of character. We went with our kids that were both under 5 and the place worked really well. There were toys and lots of space. The kids room was a little noisy from the street but our sound machine helped it. The Starbucks and grocery store across the street was super convenient, as was the playground and G train a block away.

We had a great stay. Comfortable house with a big yard and pool. Located close to EH village and also the Springs bay beaches.

We had a wonderful stay. Cute and comfortable house in an amazing location. Very comfortable for a family of 4.

Michael was a great host, friendly, flexible and helpful. The house is beautiful and has all the amenities you would expect. We loved staying there and would definitely like to stay again.

We had an amazing time at Marybeth’s suite—it truly felt like a winter wonderland. Our kids had a blast "swimming" in the snow and "rolling" over the gentle hills. Every moment was filled with joy, whether we were relaxing in the sunroom, playing in the snow, or swinging outside. The time spent together as a family, along with our conversations with Marybeth and her family, was truly precious. We can’t wait to return in the summer!

My stay here has been made so comfortable, the local was perfect for my stay. Quiet and all supplies provided for our stay. Micaela is very responsive and I’m grateful to have found this cozy location right here in West Orange. Close to supermarkets, jitney to the train, movie theater, turtle back zoo and more. A great getaway for anyone who needs a break or home for a few weeks. Thank you Micaela.

We had a wonderful two day stay at Roger and Amy’s place. It was fantastic- such a beautiful, inviting home. Our kids had a blast in the heated pool- we could barely get them to come out despite it being under 60 degrees out! The kitchen was stocked with more than just kitchen basics- the spice cabinet had soo many different choices ! It was probably the most perfect AirBnb experience I’ve had and we travel plenty.

Amazing amazing for a birthday weekend. Good proximity to Hudson while still feeling in the woods. So clean and cozy.

Check in was easy, Jennifer house was perfect for my family it was spacious and very roomy, my family even said how beautiful the place was!