
Family-friendly vacation rentals in New Fairfield
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in New Fairfield
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Hoppy Hill Farm House
Enjoy the simple country life in this historic farmhouse. Watch the sun rise over the breathtaking mountain views from the front porch while sipping a cup of coffee/tea. For the more adventurous, there are lots of Appalachian Trail hiking opportunities, and nature preserves to enjoy. Plenty of quaint towns near-by: Kent, Millbrook, Amenia, Wassaic for great food, coffee shops, antiques, parks, breweries and vineries. Inside, you will feel right at home in this comfortable one bedroom apartment.

Quiet Studio Apartment in Pawling
For getaways or visiting the area, this peaceful sanctuary awaits your arrival in Pawling. A fresh clean studio apartment with idyllic views of the forest, stone walls, and distant mountains. Awake to the sound of birds and beautiful sites. With a king size bed, kitchenette, desk, Smart TV, WIFI, full bath with walk-in shower. Big sliding glass door to private deck overlooking native landscaping. 1 mile to village for restaurants, bakeries, & night spots. 7 min by taxi to Darryl's House Club.

Huckleberry Quarters, the Cozy Redding Retreat.
It’s time to book your FALL LEAF-PEEPING sojourn at the Huckleberry Quarters, a beautifully renovated studio apartment with full bathroom in a secluded, 1918 farm house. A nature lover's retreat within hiking distance of the Saugatuck reservoir and the Centennial Watershed Forest. Private entrance with all the amenities; internet, access to laundry. A peaceful country getaway to enjoy this FALL, a writer or artist's retreat. Easy access to Merritt Parkway, trains, local eateries, parks.

Sherwood Barn - close to ski mountain
Our guests stay on the SECOND floor of the barn in a 1200 Sq Ft, fully reno'd apt that sleeps 6. Located about 1 hour from NYC you will find peace and serenity in the middle of nature on this 4 acre estate (that also contains our main home) where you can get away from it all. unwind this way or visit local attractions like Thunder Ridge Ski Mountain, snowshoe/ X Country skiing, hike/bike/running trails, restaurants and local cafe's. Great oasis to kick back and spend time with family.

Comfortable home away from home- near everything
Price includes Airbnb fees. Cozy, pet-friendly cottage in a peaceful setting just 70 miles from NYC and minutes from I-84 (Exit 8 or 9). This clean & comfortable retreat features 3 bedrooms (2 queens, 1 full), and pull-out couch. Portable A/C's in summer, and fireplace for cozy nights. The greenhouse adds plenty of natural light, the yard is perfect for kids, the front deck is great for morning coffee, and the gas grill great for cooking out. High-speed WiFi and 3 smart TVs.

Beautiful Lakefront Retreat with Private Dock
Relax on the lake at this beautiful, one of a kind 3 bedroom, 2.5 bath DIRECT waterfront home in a private community on peaceful Squantz Pond, adjacent to Candlewood Lake. Enjoy spectacular views across the lake of unspoiled Pootatuck State Forest from the deck or screened in porch. Swim, fish, or just relax on the private dock. Kayak and paddleboard rental nearby. The home is central air-conditioned with a fully equipped kitchen. Our special place is waiting for you!

The Cove Cabin
An original Candlewood style cabin. The house has been updated to offer all modern comforts. It features a large fireplace in the living room, porch over looking the lake, central heat and air conditioning and a fully equipped cook's kitchen. It is on the northern most part of Candlewood Lake with direct, private water access from the shore or the dock. A foam lily pad, two SUP, and two inflatable two person kayaks are available for use from May 1 to November 1..

Lakeview Estate - Chef's Kitchen - NYC Getaway
Stunning lake views from every angle! Gorgeous 3,200 square foot custom home with an open floor plan. Highlights include: * Chef's kitchen with Viking Range, Sub Zero Refrigerator, granite countertops & custom cabinets * Expansive 20x30 stone patio overlooking the lake with a fire-pit, speakers & outdoor lighting * 3 spacious bedrooms and 3 full bathrooms with double vanities, showers & separate bathtubs. * 5 SmartTVs including a 65" TV in the main living area

Peaceful apartment on 3.5 acres w/ Artist studio.
Welcome to our cozy apartment! This fully enclosed apartment is attached to our main house on a beautiful 3.5-acre property in Brookfield. Enjoy a kitchen, comfortable living and bedroom area, and a clean bathroom. Guests have access to a shared 32 ft, 10 ft deep pool, artist studio, pool table,, garden, fire space, and outdoor seating. We provide a guidebook for your convenience. Book now and experience a perfect blend of comfort, creativity, and relaxation.

