
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.

Cheerful Catskill Village Cottage
Bright and airy Catskill village refuge - a wildflower and wildlife haven in the thick of things. Historic house set on a quarter acre of trees and wildflowers, but blocks from Main Street, Catskill. Walk to Foreland, The Lumberyard, the incredible village cemetery, Thomas Cole House, restaurants and shops. Olana State Historic Site is right across the bridge! Cottage has a full kitchen, clawfoot tub, penny tile shower, front porch, dining room and large living room. Truly peaceful and lovely.

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.

Modern Farm House 5 minutes from Great Barrington
Completely updated with style, this shingled farmhouse combines modern decor with the charm of a country home. Enjoy a spacious, sunny kitchen that connects to a large outdoor patio featuring a fireplace. The cozy living room has a large flat-screen TV for streaming. The first floor includes a bedroom with an attached bathroom & laundry. The second floor suite boasts cathedral ceilings a luxurious jet-powered shower. This home offers a perfect blend of comfort and elegance for your stay!

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.

Rustic Swedish Barn/Featured in Airbnb Magazine
Enjoy expansive views of the Catskill Mountains from this renovated but rustic Scandinavian barn. Featured in many magazines and catalogues, including AirBnB Magazine. Walk the property, with its big open field, an organic orchard, walking paths, and flower gardens. A large private pond is swimmable (after heavy rains it does get muddy). The Barn has central heat and air conditioning. A full bathroom features an antique bathtub. Enjoy dining inside, or outdoor grilling and dining.

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

4Br Mountain Brook House on 130 acres w/ trails

Redding Retreat with Pool

Hudson River Sunset Getaway

Cozy Getaway near Lake & Skiing

Country retreat on 4 private acres

Peaceful Light-Filled Guesthouse 1 Hour From NYC

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

Designers Historic Connecticut Home
Weekly house rentals

The Getaway: Beautiful Waterfront - New Milford CT

Halo Hollow Haus - Litchfield Lake & Ski Haven

Linny's Lakeview Cottage-Updated

Cozy Pet Friendly Lake Cottage!

Lakefront +pets +skiing +bbq +firepit +games

Lake View Cottage

Spacious Country Comfort

The Main Farmhouse at Gray Rock Farm
Private house rentals

Pennybrook Cottage: A Design-Lover's CT Retreat

Charming Lakefront Retreat with Winter Lake Views

Gunn Brook Mountain House

Escape to Bantam Lake

Private Woodland Sanctuary—3 mins to a lake beach!

Charming Home in Kent

Cottage Litchfield Hills, Morris & Washington, CT

Cozy and Peaceful Family River Retreat
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
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- Pocono Mountains Holiday rentals
- The Hamptons Holiday rentals
- Cottage rentals Litchfield County
- Rentals with a sauna Litchfield County
- Farm stay rentals Litchfield County
- Beachfront rentals Litchfield County
- Bed and breakfasts Litchfield County
- Rentals with breakfast Litchfield County
- Rentals with pools Litchfield County
- Guest house rentals Litchfield County
- Fitness-friendly rentals Litchfield County
- Rentals with a kayak Litchfield County
- Smoking-friendly rentals Litchfield County
- Waterfront rentals Litchfield County
- Rentals with a hot tub Litchfield County
- Pet-friendly rentals Litchfield County
- Rentals with outdoor seating Litchfield County
- Rentals with a patio Litchfield County
- Rentals with lake access Litchfield County
- Private suite rentals Litchfield County
- Family-friendly rentals Litchfield County
- Rentals with an EV charger Litchfield County
- Rentals with a firepit Litchfield County
- Flat rentals Litchfield County
- Rentals with a fireplace Litchfield County
- Rentals with a washing machine and dryer Litchfield County
- Cabin rentals Litchfield County
- Rentals with beach access 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
- Mohawk Mountain Ski Area
- Bousquet Mountain Ski Area
- Mount Southington Ski Area
- Taconic State Park
- Sherwood Island State Park
- Powder Ridge Mountain Park & Resort
- Yale University Art Gallery
- Norman Rockwell Museum
- Sleeping Giant State Park
- Ski Sundown
- Opus 40
- Compo Beach
- Berkshire Botanical Garden
- Naumkeag
- Hancock Shaker Village
- Benmarl Winery




