
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.
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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.
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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
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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
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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.
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The Owl Cottage@Mohawk Mountain
**Less than 5 minute walk to Mohawk Ski Area.** 5 min drive to Mohawk Pond Snuggle up at "The Owl Cottage" Cute as can be with Natural, Romantic Charm. Enjoy the lights of night skiing from the **NEW HOT TUB** and outside fire pit. Newly renovated kitchen with gas stove. SMALL PETS considered New MBR mattress 7/26 New guest room mattress 4/26 35 mins to Wassaic Train Station Great meeting spot between Boston & NYC Short Drive to: Covered Bridges Kent, Litchfield++ & Berkshires MA.
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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
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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.
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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!
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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.
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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.
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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
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Popular amenities for Litchfield County house rentals
House rentals with a pool

Sleeping Giant Stay/Swim Spa w/Tread/Tonal/Peleton
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Hudson Valley Lake · Hot Tub · Dock · Games · View
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Sunbeam Lodge: Pool+Sauna, 50 Acres, ‘70s Oasis
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Lake House close to Skiing & Indoor Hot Tub
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Stunning Hillside Retreat Close to Kent
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Litchfield Luxury Home w/Heated Pool
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Litchfield Hills Lakefront Getaway!
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Designers Historic Connecticut Home
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Weekly house rentals

Slate Cabin - Stylish Country Escape x Rhinebeck
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Chic Hudson Farmhouse w/ Fireplace & Porch
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State Forest Getaway
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Jaw dropping mountain & lake views
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Adorable Beach House on LI Sound
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Halo Hollow Haus - Litchfield Lake & Ski Haven
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Nature lover’s retreat in NWCT
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Chic Colonial Charmer near Litchfield Green
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Private house rentals

Cottage Litchfield Hills, Morris & Washington, CT
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Peaceful Retreat 10 min from Mohawk Mtn w/ Sauna!
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Peaceful 3BR Getaway
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Quiet Lake Retreat | Fenced Yard | Beach Access
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Lakefront Retreat w/ Private Beach, Dock & Hot Tub
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Lago di Waramaugo! Lake Front Living
LocationFamilyIndoor spaces

Spacious Country Comfort
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Family friendly house with fenced yard & fire pit
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- House rentals Connecticut
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- Yale University
- Six Flags New England
- Fairfield Beach
- Thunder Ridge Ski Area
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Mohonk Preserve
- Taconic State Park
- Storm King Art Center
- Bash Bish Falls State Park
- Kent Falls State Park
- Storm King Art Center
- Compo Beach
- Mohawk Mountain Ski Area
- Bousquet Mountain Ski Area
- Powder Ridge Mountain Park & Resort
- Sleeping Giant State Park
- Sherwood Island State Park
- Yale University Art Gallery
- Millbrook Vineyards & Winery
- Ski Sundown
- Hudson Chatham Winery
- Wesleyan University
- Lake Minnewaska





