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Browse Select Litchfield Historic District Cottages

Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape
Relax by the water's edge with a fire pit and comfortable outdoor seating.

Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape

10.0 out of 10, Exceptional, (35)
"Clean stunning views amazing host "
Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape
Idillic summer getaway in Litchfield Hills, CT.
Situated in a serene park-like setting, this house features a two-story facade and a garage, surrounded by a stone wall and a winter landscape.

Idillic summer getaway in Litchfield Hills, CT.

10.0 out of 10, Exceptional, (13)
"Great spot close to Limerock Raceway - private, cute, and a perfect spot to stay! The owners are so nice and accommodating - I couldn’t say nicer things about this place and will be back!"
Idillic summer getaway in Litchfield Hills, CT.
Summer Lake Cottage, private beach, Berkshire Hills, small village
Escape to a serene lakeside retreat surrounded by trees and a tranquil atmosphere.

Summer Lake Cottage, private beach, Berkshire Hills, small village

9.4 out of 10, Exceptional, (81)
"Amazing cabin, thank you for a beautiful stay! We came in for a wedding and this was a great location to where the wedding was held. "
Summer Lake Cottage, private beach, Berkshire Hills, small village
Cozy 2-bedroom Cottage with Access to Bantam Lake
Stroll through the beautifully maintained garden to the inviting front porch.

Cozy 2-bedroom Cottage with Access to Bantam Lake

9.6 out of 10, Exceptional, (18)
"Even with horrible weather, we had a wonderful stay!"
Cozy 2-bedroom Cottage with Access to Bantam Lake
Lakefront Tranquility/Fishermans Delight
Relax in a serene outdoor space with a comfortable sofa, chair, and table overlooking a lush landscape.

Lakefront Tranquility/Fishermans Delight

9.8 out of 10, Exceptional, (19)
"Great cabin very relaxing"
Lakefront Tranquility/Fishermans Delight
Charming, private 2-bedroom cottage on classic New England farm in Washington CT
Two rustic barns stand adjacent to a white picket fence, surrounded by trees and open land.

Charming, private 2-bedroom cottage on classic New England farm in Washington CT

10.0 out of 10, Exceptional, (4)
"Four of us were in town for a family party and really enjoyed our stay at the cottage. It’s peaceful, cozy, very well appointed, and wonderfully decorated. We also enjoyed a visit with the goats! "
Charming, private 2-bedroom cottage on classic New England farm in Washington CT
Guest Cottage on Country Estate
Traditional home with a front porch and well-manicured garden, featuring a variety of plants and flowers.

Guest Cottage on Country Estate

9.2 out of 10, Wonderful, (41)
"the location and size of cottage were just what we were looking for."
Guest Cottage on Country Estate
Two Bedroom Cottage Close To Town
Surrounded by mature trees, this single-story house offers a serene environment and a covered outdoor area.

Two Bedroom Cottage Close To Town

9.2 out of 10, Wonderful, (23)
"We enjoyed three nights at the cottage. It's beautifully decorated, comfortable, warm and welcoming - a perfect home base for nearby hikes and exploring the area. The large yard was perfect for playing soccer with our child. Renters note: we also had a fabulous meal at nearby restaurant Fern. "
Two Bedroom Cottage Close To Town
West Cornwall Cabin ~ 4 Mi to Covered Bridge!
House (2 Bedrooms) | Interior

West Cornwall Cabin ~ 4 Mi to Covered Bridge!

3.0 star property
West Cornwall Cabin ~ 4 Mi to Covered Bridge!
Charming Connecticut Retreat Near Museums & Hiking
Welcome to a serene winter retreat with a well-maintained entrance and a pathway leading to the door.

Charming Connecticut Retreat Near Museums & Hiking

3.0 star property
Charming Connecticut Retreat Near Museums & Hiking
Lakeview property in private community. Lake & beach access. Swim/Kayak all day!
Charming single-story house with a gabled roof and inviting front porch.

Lakeview property in private community. Lake & beach access. Swim/Kayak all day!

9.4 out of 10, Exceptional, (10)
"The owners freshly love this place"
Lakeview property in private community. Lake & beach access. Swim/Kayak all day!
Upscale Waterbury Retreat w/ Indoor Hot Tub!
Enjoy cooking in this kitchen with a sleek island, stainless steel appliances, and a large window.

