
House vacation rentals in Litchfield County
Find and book unique houses on Airbnb
Top-rated house rentals in Litchfield County
Guests agree: these houses are highly rated for location, cleanliness, and more.

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.

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

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

Come and enjoy the BURY's of CT!
Welcome to your home away from home! Nestled in a charming, safe, and quiet neighborhood, our cozy retreat offers the perfect blend of comfort and convenience. You'll love the tree-lined streets and peaceful atmosphere—a perfect place to relax after a day of exploring. Whether you're here for business or leisure, our home provides a warm and welcoming space in a delightfully cute corner of town. Enjoy all that CT has to offer from the rolling hills of Litchfield to the waters of the sound.

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

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.

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

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.

Designer Home, Hot Tub, Private Yard, & Projector
A cozy, charming retreat just minutes from downtown Hudson—perfect for couples, families, or small groups looking to relax, unwind, and explore the Hudson Valley. + Hot tub, firepit & BBQ + Mini movie theater w/ projector + Dedicated workspace w/ views + Fast WiFi + Smart TV + Stocked kitchen + Coffee setup + Professionally designed interiors + Quick drive to Warren Street + Nature trail to Oakdale Lake
Popular amenities for Litchfield County house rentals
House rentals with a pool

Retreat with Heated Pool, 1 Mile to NYC Train

Hudson River Sunset Getaway

Litchfield Modern Farmhouse

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

Upmarket Country Retreat, Washington, Connecticut
Weekly house rentals

The House in a Beautiful Small Upstate Town

Halo Hollow Haus - Litchfield Lake & Ski Haven

Modern Farmhouse

Charming Home in Litchfield County on a MAIN ROAD!

State Forest Getaway

Cottage Litchfield Hills, Morris & Washington, CT

Lake View Cottage

The Owl Cottage@Mohawk Mountain
Private house rentals

“Magical” Brookside Cottage

Lakefront Retreat | Lake Access, BBQ & Fire Pit

Peaceful Lakefront Oasis in Litchfield County

Longpond Farm House and Loft

Charming Home in Kent

Berkshires Black Abbey

Lake Country Farmhouse

Nature lover’s retreat in NWCT
Destinations to explore
- New York Vacation rentals
- Montreal Vacation rentals
- Philadelphia Vacation rentals
- Washington Vacation rentals
- Boston Vacation rentals
- Ocean City Vacation rentals
- Jersey City Vacation rentals
- Newark Vacation rentals
- Baltimore Vacation rentals
- Portland Vacation rentals
- Providence Vacation rentals
- Atlantic City Vacation rentals
- Rentals with pools Litchfield County
- Rentals with breakfast Litchfield County
- Guesthouse rentals Litchfield County
- Bed and breakfasts Litchfield County
- Waterfront rentals Litchfield County
- Rentals with a hot tub Litchfield County
- Pet-friendly rentals Litchfield County
- Rentals with outdoor seating Litchfield County
- Fitness-friendly rentals Litchfield County
- Rentals with a kayak Litchfield County
- Smoking-friendly rentals Litchfield County
- Cottage rentals Litchfield County
- Beachfront rentals Litchfield County
- Farmstay rentals Litchfield County
- Private suite rentals Litchfield County
- Family-friendly rentals Litchfield County
- Rentals with an EV charger Litchfield County
- Apartment rentals Litchfield County
- Rentals with a fireplace Litchfield County
- Rentals with a fire pit Litchfield County
- Rentals with a washer and dryer Litchfield County
- Rentals with beach access Litchfield County
- Cabin rentals Litchfield County
- Rentals with a patio Litchfield County
- Rentals with lake access Litchfield County
- 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
- Bash Bish Falls State Park
- Taconic State Park
- Bousquet Mountain Ski Area
- Kent Falls State Park
- Mohonk Preserve
- Mohawk Mountain Ski Area
- Walkway Over the Hudson State Historic Park
- Storm King Art Center
- Powder Ridge Mountain Park & Resort
- Sleeping Giant State Park
- Compo Beach
- Yale University Art Gallery
- Ski Sundown
- Hudson Chatham Winery
- Storm King Art Center
- Millbrook Vineyards & Winery
- Sherwood Island State Park
- Wesleyan University





