Vacation rentals in Litchfield County

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Top-rated vacation rentals in Litchfield County

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

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Guest favorite

Guest suite in Watertown

4.91 out of 5 average rating, 162 reviews

Lrg Studio Apartment - walk to Taft

Welcome to my downstairs space! This clean open concept space is ready for your long term or overnight stay. This studio space is the lower level of a raised ranch house. I live upstairs with my dog and share laundry with airbnb guests. The space has a private entrance through the garage, private bath, and kitchen area in a quiet neighborhood. Walking distance to Taft and convenient to Rts 8 & 84. Off street pkg. Whether you are interested in two nights or two months, you are welcome here!

Sep 10 – 17

G$14,985 GYD per night

Guest favorite

Guest suite in Bethlehem

4.99 out of 5 average rating, 200 reviews

Breezy Crest private & restful w/antique charm

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 ski slopes.

Oct 10 – 17

G$35,300 GYD per night

Guest favorite

Apartment in Litchfield

4.98 out of 5 average rating, 119 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.

Oct 14 – 21

G$28,760 GYD per night

Guest favorite

Vacation home in Torrington

4.96 out of 5 average rating, 133 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.

Jan 25 – Feb 1

G$33,190 GYD per night

Guest favorite

Guest suite in Canaan

4.98 out of 5 average rating, 293 reviews

Walk to Brewery in Historic Railroad Depot

This light-filled space is in a separate wing of my house with its own private entrance. There is one bedroom with a king-sized bed, spacious living room with table for meals, a large TV, a refrigerator/freezer stocked with bottled water and 1/2&1/2 for coffee, microwave and coffee maker with coffee pods are provided. You will hear the train as it travels through town. There are several places to eat nearby. Be sure to check out GUIDEBOOK on my listing to see what our area offers!!!

Jan 12 – 19

G$31,568 GYD per night

Guest favorite

Cottage in Goshen

4.98 out of 5 average rating, 103 reviews

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.

Oct 23 – 30

G$28,559 GYD per night

Guest favorite

Apartment in Litchfield

4.98 out of 5 average rating, 91 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.

Sep 5 – 12

G$28,004 GYD per night

Guest favorite

Home in Litchfield

4.83 out of 5 average rating, 112 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. Well-furnished and well-maintained 1,000-square-feet of living space just a stone’s throw of the Green, and walking distance to dining, shopping, and White Memorial Nature Preserve.

Sep 27 – Oct 4

G$35,277 GYD per night

Guest favorite

Guesthouse in Sharon

5.0 out of 5 average rating, 65 reviews

Cottage with a Waterfall View

Fall asleep to the sound of a waterfall and babbling brook outside your bedroom window in this historic former flax mill known as St. John's Mill. The cottage is newly renovated and features a well equipped kitchen, sofa where you can put up your feet and gaze out the living room window at the dam and waterfall, and a private grill and terrace overlooking Guinea Creek. Located along a scenic route convenient to Kent, Millerton, Salisbury & Amenia.

Sep 15 – 22

G$22,693 GYD per night

Guest favorite

Guest suite in Morris

4.99 out of 5 average rating, 342 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 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.

Oct 1 – 8

G$19,532 GYD per night

Guest favorite

Cottage in Collinsville

4.96 out of 5 average rating, 112 reviews

The Carriage House

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, fish and swim. Skiing nearby. Conveniently close to Farmington, Avon, Simsbury, West Hartford and 84 highway.

Oct 2 – 9

G$34,408 GYD per night

Superhost

Apartment in Litchfield

4.84 out of 5 average rating, 173 reviews

The Village Apt

Bright apartment overlooking the historic Litchfield Green. Housed above the popular Village Restaurant in the center of town. Walking distances to fine restaurants, shopping, antique shops and jewelry stores. Close proximity to local vineyards, hiking trails, the famous White Flower Farm.

Nov 19 – 26

G$32,504 GYD per night