Cottage vacation rentals in Litchfield County

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Top-rated cottage rentals in Litchfield County

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

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Guest favorite

Cottage in Southbury

4.91 out of 5 average rating, 11 reviews

Sun Filled Cottage

Sweet little front porch overlooks rolling farm land to the West. Light, bright sun filled cottage features great room, Vermont Cast wood stove (fireplace) 70" SMART TV, full size washer/dry, glass doors to back deck for private lounging. kitchen w/ dishwasher, stove/oven & new fridge. 2 bedroom guest cottage on 8 AC estate w/ room to walk & explore! 5 min to groceries, dining & Woodbury Antique district. 7 minutes to Exit 15 on I-84. River front dog-park nearby. WIFI ,Air-conditioning

Guest favorite

Cottage in Cornwall

4.94 out of 5 average rating, 117 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

Cottage in Sharon

5.0 out of 5 average rating, 62 reviews

Modern farmhouse with expansive views

Sink into high thread count sheets on brand new mattresses, enjoy radiant heat floors in the wintertime, cool off with central air in the summertime, or just relax on the spacious screened in porch. This house is the perfect blend of country splendor with modern conveniences and is meticulously cleaned before each guest. This private house is down a long driveway well back from the road on a lush lawn with newly planted fruit trees. The owners live on a separate branch of the driveway.

Guest favorite

Cottage in Bethlehem

4.97 out of 5 average rating, 35 reviews

Hot Tub | Kayaks | Lake Access | Pet Friendly

The Cottage at The Grove is the perfect getaway destination, located in a private lake community in the quintessential town of Bethlehem. The private backyard hosts a fire pit, hot tub and a private deck and the community offers pond access and a lovely community beach. The Cottage is well equipped with everything you will need for your stay from kayaks/paddle boards to the fully stocked kitchen. Explore the beautiful Litchfield County area including wonderful wineries, dining & more.

Guest favorite

Cottage in Goshen

4.98 out of 5 average rating, 106 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.

Superhost

Cottage in North East

4.86 out of 5 average rating, 130 reviews

Sunset Cottage: Unplug - Relax - Recharge

Charming country cottage in Millerton, New York with a variety of nearby destinations. Unwind on a quiet country road with bunnies , dairy and beef cows as your closest neighbors. Use as a base to explore the Tri-State area. Perfect for Parent Weekends for the nearby private schools. Get away from the stress: no Six O’clock news, no Wi-Fi, no beeping microwave. Strap the bikes, skis, kayaks, or canoes to the car because you’ll be centrally located for adventures.

Guest favorite

Cottage in Litchfield

4.89 out of 5 average rating, 263 reviews

Litchfield - Hot Tub - Mohawk Mountain - Fireplace

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

Superhost

Cottage in Litchfield

4.69 out of 5 average rating, 169 reviews

Paper Mill Cottage on the River

Welcome to our charming historic cottage nestled beside the tranquil Bantam River. Once a thriving paper mill, this unique property has been lovingly restored and transformed into a captivating getaway that combines timeless allure with modern comfort. Whether you're seeking a serene escape, quality family time, or a romantic retreat, our farmhouse offers an unforgettable experience. Book your stay now and become a part of our tradition of hospitality!

Guest favorite

Cottage in Sharon

4.91 out of 5 average rating, 127 reviews

Foxfire Hill: A Bit of Luxury in the Countryside

Enjoys luxurious Get away to lovely Sharon, CT, just 2 hours from NYC/3 hours from Boston. Enjoy a chill vibe, garden and mountain views, and fresh organic eggs from our lovely flock of hens. We’ve created a luxurious and spacious modern feel, in a bucolic farmland setting. All newly refurbished with a luxurious modern bath with rain shower and fabulous marble stone work. Coyuchi bedding, soft organic cotton linens, and gourmet kitchen!

Guest favorite

Cottage in New Fairfield

4.93 out of 5 average rating, 260 reviews

Sweet Dotti's Cottage on Candlewood Lake - 60M NYC

Charming waterfront 4 Bedroom / 2 BA house on Candlewood lake with private dock and toys. Lake living at its best out your back door. Great yard and updated house for hosting family & friends. Turn Key vacation ~75 minutes / 60 miles from NYC. Screened in Porch, Backyard Patio w/ firepit, Grill and more. Well stocked house with full kitchen, TONS of movies & entertainment, and more.

Guest favorite

Cottage in Burlington

5.0 out of 5 average rating, 45 reviews

Cozy Cottage w/Lakefront Views, Swim Spa & Firepit

Comfort and simplicity in this 1080 sqft lakefront cottage. Enjoy mornings waking up to views of peaceful and serene Lake Garda while still being centrally located in the Farmington Valley and close to the conveniences of town. The interior is recently remodeled and newly furnished. The outdoors boasts lake views, an expansive deck, large jetted swim spa, patio, and fire pit.

Guest favorite

Cottage in Collinsville

4.96 out of 5 average rating, 113 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.