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

Lrg Studio Apartment - walk to Taft
Welcome to my downstairs space! This clean open concept space is ready for your long term or overnight stay. This studio space is the lower level of a raised ranch house. I live upstairs with my dog and share laundry with airbnb guests. The space has a private entrance through the garage, private bath, and kitchen area in a quiet neighborhood. Walking distance to Taft and convenient to Rts 8 & 84. Off street pkg. Whether you are interested in two nights or two months, you are welcome here!

Rustic - Modern - Hot Tub - Mohawk Mountain - BBQ
Enjoy the comfort of home with air conditioning, heating, dedicated workspace, TV, and Wi-Fi. Cook your meals in the fully-stocked kitchen with all the essentials. Pamper yourself in the private bathtub or shower with provided body soap, shampoo and conditioner. Relax in the hot tub or lounge in the backyard with an outdoor dining area, bbq, patio, and fire pit. 3 Min - Litchfield Town 4 Min - Arethusa Dairy farm 5 Min - White Memorial Conservation Center 16 Min - Mohawk Mountain Ski Area

Country Suite
Situated above a charming residential barn this cozy two room suite offers comfort and privacy for those traveling through bucolic Litchfield CT This airy loft boasts WiFi cable TV a hi-tech key free security lock automatic outside lighting A large bedroom overlooks the front of the property in this quiet wooded neighborhood large enough to have a king size bed large bathroom work space and kitchenette Keurig and coffee incl. The front room faces a sweeping lawn on this well kept property

Litchfield Hills Hideaway
Enjoy the Litchfield Hills from this newly renovated one bedroom apartment with private entrance. Amenities include full kitchen, living room, bedroom with queen bed, and full en suite bathroom. WiFi and cable TV included. All located less than 2 miles from historic Litchfield Center. Our property borders on the White Memorial Foundation nature preserve, with over 40 miles of hiking trails. Mohawk Mountain Ski area in Cornwall and Ski Sundown in New Hartford are only a short drive away.

Modern/Private Five ★ /Hotel quality stay/1 BR Apt
Enjoy the comfort and tranquility of this modern apt. A lovely space to relax after a busy day. This clean and bright apt offers a tranquil residential vibe alongside quick, easy access to the Torrington downtown areas, restaurants, stores and bars. It features an open-concept layout, a neutral color scheme, wood surfaces, tasteful furnishings and decor. Designed comfortably for your stay offering WiFi, Netflix, laundry, queen bed, well equipped kitchen, and clean fresh white bed sheets.

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.

Quiet cottage w/chickens, gardens near Litchfield
Escape to this charming two-story suite, nestled in the quaint town of Bethlehem. The upstairs bedroom boasts original exposed beams and antique details, creating a cozy and inviting atmosphere. Wake up to the sunrise from the comfort of your bed and enjoy a warm fire in the backyard while listening to the peaceful sounds of nature. Conveniently located between Litchfield and Woodbury, under 30 min to Mohawk and just 90 miles from NYC, you'll have easy access to winter fun!

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..

Bedroom Forest View I Sauna I Fire-pit I Trails
Escape to a secluded custom built tiny house nestled amongst old pines and the Umpachene River. Inside, rustic charm meets modern comfort with 2 lux queen-sized beds, a well-equipped kitchen and bathroom, a massive bedroom forest view and a private sauna. Outside the home you can find a cozy fire-pit, trails that lead down to the river, and a dining table for all your meals. Go out for a day of hiking and exploring, and come back to unwind to sounds of nature.

Lakeside Private Guest Suite
Feel like you're in your own studio apartment in the spacious, bright lower level of our home! Walk out to your own lounging/dining area. Guests have their own separate entrance & parking space(s). Enjoy the serenity of Camp Columbia state park, as it is our extended backyard. Tip: The sunsets are beautiful! 2 hours from NYC, 30-45 minutes to local skiing & just 10 minutes to Washington Depot. We've recently made some updates in response to guests' feedback!

The Litchfield Nook - Cozy Uptown Apartment
Welcome to a cozy and peaceful nook in the hills! This well appointed apartment provides a home away from home feel. The unit is located on the first floor of a multi unit family house and sleeps 4 comfortably. You will be within walking distance to the iconic Litchfield Green and White Memorial Foundation. Everything that there is to see and do in Litchfield is within a short driving distance. Enjoy the beauty of Litchfield and come join us as our guest!
Popular amenities for Litchfield family-friendly rentals
Family-friendly home rentals with a hot tub

Home in historic Litchfield village

Cozy escape w/private hot tub & backyard skatepark

(°) The Wandering Peacock (°)

The Little Lake Cabin w/ hot tub, kayaks & firepit

Beach Haven - waterfront, near Yale, sunsets

Peaceful Lake Views from Private Hot Tub & Kayaks

Norbrook Farm ~ Rustic farmhouse w/ pond & trails

The Red Cabin-Secluded Getaway with backyard Brook
Family- and pet-friendly home rentals

Geodesic Dome in the Wooods

Everything you need! Full Apartment!

Foxfire Hill: A Bit of Luxury in the Countryside

Private Woodland Sanctuary—3 mins to a lake beach!

Charming Home in Litchfield County on a MAIN ROAD!

The Little Red Schoolhouse ~ Circa 1877

Guest Suite at Wisteria Gardens

Waterfront Lake House
Family-friendly home rentals with a pool

Escape to a Restored New England Antique Milk Barn

The Creation Station

Peaceful Light-Filled Guesthouse 1 Hour From NYC

Enjoy every season the Berkshires have to offer.

A Lovely Cottage in the Woods

The Pond Mill Retreat w/ 2 Bdrms & Pool

Stunning Views, Bucolic Bliss in 1790s Farmhouse

The Harvest Guest House~ Hidden Gem with Pool
When is the best time to visit Litchfield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $462 AUD | $435 AUD | $412 AUD | $440 AUD | $497 AUD | $533 AUD | $551 AUD | $533 AUD | $511 AUD | $533 AUD | $479 AUD | $502 AUD |
| 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 Litchfield

Total holiday rentals
Explore 100 holiday rentals in Litchfield

Nightly prices starting at
Litchfield holiday rentals start at $128 AUD per night before taxes and fees

Verified guest reviews
Over 4,640 verified reviews to help you choose

Pet-friendly accommodation
Find 50 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
100 of Litchfield holiday rentals include Wi-Fi access

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

4.9 Average rating
Litchfield stays are highly rated by guests—averaging 4.9 out of 5!
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- Family-friendly rentals Connecticut
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- Yale University
- Six Flags New England
- Fairfield Beach
- Thunder Ridge Ski Area
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Bash Bish Falls State Park
- Kent Falls State Park
- Bousquet Mountain Ski Area
- Mohawk Mountain Ski Area
- Hammonasset Beach State Park
- Powder Ridge Mountain Park & Resort
- Taconic State Park
- Yale University Art Gallery
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- Ski Sundown
- Sleeping Giant State Park
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- Norman Rockwell Museum
- Compo Beach
- Opus 40
- Naumkeag
- Berkshire Botanical Garden
- Benmarl Winery




