Litchfield County vacation rentals

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Top-rated vacation rentals in Litchfield County

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

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Superhost

A spacious bedroom with vaulted ceilings is presented, featuring a large bed with a textured throw. Cozy armchairs are positioned near a window, with a wooden side table and lamps adding functionality. Natural light fills the room, highlighting the soft wooden walls.

Villa in Morris

4.88 out of 5 average rating, 123 reviews

LuxeCompound-HotTub Pool Sauna Treehouse Gamebarn

Serene, elegantly appointed 19th century compound, fully modernized and set on the edge of a 50 acre land preserve next to boat friendly Bantam Lake. Located in the rolling hills of Litchfield County this expansive home has four buildings and every amenity: pool, hot tub, heated gym, cedar sauna, central AC, 2 chef’s kitchens, game barn, primary suite with wb fireplace and soaking tub, a pool house guest suite with steam shower, & treehouse w/ slides & a swing set built on a 300yr old oak tree.

Top guest favorite

A cozy living space features a patterned sofa adorned with various throw pillows. Nearby, a light-colored stool complements a wooden coffee table, while a textured area rug adds warmth to the room. Decorative woven baskets are displayed on the wall above the sofa.

Guest suite in Bethlehem

4.99 out of 5 average rating, 304 reviews

Breezy Crest cozy, private retreat near Litchfield

Escape to this charming and historic two-story 1841 suite, nestled in the quaint town of Bethlehem. The upstairs bedroom boasts original exposed beams and antique details, creating a cozy and inviting atmosphere. Wake up to the sunrise from the comfort of your bed and enjoy a warm fire in the backyard while listening to the peaceful sounds of nature. Conveniently located between Litchfield and Woodbury, and just 90 miles from NYC, you'll have easy access to shops, restaurants, and summer fun!

Superhost

Home in Litchfield

4.83 out of 5 average rating, 384 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

Guest favorite

A set of wooden stairs is visible, leading to a covered entrance. Lush green grass extends beyond the stairs, framed by trees on the property. The outdoor area offers a peaceful, natural setting, enhanced by soft sunlight filtering through the leaves.

Guest suite in Litchfield

4.95 out of 5 average rating, 114 reviews

Country Suite

Situated above a charming residential barn this cozy two room suite offers comfort and privacy for those traveling through bucolic Litchfield CT This airy loft boasts WiFi cable TV a hi-tech key free security lock automatic outside lighting A large bedroom overlooks the front of the property in this quiet wooded neighborhood large enough to have a king size bed large bathroom work space and kitchenette Keurig and coffee incl. The front room faces a sweeping lawn on this well kept property

Top guest favorite

A clean bathroom is depicted, featuring light blue walls with white shelving. Freshly folded towels are arranged neatly on the shelves, while a green towel hangs on a silver rack. A small cabinet with drawers is positioned below the shelves, adding to the organized appearance.

Apartment in Litchfield

4.99 out of 5 average rating, 138 reviews

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.

Guest favorite

A modern kitchen features white marble countertops and stainless steel appliances, including a gas stove and coffee maker. Skylights provide natural light, while open shelving showcases plants. Two black bar stools are positioned at the island, and a round dining table is visible in the foreground.

Cottage in Cornwall

4.92 out of 5 average rating, 157 reviews

Newly Built Cottage in Housatonic Valley

This newly built modern cottage is located on a historic railroad street nestled in a charming village within the Housatonic River Valley. There are beautiful river views from the front porch, deep woods off the back deck, a white marble kitchen with new appliances, and a dedicated parking spot. Escape the city and surround yourself in this quiet valley and the calm of small village life, located just 2 hours from NYC. This location offers year-round access to nature & outdoor activities.

Guest favorite

An open living area showcases high wooden ceilings with skylights, allowing natural light to fill the space. A simple seating arrangement includes a dark sofa and stylish chairs, while a light rug anchors a coffee table. Modern decor complements the neutral color palette.

Vacation home in Torrington

4.95 out of 5 average rating, 215 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 favorite

Cottage in Bethlehem

4.98 out of 5 average rating, 107 reviews

Cozy Getaway | Pet Friendly | Litchfield Cty

Escape to the Cottage at the Grove - with a cozy wood burning fireplace and inviting sectional it is the perfect winter sanctuary. Well equipped with all the amenities; from a fully stocked kitchen to bath salts for the deep soaking tub. One bedroom w/ en-suite bath & pull-out full size sofa bed. Just 30 min to Mohawk or Southington Ski Mountains. Just 10 min to downtown Litchfield, close to local farms & vineyards. For security we have two exterior cameras facing the door & driveway.

Top guest favorite

A vibrant garden landscape features a variety of perennial herbs and flowers, arranged in neat beds. A grassy area is visible, surrounded by diverse plantings. A small shed is positioned in the corner, with pathways and planters enhancing the garden's design.

Apartment in Litchfield

4.99 out of 5 average rating, 160 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.

Top guest favorite

A modern kitchen countertop is featured, highlighting a red kettle on a black stove. Stainless steel appliances are present alongside a selection of knives displayed on a magnetic strip. Natural wood cutting boards add warmth, complemented by a decorative bottle.

Apartment in Litchfield

4.97 out of 5 average rating, 121 reviews

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!

Top guest favorite

A compact bathroom features a white pedestal sink against a backdrop of textured brown wooden panels. A mirror framed in distressed wood hangs above the sink, while a framed art piece is displayed on the wall. A silver towel rack and toiletries are neatly arranged.

Home in Bethlehem

4.97 out of 5 average rating, 299 reviews

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.

Superhost

The exterior of a two-family home is displayed, featuring a white wooden facade with a covered front porch. Steps lead to the entrance, flanked by neatly trimmed bushes. A spacious lawn is visible, and the scene is set under clear blue skies.

Home in Litchfield

4.84 out of 5 average rating, 126 reviews

Heart of Litchfield Apartment - Steps From Town

Conveniently located just steps from downtown Litchfield in the George Bolles home built in 1830. This one bedroom apartment is located in the front section of a two family home located in the heart of the historic district in one of Litchfield's most sought after neighborhoods. 1,000 square feet of living space just a stone’s throw off the Green the house is a very short walk to dining, shopping, and the White Memorial Nature Preserve.