
Kid-friendly holiday rentals in New Fairfield
Find and book unique family-friendly rentals on Airbnb
Top-rated family-friendly rentals in New Fairfield
Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for New Fairfield family-friendly rentals
Kid-friendly house rentals

Private Hudson Valley Country Retreat
My friends and I stayed in Stormville for a girls trip. The house is even better than the photos. The property and landscaping are stunning, we loved just staring out at the view with a cup of tea. The kitchen was impressively stocked with lovely teas and all the cooking gear we needed. Check in and communication were effortless. The location while a bit far from groceries (15m drive) was no more than 15-30m from lots of activities, small towns and hiking trails. We also loved how accessible it was from Metro North as we were coming from the city for just a short trip. It was very easy to get to and we all couldn't stop talking about how we hoped to return. Highly recommend!

Enchanted Escape | POOL, LAKE, Concierge Services
We had such a great experience staying at this Airbnb. The house was beautiful, super clean, and the view was just perfect honestly even better than the photos. What really made our stay stand out though was the host, Sunny. He was amazing so helpful, kind, and incredibly thoughtful. As a Muslim family, we really appreciated how respectful and considerate he was. He made sure we had our privacy and went out of his way to make everything as easy and comfortable as possible for us. It honestly felt like staying at a friend’s place. We’d definitely come back and highly recommend this spot to anyone looking for a peaceful, welcoming place to stay.
Woodstock Historic Artist Estate - The Pond House
No notes, incredible escape even in the pouring rain. The ambience, even down to the little things like walking through the door to classical music, was truly top notch.

Long Mountain Farmhouse
We rented this house for our family visiting us as our house could not accommodate everyone. Highly recommend - we will try to rent the house again for our family when they visit next time. Can’t say enough about our hosts. Very quick and clear communication. Incredibly friendly and helpful. Everything was great! Thank you!

Candlewood Lakefront - Dock, kayaks, Fire Pit
Terrific lakefront property. Host was very helpful and accommodating and made sure we had an amazing weekend. Would highly recommend.

The Art House: 5-Acre Getaway w/ AC & Firepit
My family and I stayed at this Airbnb during my wedding weekend and it was perfect! The house is beautiful. It had one bedroom and bath downstairs for my grandma to stay in so she didn’t need to go up the stairs. The kitchen is amazing! It was a great distance to the Candlewood Inn where we got married. Jessica was very responsive and always checking in. Would definitely stay here again!

Hilltop Retreat- Lakefront with Dock
Our stay included spending family time in front of the fireplace watching Disney shows and with time spent enjoying meals around the cozy kitchen table. Enjoyed our stay very much and hope to go back one day

Boulder Tree House
This house was absolutely spectacular. The gorgeous, architectural design highlighted its natural surroundings while providing all the thoughtful comforts of a home away from home. Each window is carefully placed to frame the greenery and let in the perfect amount of light throughout the day. From the steam shower to the towels to the linens, the amenities provided were comparable to those offered at a luxury hotel. The hosts were super responsive and welcoming. We couldn’t recommend it more!
Family-friendly apartment rentals

*The Ridge House*
We had a great time at The Ridge House! The property was gorgeous, and the creek is even more stunning in person. The apartment was clean, fresh, and felt very cozy. The kitchen was well stocked to make a meal. Instructions were clear and we had no logistical issues. Thanks for great stay!

Sunny Fairfield Studio Apartment
We had a wonders stay, and could have moved it. Sue was very responsive to our questions. A very nice place to stay private and quiet.

Large, private apartment in scenic Hudson Valley
The photos accurately show Patricia's space. It was spacious yet cozy and had everything you'd need in the kitchen (although in our short stay we ended up not cooking). We loved the king size bed and an air mattress was set up and made for our son in the living room when we arrived. The apartment was vlose to all our activities and was very peaceful and quiet when we returned home. All in all, one of the nicest Airbnb's we've stayed in!

Standalone Cottage surrounded by woods
This place was very cozy and clean. I enjoyed how peaceful and quiet the location was and wish we could've stayed longer to enjoy the backyard with our son. It was a perfect place to stay the night for our trip to a Yankees game!

Cozy, Small Studio with Backyard & great A/C
Miryan's home is exactly as described, she was a wonderful host and went above and beyond any expectations you could have. It was a pleasure to stay at her home.

Private space, with yard
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!

