
Family-friendly holiday rentals in New Milford
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in New Milford
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.

Stylish & Scenic Escape: Chef's Kitchen ~ Hot Tub
Step into the stylish and peaceful 3BR 2.5BA cabin in a historic Merryall District close to shops, lakes, hiking trails, farms, and downtown New Milford and Kent. Explore the picturesque area and the exciting attractions, or lounge by the fireplace or the fire pit in the magical yard. ✔ 3 Comfortable Bedrooms ✔ Living Room & Sunroom ✔ Wood Burning Hot Tub ✔ Chef's Kitchen ✔ Office/Library ✔ Books, Vinyls & Games ✔ Porch, Yard & Fire Pit ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Laundry See more below!

Secluded Lakefront Chalet•Firepit•Yard Dogfriendly
Just over an hour from NYC, this secluded, dog-friendly lakefront chalet offers 200’ of private shoreline, fenced yard and sunroom with serene lake views. Thoughtfully styled with collected pieces from my travels, it blends quiet luxury with modern comfort. Cozy up by the fireplace, enjoy vinyl or a movie, watch snowfall, spot wildlife, explore nearby trails, unwind by the fire pit and rest in the king-size bed. Romantic, peaceful, beautifully secluded – your perfect winter lake escape awaits.

Farm House
A serene get away in a farm cottage on a real working farm. We homesteaded this property in 2012 and have created our own slice of paradise. We grow produce and flowers we sell at a local farmers market. We have Scottish Highlander cows, an ex racehorse, a shetland pony, goats, ducks, chickens, barn cats and a resident farm dog, Finula. You're welcome to roam the property, sit by the pond, visit with the animals, take a tour of the farm or explore all that Litchfield county has to offer!

Renovated, one level home in an excellent location
Guests are sure to enjoy a memorable time in this beautiful fully furnished 3 bedrooms and 2 bathroom house. The house has been recently renovated to maximize comfort and overall experience. Excellent location close to major stores, restaurants and at walking distance to Candlewood Lake and Candlewood Lake Point private beach. Highlights: Free WIFI, Roku TV with Youtube TV, towels & beach towels, bed linens, and a beautiful deck with dining table, propane grill, and patio furniture.

The Cottage on Babbling Brook
A cozy, rustic cottage beautifully overlooking Wimsink Brook. Custom designed & handcrafted woodwork throughout the home. An all around great spot for families and friends. A magical, peaceful and relaxing space. Conveniently located on the Connecticut/New York border, just a 1 ½ hour drive or metro north from NYC. The area is a prime location, as it offers some of the most stunning and scenic hikes & drives in the country. Only a 10 minute drive from Kent, New Milford or Pawling.

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.

Luxury in the Litchfield Hills
Enjoy this gut-renovated two-floor post-and-beam luxury cottage just outside Kent, CT. Just 9 minutes from downtown Kent and close to the best of Litchfield County, our cottage sits on a serene 3.5 acre property that backs up to protected woodlands. We painstakingly brought the rustic space into the present, with a new kitchenette; bathroom with a massive, spa-like shower; new HVAC; and hotel-like accommodations. Close to Kent School, Canterbury, and great for a romantic getaway.

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..

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.

The Cottage by the Lake: Hudson Valley Indulgence
The Cottage by the Lake is a cozy, secret get-away on the scenic banks of the Croton Watershed. About an hour from NYC, it’s on the property of an 1850 farmhouse & has a fully equipped kitchen & bath, cathedral ceiling, working fireplace & cozy sleeping loft. The patio has a fire pit and gas bbq. It’s the ideal place for those seeking to work from home.

The Getaway-HOST & Co.
Come and unwind within the idyllic charm of Litchfield County. Relax in the spa or lounge by the heated pool and to take it all in. We are located on a quiet country road just 2 miles out of the center of Litchfield and 1.5 miles from the Borough of Bantam.
Popular amenities for New Milford family-friendly rentals
Family-friendly home rentals with a hot tub

Lakefront Bungalow Bliss | Serene 2BR Retreat

Foxglove Farm

Relaxing secluded stay with loving social animals.

(°) The Wandering Peacock (°)

Luxury Catskills A-Frame Cabin | Hot Tub & Sauna

Welcome to The Boathouse! Waterfront/Boats/Hot tub

Cozy Cottage |Quintessential CT | Pet Friendly

Container Cabin in the Catskills (Field)
Family- and pet-friendly home rentals

Amenia Main St Cozy Studio

Geodesic Dome in the Wooods

Scandinavian Cottage/Mountain Views/Fire pit

A-Frame Cottage off Candlewood Lake

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

Hudson River Peaceful Getaway, Explore from here

Rustic Swedish Barn/Featured in Airbnb Magazine

Idyllic retreat on the water <1.5 hrs to NYC.
Family-friendly home rentals with a pool

Escape to a Restored New England Antique Milk Barn

Luxury cottage by the sea with hot tub and pool

E and T Getaway LLC

Garden Level Suite with Beautiful Pool

Hilltop House w/POOL/SPA- HOST & Co.

Fireplace, Huge Eclectic space… 1.5 hr to NYC!

Modern Upstate Cabin, near Rhinebeck NY

Luxe 1822 Apt | Rain Shower | Plush beds | Firepit
When is the best time to visit New Milford?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £186 | £203 | £226 | £200 | £294 | £298 | £332 | £340 | £260 | £258 | £238 | £226 |
| Avg. temp | -4°C | -2°C | 2°C | 9°C | 14°C | 19°C | 22°C | 21°C | 17°C | 10°C | 5°C | -1°C |
Quick stats about holiday rentals that are family-friendly in New Milford

Total holiday rentals
Explore 100 holiday rentals in New Milford

Nightly prices starting at
New Milford holiday rentals start at £45 per night before taxes and fees

Verified guest reviews
Over 4,930 verified reviews to help you choose

Pet-friendly holiday rentals
Find 50 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wifi availability
100 of New Milford holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across New Milford rentals

4.9 Average rating
New Milford stays are highly rated by guests – averaging 4.9 out of 5!
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- Rentals with beach access New Milford
- Pet-friendly rentals New Milford
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- House rentals New Milford
- Rentals with lake access New Milford
- Rentals with a washing machine and dryer New Milford
- Rentals with a kayak New Milford
- Rentals with a fireplace New Milford
- Rentals with pools New Milford
- Rentals with a firepit New Milford
- Rentals with outdoor seating New Milford
- Fitness-friendly rentals New Milford
- Rentals with a patio New Milford
- Family-friendly rentals Connecticut
- Family-friendly rentals United States
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