Holiday houses in Litchfield

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Top-rated holiday rentals in Litchfield

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Guest favourite
A cozy studio space features a full-size bed with a neutral comforter, a desk and chair set against a wall, and a small television mounted above a radiator. Natural light enters through a window, with patterned curtains framing the view. The bathroom doorway is visible in the background.
Apartment in Amenia
4.92 out of 5 average rating, 125 reviews

Amenia Main St Cozy Studio

Cozy studio in well maintained house from 1900. 150 sq ft with full size bed. Unit is comfortable for one, tight for two. Right in small town of Amenia. Front porch with seats/table. Walking to food, shops, drive-in movie theatre, and rail trail. Trail is 1/4 mile from house, paved and only allows walking/biking. On trail: Arts village Wassaic (3 miles south) Millerton (8 miles north). Train to NYC is 2.5m south. Tons in area: wineries, distillery, lakes, hiking, theatre & quaint towns.

Top Guest favourite
A textured chair with a unique design is positioned beside a small wooden table in a cozy living area. A patterned sofa, featuring geometric designs, adds warmth to the space, complemented by decorative wall plates and a subtle arrangement of flowers on a shelf.
Guest suite in Bethlehem
4.99 out of 5 average rating, 330 reviews

Quiet cottage w/chickens, gardens 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!

Top Guest favourite
A well-maintained garden is framed by a wooden fence, featuring vibrant sunflowers and lush greenery. The manicured lawn surrounds the garden, creating a serene outdoor space. Towering trees provide a natural backdrop, enhancing the peaceful ambiance of the area.
Guest suite in Litchfield
4.95 out of 5 average rating, 133 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 favourite
A cozy living room features a comfortable gray sofa adorned with colorful cushions, accompanied by a wooden coffee table. Two chairs, one with burgundy upholstery and the other with a light wood finish, add seating options. Soft lighting is provided by two table lamps and recessed lights.
Apartment in Litchfield
4.99 out of 5 average rating, 146 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.

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.
Apartment in Torrington
4.96 out of 5 average rating, 233 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.

Superhost
A vintage cottage is surrounded by vibrant autumn trees with red and yellow foliage. The ground is covered in fallen leaves, and a stone wall lines the edge of the property, providing a natural border. The sky features scattered clouds, enhancing the seasonal ambiance.
Cottage in Litchfield
4.86 out of 5 average rating, 368 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
A spacious room features a comfortable bed with a light blue quilt, complemented by decorative pillows. A desk and chair are positioned by a window, with bookshelves in the background. Natural light filters through the windows, creating a welcoming atmosphere.
Guest suite in Morris
4.99 out of 5 average rating, 424 reviews

Lakeside Private Guest Suite

Feel like you're in your own studio apartment in the spacious, bright lower level of our home! Walk out to your own lounging/dining area. Guests have their own separate entrance & parking space(s). Enjoy the serenity of Camp Columbia state park, as it is our extended backyard. Tip: The sunsets are beautiful! 2 hours from NYC, 30-45 minutes to local skiing & just 10 minutes to Washington Depot. We've recently made some updates in response to guests' feedback!

Guest favourite
Apartment in Litchfield
4.96 out of 5 average rating, 140 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 favourite
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
4.97 out of 5 average rating, 312 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.

Top Guest favourite
A round wooden table is set with woven placemats, featuring a white cup filled with frothy coffee. A tall vase with a vibrant sunflower adds a touch of color, while a small tray with assorted snacks is visible in the background.
Apartment in New Britain
4.96 out of 5 average rating, 221 reviews

Spacious Cozy Guest Suite

This unique guest suite located in a newly constructed home offers over 600 sq ft of space. There is a private entrance in a quiet and safe location. Minutes from CCSU, UCONN Med Center, I-84, downtown, restaurants and shopping. West Hartford Center is only 10 minutes away. KITCHEN DOESN’T INCLUDED STOVE , fridge, microwave, fully stocked coffee bar. Smart TV, high speed internet and work space are perfect for remote work.

Top Guest favourite
A spacious living room is characterized by a comfortable sofa adorned with decorative pillows. Two lamps provide soft lighting, while a coffee table displays decorative items. A wall-mounted clock and artwork complement the vaulted ceiling, creating a cozy ambiance in the inviting space.
Apartment in Bethlehem
4.94 out of 5 average rating, 261 reviews

Cozy 2nd Floor Suite In Bethlehem CT

Our private 2nd floor suite is fully equipped and easy on the budget. Sleeps a single or couple in comfort in queen bedroom. PLEASE NOTE- There is only one bed. This property is not suitable for friends traveling together unless they are willing to share the queen bed. Spacious living room and well-equipped kitchenette. Dedicated workspace. Relax with Wi-Fi, streaming channels. Free calls anywhere in the US.

Guest favourite
Apartment in Winsted
4.89 out of 5 average rating, 124 reviews

Haven at Highland lake

Kick back and relax in this calm, stylish space. This studio apartment offers fast internet, TV , a comfortable couch , a stylish new bathroom, a lovely kitchenette, as well as black out curtains in the bedroom. And a cozy warm fireplace. This apartment comfortably sleeps 1 adult or a couple. The couch folds out into a bed and there is bedding in a tote stored Under the bed.

Popular amenities for Litchfield holiday rentals

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Avg. price$392 AUD$369 AUD$353 AUD$364 AUD$404 AUD$461 AUD$450 AUD$484 AUD$456 AUD$435 AUD$396 AUD$453 AUD
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Quick stats about holiday rentals in Litchfield

  • Total holiday rentals

    Explore 130 holiday rentals in Litchfield

  • Nightly prices starting at

    Litchfield holiday rentals start at $108 AUD per night before taxes and fees

  • Verified guest reviews

    Over 6,570 verified reviews to help you choose

  • Family-friendly holiday rentals

    100 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 50 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wi-Fi availability

    130 of Litchfield holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Litchfield rentals

  • 4.9 Average rating

    Litchfield stays are highly rated by guests—averaging 4.9 out of 5!