
House holiday rentals in Litchfield County
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Top-rated house rentals in Litchfield County
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Lux Bungalow on the Lake
Beautiful, light flooded, waterfront home 1 hour from New York City. The 2 bedroom home is on picturesque Lake Carmel. Wake up, eat, sleep and relax to the tranquil view of the glistening water - truly an oasis! Take in a sunset while eating a meal at home, explore the shops and restaurants in a cute nearby town, take a walk around the lake, read a book by the cozy fireplace, hike, cook, kayak, ski, or just sit and enjoy. Centrally located close to Hudson Valley, Westchester and Connecticut.

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.

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.

WeHa Penthouse w/ Private Deck
Welcome to our cozy penthouse-style apartment, where comfort meets tranquility. Enjoy a private deck with exceptional views of West Hartford. Treat yourself with our minibar and indulge without leaving your unit. Centrally located, our apartment provides easy access to the best of West Hartford. Explore Blue Back Square, a vibrant dining hub just 5 minutes away. For a leisurely experience, walk 2 minutes to Park Rd and discover culinary delights like Plan B, Americano Bar, and Zaytoon’s Bistro.

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.

Amazing views of the Brass City
East Mountain Views at its finest. This clean, 3-bedroom newly updated ranch is centrally located to highways and shopping centers. Walk out to the back deck and experience some of the best views of Waterbury including Fireworks from the back deck (month of July). Wi-Fi/cable, central AC/hot air, washer/dryer, and grill are included with the stay. Plenty of entertainment (board games, corn hole, foosball, air hockey table) are provided. This house is truly relaxing and will feel like home.

Connecticut Chalet: Experience Fall in New England
Escape to a unique & stylish home perfectly tucked away in a picturesque New England town. Indulge in the privacy & serenity of this 5 acre wooded property and peaceful pond while being minutes from an abundance of restaurants, shops & entertainment. Enjoy the natural setting from the comfort of the glass enclosed sunroom with panoramic views of the property. This 3 bed, 2 bath home maintains it’s original 1960’s charm while boasting thoughtful modern touches and intentional functionality.

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!

Comfortable home away from home- near everything
Price includes Airbnb fees. Cozy, pet-friendly cottage in a peaceful setting just 70 miles from NYC and minutes from I-84 (Exit 8 or 9). This clean & comfortable retreat features 3 bedrooms (2 queens, 1 full), and pull-out couch. Portable A/C's in summer, and fireplace for cozy nights. The greenhouse adds plenty of natural light, the yard is perfect for kids, the front deck is great for morning coffee, and the gas grill great for cooking out. High-speed WiFi and 3 smart TVs.

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.

Cozy Family Home - Kid & Pet Friendly
3 bedroom house on a quiet street. 5mins down the road from ESPN and Lake Compounce. Kid friendly. Pet friendly. Workspace available. 1 bedroom w/ king bed. 1 bedroom w/ queen bed. 1 bedroom w/ 2 twin beds. Fully finished basement with 60inch TV, kids toys and fitness equipment/stationary bike. Deck and below deck hang out space. Though we aren’t living here full time, it’s still the place we call home, and we will use it when it’s not booked. Long stays welcome.

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.
Popular amenities for house rentals in Litchfield County
House rentals with a pool

Long Meadow Manor- Heated Pool, near Apple Picking

Private Hudson Valley Country Retreat

The Catamount Ski Haus with Pool & Hot Tub

Country retreat on 4 private acres

Serene Lakeview

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

Designers Historic Connecticut Home

Sunbeam Lodge: Sauna+Hot Tub, 50 Acres, ‘70s Oasis
Weekly house rentals

Gunn Brook Mountain House

Cozy Pet Friendly Lake Cottage!

Cozy cottage

Private Woodland Sanctuary—3 mins to a lake beach!

Rustic Farmhouse; Cozy Apartment; Litchfield Cnty

Berkshires Black Abbey

Litchfield country escape

Gentle Gatherer’s Nature Hideaway w/Lake access
Private house rentals

Stylish & Luxurious 3 BDR home with Play Station

Relax By The Water

The Art House: 5-Acre Getaway w/ Fireplace

Cozy Waterfront Lake House

Charming Cottage next to Flamig Farm

Direct Waterfront with Private Beach - Entire Home

The Doctor’s 1781 House on the Litchfield Green

Charming 3BD/3BA Country Hideaway
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Mount Pocono Holiday rentals
- The Hamptons Holiday rentals
- Family-friendly rentals Litchfield County
- Rentals with pools Litchfield County
- Waterfront rentals Litchfield County
- Rentals with a washing machine and dryer Litchfield County
- Rentals with a kayak Litchfield County
- Fitness-friendly rentals Litchfield County
- Pet-friendly rentals Litchfield County
- Rentals with beach access Litchfield County
- Rentals with a patio Litchfield County
- Guest house rentals Litchfield County
- Cabin rentals Litchfield County
- Rentals with an EV charger Litchfield County
- Beachfront rentals Litchfield County
- Rentals with outdoor seating Litchfield County
- Rentals with lake access Litchfield County
- Farm stay rentals Litchfield County
- Rentals with a firepit Litchfield County
- Flat rentals Litchfield County
- Rentals with a fireplace Litchfield County
- Private suite rentals Litchfield County
- Rentals with a hot tub Litchfield County
- Rentals with breakfast Litchfield County
- Cottage rentals Litchfield County
- Bed and breakfasts Litchfield County
- House rentals Connecticut
- House rentals United States
- Yale University
- Fairfield Beach
- Six Flags New England
- Thunder Ridge Ski Area
- Walnut Public Beach
- TPC River Highlands
- Brownstone Adventure Sports Park
- Woodmont Beach
- Silver Sands Beach
- Bash Bish Falls State Park
- Hudson Highlands State Park
- Jennings Beach
- Wildemere Beach
- Kent Falls State Park
- Catamount Mountain Ski Resort
- Seaside Beach
- Walkway Over the Hudson State Historic Park
- Bushnell Park
- Sherwood Island State Park
- Bayview Beach
- Fort Trumbull Beach
- Taconic State Park
- Calf Pasture Beach
- Norman Rockwell Museum




