House vacation rentals in Litchfield

4.9 out of 5 average rating, 107 reviews

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

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.

4.9 out of 5 average rating, 110 reviews

A spacious living area is presented, featuring a comfortable gray sectional sofa, a wooden coffee table, and a decorative rug. Two green bar stools are positioned at a small counter, and a ceiling fan is mounted above, enhancing the cozy atmosphere of the penthouse apartment.

Home in West Hartford

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.

4.99 out of 5 average rating, 110 reviews

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

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.

A charming two-story blue house features a vibrant red front door, surrounded by colorful autumn foliage and a spacious lawn. Gravel paths lead to the entrance, highlighting the inviting exterior and nearby greenery.

4.83 out of 5 average rating, 410 reviews

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

4.94 out of 5 average rating, 123 reviews

A tranquil outdoor scene features a lush green lawn surrounding a calm pond. The reflection of trees and the nearby home can be seen in the water. A picnic table sits on the grass, inviting relaxation amidst the natural surroundings.

Home in Southington

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.

4.99 out of 5 average rating, 135 reviews

The farmhouse exterior displays a yellow façade with white trim and bright blue front door. Multiple large windows allow natural light to fill the home. A small seating area with two chairs and surrounding greenery adds to the inviting appearance of the property.

Home in Cornwall

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!

4.93 out of 5 average rating, 201 reviews

The exterior of a charming three-bedroom house is displayed, featuring a sloped roof and neatly trimmed bushes. A large tree provides shade in the front yard, while a stone pathway leads to the entrance. Side decorations include a swing and tree remnants.

Home in Bristol

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.

4.99 out of 5 average rating, 138 reviews

A timber-style cottage is surrounded by landscaping featuring stones and low shrubs. A spacious deck with white railings leads to a welcoming entrance. Light-colored siding and multiple windows enhance the two-story structure, set against a backdrop of trees and open land.

Home in Southbury

The Cottage at Cedar Spring Farm

Welcome to The Cottage at Cedar Spring Farm located on a 16 acre working Christmas tree farm bordered by 155 acres of protected land trust with marked hiking trails. The holidays are right around the corner. Holiday reservations have date restrictions. Please inquire about availability. Conveniently located to I-84, shopping, local farms, wineries, breweries, restaurants, and Heritage Village. Please note that we allow pets (dogs only) and have a limit of two.

4.97 out of 5 average rating, 312 reviews

A view of a classic farmhouse, surrounded by green grass and trees. Hay is scattered across the foreground, and the house features a porch with visible outdoor seating. A quiet road is seen in the distance, offering a glimpse of the serene rural setting.

Home in Bethlehem

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.

A Craftsman-style home is surrounded by lush green lawns and gardens, featuring a warm, inviting facade. The structure includes a mix of gabled roofs and large windows, with a stone patio that presents outdoor seating. Copious trees provide natural shade, enhancing the tranquil setting.

4.96 out of 5 average rating, 105 reviews

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.

4.89 out of 5 average rating, 148 reviews

A bright living room features a cozy arrangement with a gray sofa and two wooden chairs. A simple coffee table displays decorative items and a potted plant. Natural light streams through two windows, adorned with bamboo shades, creating a warm and inviting space.

Home in New Hartford

Modern Farmhouse

This is a quaint, sun-filled farmhouse in the Farmington valley of Connecticut. Convenient to great antique shopping, Ski Sundown, farm stands, Farmington river inner-tubing and biking trails, kayak and canoe rentals, the sweet towns of Collinsville and New Hartford, and a 30 minute straight shot to Hartford itself. The house is also convenient to Torrington, Simsbury, Avon, Winsted, and a beautiful drive to Hartford-Bradley International Airport.

4.92 out of 5 average rating, 279 reviews

The interior space showcases exposed wooden beams and a bright, open layout. A comfortable seating area is positioned near large windows that provide natural light and views of the surrounding trees. A round dining table is visible, accompanied by a set of stylish chairs.

Home in Cornwall

Secluded modern forest cabin with 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

Popular amenities for Litchfield house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.94 out of 5 average rating, 196 reviews

A serene view of a private lake is complemented by a well-maintained pool area. Lounge chairs and umbrellas are arranged around the pool, with lush greenery and trees framing the landscape. The clear water of the lake reflects the surrounding nature under a soft, cloudy sky.

Home in Stormville

Private Hudson Valley Country Retreat

5 out of 5 average rating, 46 reviews

A bright living room showcases a comfortable gray sofa with colorful striped pillows, complemented by two green armchairs. A wooden coffee table with a striped blanket is centered on a vibrant area rug. Natural light filters through patterned window treatments, highlighting the wooden beams and stylish decor.

Home in Pine Plains

Stunningly Designed Luxury Home w/ Pool & Hot Tub

A newly renovated kitchen features modern cabinetry complemented by a wood beam overhead. Checkerboard flooring adds visual interest, while stylish bar stools provide seating at the island. Ample counter space and sleek appliances create a functional cooking area with natural light filtering through the window.

4.56 out of 5 average rating, 32 reviews

Litchfield Modern Farmhouse

5 out of 5 average rating, 58 reviews

The image captures a spacious estate surrounded by lush green fields, featuring a heated saltwater pool enclosed by a wooden fence. The house, with multiple levels, displays a mix of gray siding and large decks, enhancing its outdoor appeal.

Home in Bethlehem

Lakeview Expanse

4.9 out of 5 average rating, 119 reviews

A swim spa with dual zones is shown, featuring illuminated blue and red lights. The adjacent outdoor area includes a large screen displaying a sports event. Steam rises from the hot tub, creating a relaxing ambiance in the evening setting.

