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Litchfield Holiday Rentals

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Check prices for these dates

In two weeks
9 Jan - 11 Jan
In two months
20 Feb - 22 Feb
In three months
20 Mar - 22 Mar
In four months
17 Apr - 19 Apr

Our top choices for Litchfield holiday rentals

1 bedroom, desk, iron/ironing board, WiFi
The Jefferson Guest House, Spacious, Special Views

Apartment in Litchfield

The Jefferson Guest House, Spacious, Special Views
10.0 out of 10, Exceptional, (8)
"The place was absolutely spotless and magnificent in every way. Highly recommended."
United States
Robert A.
The price is HK$2,268
HK$2,898 total
includes taxes & fees
28 Dec - 29 Dec
The Jefferson Guest House, Spacious, Special Views
Exterior
Secluded Mountaintop Retreat – Rustic Luxury & Panoramic Views at Freedom Farm

Camping in New Milford

Secluded Mountaintop Retreat – Rustic Luxury & Panoramic Views at Freedom Farm
1.0 star property
8.0 out of 10, Very good, (1)
"We camped at Freedom Farm and enjoyed the secluded woods setting for our tent. Everything was clean and well prepared for our stay, and the hosts were friendly and helpful. It is beautifully situated and is a short drive from some excellent hiking and biking in nearby state parks. I think a couple of things, though, could be improved. The tent was set up on an incline, which made sleeping a bit less comfortable than it might have been. I would recommend that the hosts build a level platform...
United States
Eric
The price is HK$1,167
HK$1,505 total
includes taxes & fees
25 Dec - 26 Dec
Secluded Mountaintop Retreat – Rustic Luxury & Panoramic Views at Freedom Farm
Property grounds
Creekside Retreat Tent

Camping in New Milford

Creekside Retreat Tent
10.0 out of 10, Exceptional, (4)
"Absolutely beautiful location and wonderful hosts very romantic spot lots of hiking trails near and on premises me and my husband loved the fact we slept by the water and can hear the water running all night very peaceful and beautiful site ."
United States
yarelis t.
The price is HK$1,167
HK$1,497 total
includes taxes & fees
26 Dec - 27 Dec
Creekside Retreat Tent
TV
Coming Soon! #32- Sleeps 10!

Apartment in Plymouth

Coming Soon! #32- Sleeps 10!
2.0 star property
Coming Soon! #32- Sleeps 10!
Fridge, microwave, oven, stovetop
Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.

Apartment in Cheshire

Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
9.4 out of 10, Exceptional, (13)
"Needed a place to sleep for a couple of nights and this worked for us."
United States
James (Jim) L.
The price is HK$665
HK$1,278 total
includes taxes & fees
26 Dec - 27 Dec
Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
Interior
Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.

Apartment in Watertown

Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.
9.0 out of 10, Wonderful, (8)
"Great night stay! Wonderful place would definitely recommend! "
United States
Laurie P.
The price is HK$692
HK$952 total
includes taxes & fees
5 Jan - 6 Jan 2026
Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.
Outdoor dining
The Historic Hideaway

Apartment in Avon

The Historic Hideaway
2.0 star property
7.0 out of 10, Good, (2)
"House exactly as listed. We had a question and the property owner replied instantly - great communication. Close to Talcott Mountain which was an amazing hike with beautiful views. "
United States
Nicole M.
The price is HK$436
HK$1,906 total
includes taxes & fees
9 Jan - 10 Jan 2026
The Historic Hideaway
Exterior
New One Bedroom Apartment Centrally Located in Southbury

Apartment in Southbury

New One Bedroom Apartment Centrally Located in Southbury
9.8 out of 10, Exceptional, (20)
"Perfect sized apartment for a short stay - very convenient to my destination"
United States
S
The price is HK$700
HK$961 total
includes taxes & fees
29 Dec - 30 Dec
New One Bedroom Apartment Centrally Located in Southbury
Exterior
Cozy 3 Flr Private 1 Bdrm Apt Tree Line View

Apartment in Torrington

Cozy 3 Flr Private 1 Bdrm Apt Tree Line View
9.6 out of 10, Exceptional, (4)
"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$692
HK$2,656 total
includes taxes & fees
7 Jan - 8 Jan 2026
Cozy 3 Flr Private 1 Bdrm Apt Tree Line View
Fridge, microwave, oven, stovetop
#26 Beautifully Renovated 2 BR Home

Holiday Home in Plainville

#26 Beautifully Renovated 2 BR Home
10.0 out of 10, Exceptional, (4)
"We thoroughly enjoyed our stay! The space was great for our family of 4. Would recommend!"
United States
LaTanya W.
The price is HK$907
HK$1,821 total
includes taxes & fees
5 Jan - 6 Jan 2026
#26 Beautifully Renovated 2 BR Home
Fridge, microwave, oven, stovetop
Private Apartment in Southbury 103

