Holiday rentals in Litchfield

4.99 out of 5 average rating, 301 reviews

Guest suite in Bethlehem

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

4.83 out of 5 average rating, 381 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 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

4.99 out of 5 average rating, 138 reviews

Flat in Litchfield

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.

4.92 out of 5 average rating, 155 reviews

Cottage in West Cornwall

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.

Holiday home in Torrington

4.95 out of 5 average rating, 213 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.

4.98 out of 5 average rating, 106 reviews

Cottage in Bethlehem

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.

4.94 out of 5 average rating, 124 reviews

Cottage in Goshen

Country Cottage in Goshen

Quaint country cottage, with beautiful hardwood floors, screened in porch, claw foot bathtub and lots of antiques set on a naturally landscaped 1 acre property. The original cottage was built in 1932, but was completely renovated in the last 5 years. 650 square feet with a bedroom, bathroom, lounge on the 2nd floor loft, and an open floor plan with living area, dining area and kitchen on the first floor. French doors lead from the dining area to a large screened in porch.

4.99 out of 5 average rating, 159 reviews

Flat in Litchfield

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.

4.97 out of 5 average rating, 120 reviews

Flat in Litchfield

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!

Superhost

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.

4.99 out of 5 average rating, 403 reviews

Guest suite in Morris

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 private lounging/dining area. Separate entrance and parking space. 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 and just 10 minutes to Washington Depot.

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Popular amenities for Litchfield holiday rentals

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Pool

Free parking on premises

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Other great holiday rentals in Litchfield

4.95 out of 5 average rating, 82 reviews

Cabin in Bethlehem

Cabin by the lake I Private Beach I Paddle Board

AmyRating, 5 stars2 days ago

We loved our stay at Mariana’s cozy and comfortable cabin by the lake. The surroundings are beautiful, and the cabin is tastefully decorated and equipped with everything guests might need. Mariana was quick to respond to our questions, and made us feel very welcomed. The only disappointment was that it rained during our whole stay and we couldn’t enjoy the adorable deck off the side of the house - next time! We’re definitely happy we stayed here!

Superhost

Home in Torrington

4.9 out of 5 average rating, 97 reviews

Charming Home in Litchfield County on a MAIN ROAD!

JulieRating, 5 stars3 weeks ago

Perfect placement, central to our needs. I love the fact my dog didn't have to be in a crate while we were out. I also love that there were laundry and dishwasher pods. Fantastic stay overall.

5 out of 5 average rating, 73 reviews

Guest suite in Watertown

Private King suite w/ separate entry-Walk to Taft!

DeniseRating, 5 stars3 weeks ago

Easy to find when I figured out the gravel driveway. Every detail was considered, even the small items. Hosts very responsive when I needed something. This is the PERFECT location for Taft parents.

Guest suite in Washington

5 out of 5 average rating, 64 reviews

Custom industrial farmhouse Apt in Washington Dpt

KathleenRating, 5 stars1 week ago

Perfect! Less than 5 miles from our event, this location offered easy access but quiet retreat in the woods. Directions and communication excellent and accurate from the beginning. Easy access to the property. The unit was spotless, plenty of space, filled with anything you could need. Lighting and temp options will make this unit year round comfortable. Communication with owner easy and timely.

5 out of 5 average rating, 37 reviews

Spacious Country Comfort

SarahRating, 5 stars2 weeks ago

Thank you for letting us stay at your place! It worked out so well and we appreciate having all the space.

4.94 out of 5 average rating, 31 reviews

"Tranquil Litchfield Retreat"

BrittanieRating, 5 stars3 weeks ago

Clean & cozy home, exactly as listed. Firepit and yard were great. Thanks again!

4.89 out of 5 average rating, 36 reviews

Guest house in Watertown

Private studio guesthouse

JulianRating, 5 stars4 days ago

We had a great and quiet stay with Ray. The Airbnb was very private, cozy and clean with dedicated parking spot, pathway and it’s easy access private entrance. The Airbnb is near everything, yet really quiet and it made our stay perfect. It’s also very close to the Hollister House Garden that we visited on our stay.