
House holiday rentals in Litchfield County
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Top-rated house rentals in Litchfield County
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Slate Cabin - Stylish Country Escape x Rhinebeck
This designer cabin blends natural materials and modern finishes. — sophisticated & cozy. Gaze at (or swim in!) the stunning spring-fed pond steps from the house. Lounge on the deck or enjoy coffee in the sunroom. The interiors feature three bedrooms, two full bathrooms, living room with chic and cozy furniture and wood burning fireplace, and fully appointed kitchen that's a joy to cook in. Entertain your family & friends at the table for 10 and continue out to the grounds, beverage in hand.

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.

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.

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.

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.

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!

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.

Secluded modern forest cabin with 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

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.

Private Woodland Sanctuary—3 mins to a lake beach!
Kick back and relax in this calm, stylish space with your loved ones and furbabies in New Hartford, CT. Indulge in the privacy and serenity of this 4 acre wooded home only 3 mins away from CT's most pristine lake, West Hill Lake. The lake is super approachable and the beach is kid friendly! Enjoy the sunshine and morning coffee in our unique solarium.
Popular amenities for house rentals in Litchfield County
House rentals with a pool

Hudson River Sunset Getaway

Litchfield Modern Farmhouse

The House on High Meadow Farm

Country retreat on 4 private acres

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

Designers Historic Connecticut Home

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

Litchfield Hills Lakefront Getaway! Amazing Views
Weekly house rentals

Adorable Beach House on LI Sound

Pennybrook Cottage: A Design-Lover's CT Retreat

“Magical” Brookside Cottage

Cozy Pet Friendly Lake Cottage!

Charming Home in Kent

Cozy and Peaceful Family River Retreat

The Main Farmhouse at Gray Rock Farm

Highland Lakefront Retreat
Private house rentals

Bantam Beauty: Surrounded By Nature!

Lakefront Retreat | Lake Access, BBQ & Fire Pit

Escape to Bantam Lake

Quiet home with a running brook.

The Art House: 5-Acre Getaway w/ Fireplace

Millstone Manor with East Mountain View

Cozy house w/ fireplace close to Mohawk ski area

Cabin with Hot Tub and Lake Access
Destinations to explore
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- Waterfront rentals Litchfield County
- Rentals with a patio Litchfield County
- Private suite rentals Litchfield County
- Cottage rentals Litchfield County
- Rentals with a firepit Litchfield County
- Rentals with breakfast Litchfield County
- Rentals with pools Litchfield County
- Fitness-friendly rentals Litchfield County
- Rentals with a washing machine and dryer Litchfield County
- Rentals with a sauna Litchfield County
- Flat rentals Litchfield County
- Rentals with a fireplace Litchfield County
- Rentals with a kayak Litchfield County
- Rentals with a hot tub Litchfield County
- Rentals with an EV charger Litchfield County
- Bed and breakfasts Litchfield County
- Pet-friendly rentals Litchfield County
- Rentals with beach access Litchfield County
- Guest house rentals Litchfield County
- Farm stay rentals Litchfield County
- Rentals with outdoor seating Litchfield County
- Cabin rentals Litchfield County
- Rentals with lake access Litchfield County
- Family-friendly rentals Litchfield County
- Beachfront rentals Litchfield County
- Smoking-friendly rentals Litchfield County
- House rentals Connecticut
- House rentals United States
- Yale University
- Fairfield Beach
- Six Flags New England
- 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
- Powder Ridge Mountain Park & Resort
- Taconic State Park
- Mount Southington Ski Area
- Yale University Art Gallery
- Sherwood Island State Park
- Sleeping Giant State Park
- Ski Sundown
- Norman Rockwell Museum
- Opus 40
- Compo Beach
- Berkshire Botanical Garden
- Naumkeag
- Hancock Shaker Village
- Benmarl Winery