Cozy Apartment with Water View of Brook
We were recently in town to visit family, staying at Traci’s made our visit enjoyable and relaxing. Check-in was easy, the apartment was clean with a comfortable bed and a peaceful view of the brook. Overall, we had a pleasant stay, thank you Traci!

Peaceful apartment on 3.5 acres w/ Artist studio.
The place was really nice and the host was great! Don’t get discouraged if the power goes out during your stay cause apparently that’ll happen 2-4 times a year according to the host. Other than that I highly recommend
Family-friendly apartment rentals

Stunning, Spacious, Spotless. Close to Yale.
Great spot and at a really good price. Was visiting for a Yale event and was near enough to feel close without being too close to downtown. The area around the place is also super cute and not one I had explored previously. Huge plus for some good coffee shops nearby and of course Pepe’s. Camila was a great and responsive host. 10/10 would recommend Camila and this spot.

Posh Pad in The Business District
Obinna is a great host and this apartment is so comfortable and lots of space to stretch out. Fully stocked kitchen and there are fantastic restaurants within walking distance. Two 65", high end tvs and the mattresses on the beds are sooo nice. Obinna puts effort in where a lot of hosts cheap out, which really makes this pad special. It's tough to get an open spot here on the calendar, but, if get the chance, make your reservation here. It's the best in the area.

New Britain "Joy of Small Space" Condo
Muna was incredible start to finish with my stay. Helpful, communicative and accommodating. Place was perfectly as described. Genuinely recommend a stay at her place!

Entire place to yourself Cromwell/Middletown Line
Will definitely be repeat customers when we come back to CT to see friends and family. The place is exactly as described, spotless and was a home away from home. Elizabeth answered any questions quickly. Thank you for making our first experience with Air Bnb a positive one.

Comfy Studio at Mountain Creek Resort
Perfect location right next to the mountain. You could tell Kristof put a lot of thought into the unit. Room was clean with all the amenities you need (and some more in case you forget). He was super responsive no matter what time of day. Check in / out was seamless and private parking in the hotel was vital. Will DEFINITELY stay here again if we come back to the mountain!!

Appalachian Lodge Top Floor w/views
I enjoyed my stay here! Gorgeous condo with an absolutely breathtaking view. Decided to stay here for my friends wedding and it couldn’t have been a more perfect spot. Thank you to Paul and family for allowing me to stay at your home.

Cozy West Point Hide Away and Cadet’s Get Away
Great Airbnb! Great Host! Perfect for visiting West Point

Modern Ski in/out/waterpark/King Bed/WIFI/Parking
It is a great location, with plenty of things to do in the immediate vicinity. The unit was quiet, clean, comfortable, and provided everything I needed for a week long stay. The owner was very responsive to any query, and I did not have any issues with the unit during my stay. I'd work with Henry again for a future stay in Vernon, NJ.
Quick stats about holiday rentals that are kid-friendly in New Fairfield
Total rentals
30 properties
Nightly prices starting at
$154 SGD before taxes and fees
Total number of reviews
1.5K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Destinations to explore
- Hudson Valley Holiday rentals
- Plainview Holiday rentals
- Long Island Holiday rentals
- East River Holiday rentals
- New York Holiday rentals
- The Hamptons Holiday rentals
- Pocono Mountains Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- Boston Holiday rentals
- South Jersey Holiday rentals
- Washington Holiday rentals
- Rentals with lake access New Fairfield
- Rentals with a fireplace New Fairfield
- Pet-friendly rentals New Fairfield
- Rentals with a patio New Fairfield
- Rentals with a firepit New Fairfield
- Rentals with beach access New Fairfield
- Rentals with a kayak New Fairfield
- Rentals with outdoor seating New Fairfield
- Waterfront rentals New Fairfield
- House rentals New Fairfield
- Rentals with a washing machine and dryer New Fairfield
- Family-friendly rentals New Fairfield
- Family-friendly rentals Connecticut
- Family-friendly rentals United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Fairfield Beach
- Yale University
- Rye Beach
- Yankee Stadium
- Rye Playland Beach
- Bronx Zoo
- Minnewaska State Park Preserve
- Walnut Public Beach
- TPC River Highlands
- Bethpage State Park
- Thunder Ridge Ski Area
- Woodmont Beach
- Ringwood State Park
- Rye Town Beach
- Seaside Beach
- Bushnell Park
- Calf Pasture Beach
- Jennings Beach
- Silver Sands Beach
- Bash Bish Falls State Park
- Sunken Meadow State Park
- Taconic State Park
- Catamount Mountain Ski Resort
- Centerport Beach