
House holiday rentals in Litchfield
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Top-rated house rentals in Litchfield
Guests agree: these houses are highly rated for location, cleanliness and more.

Slate Cabin - Stylish Country Escape x Rhinebeck
This designer cabin blends natural materials and modern finishes. — sophisticated & cozy. Gaze at (or swim in!) the stunning spring-fed pond steps from the house. Lounge on the deck or enjoy coffee in the sunroom. The interiors feature three bedrooms, two full bathrooms, living room with chic and cozy furniture and wood burning fireplace, and fully appointed kitchen that's a joy to cook in. Entertain your family & friends at the table for 10 and continue out to the grounds, beverage in hand.

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.

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.

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

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

Center of Litchfield House - Walk to Town!
Stay in one of Litchfield's historic properties in one of its most desirable neighborhoods! Located a short walk from town and White Memorial nature preserve as well as a short drive from the village of Bantam. You will have the main section of this two family home to yourself with a separate entrance and exclusive use of the rear yard. There are enough historic touches left in place to make this a memorable stay!

Private Woodland Sanctuary—3 mins to a lake beach!
Kick back and relax in this calm, stylish space with your loved ones and furbabies in New Hartford, CT. Indulge in the privacy and serenity of this 4 acre wooded home only 3 mins away from CT's most pristine lake, West Hill Lake. The lake is super approachable and the beach is kid friendly! Enjoy the sunshine and morning coffee in our unique solarium.
Popular amenities for house rentals in Litchfield
House rentals with a pool

Retreat with Heated Pool, 1 Mile to NYC Train

Northwest Connecticut Vacation House in Goshen

Country retreat on 4 private acres

Peaceful Light-Filled Guesthouse 1 Hour From NYC

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

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

Woodland Country Retreat-Pool+FirePit-nearWineries

Litchfield Hills Lakefront Getaway! 7/18-25 Avail
Weekly house rentals

Bantam Beauty: Surrounded By Nature!

Clean & Quiet Home| Enclosed 3 Season Porch & Deck

Cozy Pet Friendly Lake Cottage!

Escape to Bantam Lake

Woodland A-Frame

Berkshires Black Abbey

Mountain View Getaway

Cottage Litchfield Hills, Morris & Washington, CT
Private house rentals

Bull Hill Bungalow

Waterfront oasis in heart of Berkshires

Bespoke Litchfield - Kid Friendly, Hot Tub, Bar

Peaceful Lakefront Oasis in Litchfield County

Hilltop Hideaway- fire pit, hot tub, mountain view

Millstone Manor with East Mountain View

All new mountain retreat near Great Barrington.

Cottage by the Lake - 5 mins from Mohawk Mountain
When is the best time to visit Litchfield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $490 SGD | $480 SGD | $384 SGD | $406 SGD | $457 SGD | $480 SGD | $506 SGD | $489 SGD | $461 SGD | $480 SGD | $446 SGD | $480 SGD |
| Avg. temp | -4°C | -2°C | 2°C | 9°C | 14°C | 19°C | 22°C | 21°C | 17°C | 10°C | 5°C | -1°C |
Quick stats about house rentals in Litchfield

Total holiday rentals
Explore 80 holiday rentals in Litchfield

Nightly prices starting at
Litchfield holiday rentals start at $90 SGD per night before taxes and fees

Verified guest reviews
Over 3,190 verified reviews to help you choose

Family-friendly holiday rentals
70 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
80 of Litchfield holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Litchfield rentals

4.9 Average rating
Litchfield stays are highly rated by guests – averaging 4.9 out of 5!
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- Rentals with a fireplace Litchfield
- Family-friendly rentals Litchfield
- Cabin rentals Litchfield
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- Rentals with pools Litchfield
- Beachfront rentals Litchfield
- Rentals with a washing machine and dryer Litchfield
- Rentals with lake access Litchfield
- Waterfront rentals Litchfield
- Pet-friendly rentals Litchfield
- Rentals with outdoor seating Litchfield
- Rentals with a firepit Litchfield
- Rentals with a patio Litchfield
- Fitness-friendly rentals Litchfield
- House rentals Connecticut
- House rentals United States
- Yale University
- Six Flags New England
- Thunder Ridge Ski Area
- Fairfield Beach
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Bash Bish Falls State Park
- Kent Falls State Park
- Bousquet Mountain Ski Area
- Hammonasset Beach State Park
- Taconic State Park
- Mohawk Mountain Ski Area
- Sleeping Giant State Park
- Powder Ridge Mountain Park & Resort
- Yale University Art Gallery
- Sherwood Island State Park
- Compo Beach
- Ski Sundown
- Walkway Over the Hudson State Historic Park
- Mount Southington Ski Area
- University of Connecticut
- Opus 40
- Naumkeag
- Norman Rockwell Museum





