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

Norbrook Farm ~ Rustic farmhouse w/ pond & trails
Rustic getaway in the beautiful Litchfield Hills of Northwestern Connecticut featuring a 2-acre pond and access to 9 miles of unique hiking trails on 450+ wooded acres. Cozy 1700's farmhouse comfortably sleeps 4 adults in 2 bedrooms, with an additional kids room that has a fold-out double futon and loft with one double air-mattress, perfect for children's sleeping bags. There is a pull out sofa in the living room. Dogs welcome! The house is next to Norbrook Farm Brewery, which you can walk to.
FamilyValueHeating

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.
LocationFamilyKitchen

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
LocationFamilyPets

Under Mountain House
Our home is designed to be your home away from home! It has been newly renovated with comfort in mind so you can enjoy your stay in the Berkshires. Whether you are here to hike parts of the Appalachian Trail, stroll into town for a leisurely meal, enjoy Lime Rock Race Track or explore the many surrounding New England towns you can be assured you will always have a comfortable home to come back to!! My home is located just a 3 minute walk to the center of town and the historic White Hart.
LocationFamilyNearby

Charming and relaxing 4b farmhouse group getaway
We are thrilled to share our idyllic country home with you and hope you enjoy it as much as we do. Built in 1882, set on a hill with ample indoor and outdoor space (two kitchens!) overlooking the Housatonic River and the famous West Cornwall bridge, our fully stocked house is close to hiking, fishing, kayaking, skiing/snowboarding. Set in gorgeous Litchfield Hills near the Appalachian trail, wineries, breweries, farms, rivers and lakes, waterfalls, antiques, casual or fine dining
FamilyValueAmenities

Hilltop Retreat- Lakefront with Dock
Enjoy all that Candlewood Lake and Squantz Pond State Park have to offer in the comfort of our home. Come reconnect with love ones and relax in the serene surroundings. This waterfront property has a private dock, features 2 bedrooms, 2 full baths, and views from almost every room in the home, plenty of indoor and outdoor entertaining space and a wood burning fireplaces to keep toasty during chilly evenings. Toiletries, all linens are provided. Please read house rules before booking.
ValueLocationHot tub

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!
LocationFamilyOutdoor spaces

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.
FamilyValueSleep quality

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.
LocationValueShared spaces

Tucked-away Charming Forest Cabin w/ Private Brook
Renovated cozy cabin (orig 1930s) with modern interior. Two bedrooms, new kitchen & bathroom, overlooking a beautiful private brook and forested hill. Minutes drive to the general store & Kent Falls, 10 minutes from fantastic restaurants, Mohawk Ski Resort & summer activities like swimming & kayaking. Great hiking trails and close to the Appalachian Trail. High speed internet, Netflix, and a deck with outdoor seating. Instagram @GunnBrookCabin
ValueLocationPets

County Seat Colonial/Walk to Town-HOST&Co
Welcome to your home away from home. Nestled in the charming Historic District of Litchfield, this inviting getaway puts you just steps from fine dining, boutique shopping, delightful bakeries, and iconic landmarks. Whether you’re exploring the town or staying in, you’ll find everything you need—from spacious, comfortable living areas to a fully equipped kitchen perfect for preparing fresh, local fare from the nearby farmers market.
LocationFamilyAccuracy

Retreat with Heated Pool, 1 Mile to NYC Train
The pool is open for the 2026 season. Escape to a stunning 4-BR home on 2 acres in Redding, CT (#1 Small Town). Just 90 mins from NYC, this luxurious retreat comfortably fits 8 guests. Enjoy hotel-style amenities, a heated saltwater pool, and a gourmet kitchen. Breathe in fresh country air in a peaceful, park-like setting. Perfect for families, offering a blend of modern comfort and outdoor living.
LocationFamilyIndoor spaces
Popular amenities for Litchfield County house rentals
House rentals with a pool

Private Estate w/Pool, Hot Tub+Sauna nr Rhinebeck
FamilyLocationHeating

Lake House close to Skiing & Indoor Hot Tub
ValueFamilyView

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

Sunbeam Lodge: Pool+Sauna, 50 Acres, ‘70s Oasis
FamilyValueOutdoor spaces

Country retreat on 4 private acres
FamilyLocationBackyard

Northwest Connecticut Vacation House in Goshen
LocationFamilyDecor

Designers Historic Connecticut Home
ValueLocationHiking

Litchfield Hills Lakefront Getaway!
ValueLocationSkiing
Weekly house rentals

Peaceful 3BR Getaway
FamilyLocationComfort

Chic Colonial Charmer near Litchfield Green
FamilyLocationPets

Halo Hollow Haus - Litchfield Lake & Ski Haven
LocationFamilyIndoor spaces

The Main Farmhouse at Gray Rock Farm
LocationValueKitchen

The Doctor’s 1781 House on the Litchfield Green
LocationFamilyCheck-in

Lago di Waramaugo! Lake Front Living
FamilyLocationDecor

1800’s Farmhouse in the hills of Litchfield County
FamilyLocationDecor

Peaceful Retreat 10 min from Mohawk Mtn w/ Sauna!
LocationFamilyParking
Private house rentals

Bantam Beauty: Surrounded By Nature!
FamilyLocationCheckout

Nature lover’s retreat in NWCT
FamilyLocationCleanliness

Historic Charm
FamilyLocationCondition

Modern Timber Frame Colonial Saltbox
LocationFamilyHospitality

Lake Country Farmhouse
LocationFamilyHeating

Cottage Litchfield Hills, Morris & Washington, CT
LocationFamilyAmenities

Lakefront Retreat w/ Private Beach, Dock & Hot Tub
ValueLocationBarbecue

Quiet Lake Retreat | Fenced Yard | Beach Access
FamilyValueHospitality
Destinations to explore
- New York Holiday rentals
- Montreal Holiday rentals
- Philadelphia Holiday rentals
- Washington Holiday rentals
- Boston Holiday rentals
- Ocean City Holiday rentals
- Jersey City Holiday rentals
- Portland Holiday rentals
- Newark Holiday rentals
- Baltimore Holiday rentals
- Atlantic City Holiday rentals
- Newport Holiday rentals
- Rentals with breakfast Litchfield County
- Rentals with pools Litchfield County
- Guesthouse rentals Litchfield County
- Bed and breakfasts Litchfield County
- Waterfront rentals Litchfield County
- Rentals with a hot tub Litchfield County
- Pet-friendly rentals Litchfield County
- Rentals with a kayak Litchfield County
- Hotel rooms Litchfield County
- Cottage rentals Litchfield County
- Rentals with a sauna Litchfield County
- Beachfront rentals Litchfield County
- Farmstay rentals Litchfield County
- Private suite rentals Litchfield County
- Family-friendly rentals Litchfield County
- Apartment rentals Litchfield County
- Cabin rentals Litchfield County
- Rentals with beach access Litchfield County
- Rentals with lake access Litchfield County
- House rentals Connecticut
- House rentals United States
- Yale University
- Six Flags New England
- Fairfield Beach
- Thunder Ridge Ski Area
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Storm King Art Center
- Taconic State Park
- Mohonk Preserve
- Bash Bish Falls State Park
- Kent Falls State Park
- Bousquet Mountain Ski Area
- Powder Ridge Mountain Park & Resort
- Compo Beach
- Mohawk Mountain Ski Area
- Storm King Art Center
- Sleeping Giant State Park
- Millbrook Vineyards & Winery
- Sherwood Island State Park
- Hudson Chatham Winery
- Ski Sundown
- Benmarl Winery
- Wesleyan University
- Naumkeag





