
House holiday rentals in Litchfield County
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Top-rated house rentals in Litchfield County
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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.
4.99 out of 5 average rating, 252 reviews
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.
4.86 out of 5 average rating, 133 reviews
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.
4.99 out of 5 average rating, 120 reviews
State Forest Getaway
Enjoy our Mountain getaway for year round fun! There are lots of activities close by-Mohawk Ski Mountain, Indian Lake and historic Covered Bridges! Hike in the backyard, cool off in the creek or relax in front of the Wood-burning fireplace or get the whole family together for a fun BBQ on the outdoor deck. We have 4 comfortable bedrooms plus daybed room and 3 bathrooms and a fully equipped Chefs Kitchen. The living room is great for lounging and perfect a movie night watched on the projector
4.85 out of 5 average rating, 126 reviews
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
4.81 out of 5 average rating, 459 reviews
Cozy house w/ screened porch near Kent & falls
Your family will be close to everything when you stay at this centrally-located place, 1 mile from Kent, CT. The house is cozy with a stone fireplace, wonderful screened in porch with skylights, two bedrooms, spacious living room with desk, full bath, back porch with fire-pit, grill and table and laundry in the basement. It's perfect for four but our dining room can convert to a spare bedroom as the door shuts and the table folds down. The kitchen is well stocked and we've cooked many meals
4.97 out of 5 average rating, 112 reviews
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.
4.98 out of 5 average rating, 182 reviews
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
4.9 out of 5 average rating, 240 reviews
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!
4.97 out of 5 average rating, 191 reviews
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.
4.98 out of 5 average rating, 336 reviews
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.
4.96 out of 5 average rating, 112 reviews
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
4.92 out of 5 average rating, 308 reviewsPopular amenities for house rentals in Litchfield County
House rentals with a pool

Berkshires Lodge | Pool, Hot Tub & Fire Pit
4.87 out of 5 average rating, 117 reviews
Sleeping Giant Stay/Swim Spa w/Tread/Tonal/Peleton
4.88 out of 5 average rating, 130 reviews
Casa Luna Country Retreat with Pool, Hudson, NY
4.92 out of 5 average rating, 268 reviews
Northwest Connecticut Vacation House in Goshen
5.0 out of 5 average rating, 20 reviews
Litchfield Hills Lakefront Getaway!
5.0 out of 5 average rating, 87 reviews
Designers Historic Connecticut Home
5.0 out of 5 average rating, 21 reviews
Country retreat on 4 private acres
4.96 out of 5 average rating, 47 reviews
3 Bed/2.5 Bath with Indoor Pool
5.0 out of 5 average rating, 38 reviewsWeekly house rentals

Chic Colonial Charmer near Litchfield Green
5.0 out of 5 average rating, 17 reviews
Halo Hollow Haus - Litchfield Lake & Ski Haven
4.93 out of 5 average rating, 55 reviews
Peaceful 3BR Getaway
5.0 out of 5 average rating, 19 reviews
The Main Farmhouse at Gray Rock Farm
5.0 out of 5 average rating, 61 reviews
Highland Lakefront Retreat
4.9 out of 5 average rating, 49 reviews
The Doctor’s 1781 House on the Litchfield Green
4.98 out of 5 average rating, 55 reviews
Lago di Waramaugo! Lake Front Living
5.0 out of 5 average rating, 36 reviews
1800’s Farmhouse in the hills of Litchfield County
5.0 out of 5 average rating, 33 reviewsPrivate house rentals

Village Charm
4.94 out of 5 average rating, 17 reviews
Spacious Country Comfort
5.0 out of 5 average rating, 71 reviews
Bespoke Litchfield - Hot Tub, Game Room, Fire Pit
5.0 out of 5 average rating, 23 reviews
Lakefront Retreat | Private Dock | Sleeps 8
5.0 out of 5 average rating, 23 reviews
Modern Timber Frame Colonial Saltbox
5.0 out of 5 average rating, 40 reviews
Lake Country Farmhouse
4.93 out of 5 average rating, 84 reviews
Greystone at Twin Lakes
4.97 out of 5 average rating, 72 reviews
Modern country home - views and lake access & Ski
4.86 out of 5 average rating, 7 reviewsDestinations to explore
- Rentals with breakfast Litchfield County
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- 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
- Kent Falls State Park
- Bash Bish Falls State Park
- Bousquet Mountain Ski Area
- Powder Ridge Mountain Park & Resort
- Compo Beach
- Mohawk Mountain Ski Area
- Sleeping Giant State Park
- Millbrook Vineyards & Winery
- Storm King Art Center
- Hudson Chatham Winery
- Sherwood Island State Park
- Ski Sundown
- Benmarl Winery
- Wesleyan University
- Naumkeag





