Holiday houses in Harwinton

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Top-rated holiday rentals in Harwinton

Guests agree: these stays are highly rated for location, cleanliness and more.

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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

4.85 out of 5 average rating, 131 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.

LocationValueShared spaces

Top Guest favourite

A jetted swim spa is positioned on a deck overlooking Lake Garda at sunset. The water's surface reflects soft hues of orange and pink, with serene trees framing the view. The spa displays an illuminated edge, enhancing the tranquil atmosphere of the lakeside setting.

Cottage in Burlington

4.98 out of 5 average rating, 189 reviews

Lakefront Cozy - SwimSpa, Firepit, Ski 20 min away

Discover a charming 1080 sqft lakefront cottage offering modern comfort and tranquility. Wake up to peaceful Lake Garda waterfront views while staying near Farmington Valley’s conveniences. This newly remodeled retreat features a large jetted swim spa, stone patio with fire pit and grill, and direct lake access for kayaking or pedal boating perfect for relaxation. Enjoy a private getaway with nature’s beauty at your doorstep, all while being minutes from dining, shopping, and outdoor adventures.

LocationFamilyParking

Top Guest favourite

Apartment in Torrington

4.99 out of 5 average rating, 156 reviews

“The Clemons!” Central AC - 3 Beds - Main Level

Originally Built by the Hotchkiss Lumber company (one of Torrington’s first industrial manufacturing factories) for their daughter - the Clemons’ Family, this home offers lots of room to stretch out in this 3 bedroom, living/kitchen/ & 1.5 baths in this first floor unit. All beds feature soft organic blend sheets, soft/firm pillows with protectors , Brand new Central Air Conditioning in summer and hot air heating, fans and an air purifier. 2 Roku TVs. Close to ski areas, IDEAL for wedding guest

ValueLocationWalkability

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.

Apartment in Torrington

4.95 out of 5 average rating, 284 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.

ValueFamilyHospitality

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

4.94 out of 5 average rating, 250 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.

ValueFamilyView

Top Guest favourite

The exterior of a two-story farmhouse is presented, featuring white siding and multiple windows. A welcoming front porch includes seating, while the surrounding landscape features manicured bushes and colorful flower beds. The yard is spacious and well-kept, framed by tall trees for added privacy.

Home in Harwinton

5.0 out of 5 average rating, 31 reviews

1800’s Farmhouse in the hills of Litchfield County

Welcome to our 1800s farmhouse on 2 acres in the hills of Litchfield County, surrounded by hiking trails, lakes, skiing, wineries, and the antique trail! This 4-bedroom home features a living room with wood-burning fireplace. Upstairs library/reading area with curated books. The dining room seats eight with pellet stove. Enjoy the outdoor dining area, grill, and fire pit. Very close to ski resorts, wineries, and lakes for kayaking/swimming, and many picturesque colonial towns!

LocationFamilyDecor

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, 169 reviews

The Carriage House Wine Vineyards 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.

LocationValueHeating

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.

Apartment in Torrington

5.0 out of 5 average rating, 122 reviews

Pristine Downtown 2BR Cozy Fireplace & Parking

Stay in a professionally cleaned, cozy 2BR apartment designed for comfortable short stays, weekend visits, work trips, and longer stays alike. Located just minutes from downtown Torrington, you’ll be within minutes of restaurants, coffee shops, the Warner Theatre, Nutmeg Ballet, and local events while still enjoying a relaxing place to unwind after a busy day. Our goal is simple: A spotless, comfortable, and stress-free stay that feels easy from check-in to checkout.

ValueFamilyQuiet

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.

Apartment in Litchfield

4.99 out of 5 average rating, 224 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.

LocationFamilyAmenities

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, 408 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

ValueFamilyLaundry

Top Guest favourite

A well-lit bedroom features a spacious bed with crisp white linens and decorative yellow accents. Two bedside lamps provide soft lighting beside the bed, while a vibrant throw blanket rests at the foot. A window is adorned with patterned curtains, adding warmth to the space.

Home in Torrington

5.0 out of 5 average rating, 65 reviews

Clean & Quiet Home| Enclosed 3 Season Porch & Deck

Escape to a peaceful Connecticut retreat designed for relaxing weekends, family visits, remote work, and slow mornings. This cozy 3-bedroom home in Torrington sits in a quiet neighborhood near the Litchfield Hills—perfect for leaf-peeping trips, wedding weekends, or working remotely in comfort. Enjoy coffee on the porch, game nights around the table, and a home base that feels calm, clean, and easy after a full day exploring.

FamilyLocationLaundry

Top Guest favourite

A modern coffee table is positioned in front of a decorative area with built-in shelving. A framed television displays a vibrant floral image. A candle and a magazine are placed on the table, accompanied by a round decorative mat, enhancing the living space's functionality.

Apartment in Canton

5.0 out of 5 average rating, 55 reviews

Collinsville Overlook at LaSalle

Stay in the heart of Collinsville, above the historic Lasalle Market. Just steps to the Farmington River, Rails to Trails, restaurants, shopping, antiquing, concerts, walking, biking, fishing, canoeing and kayaking. Sleeping for 4 (including a queen bedroom and a queen air mattress). Enjoy breakfast in your private nook overlooking the village. Voted one of America's 10 Coolest Small Towns by Frommer's Budget Travel Magazine!

LocationFamilyBiking