Home in Hamden

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

5 out of 5 average rating, 9 reviews

A comfortable living area features a striped sofa adorned with patterned cushions, positioned beside a wooden coffee table. A vase of fresh flowers sits atop the table. Light filters through a large window with divided panes, illuminating the space and connecting to the kitchen area visible in the background.

Home in Sherman

Designers Historic Connecticut Home

5 out of 5 average rating, 105 reviews

A bright living area features large windows that invite natural light. The space includes a dark sofa, a vibrant yellow armchair, and a soft, patterned area rug. A coffee table is centrally placed, accompanied by a small side table with a decorative lamp.

Home in Taghkanic

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

An open dining area features a rustic wooden table surrounded by modern chairs. A chandelier hangs above, complementing the natural light from large windows. A cozy living space with a fireplace and plush seating is visible in the background. Warm wood beams add character to the ceiling.

4.9 out of 5 average rating, 60 reviews

Woodland Country Retreat-Pool+FirePit-nearWineries

Weekly house rentals

5 out of 5 average rating, 36 reviews

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

New England Quiet and Cozy Getaway

4.91 out of 5 average rating, 32 reviews

An open-concept living area features a modern teal sofa and a light gray lounge chair, both positioned on a textured area rug. Sunlight pours in through large windows, illuminating natural wood flooring and creating a bright and inviting space. A cozy wood stove is visible in the corner.

Home in Cornwall

Gunn Brook Mountain House

5 out of 5 average rating, 28 reviews

The cottage features a covered porch with several blue chairs arranged for relaxation. The exterior showcases light-colored siding, complemented by dark trim. A well-maintained lawn stretches around the property, with trees providing shade and a small shed visible in the background.

Home in New Milford

Cozy cottage

4.74 out of 5 average rating, 244 reviews

A historic farmhouse, characterized by its gray siding and white trim, features a symmetrical facade with large windows. Greenery surrounds the entrance, highlighting a red door and flower boxes under the windows. The building is topped with a gabled roof and flanked by tall trees.

Home in Warren

Rustic Farmhouse; Cozy Apartment; Litchfield Cnty

A contemporary house exterior is presented, featuring a warm wood tone and a spacious driveway. Large windows are visible, allowing natural light to fill the interior. Surrounding greenery includes trees and shrubs, contributing to a serene outdoor environment.

4.91 out of 5 average rating, 22 reviews

Litchfield country escape

4.98 out of 5 average rating, 56 reviews

The exterior of the cottage is visible, showcasing a welcoming entrance illuminated by warm light. The landscaped yard leads to the lakefront, with a dock extending into the water, reflecting the soft hues of sunset. Tall trees frame the scene, enhancing the serene atmosphere.

Home in Morris

UB’s Corner

4.97 out of 5 average rating, 65 reviews

The cottage exterior features a grey wood siding with a modern metal roof, surrounded by manicured landscaping. A spacious porch is highlighted by large glass windows, offering views of the vibrant greenery and colorful flower beds near the entrance.

Home in New Preston

Lake View Cottage

The exterior of the main house is shown, featuring a blend of traditional New England architecture. A well-maintained garden with colorful flowers surrounds the home, and large windows reflect natural light. A level area of grass is visible in the foreground.

5 out of 5 average rating, 53 reviews

The Main Farmhouse at Gray Rock Farm

Private house rentals

4.93 out of 5 average rating, 42 reviews

An outdoor terrace features a round table with metal chairs, situated on a natural stone ledge. A patio umbrella provides shade, while the cottage's charming wooden exterior is framed by lush greenery, enhancing the sense of seclusion and tranquility.

Home in New Milford

OWL's PERCH Candlewood Lakefront Rustic Cottage!

4.83 out of 5 average rating, 95 reviews

A bright living area features a teal sofa paired with a light gray armchair, accented by a round coffee table at the center. Natural light floods in through large windows, with soft curtains enhancing the serene atmosphere. Art pieces adorn the walls, complementing the hardwood floor.

Home in Bristol

Stylish & Luxurious 3 BDR home with Play Station

4.86 out of 5 average rating, 7 reviews

A cozy living room features a light grey sofa adorned with patterned cushions. A wooden trunk serves as a coffee table in front of the sofa. Natural light filters through a skylight, highlighting the warm red walls and floral arrangement on a side table.

Home in Norfolk

entire farm style house

5 out of 5 average rating, 88 reviews

A cozy living room is furnished with two gray sofas and a patterned armchair. A wooden coffee table sits in the center, complemented by a decorative plant. Natural light enters through large bay windows, highlighting the space's warm, neutral tones.

Home in Sherman

Slice of Paradise in the Country

4.95 out of 5 average rating, 88 reviews

A multi-story wooden house is set against a backdrop of lush green trees. Colorful flowering bushes, primarily in shades of pink, enhance the natural landscape, while a glass solarium extends from one side of the house, showcasing outdoor living space.

Home in New Hartford

Private Woodland Sanctuary—3 mins to a lake beach!

4.96 out of 5 average rating, 82 reviews

An outdoor seating area is featured with two ornate egg chairs and a spacious sofa. The furniture is complemented by colorful cushions, and a geometric patterned rug is placed underneath. A stone fireplace is visible in the background, surrounded by trees.

Home in New Fairfield

Hilltop Retreat- Lakefront with Dock

4.93 out of 5 average rating, 42 reviews

A light-filled living area features a grey sofa and floral patterned armchair. A television is positioned on a dark wood stand, with a cozy rug anchoring the space. Large windows allow natural light to illuminate the room, complemented by soft white curtains.

Home in Bristol

Walking on Sunshine