
Family-friendly vacation rentals in Litchfield
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Litchfield

Total vacation rentals
Explore 110 vacation rentals in Litchfield

Nightly prices starting at
Litchfield vacation rentals start at G$31,391 GYD per night before taxes and fees

Verified guest reviews
Over 4,820 verified reviews to help you choose

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Vacation rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
100 of Litchfield vacation 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!
Top-rated family-friendly rentals in Litchfield
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Fully Renovated Rural Barn
Newly renovated barn on a quiet rural road yet close to all the attractions of Southern Litchfield County. The light-filled barn has two large patio doors into a substantial living and entertaining area with a large sectional sofa-bed, a dining table for 10 and adjacent kitchen area with an island. There is a downstairs washroom. A large light-filled upstairs sleeping area has a king-size bed and a bathroom with shower. Outside is a patio dining area and parking in a dedicated driveway.

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.

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 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!

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 Fiberoptic WiFi Smart TV 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

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.

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.

Litchfield-Hot Tub-Shops & Eats-Vineyards-Hikes
This vintage style cottage offers guests a comfortable and convenient stay in Litchfield with it’s range of amenities. Essential amenities include air conditioning, cooking basics, a dedicated workspace, dishes and silverware, a dryer, hair dryer, heating, hot tub, kitchen, TV, washer, and Wi-Fi. 5 Min - Litchfield Town center 9 Min - Arethusa Dairy farm- Restaurant 10 Min - White Memorial Conservation Center 8 Min - Bantam Lake 19 Min - Mohawk Mountain Ski Area

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!

Home in historic Litchfield village
An enjoyable, easy 10 minute walk to the town center for shops & restaurants. A Craftsman Style home, it is casual & comfortable. Though private, we have neighbors that border our property. Guests best suited to our home would be small families or 2 or 3 couples looking for a very quiet small town getaway or a place to call home for a special event in the area. Please note 2 night minimum required and property to be used only by registered guests.

Beautiful Brook-side Log Cabin on 3 Private Acres
Fall asleep to the sound of the rushing brook in this beautifully restored log home. The cabin sits in the middle of three wooded acres overlooking Catlin Brook as it cascades through the gorge below. It seems like wilderness, yet all the amenities of Harwinton are just a few minutes away

The Overlook...HOST & Co.
Enjoy The View! Be surrounded in the beauty of Litchfield's Historic District. Antique shops, cafés, restaurants, and unique gift shops all just steps away. Regardless of which adventure the day brings, The Overlook will leave you refreshed and ready for the next!
Popular amenities for Litchfield family-friendly rentals
Family-friendly home rentals with a hot tub

Creekside Cabin with Wood Fired Hot Tub & Firepit

Lakefront Cozy - SwimSpa, Firepit, Ski 20 min away

Stylish & Scenic Escape: Chef's Kitchen ~ Hot Tub

The Owl Cottage@Mohawk Mountain

Hilltop Barn - Views, Hot Tub, Plunge Pool, Sauna

Norbrook Farm ~ Rustic farmhouse w/ pond & trails

Magic Red Barn with Heated Salt Pool (opened now)

Contemporary Rustic Lake Chalet
Family- and pet-friendly home rentals

Guest Suite at Wisteria Gardens

The Cove Cabin
Flamig Farm Staycation

Charming Home in Litchfield County on a MAIN ROAD!

Beautiful country house in Cornwall CT.

Design-Forward Riverfront Cabin on 120 Acres

Stunning Views, Bucolic Bliss in 1790s Farmhouse

Housatonic Valley Private Cottage & New Fire Pit!
Family-friendly home rentals with a pool

Farm Stay with Horses & Pool | Mountaintop Views

Peaceful Light-Filled Guesthouse salt pool/sauna

Modern Upstate Cabin, near Rhinebeck NY

4Br Mountain Brook House on 130 acres w/ trails

Eco Cottage in the Woods

Escape to a Restored New England Antique Milk Barn

Huge eclectic space w/ private pool. 1.5hr to city

Sleeping Giant Stay/Swim Spa w/Tread/Tonal/Peleton
When is the best time to visit Litchfield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$80,152 GYD | G$73,246 GYD | G$61,736 GYD | G$60,480 GYD | G$68,014 GYD | G$78,478 GYD | G$81,198 GYD | G$78,478 GYD | G$75,339 GYD | G$78,478 GYD | G$70,525 GYD | G$73,874 GYD |
| 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 |
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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
- Taconic State Park
- Mohonk Preserve
- Kent Falls State Park
- Bash Bish Falls State Park
- Hammonasset Beach State Park
- Mohawk Mountain Ski Area
- Bousquet Mountain Ski Area
- Compo Beach
- Powder Ridge Mountain Park & Resort
- Sleeping Giant State Park
- Sherwood Island State Park
- Millbrook Vineyards & Winery
- Hudson Chatham Winery
- Wesleyan University
- Benmarl Winery
- Naumkeag
- Poets' Walk Park
- Ranch Skydive





