Holiday rentals in Harwinton

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Top-rated holiday rentals in Harwinton

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Superhost
A charming red homestead is surrounded by a light coating of snow, with a wooden staircase leading to the entrance. Leafless trees are visible in the foreground, and a convenience store can be seen in the background, enhancing the house's accessibility.
Home in Torrington
4.88 out of 5 average rating, 122 reviews

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.

Top guest favourite
A cozy living area features a light-colored sofa adorned with red accent pillows. A wooden coffee table sits in the center, accompanied by a vintage armchair and a small desk. Warm lighting is provided by a floor lamp, with simple wall art enhancing the inviting space.
Home in Torrington
4.99 out of 5 average rating, 112 reviews

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.

Top guest favourite
A spacious living area is presented with a large flat-screen TV mounted on a white entertainment unit. A soft gray sofa sits nearby, and a decorative area rug enhances the room's aesthetic. Natural light streams in through a front door adorned with a glass panel.
Guest house in Watertown
4.93 out of 5 average rating, 107 reviews

Private studio guesthouse

Kick back and relax in this peaceful, quiet, stylish space with high ceilings, central heat and air, huge bathroom, mini kitchen, fridge, microwave, coffee maker, 75" TV, onsite laundry and workout equipment when needed, private parking space, private entrance, high-speed internet, countless local restaurants, fast food chains and cafes, all major supermarkets, hospitals and doctors offices, post offices, easy access to numerous lakes, golf course and wineries. Indeed, a home away from home.

Top guest favourite
A private deck is shown overlooking the Farmington River, framed by colorful autumn foliage. Two wicker chairs with orange cushions are positioned beside a small table, all under a large blue umbrella. The tranquil water and nearby landscape are visible in the background.
Flat in Collinsville
4.98 out of 5 average rating, 105 reviews

River Overlook - Collinsville, CT

Spotless new 1 BR apt (Q bed + pullout couch = sleeps 4) in downtown Collinsville, perched across the street from Farmington River and Rails to Trails. Steps to Collinsville - restaurants, antiques, concerts, walking, biking, fishing, canoe/kayaking. Relax on your private deck overlooking the river. See if you can spot our local Bald Eagle family! Voted one of "America's 10 Coolest Small Towns" by Frommer's Budget Travel Magazine! One dog allowed - Collinsville is a very dog friendly town!

Top guest favourite
A spacious living area features high wooden ceilings and large windows allowing natural light to fill the room. A black sofa and stylish chairs surround a round dining table. A television is positioned on the wall, accompanied by decorative plants and neutral-toned artwork.
Flat in Torrington
4.96 out of 5 average rating, 269 reviews

Modern/Private Five ★ /Hotel quality stay/1 BR Apt

Enjoy the comfort and tranquility of this modern apt. A lovely space to relax after a busy day. This clean and bright apt offers a tranquil residential vibe alongside quick, easy access to the Torrington downtown areas, restaurants, stores and bars. It features an open-concept layout, a neutral color scheme, wood surfaces, tasteful furnishings and decor. Designed comfortably for your stay offering WiFi, Netflix, laundry, queen bed, well equipped kitchen, and clean fresh white bed sheets.

Guest favourite
A rustic cottage is nestled among tall trees, overlooking a flowing brook. A wooden bench sits on a grassy area, with large boulders nearby. The house features a deck and is surrounded by greenery, with a gravel driveway leading up to the front.
Cottage in New Milford
4.95 out of 5 average rating, 239 reviews

The Cottage on Babbling Brook

A cozy, rustic cottage beautifully overlooking Wimsink Brook. Custom designed & handcrafted woodwork throughout the home. An all around great spot for families and friends. A magical, peaceful and relaxing space. Conveniently located on the Connecticut/New York border, just a 1 ½ hour drive or metro north from NYC. The area is a prime location, as it offers some of the most stunning and scenic hikes & drives in the country. Only a 10 minute drive from Kent, New Milford or Pawling.

Top guest favourite
The spacious loft features a sloped ceiling with exposed beams, accommodating a king-size bed and a cozy sofa. A work table is positioned beside a large window that allows natural light to fill the room. A flat-screen TV is mounted on the opposite wall.
Cottage in Collinsville
4.96 out of 5 average rating, 160 reviews

The Carriage House Skiing Nearby

Newly built contemporary light filled spacious 700 ft carriage house/Loft. It is walking distance to the Farmington river and downtown historic Collinsville. Just off the cycling "rails to trails" river trail, you'll find places to also kayak, SUP, fish and swim. CT Wine Trail and Brignole Vineyards nearby where you'll find food trucks and live music along with award winning wine! Skiing nearby. Conveniently close to Farmington, Avon, Simsbury, West Hartford and 84 highway.

Guest favourite
The living area features a light-colored sofa arranged with throw pillows, accompanied by a cozy armchair and a coffee table. Natural light floods through multiple windows, and a round mirror adds depth to the space. A door leads to the outdoor area, enhancing the room's connection to nature.
Home in Litchfield
4.98 out of 5 average rating, 251 reviews

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.

Top guest favourite
A vibrant garden filled with blooming flowers is framed by a well-maintained pathway leading to a red two-story building. Steps ascend through the landscaping, which features a variety of plants and foliage, enhancing the serene outdoor setting.
Flat in Litchfield
4.99 out of 5 average rating, 209 reviews

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.

Guest favourite
Tiny home in New Marlborough
4.95 out of 5 average rating, 158 reviews

Bedroom Forest View I Sauna I Fire-pit I Trails

Escape to a secluded custom built tiny house nestled amongst old pines and the Umpachene River. Inside, rustic charm meets modern comfort with 2 lux queen-sized beds, a well-equipped kitchen and bathroom, a massive bedroom forest view and a private sauna. Outside the home you can find a cozy fire-pit, trails that lead down to the river, and a dining table for all your meals. Go out for a day of hiking and exploring, and come back to unwind to sounds of nature.

Guest favourite
The charming cottage, with its white siding and red door accents, is set amidst lush greenery. A well-maintained yard features grass and flowering plants, while a stone wall frames the scene, adding to the property's rustic appeal.
Cottage in Litchfield
4.87 out of 5 average rating, 400 reviews

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

Top guest favourite
The living area features a comfortable sofa and two armchairs, accented with a patterned rug. A dining area with wooden stools is positioned adjacent to a kitchen equipped with modern appliances. Natural light enters through large windows, enhancing the warm and inviting space.
Flat in Torrington
5 out of 5 average rating, 113 reviews

Pristine Cozy Walkable Downtown 2BR Getaway

Cozy, pristine 2BR retreat in downtown Torrington. Guest favorite professionally cleaned after every stay. Minutes from the historic Warner Theatre, restaurants, and shops. Full kitchen, fast WiFi, workspace, keyless entry, and free off-street parking. Relax by the electric fireplace after exploring the scenic Litchfield Hills. Perfect for couples or remote workers. This private first-floor apartment is part of a quiet two-unit home.

Popular amenities for Harwinton holiday rentals