Family-friendly holiday rentals in Stamford

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.

Victoria's place was wonderful! It was spacious and comfortable and gave our family plenty of room to spread out and enjoy our visit. Victoria was a very responsive host and made check in and check out stress free and easy! There was ample parking for our cars and the house was private - it was the "house behind the house" so we weren't subject to busy traffic noise on the street. (Got a little confusing for DoorDash drivers but we worked it out :D). I will book this same place next time I am up for an extended weekend with the family. Highly recommend!

My boyfriend and I booked last minute trip! That turned out magical ! The view was priceless, the hot tub was large and had message features, hammock was great. Suite is adorable and very clean. You’re literally on top of a mountain with no neighbors and surrounded by nature. Very private ! We caught an amazing view day and night on a clear sunny day and then a lightning storm in the mist! We missed our farm friends as soon as we left. Accurate listing ! Highly recommend 4wheel drive !

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!!

Wonderful place,enjoyed my stay

We absolutely loved the living environment there. It was incredibly quiet, providing the perfect peaceful retreat. The landlord went above and beyond by sending us over 20 detailed instructions in advance, explaining how to use every facility in the apartment. From start to finish, everything was meticulously arranged. We were all extremely satisfied with this stay

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!

Clean, spacious, private basement apartment with some natural light. Very comfortable bed. Lovely backyard. Quiet, green residential neighborhood. Within 10 minute driving distance from Port Jefferson town center.

Cail and Jayne were great hosts! Their farmhouse was beautiful and the grounds were lovely! They were very responsive when we needed to contact them. The house had everything we needed. It was the perfect home base for our daughter's graduation from the University of New Haven!

We loved staying here, and our son loved visiting the horses, and the chickens in the barn. And we saw wild turkeys and deer roaming the property. And it was great to see the horses run on our way out! There are also lots of little streams and tiny waterfalls we enjoyed checking out. And the farm fresh eggs were a lovely and much appreciate bonus!

Great place to stay, conveniently located with a bus stop outside and a 15 minute walk to the subway failing that. We used it as a base for Manhattan exploring and it was ideal, though a little far to be coming back and forth within the day.

I chose Marlene’s lovely spot primarily because it was in a location convenient for short trips to visit family and friends in Wallingford, Middlebury and Middletown while on my way south from New Hampshire. The peaceful, quiet surroundings along with a spotless, well-appointed accommodation made it very appealing: highly recommended.

We had a great stay here as we explored nearby things (the Chuang Yen Monastery was delightful!) and visited some favorite spots. The weather was a little dreary when we were there, otherwise we would have made good use of the beautiful outdoor space. It was the perfect place for us to relax after our adventures every day—very quiet, very comfortable, clearly-written instructions for everything. We would be very happy to return!

Yi's Place is a cute cottage style with tons of old charm, the view is breathtaking and exquisite. You need to really like vintage retro home style and appreciate nature to appreciate the stay. The host is very thoughtful and provides everything needed for the 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.

Place was perfect! Clean & made our Holiday stay in the beautiful Hudson Valley a wonderful experience. We loved the personal touches the house offered and we will be back

We had an amazing stay at Michael’s Airbnb this past weekend! The space was exactly as described—clean, cozy, and well-equipped with everything we needed. Michael was a fantastic host: super responsive, thoughtful, and made us feel completely at home. The location was perfect for a relaxing getaway, and the setting was even more beautiful in person. Would absolutely stay here again—thank you for a wonderful experience, Michael!

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!

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!

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.