House vacation rentals in Litchfield County

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Top-rated house rentals in Litchfield County

Guests agree: these houses are highly rated for location, cleanliness, and more.

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Top guest favorite
A cozy living room features a brown sofa positioned centrally, paired with an ottoman. Striped armchairs flank the space, with two lamps providing soft illumination. Warm wood paneling and large windows contribute to a welcoming ambiance, complemented by a decorative area rug underneath.
Home in Colebrook
4.99 out of 5 average rating, 248 reviews

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.

Superhost
A charming red homestead is surrounded by a light coating of snow, with a wooden staircase leading to the entrance. Leafless trees are visible in the foreground, and a convenience store can be seen in the background, enhancing the house's accessibility.
Home in Torrington
4.85 out of 5 average rating, 131 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.

Superhost
A two-story blue house is framed by lush green trees and shrubs, creating a natural setting. A bright red door serves as an inviting focal point, while a stone path leads to the entrance, enhancing accessibility.
Home in Litchfield
4.82 out of 5 average rating, 456 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

Top guest favorite
The exterior view of the house is framed by overhanging tree branches with red leaves. A swing hangs from a nearby tree, and the stone fireplace is visible on the house's side. A spacious, grassy yard surrounds the home, creating an inviting setting.
Home in Kent
4.97 out of 5 average rating, 109 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

Top guest favorite
A newly remodeled kitchen showcases white cabinets complemented by a marble countertop and a decorative backsplash. A rustic wooden dining table with chairs is positioned near a window, while a vibrant area rug adds warmth to the space. Modern appliances are neatly integrated into the design.
Home in Salisbury
4.98 out of 5 average rating, 177 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.

Top guest favorite
A hot tub is illuminated with soft purple lights, positioned against a backdrop of trees. The distant lights of night skiing on the slopes create a vibrant atmosphere, enhancing the serene ambiance of the outdoor space.
Home in Cornwall
4.99 out of 5 average rating, 102 reviews

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.

Superhost
A charming three-story farmhouse is surrounded by lush greenery, featuring a welcoming front porch with seating. The design includes a shingled exterior and a pathway leading to the entrance, all set against a backdrop of vibrant trees.
Home in Sharon
4.9 out of 5 average rating, 236 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

Guest favorite
The farmhouse exterior displays a yellow façade with white trim and bright blue front door. Multiple large windows allow natural light to fill the home. A small seating area with two chairs and surrounding greenery adds to the inviting appearance of the property.
Home in Cornwall
4.97 out of 5 average rating, 186 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!

Top guest favorite
The spacious living room features large windows that provide scenic views of the mountains and lake. A comfortable sectional sofa is complemented by a decorative throw and cushions. The ceiling is elevated with wooden beams, and stylish decor enhances the inviting atmosphere.
Home in Monterey
4.96 out of 5 average rating, 307 reviews

Jaw dropping mountain & lake views

Curl up with a good book by the fire and gaze out at the dreamy picturesque mountain and lake views..... Or ski, swim, hike and enjoy so much more that the Berkshires has to offer in this centrally located Southern Berkshire county home. Private mountain top adventure awaits.. Centrally located in Southern Berkshire County: 10 minutes from Butternut ski, 20 minutes to Great Barrington, 25 minutes Stockbridge & Lenox and 2 ½ hours from NYC and Boston.

Top guest favorite
A view of a classic farmhouse, surrounded by green grass and trees. Hay is scattered across the foreground, and the house features a porch with visible outdoor seating. A quiet road is seen in the distance, offering a glimpse of the serene rural setting.
Home in Bethlehem
4.98 out of 5 average rating, 333 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.

Top guest favorite
A Craftsman-style home is surrounded by lush green lawns and gardens, featuring a warm, inviting facade. The structure includes a mix of gabled roofs and large windows, with a stone patio that presents outdoor seating. Copious trees provide natural shade, enhancing the tranquil setting.
Home in Litchfield
4.96 out of 5 average rating, 110 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.

Guest favorite
A cabin exterior is visible, featuring wood siding and large windows. A stone chimney rises prominently, and a path of stone steps leads through lush greenery to the entrance. Trees surround the cabin, providing a natural setting.
Home in Cornwall
4.91 out of 5 average rating, 303 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

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