Upscale Waterbury Retreat w/ Indoor Hot Tub!

3.0 star property
Upscale Waterbury Retreat w/ Indoor Hot Tub!
The Cottage at Highland Lake, year-round, waterfront with a boat dock
Enjoy a serene lakeside view from this deck overlooking a calm body of water.

The Cottage at Highland Lake, year-round, waterfront with a boat dock

10.0 out of 10, Exceptional, (6)
"Really enjoyed this cute little cottage right on the lake. Brought our 3 year old to visit family. Nice bedrooms. Gorgeous deck. Really good communication from the owner as far as directions and such. Would go back for sure. "
The Cottage at Highland Lake, year-round, waterfront with a boat dock
Modern Terryville Cottage w/ Deck & Lake View!
Charming single-story home with a gabled roof and cozy porch, set amidst lush greenery.

Modern Terryville Cottage w/ Deck & Lake View!

3.0 star property
10.0 out of 10, Exceptional, (1)
Modern Terryville Cottage w/ Deck & Lake View!
Modern Terryville Cottage w/ Deck & Lake View!
Charming single-story home with a gabled roof and porch, set amidst lush green surroundings.

Modern Terryville Cottage w/ Deck & Lake View!

9.2 out of 10, Wonderful, (5)
"This cottage was just as the pics show. Great communication with host prior to visit as well as a "Thank you" This is the perfect spot to relax & recharge from stress. The cottage wraps you in warmth, and charm."
Modern Terryville Cottage w/ Deck & Lake View!
Charming 3bdr Magnolia cottage with heated saltwater pool, AC and WiFi in Amenia
Surrounded by lush greenery, this single-story house offers a serene and setting with a cozy porch and seating area.

Charming 3bdr Magnolia cottage with heated saltwater pool, AC and WiFi in Amenia

10.0 out of 10, Exceptional, (1)
"This was the perfect size cottage for 5 of us, with two rooms with queen size beds and one small room with a twin. The setting was very pretty, and the salt water heated pool was a good size and my grandchildren enjoyed swimming in it. We were within walking distance of the small town, and I would recommend staying there."
Charming 3bdr Magnolia cottage with heated saltwater pool, AC and WiFi in Amenia
Cozy Lakefront Cottage on Candlewood- swim, relax, hike, wineries 90min from NYC
Relax in a serene garden setting with Adirondack chairs surrounding a cozy fire pit.

Cozy Lakefront Cottage on Candlewood- swim, relax, hike, wineries 90min from NYC

10.0 out of 10, Exceptional, (7)
"Loved staying at this spot when dropping our daughter off for school!"
Cozy Lakefront Cottage on Candlewood- swim, relax, hike, wineries 90min from NYC
Our Cottage - Small in size, Big in character, On beautiful Highland Lake
Stroll up to the charming two-story home with a welcoming front porch and beautifully manicured lawn.

Our Cottage - Small in size, Big in character, On beautiful Highland Lake

10.0 out of 10, Exceptional, (44)
"Excellent place with modern decor inside and beautiful view of lake from very nice deck. Will definitely stay again! "
Our Cottage - Small in size, Big in character, On beautiful Highland Lake
Cozy Litchfield House w/ Fenced-in Yard & Fire Pit
Relax on the serene outdoor deck, surrounded by lush greenery, with comfortable seating and a shaded dining area.

Cozy Litchfield House w/ Fenced-in Yard & Fire Pit

3.0 star property
Cozy Litchfield House w/ Fenced-in Yard & Fire Pit
Peaceful Goshen Cottage w/ Screened Porch & Views!
Set amidst a serene wooded area, this charming home features a two-story design with a prominent chimney, large windows, and a cozy covered porch.

Peaceful Goshen Cottage w/ Screened Porch & Views!

3.0 star property
Peaceful Goshen Cottage w/ Screened Porch & Views!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Litchfield Historic District Hotel Reviews

Courtyard by Marriott Southington

Courtyard by Marriott Southington

10/10 Excellent
"Excellent service!"
Sumintra 1-night trip
Posted 6 hours ago
Courtyard by Marriott Southington