A snow-covered landscape with a stone bridge, a small tower, and a forested hill.

Vacation Rentals in Litchfield County

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Our top choices for Litchfield County vacation rentals

Interior

Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.

Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.
Watertown
8.6 out of 10, Excellent, (10 reviews)
"Great night stay! Wonderful place would definitely recommend! "
United States
Laurie P.
The price is ￥17,601
￥23,441 total
includes taxes & fees
Jun 28 - Jun 29
Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.
Hair dryer, towels

Art House 3 Beds Close to Warner Theater

Art House 3 Beds Close to Warner Theater
Torrington
10.0 out of 10, Exceptional, (2 reviews)
"Place was perfectly located for where we needed to be. The host was amazing, would stay again. Unit was comfy and cozy with perfect little homey touches. "
United States
Brittany M.
The price is ￥28,121
￥74,089 total
includes taxes & fees
Jun 28 - Jun 29
Art House 3 Beds Close to Warner Theater
Exterior

Cozy Attic 10 min to Llitchfield

Cozy Attic 10 min to Llitchfield
Torrington
9.2 out of 10, Wonderful, (5 reviews)
"A couple of the surfaces were not clean but mostly a clean comfy space. The bed was very comfortable and the bathroom was spacious and clean.The stairs are not for the faint of heart. A nice cozy place to stay once the luggage and groceries are up there."
United States
Rhonda H.
The price is ￥15,479
￥45,792 total
includes taxes & fees
Jun 29 - Jun 30
Cozy Attic 10 min to Llitchfield
Terrace/patio

Enjoy a restful stay with fast internet, smart TV and the company of your pet.

Enjoy a restful stay with fast internet, smart TV and the company of your pet.
winsted
9.2 out of 10, Wonderful, (47 reviews)
"Fantastic hosts and great facilities would highly recommend"
United States
Steve
The price is ￥28,002
￥42,763 total
includes taxes & fees
Jul 2 - Jul 3
Enjoy a restful stay with fast internet, smart TV and the company of your pet.
Smart TV, fireplace, books

Mid Century Modern Studio w/ Full Kitchen - Newly Built

Mid Century Modern Studio w/ Full Kitchen - Newly Built
Kent
10.0 out of 10, Exceptional, (14 reviews)
"We had a great stay, very cute town and close to our destination "
United States
Danielle F.
The price is ￥26,522
￥34,340 total
includes taxes & fees
Jun 14 - Jun 15
Mid Century Modern Studio w/ Full Kitchen - Newly Built
Smart TV, fireplace

Pristine Cozy Walkable Downtown 2BR Getaway

Pristine Cozy Walkable Downtown 2BR Getaway
Torrington
10.0 out of 10, Exceptional, (18 reviews)
"Wow what an enjoyable stay! Clean, fresh, relaxing, and wonderful to meet owners Corin and Jen… gracious and hospitable hosts. Very comfortable, great location, well appointed… everything we were looking for!"
United States
James M.
The price is ￥30,402
￥50,203 total
includes taxes & fees
Jun 24 - Jun 25
Pristine Cozy Walkable Downtown 2BR Getaway
House (3 Bedrooms) | Interior

Watertown Home w/ Yard: 1 Mi to Echo Lake Park!

Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
3.0 star property
Oakville
The price is ￥39,259
￥86,288 total
includes taxes & fees
Jun 17 - Jun 18
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
1 bedroom, desk, iron/ironing board, WiFi

Cozy Cabin Style Apt Private 1st Flr 1 Bdrm

Cozy Cabin Style Apt Private 1st Flr 1 Bdrm
Torrington
The price is ￥21,032
￥64,205 total
includes taxes & fees
Jul 7 - Jul 8
Cozy Cabin Style Apt Private 1st Flr 1 Bdrm
Fridge, microwave, oven, stovetop

The Jefferson Guest House, Spacious, Special Views

The Jefferson Guest House, Spacious, Special Views
Litchfield
10.0 out of 10, Exceptional, (8 reviews)
"I stayed here for four nights, including one with my son, and it was fantastic.Everything is brand new, clean, and beautifully appointed, with every amenity you could want."
United States
Jennifer A.
The price is ￥46,659
￥59,940 total
includes taxes & fees
Jun 21 - Jun 22
The Jefferson Guest House, Spacious, Special Views
Interior

Watertown Home w/ Yard: 1 Mi to Echo Lake Park!

Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
Watertown
9.6 out of 10, Exceptional, (4 reviews)
"In town to visit our new grandchild. It was just my husband and me. It had more then enough room and was very comfortable."
United States
Elizabeth H.
The price is ￥35,093
￥85,264 total
includes taxes & fees
Jun 17 - Jun 18
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
Private kitchen

Litchfield Retreat, Wineries, Foliage & Skiing

Litchfield Retreat, Wineries, Foliage & Skiing
Torrington
The price is ￥41,823
￥63,720 total
includes taxes & fees
Jun 18 - Jun 19
Litchfield Retreat, Wineries, Foliage & Skiing
Dining

Classy Private Apt - 3 Beds 2nd Flr - Near Downtown

Classy Private Apt - 3 Beds 2nd Flr - Near Downtown
Torrington
10.0 out of 10, Exceptional, (1 review)
"Good communication. Clean place in good location. Would stay again. "
United States
Jaimie S.
The price is ￥37,442
￥87,629 total
includes taxes & fees
Jun 16 - Jun 17
Classy Private Apt - 3 Beds 2nd Flr - Near Downtown
Hair dryer, towels

Coming Soon! #32- Sleeps 10!

Coming Soon! #32- Sleeps 10!
Plymouth
8.0 out of 10, Very Good, (1 review)
"Everything was great, just 2 things… Is only 1 tv for the whole apartment, and there is another apartment upstairs and you can hear everything….other than that everything was great."
United States
Humberto H.
The price is ￥39,207
￥81,090 total
includes taxes & fees
Jul 7 - Jul 8
Coming Soon! #32- Sleeps 10!
Dining

Whispering Estate Guest House - Countryside Getaway

Whispering Estate Guest House - Countryside Getaway
Goshen
10.0 out of 10, Exceptional, (7 reviews)
"Beautiful property and great location. A true retreat. "
United States
Andrea B.
The price is ￥86,405
￥141,048 total
includes taxes & fees
Jun 14 - Jun 15
Whispering Estate Guest House - Countryside Getaway
Exterior

Cozy Modern Farmhouse Private Apt - 3 Beds

Cozy Modern Farmhouse Private Apt - 3 Beds
Torrington
10.0 out of 10, Exceptional, (4 reviews)
"My husband and I came down from Boston for Christmas to see family and couldn’t find one decent hotel in the area. We were relieved to find this place. Cute, comfortable, clean environment and just what we needed. "
United Kingdom
Louisa A.
The price is ￥24,733
￥70,139 total
includes taxes & fees
Jun 28 - Jun 29
Cozy Modern Farmhouse Private Apt - 3 Beds
Property grounds

Rare, peaceful glamping, hot shower, mini golf near appalachian trail

Rare, peaceful glamping, hot shower, mini golf near appalachian trail
Dover Plains
10.0 out of 10, Exceptional, (7 reviews)
"We thoroughly enjoyed our stay at this property, clean and spacious tents, impressive shower facility, and all the fun amenities you never thought you needed like an 18 hole putt putt course!"
United States
JoAnna S.
The price is ￥12,817
￥21,379 total
includes taxes & fees
Jun 16 - Jun 17
Rare, peaceful glamping, hot shower, mini golf near appalachian trail
Outdoor dining

Glamping, family fun, pet friendly

Glamping, family fun, pet friendly
Dover Plains
10.0 out of 10, Exceptional, (4 reviews)
"Great Glamping spot. The hosts were very responsive and the place provided many activities. "
United States
Gui
The price is ￥12,817
￥21,379 total
includes taxes & fees
Jun 15 - Jun 16
Glamping, family fun, pet friendly
Property grounds

#24 *Serenity* A Lakefront Cottage Retreat

#24 *Serenity* A Lakefront Cottage Retreat
Middletown
9.8 out of 10, Exceptional, (23 reviews)
"The house was cozy and comfortable. The location was great while dropping our son off at Wesleyan University for his sophomore year. The lake was a peaceful place to relax and read."
United States
julia h.
The price is ￥26,880
￥56,674 total
includes taxes & fees
Jun 17 - Jun 18
#24 *Serenity* A Lakefront Cottage Retreat
Fridge, microwave, oven, stovetop

One bedroom in United States of America, New Haven

One bedroom in United States of America, New Haven
Dwight
8.0 out of 10, Very Good, (5 reviews)
"Great place to stay! Host was quick to answer and the check in process was so easy! "
United States
Payton P.
The price is ￥12,178
￥29,187 total
includes taxes & fees
Jun 14 - Jun 15
One bedroom in United States of America, New Haven
Exterior

Cozy One Bedroom Apartment Centrally Located in Southbury

Cozy One Bedroom Apartment Centrally Located in Southbury
Southbury
10.0 out of 10, Exceptional, (31 reviews)
"Everything was perfect and it's a great place to stay. Highly recommended and the folks there are A+."
United States
Bob
The price is ￥15,121
￥20,590 total
includes taxes & fees
Jun 21 - Jun 22
Cozy One Bedroom Apartment Centrally Located in Southbury
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 County Hotel Reviews

Cozy cottage with AC and lake access in charming Connecticut suburb.

Cozy cottage with AC and lake access in charming Connecticut suburb.

10/10 Excellent
"Great little cozy place!"
Ernesto S. 5-night trip
Posted 13 hours ago
Cozy cottage with AC and lake access in charming Connecticut suburb.

Find out more about Litchfield County

Vacation Apartments in Litchfield County

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