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The oldest home in Litchfield.

You will simply fall in love with The Red House 1735! Cozy antique home adorned with vintage treasures. Conveniently located near everything the area has to offer. Walk across the street to White Memorial Conservation, with some of the most beautiful trails in Litchfield County. 5 minute drive to the town of Litchfield with quaint shops and restaurants. Bantam Lake, CT Wine Trails, Mohawk Ski Mountain, and so much more is within a short driving distance. We welcome you to enjoy our country oasis

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The Cottage @ 228 Maple

This charming, fully equipped 2-story home is privately set at the edge of the woods. Five minute drive to the historic Litchfield Center, this gem is central to everything, making it easy to plan your visit. History walks, museums, restaurants, boutiques, antiques, wineries, distilleries, & farmers markets. Yearlong recreational activities -hiking, biking, birding, boating, skiing nearby at Bantam Lake, White Memorial, Mohawk Ski Area, Topsmead State Forest, Land Trust & Audubon Preserves.

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Litchfield Hills Hideaway

Enjoy the Litchfield Hills from this newly renovated one bedroom apartment with private entrance. Amenities include full kitchen, living room, bedroom with queen bed, and full en suite bathroom. WiFi and cable TV included. All located less than 2 miles from historic Litchfield Center. Our property borders on the White Memorial Foundation nature preserve, with over 40 miles of hiking trails. Mohawk Mountain Ski area in Cornwall and Ski Sundown in New Hartford are only a short drive away.

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The Doctor’s 1781 House on the Litchfield Green

Welcome to the Doctor’s 1781 House on the Green in the Litchfield Historic District, a Registered Landmark. We are thrilled to share with our guests this beautifully preserved 1781 house and lush gardens in Connecticut’s quintessential colonial village. Located among historic homes and buildings and across the Green from Litchfield's charming restaurants and shops, walk in the footsteps of Washington, Tallmadge, Rochambeau, Harriet Beecher Stowe and other luminaries of America’s founding…

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Cozy Guest House on 15 Acres

New for 2026 - 2-Personal Barrel Sauna! Escape to our charming guest house nestled on 15 acres of beautiful land. Our cozy retreat features two upstairs bedrooms, a lofted bed in the kitchen, a large living room with bumper pool table, a patio with fire pit and sauna, and direct access to hiking trails. Located just minutes from excellent restaurants, Bantam Lake, Lake Waramaug, Mohawk Ski Area, hiking and more, our guest house is the perfect base for your adventures.

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Artist's Garden Apartment

Private second floor apartment with entrance. Detached from the host's main house. Overlooks perennial herb and flower gardens located in the backyard. Walking distance to White Memorial Nature Preserve and the historic Litchfield Center. Walk or bike from the backyard to shopping, restaurants, art galleries, bakeries, or to a 3000 acre nature preserve and take in the Flora and Fauna. Quiet residential neighborhood that is close to so many amenities and activities.

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Chic Colonial Charmer near Litchfield Green

Welcome to Sedgewick House! This beautifully restored 1825 colonial marries vintage charm with modern amenities. Filled with funky designer interiors, a fully equipped kitchen, large private backyard and cozy spaces doused in natural light, this retreat offers character and comfort in equal measure. Ideal for those wanting to experience the quaint town of Litchfield with a boutique stay. Walk to some of our favorite restaurants or grill from the comfort of your patio.

Litchfield-Hot Tub-Shops & Eats-Vineyards-Hikes

This vintage style cottage offers guests a comfortable and convenient stay in Litchfield with it’s range of amenities. Essential amenities include air conditioning, cooking basics, a dedicated workspace, dishes and silverware, a dryer, hair dryer, heating, hot tub, kitchen, TV, washer, and Wi-Fi. 5 Min - Litchfield Town center 9 Min - Arethusa Dairy farm- Restaurant 10 Min - White Memorial Conservation Center 8 Min - Bantam Lake 19 Min - Mohawk Mountain Ski Area

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The Litchfield Nook - Cozy Uptown Apartment

Welcome to a cozy and peaceful nook in the hills! This well appointed apartment provides a home away from home feel. The unit is located on the first floor of a multi unit family house and sleeps 4 comfortably. You will be within walking distance to the iconic Litchfield Green and White Memorial Foundation. Everything that there is to see and do in Litchfield is within a short driving distance. Enjoy the beauty of Litchfield and come join us as our guest!

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Pristine 2BR | Fall Getaway | Fireplace + Parking

Stay in a professionally cleaned, cozy first-floor 2BR designed for comfortable short stays, work trips, weekend visits, and longer stays. You’ll be close to downtown Torrington, the Warner Theatre, Nutmeg Ballet, restaurants, and local events—with a comfortable place to unwind afterward. Our goal is simple: A spotless, comfortable, and stress-free stay that feels easy from check-in to checkout.

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SerenityCT

New! Litchfield, Connecticut Nestled on 7 acres in the heart of a charming, quintessential New England town, our Chalet styled home offers a unique vacation rental. Enjoy the feel of nature without sacrificing the luxury of comfort. Experience rich history, nearby vineyards, hiking trails, breweries, nature and so much more!

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Beautiful Brook-side Log Cabin on 3 Private Acres

Fall asleep to the sound of the rushing brook in this beautifully restored log home. The cabin sits in the middle of three wooded acres overlooking Catlin Brook as it cascades through the gorge below. It seems like wilderness, yet all the amenities of Harwinton are just a few minutes away.