
House holiday rentals in Litchfield
Find and book unique houses on Airbnb
Top-rated house rentals in Litchfield
Guests agree: these houses are highly rated for location, cleanliness and more.

Charming Home in Litchfield County on a MAIN ROAD!
Conveniently located on a MAIN ROAD in the heart of Torrington, this cozy homestead makes for the perfect New England getaway - seasonal activities to endure such as: hiking, swimming, kayaking, apple/pumpkin picking, skiing/snowboarding, and breweries & wineries. Close to Torrington’s historic downtown district featuring the Warner Theater & Kidsplay Museum. Conveniently located between a convenience store and some of Torrington’s finest coffee right next door from the Batchy Brew coffee truck.

Country living at it's finest
Cozy country home. Quiet and serene; a great place for a get away in Litchfield County Connecticut. An ideal location ,Torrington is about 2 1/2 hours from Boston and NYC and convenient to the Berkshires. Within driving distance to various outdoor activities and attractions including hiking trails, breweries, distillery, wineries, skiing, golf antique shopping, restaurants and variety of entertainment . The hosts are accessible for directions, assistance, or a fun history lesson of the area.

Your Perfectly Wonderful Woodbury Sanctuary!
Just 90 minutes from NYC, this Getaway is Perfect! Antiques, photographs, & sculptures fill this sanitized, rambling, relaxing, light-filled 2 story 4 bedroom 2.5 bath on Connecticut's Antique Trail. All 2,800 sq. ft of my home is at your disposal and 2 minutes from 5 popular, fabulous restaurants. Your Host lives in the attached Artist Studio with its own access and parking. Stay here and you may agree with Reader’s Digest magazine that "Woodbury is Connecticut's Most Charming Small Town."

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

Connecticut Chalet: Winter Nights by the Fire
Escape to a unique & stylish home perfectly tucked away in a picturesque New England town. Indulge in the privacy & serenity of this 5 acre wooded property and peaceful pond while being minutes from an abundance of restaurants, shops & entertainment. Enjoy the natural setting from the comfort of the glass enclosed sunroom with panoramic views of the property. This 3 bed, 2 bath home maintains it’s original 1960’s charm while boasting thoughtful modern touches and intentional functionality.

Charming 3BR Hill House *Remodeled* w/Arcade
The Lindan Hill House is a perfect AirBnb balance of luxury and value! Stay and play as you enjoy our 5 Star remodeled charming home in Terryville. This quaint and comfy home has everything you need to enjoy your stay including 3 BR with a King/Queen/2 Twin beds with premium bedding. The cozy remodeled basement is perfect for popcorn and movies, dinner and drinks at the bar, and has a game/arcade room with foosball, checkers/chess, and tons of board games! See below for a video tour.

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!

Stylish & Luxurious 3 BDR home with Play Station
Our newly renovated 3-bedroom home offers a comfortable and convenient stay. Perfectly located with easy access to the grocery stores, strip malls, hospitals, and parks, it's an ideal base for your trip. Our home comes with a 2-car garage, ample parking, pristine kitchen and bathrooms, mini coffee bar, cooking utensils, free WiFi, and a washer/dryer. Stay productive with our dedicated workspace and unwind in our spacious bedrooms. Book now for a home away from home experience!

Cozy Family Home - Kid & Pet Friendly
3 bedroom house on a quiet street. 5mins down the road from ESPN and Lake Compounce. Kid friendly. Pet friendly. Workspace available. 1 bedroom w/ king bed. 1 bedroom w/ queen bed. 1 bedroom w/ 2 twin beds. Fully finished basement with 60inch TV, kids toys and fitness equipment/stationary bike. Deck and below deck hang out space. Though we aren’t living here full time, it’s still the place we call home, and we will use it when it’s not booked. Long stays welcome.

The Cottage at Cedar Spring Farm
Welcome to The Cottage at Cedar Spring Farm located on a 16 acre working Christmas tree farm bordered by 155 acres of protected land trust with marked hiking trails. The holidays are right around the corner. Holiday reservations have date restrictions. Please inquire about availability. Conveniently located to I-84, shopping, local farms, wineries, breweries, restaurants, and Heritage Village. Please note that we allow pets (dogs only) and have a limit of two.

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.

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.
Popular amenities for house rentals in Litchfield
House rentals with a pool

Private Hudson Valley Country Retreat

Renovated Retreat with Heated Pool

Cozy Getaway near Lake & Skiing

Serene Lakeview

Sleeping Giant Stay/Swim Spa w/Tread/Tonal/Peleton

Designers Historic Connecticut Home

Sunbeam Lodge: Sauna+Hot Tub, 50 Acres, ‘70s Oasis

Woodland Country Retreat-Pool+FirePit-nearWineries
Weekly house rentals

Cozy Lakeside Cottage

Charming Lakefront Retreat with Winter Lake Views

Halo Hollow Haus - Litchfield Lake & Ski Haven

No Hidden Fees: Quiet and Cozy Getaway

Artist's Retreat In The Woods | Five-Acre Backyard

Cozy cottage

Cottage Litchfield Hills, Morris & Washington, CT

Cozy and Peaceful Family River Retreat
Private house rentals

Gunn Brook Mountain House

Escape to Bantam Lake

Slice of Paradise in the Country

Private Woodland Sanctuary—3 mins to a lake beach!

Charming Home in Kent

Lake View Cottage

Large 2nd floor of duplex in town center

Cozy Waterfront Lake House: 5 mins from ski slopes
When is the best time to visit Litchfield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £242 | £243 | £222 | £237 | £267 | £280 | £295 | £285 | £269 | £243 | £243 | £246 |
| 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 house rentals in Litchfield

Total holiday rentals
Explore 80 holiday rentals in Litchfield

Nightly prices starting at
Litchfield holiday rentals start at £52 per night before taxes and fees

Verified guest reviews
Over 3,330 verified reviews to help you choose

Family-friendly holiday rentals
70 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
80 of Litchfield holiday rentals include wifi 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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- Rentals with a fireplace Litchfield
- Family-friendly rentals Litchfield
- Rentals with a patio Litchfield
- Rentals with pools Litchfield
- Rentals with lake access Litchfield
- Rentals with outdoor seating Litchfield
- Fitness-friendly rentals Litchfield
- Rentals with a firepit Litchfield
- Rentals with beach access Litchfield
- Rentals with a washing machine and dryer Litchfield
- Beachfront rentals Litchfield
- Waterfront rentals Litchfield
- Cabin rentals Litchfield
- Pet-friendly rentals Litchfield
- House rentals Connecticut
- House rentals United States
- Yale University
- Fairfield Beach
- Six Flags New England
- Thunder Ridge Ski Area
- Catamount Mountain Ski Resort
- Bash Bish Falls State Park
- Kent Falls State Park
- Butternut Ski Area and Tubing Center
- Bousquet Mountain Ski Area
- Mohawk Mountain Ski Area
- Sherwood Island State Park
- Hammonasset Beach State Park
- Taconic State Park
- Mount Southington Ski Area
- Sleeping Giant State Park
- Powder Ridge Mountain Park & Resort
- Norman Rockwell Museum
- Opus 40
- Yale University Art Gallery
- Compo Beach
- Ski Sundown
- Berkshire Botanical Garden
- Naumkeag
- Hancock Shaker Village