Relaxing secluded stay with loving social animals.
Do you love nature, animals, and spa comforts? Then this is the perfect place for you! This is a fully finished, private area ground-floor walk-out, in the basement of the main house. Right outside your front door is 800 acres of hiking trails. You are surrounded by a mature forest, with loving and social goats, geese, ducks, kitty, and pups. To enhance this private retreat there are a hot tub and sauna steps from your door. Just Added mini split AC!

Sticks and Stones Farm - The Solar Cabin
Sticks and Stones Farm offers a rustic glamping experience! When you stay with us you'll get the adventure and fun of camping (no electricity, outdoor showers etc.) while still getting to lay your head on a soft pillow in a bed. You can treat your stay here as a chance to go inward or enjoy interacting with the different programs and events going on! If you want to be up to date on events or ask about weekday checkins you can message us directly.

Stylish Studio with Kitchen, Central Danbury
‣ Fully Furnished Studio Apartment with kitchenette ‣ Fully Furnished Private bedroom and private bathroom with shared kitchen space - Cooktop but no oven ‣ Central Location ‣ Walking distance to Starbuck, C-town, Ridgewood Country Club ‣ Close to the highway (some guests say you can hear cars passing by on the highway) ‣ 2 minutes from Interstate 84 ‣ 15 minutes to Danbury Fair Mall ‣ .5 miles or a 5 to 10 mins walk to food shopping
Popular amenities for New Fairfield family-friendly rentals
Family-friendly home rentals with a hot tub

Foxglove Farm

LuxeCompound-HotTub Pool Sauna Treehouse Gamebarn

Cozy Lakefront Cottage w/Swim Spa & Firepit

Little Blue Heron-Idyllic log cabin w/hot tub!

Catskills Cabin, Hot Tub, Wood Stove, King Bed

(°) The Wandering Peacock (°)

Cozy Mountainside Suite - Minutes from Beacon

Oceanfront Retreat: Modern Beach House
Family- and pet-friendly home rentals

Amenia Main St Cozy Studio

1795 colonial w private 2 bd rm, 1 bth,LR,Kit apt

Geodesic Dome in the Wooods

Get Away to "Hygge" Tiny House on 75 Private Acres

Sunset Bungalow-Mt views on 130acre forest & falls

Cozy Cottage by the pond

Private 1 bedroom apartment in central Connecticut

Bedroom Forest View I Sauna I Fire-pit I Trails
Family-friendly home rentals with a pool

Artist Retreat in Beautiful Country Setting

Cozy Retreat w/ Pool, Cinema Room & Fire Pit

Garden Level Suite with Beautiful Pool

Private Country Getaway

Fireplace, Huge Eclectic space… 1.5 hr to NYC!

Eco Cottage in the Woods

King 1BR Apt with Cozy Den and Luxury Amenities

A Lovely Cottage in the Woods
Quick stats about vacation rentals that are family-friendly in New Fairfield
Total rentals
80 properties
Nightly prices starting at
R2,258 ZAR before taxes and fees
Total number of reviews
2.6K reviews
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Wifi availability
80 properties include access to wifi
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- Rentals with a washer and dryer New Fairfield
- Rentals with a fire pit New Fairfield
- House rentals New Fairfield
- Pet-friendly rentals New Fairfield
- Rentals with beach access New Fairfield
- Rentals with lake access New Fairfield
- Rentals with outdoor seating New Fairfield
- Rentals with a patio New Fairfield
- Rentals with a kayak New Fairfield
- Rentals with a fireplace New Fairfield
- Waterfront rentals New Fairfield
- Family-friendly rentals Connecticut
- Family-friendly rentals United States
- Yale University
- Yankee Stadium
- Fairfield Beach
- Rye Beach
- Bronx Zoo
- Minnewaska State Park Preserve
- Walnut Public Beach
- Thunder Ridge Ski Area
- Bethpage State Park
- Rye Playland Beach
- Rowayton Community Beach
- Cedar Beach
- TPC River Highlands
- Brownstone Adventure Sports Park
- Bash Bish Falls State Park
- Woodmont Beach
- Silver Sands Beach
- Sunken Meadow State Park
- Jennings Beach
- Wildemere Beach
- Kent Falls State Park
- Brotherhood, America's Oldest Winery
- Seaside Beach
- Hudson Highlands State Park