Litchfield County Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Our top choices for Litchfield County holiday rentals

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 HK$929
HK$3,067 total
includes taxes & fees
2 Jun - 3 Jun
Art House 3 Beds Close to Warner Theater
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 HK$862
HK$1,148 total
includes taxes & fees
7 Jun - 8 Jun
Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.
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 HK$658
HK$2,088 total
includes taxes & fees
2 Jun - 3 Jun
Cozy Attic 10 min to Llitchfield
Smart TV, fireplace

Pristine Cozy Walkable Downtown 2BR Getaway

Pristine Cozy Walkable Downtown 2BR Getaway
Torrington
10.0 out of 10, Exceptional, (18 reviews)
"What a comfortable and welcoming place to stay! Great communication with the hosts, and the space had all the amenities we needed, as well as many thoughtful extra touches. Home was spotless, and tastefully decorated. Quiet neighborhood, and super easy access to downtown. Would absolutely stay here again!"
United States
Kathryn A.
The price is HK$1,293
HK$2,218 total
includes taxes & fees
3 Jun - 4 Jun
Pristine Cozy Walkable Downtown 2BR Getaway
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 HK$1,037
HK$3,174 total
includes taxes & fees
2 Jun - 3 Jun
Cozy Cabin Style Apt Private 1st Flr 1 Bdrm
Interior

#31 - Downtown Terryville- 1 Br

#31 - Downtown Terryville- 1 Br
Plymouth
10.0 out of 10, Exceptional, (1 review)
"In convenient safe area. Os is easy to contact"
United States
Gina P.
The price is HK$830
HK$1,934 total
includes taxes & fees
4 Jun - 5 Jun
#31 - Downtown Terryville- 1 Br
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, (13 reviews)
"We had a great stay, very cute town and close to our destination "
United States
Danielle F.
The price is HK$1,528
HK$1,977 total
includes taxes & fees
8 Jun - 9 Jun
Mid Century Modern Studio w/ Full Kitchen - Newly Built
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 HK$1,920
HK$4,220 total
includes taxes & fees
8 Jun - 9 Jun
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
Interior

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

Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
Watertown
10.0 out of 10, Exceptional, (3 reviews)
"Everything was good just needed to have a tV in each room trash cans also"
United States
Deborah B.
The price is HK$1,716
HK$3,982 total
includes taxes & fees
8 Jun - 9 Jun
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
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 HK$2,285
HK$2,967 total
includes taxes & fees
2 Jun - 3 Jun
The Jefferson Guest House, Spacious, Special Views
Private kitchen

Litchfield Retreat, Wineries, Foliage & Skiing

Litchfield Retreat, Wineries, Foliage & Skiing
Torrington
The price is HK$2,045
HK$3,116 total
includes taxes & fees
2 Jun - 3 Jun
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 HK$2,038
HK$4,633 total
includes taxes & fees
7 Jun - 8 Jun
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.
Coming Soon! #32- Sleeps 10!
Dining

Whispering Estate Guest House - A Romantic Countryside Getaway

Whispering Estate Guest House - A Romantic 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 HK$4,232
HK$6,908 total
includes taxes & fees
2 Jun - 3 Jun
Whispering Estate Guest House - A Romantic 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 HK$1,094
HK$3,251 total
includes taxes & fees
16 Jun - 17 Jun
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 HK$628
HK$1,047 total
includes taxes & fees
2 Jun - 3 Jun
Rare, peaceful glamping, hot shower, mini golf near appalachian trail
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 HK$1,442
HK$2,952 total
includes taxes & fees
16 Jun - 17 Jun
#24 *Serenity* A Lakefront Cottage Retreat
Exterior

Cozy One Bedroom Apartment Centrally Located in Southbury

Cozy One Bedroom Apartment Centrally Located in Southbury
Southbury
10.0 out of 10, Exceptional, (29 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 HK$784
HK$1,058 total
includes taxes & fees
9 Jun - 10 Jun
Cozy One Bedroom Apartment Centrally Located in Southbury
1 bedroom, desk, iron/ironing board, WiFi

One bedroom in United States of America, New Haven

One bedroom in United States of America, New Haven
Dwight
10.0 out of 10, Exceptional, (1 review)
"We enjoyed our stay. The accommodations were clean and spacious and communication was quick and helpful. Would definitely come back!"
United States
Rosanne M.
The price is HK$588
HK$1,418 total
includes taxes & fees
2 Jun - 3 Jun
One bedroom in United States of America, New Haven
1 bedroom, iron/ironing board, WiFi, bed sheets

Once the old Schools house now a newly furnished Apartment

Once the old Schools house now a newly furnished Apartment
Wallingford Center
9.0 out of 10, Wonderful, (13 reviews)
"Excellent option for a short stay near the heart of it all in Wallingford."
United States
Jeanette W.
The price is HK$925
HK$2,270 total
includes taxes & fees
2 Jun - 3 Jun
Once the old Schools house now a newly furnished Apartment
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Litchfield County Hotel Reviews

Days Inn by Wyndham Torrington

Days Inn by Wyndham Torrington

6/10 Okay
"Room had some debris on the floor and then cleaner came to the room, they only removed some garbage and changed towels. Bed also wasn’t made when cleaning happened"
Jasmine 3-night trip
Posted 7 hours ago
Days Inn by Wyndham Torrington