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

Cozy Scenic New England rural retreat hike & kayak
Cozy and private studio in attached guest house on 3 bucolic acres w/pond. Two free kayaks parked by the lake town beach (only 3 miles away). Self check-in with private entrance. Enjoy scenic views of pond and farms from deck & patio with your own grill & fire pit. Mosey along our scenic road to nature preserve. 3 miles to quaint town with restaurants & coffee. Close to Appalachian Trail & other great hiking. Family friendly beach on Lake nearby. Pets welcome. Inquire min stay requirements.

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!

Private Beach, Paddle Board, Swim
Escape daily stress at Deer Ridge Cabin CT, a bright and airy retreat with all amenities. Enjoy the private beach and paddleboarding at the lake, a 4-minute walk away! or exploring nearby hiking trails. Only a 10-minute drive to downtown Lichfield to indulge in great restaurants and shopping. Experience local wineries. Conveniently located 2 hours from NYC, this peaceful cabin offers a quick escape to nature while being close to everything! Deer Ridge Cabin CT is your perfect getaway!

Cozy Cottage |Quintessential CT | Pet Friendly
Escape to the Cottage at the Grove - with a cozy wood burning fireplace and inviting sectional it is the perfect winter sanctuary. Well equipped with all the amenities; from a fully stocked kitchen to bath salts for the deep soaking tub. One bedroom w/ en-suite bath & pull-out full size sofa bed. Just 30 min to Mohawk or Southington Ski Mountains. Just 10 min to downtown Litchfield, close to local farms & vineyards. For security we have two exterior cameras facing the door & driveway.

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.

The Farmhouse
Enjoy staying at our charming Farmhouse in the heart of our working dairy farm. Our farm sits on some of the most beautiful hills in Cornwall with the famous Gateway to Cornwall view where you can see our dairy cows grazing in the grandeur of nature. Come say hello to the cows in the barn during milking or watch the herd cross the road evoking sites you might expect to see in small European farming villages. You'll likely see us on our tractors bringing hay and water to our cows!

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.

Artist's Garden Apartment
Private second floor apartment with entrance. Detached from the host's main house. Overlooks perennial herb and flower gardens located in the backyard. Walking distance to White Memorial Nature Preserve and the historic Litchfield Center. Walk or bike from the backyard to shopping, restaurants, art galleries, bakeries, or to a 3000 acre nature preserve and take in the Flora and Fauna. Quiet residential neighborhood that is close to so many amenities and activities.

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..

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 that is sold at a local farmers market. We have Scottish Highlander cows, an ex racehorse, a shetland pony, goats, ducks, and chickens. 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!

Litchfield County Farmhouse with a Modern Twist
Litchfield County farmhouse (c.1890) with a modern studio addition and distinctive interiors that feature a number of mid-century modern furnishings. The owners are a writer and an architect who have built a truly unique home full of original art and a large book collection. The property itself is small but it is surrounded by 250 acres of farmed conservation land and a short walk will take you past some of the most scenic farms in Litchfield County.

Hilltop House/HOST &Co.
Nestled just outside the center of Bantam, this immaculate 3 bedroom 2.5 bath home with a pool is the ultimate retreat. The home is perfectly located for enjoying the area's top attractions, like lake activities, skiing at Mohawk, hiking the trails of White Memorial, Litchfield's Village Green where you can enjoy fine dinning, shopping and visit historic sites. Pool is open and heated May 15th to Sept 15th.
Popular amenities for Washington family-friendly rentals
Family-friendly home rentals with a hot tub

Home in historic Litchfield village

The Getaway-HOST & Co.

Relaxing secluded stay with loving social animals.

(°) The Wandering Peacock (°)

Twin Island Lake House • Hot Tub

Oceanfront Beach House w/ Private Hot Tub

Lake Views from Hot Tub Fire Pit & 4 Kayaks

Luxury Prvt Estate w/Hot Tub+Gameroom nr Rhinebeck
Family- and pet-friendly home rentals

Tivoli Star Gazing Cabin

Geodesic Dome in the Wooods

Slate Cabin - Stylish Country Escape x Rhinebeck

A-Frame Cottage off Candlewood Lake

The Waterfall House

Cozy house w/ fireplace close to Mohawk ski area

Top Side

Kent village home 2 hrs from 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

Charming apartment with breathtaking view!

4Br Mountain Brook House on 130 acres w/ trails

Sackett & Van Dam Guest House @ Little 9 Farm 1706

Modern Upstate Cabin, near Rhinebeck NY

Peaceful Light-Filled Guesthouse 1 Hour From NYC

Peaceful apartment on 3.5 acres w/ Artist studio.
When is the best time to visit Washington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $1,044 SGD | $1,072 SGD | $973 SGD | $871 SGD | $704 SGD | $1,010 SGD | $886 SGD | $1,279 SGD | $640 SGD | $608 SGD | $640 SGD | $548 SGD |
| 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 Washington

Total holiday rentals
Explore 50 holiday rentals in Washington

Nightly prices starting at
Washington holiday rentals start at $166 SGD per night before taxes and fees

Verified guest reviews
Over 1,680 verified reviews to help you choose

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
50 of Washington holiday rentals include wifi access

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

4.9 Average rating
Washington stays are highly rated by guests – averaging 4.9 out of 5!
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- Family-friendly rentals Litchfield County
- Family-friendly rentals Connecticut
- Family-friendly rentals United States
- Yale University
- Six Flags New England
- Thunder Ridge Ski Area
- Fairfield Beach
- Minnewaska State Park Preserve
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Sunken Meadow State Park
- Bash Bish Falls State Park
- Brotherhood, America's Oldest Winery
- Kent Falls State Park
- Hammonasset Beach State Park
- Taconic State Park
- Mohawk Mountain Ski Area
- Powder Ridge Mountain Park & Resort
- Yale University Art Gallery
- Sleeping Giant State Park
- Bear Mountain State Park
- Mount Southington Ski Area
- Compo Beach
- Sherwood Island State Park
- Storm King Art Center
- Ski Sundown
- Norman Rockwell Museum





