Family-friendly holiday rentals in Long Island

We loved staying at this home - it was the perfect place for our group of ten. The outdoor space was definitely the highlight, with the pool & spa being our favorite part of the trip. The only thing to note is that we weren’t supplied quite enough toilet paper or paper towels, though I did not reach out for more - It was the last evening when we ran out and we were leaving early the next morning. The trash requirements were a surprise after booking, but going to the transfer station was easy enough, and it is listed on the house rules. Overall, an excellent stay and would absolutely return!

We thoroughly enjoyed our time at the cottage. It was so very peaceful and we loved being literally right around n the water! Slept amazingly well and the cottage was just lovely! Robert was also a great host. 5 stars all around and we hope to return again!

This was the most beautiful house in a private area in Wading River. It offers peace and tranquility and lives up to its name of Zen Retreat. It was exactly what we were seeking. Conveniently located near parks, farms and wineries I would definitely go back to Brian’s AirBNB. He was an excellent host and very responsive to our needs. Thank you Brian.

This is the best air bnb experience I have ever had. The place itself was absolutely beautiful, curated thoughtfully, attention to detail, every comfort you could want and more. I was best man for a wedding, and this served as home base for the wedding party. They all also got air bnbs in NYC and it was just an onslaught on complaints - this air bnb was nothing but rave review. A big part of that was the host, Anthony. Anthony was extremely accomodating, responsive, generous, thoughtful, proactive - and kind. I am 100% going to be looking to stay here every time I come to NYC, I feel no desire to go anywhere else or even consider a hotel. If you're thinking about it, just do it - you will not regret it. 10/10!!!!

Paula was an exceptional host! She was always quick to respond and answered my many questions, before and during our stay. The house was fantastic for entertaining. It’s spacious and we loved the art! We would have loved to enjoy the beautiful decks, but it rained during most of our visit. We made a fire instead! The house has Sonas and we loved having music. The large windows are great and so were all the views. It made me feel like I was in a treehouse! I would highly recommend this Airbnb and host.

The home is beautiful, clean, and very comfortable. We were there for six nights celebrating our son’s graduation from the United States Coast Guard Academy, and couldn’t have found a better place. Our family enjoyed gathering and spending time together. The house had everything you could need - Tracy and Patrick clearly care about creating an inviting place for families to enjoy and were very responsive. The location was perfect with easy access to restaurants, a grocery store, New London, Mystic, Foxwoods and Point Judith.

Peaceful surroundings, beautiful lake, wonderful house and amazing hosts! Had an absolute ball kayaking, fishing, and enjoying nature. This was my second trip and can’t wait to go back again.

Had an absolutely wonderful stay! Location is perfect and Jaime was incredibly friendly throughout!! He let me know that they had everything we would need.. but as a self-described obsessive packer I didnt listen. He wasn't kiding! They had beach chairs, umbrellas, and everything else you need for the perfect beach day. I brought an entire wagon of stuff and used one bag. It really is an awesome little find!!

Love staying here! It was perfect for our family. Had two toddlers and a baby and it worked out so great for us after renting some baby equipment (pack n play and high chair) from a third party. The kids loved the animals and the ducks and chickens that would greet us in the yard. a nice patio we had a couple dinners and snacks at. A homey, stylish and perfect place for us. Needed to keep the doors locked even if just going to the cafe, there were some people who were exploring our yard even though the signs said it was private. Someone was parked in our designated spot just once, otherwise was very nice to have a parking spot. The remote for the tv was lost the first few days till the maid graciously came by and helped us find it tucked in the couch. We could not stop talking about how perfect the place worked out for us. It was so charming and such a great place for the kids to enjoy. Would definitely recommend and stay again sometime!

We were stunned by how magical this place was with all it's uniqueness of historic house. Spotless clean, spacious, very friendly owners. Our kids loved running around the back yard and playing board games that were provided. We would definitely come back, the only thing we regret is that we couldn't stay for longer, the area is very picturesque. many thanks!

