
House holiday 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.

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 35 mins to Wassaic Train Station Great meeting spot between Boston & NYC Short Drive to: Mohawk Ski Area Mohawk Pond Covered Bridges Short drive to Kent, Litchfield, Washington, Great Barrington MA

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

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

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

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.

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!

Storybook Cape...HOST & Co.
Step back in time in this classic 1930s Cape Cod home, nestled in the serene beauty of the Litchfield Hills. Just a five-minute drive from the charming Litchfield Green, you’ll find antique shops, cozy cafés, unique boutiques, and a picturesque town center perfect for unwinding. Outdoor lovers will appreciate the proximity to the trails and wildlife of White Memorial Foundation, the peaceful beauty of Topsmead State Forest, and winter adventures at Mohawk Mt. Ski Area.

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

Kent village home 2 hrs from NYC
Completely renovated and remodeled, our cozy, light-filled house is in the perfect location in the center of Kent. It sleeps up to seven and is within walking distance of restaurants, shops, hiking trails and Kent School. Golf courses, kayaking and Mohawk mountain ski area are nearby!
Popular amenities for house rentals in Litchfield County
House rentals with a pool

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

Sunbeam Lodge: Pool+Sauna, 50 Acres, ‘70s Oasis

Hudson Valley Lake · Hot Tub · Dock · Games · View

Casa Luna Country Retreat with Pool, Hudson, NY

Stunning Hillside Retreat Close to Kent

Litchfield Hills Lakefront Getaway!

Mountaintop Nirvana: Lake, Hot Tub, Pool Table

Farm Valley Cottage + 60 ft Pool
Weekly house rentals

Chic Colonial Charmer near Litchfield Green

Halo Hollow Haus - Litchfield Lake & Ski Haven

1800’s Farmhouse in the hills of Litchfield County

Modern Timber Frame Colonial Saltbox

Cottage Litchfield Hills, Morris & Washington, CT

Lago di Waramaugo! Lake Front Living

Sun-Soaked Chalet Near Lake and Ski Mountain

Nature lover’s retreat in NWCT
Private house rentals

Bespoke Litchfield - Hot Tub, Game Room, Fire Pit

Spacious Country Comfort

Peaceful 3BR Getaway

Lakefront Retreat | Private Dock | Sleeps 8

Woodland A-Frame

Modern country home - views and lake access & Ski

The Art House: 5-Acre Getaway w/ AC & Firepit

Berkshires Black Abbey
Destinations to explore
- New York City Holiday rentals
- Montreal Holiday rentals
- Philadelphia Holiday rentals
- Washington Holiday rentals
- Boston Holiday rentals
- Ocean City Holiday rentals
- Jersey City Holiday rentals
- Newark Holiday rentals
- Portland Holiday rentals
- Baltimore Holiday rentals
- Atlantic City Holiday rentals
- Providence Holiday rentals
- Rentals with breakfast Litchfield County
- Rentals with a cinema Litchfield County
- Rentals with pools Litchfield County
- Guest house 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
- Hotel rooms Litchfield County
- Cottage rentals Litchfield County
- Beachfront rentals Litchfield County
- Farm stay rentals 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
- 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
- Taconic State Park
- Bash Bish Falls State Park
- Kent Falls State Park
- Storm King Art Center
- Mohonk Preserve
- Bousquet Mountain Ski Area
- Mohawk Mountain Ski Area
- Powder Ridge Mountain Park & Resort
- Compo Beach
- Sleeping Giant State Park
- Yale University Art Gallery
- Storm King Art Center
- Sherwood Island State Park
- Ski Sundown
- Millbrook Vineyards & Winery
- Hudson Chatham Winery
- Benmarl Winery
- Naumkeag