Gabby’s apartment is exactly as described. It is in a great location. Very close to Stoney Brook Village. We enjoyed walking to get our morning coffee. The apartment was very well stocked and spotless. Gabby thought of everything we could have possibly needed. We hope to be back next year!

Beautiful home, very clean, spacious and comfortable to stay with the family. We used the grill on multiple occasions and it was easy to use. The fire pitt was also enjoyable. The kitchen was well stocked, would bring own source of caffeine if you’re picky with your coffee though. Stephen, the host was very responsive and easy to reach when asked questions. The one thing I would recommend is to check in with the host if the pool is available to use prior to booking. Overall a great experience, would stay with them again.

The house was clean, well-decorated, had all the things we needed, and private, with a long wooded lot leading down to the bay. We women friends were totally comfortable there. When we couldn’t find the entrance to the driveway off the main road, she stayed on the phone & directed us until we found it. Excellent choice!

We had a great time at Betsy's place. The home was beautiful and had an artistic charm, even better in person than in the photos. The location was perfect - close enough to town and yet felt private. We had a great time and would highly recommend this place. I'm looking forward to being back here in the future.

Cute and cozy home with lovely outdoor sitting area. Woke up to the sounds of the breeze and chirping birds! You can see the water from out the kitchen windows!

Bobby is very nice, great communication and easy check in and out process. Great local recommendations too.

Friendly and prompt responder. Really clean. The kids more than loved the game room. And I personally loved the decor. Only objection is it’s kinda out of the way and you’d have to drive to do any activities, but other than that a really great stay.

My girlfriend and I had a great stay here. The place was cozy, well-equipped, and perfect for a relaxing getaway. The outdoor area was the true highlight — from the spacious patio to the beautifully maintained landscaping, the property felt peaceful and private. There’s also a pool that looked amazing, even though we couldn’t enjoy it due to the weather. We had some trouble during check-in after a delayed flight and arrived around midnight, but the property owners were just a phone call away and quickly helped us get settled, which we really appreciated. Overall, it was a great experience and we’d absolutely recommend this spot to anyone looking for a quiet, scenic place to unwind.

Marta could not have been more accommodating! She was responsive and provided everything we needed. She even went the extra mile and insta cart-ed garbage bags and paper towels when we ran out. She could not have been a kinder host! We had the best weekend and would HIGHLY recommend staying at Marta’s place! We will definitely be back!

The pool house is so cute and the outdoor patio is gorgeous and the perfect place to relax. Great place to stay if you want to stay near New Haven but also want to enjoy quiet away from the city. Sue is a responsive and very generous host!

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!

Paul’s condo was PERFECT for our family of 4. The condo is in pristine condition. Highlights include beautiful balcony over the view with a surrounding view, HUGE bathroom and very comfortable king bed. The amenities also made the stay tip-notch, including very large pool, hot tub, outdoor play areas and pool/games downstairs. The building was well-kept as a resort. Highly recommend: 10/10!

Martha's place was an absolute gem in Rego Park! The entire upstairs floor offered surprising spaciousness and privacy despite technically being a shared space. The comfortable beds, large bathroom, and ample closet space made it feel like home. The open kitchen and excellent TV setup with numerous viewing options were wonderful bonuses. The location couldn't be better - fantastic walking neighborhood with easy access to subway, parks, and countless dining options. Just a quick 20-minute ride to Manhattan made exploring the city effortless. Martha respects guests' privacy while maintaining a welcoming atmosphere. The proximity to Flushing Meadows Park, Citi Field, and shopping centers adds tremendous value. The fast WiFi was perfect for my remote work needs. This place truly deserves its high rating - I've already recommended it to friends and family visiting NYC. Cannot wait to return on my next trip to Queens!

Second time staying at the cottage. Very cozy, felt right at home for me and my daughter. Micaela is truly a 10/10! So inviting, attention to details, very flexible and accommodating. Looking forward to another visit.