Apartment in Southbury

Private Apartment in Southbury 103
10.0 out of 10, Exceptional, (2)
"Property management team was very quick to respond to any question or issue I had. Excellent location around eateries and activities "
United States
Dominick S.
The price is HK$848
HK$2,123 total
includes taxes & fees
19 Jan - 20 Jan 2026
Private Apartment in Southbury 103
Interior
Private Apartment in Southbury 101

Apartment in Southbury

Private Apartment in Southbury 101
9.4 out of 10, Exceptional, (6)
"Great stay. Clean, open space, easy access, and a nice pond in back to bring the dog. Would come back again."
United States
Rooster D.
The price is HK$848
HK$2,123 total
includes taxes & fees
19 Jan - 20 Jan 2026
Private Apartment in Southbury 101
Property grounds
Enjoy a restful stay with fast internet, smart TV and the company of your pet.

Apartment in winsted

Enjoy a restful stay with fast internet, smart TV and the company of your pet.
9.2 out of 10, Wonderful, (46)
"Fantastic hosts and great facilities would highly recommend"
United States
Steve
The price is HK$693
HK$1,310 total
includes taxes & fees
28 Dec - 29 Dec
Enjoy a restful stay with fast internet, smart TV and the company of your pet.
Property grounds
Private Apartment in Southbury 102

Apartment in Southbury

Private Apartment in Southbury 102
9.6 out of 10, Exceptional, (4)
"Over all a great place. Nice to have everything on one floor. Dogs loved it. Some businesses in the building and everyone is friendly!"
United States
Debbie P.
The price is HK$825
HK$2,096 total
includes taxes & fees
20 Jan - 21 Jan 2026
Private Apartment in Southbury 102
Microwave, oven, stovetop, dishwasher
Entire guesthouse in Southbury, Connecticut 3 guests1 bedroom2 beds1 bath.

Apartment in Southbury

Entire guesthouse in Southbury, Connecticut 3 guests1 bedroom2 beds1 bath.
2.0 star property
10.0 out of 10, Exceptional, (1)
"Beautiful place. Very clean & welcoming "
United States
Chris
The price is HK$884
HK$1,486 total
includes taxes & fees
29 Dec - 30 Dec
Entire guesthouse in Southbury, Connecticut 3 guests1 bedroom2 beds1 bath.
Exterior detail
CT Gate House Goshen CT, Gate House Goshen CT

Holiday Home in Goshen

CT Gate House Goshen CT, Gate House Goshen CT
2.5 star property
9.8 out of 10, Exceptional, (7)
"The property was great and the house was huge even for all 12 of us "
United States
Ryan L.
The price is HK$688
HK$4,797 total
includes taxes & fees
7 Jan - 8 Jan 2026
CT Gate House Goshen CT, Gate House Goshen CT
Smart TV
#28- *Modern Bungalow*

Holiday Home in New Britain

#28- *Modern Bungalow*
9.0 out of 10, Wonderful, (2)
"This stay was very comfortable and also not too fat from the Convention Center either "
United States
Vicente B.
The price is HK$1,244
HK$2,294 total
includes taxes & fees
9 Jan - 10 Jan 2026
#28- *Modern Bungalow*
TV
Clean, Bright & Private WHOLE HOUSE 4 YOU. Safe, Centrally Located, Garage

Holiday Home in New Britain

Clean, Bright & Private WHOLE HOUSE 4 YOU. Safe, Centrally Located, Garage
10.0 out of 10, Exceptional, (8)
" Heck-on was smooth and the kitchen and facilities were great. "
United States
Elizabeth P.
The price is HK$875
HK$1,916 total
includes taxes & fees
5 Jan - 6 Jan 2026
Clean, Bright & Private WHOLE HOUSE 4 YOU. Safe, Centrally Located, Garage
Fridge, microwave, oven, stovetop
Charming apartment 7 minute walk to downtown

Apartment in Torrington

Charming apartment 7 minute walk to downtown
10.0 out of 10, Exceptional, (16)
"Everything about our stay was great - Corin and Jen were wonderful hosts. The place is spotless, cozy, comfy. Love that they were right next to the Green Way Trail along the river. Will absolutely stay there again! "
United States
Kate B.
The price is HK$1,237
HK$2,176 total
includes taxes & fees
1 Jan - 2 Jan 2026
Charming apartment 7 minute walk to downtown
Exterior
Cozy Modern Farmhouse Private Apt - 3 Beds

Apartment in Torrington

Cozy Modern Farmhouse Private Apt - 3 Beds
10.0 out of 10, Exceptional, (4)
"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$887
HK$2,961 total
includes taxes & fees
30 Dec - 31 Dec
Cozy Modern Farmhouse Private Apt - 3 Beds
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 Hotel Reviews

Homewood Suites by Hilton Southington, CT

Homewood Suites by Hilton Southington, CT

10/10 Excellent
"Staff was Amazing 👏 👏 My family had a great time and we have all intentions of returning very soon 😀 "
Liza Marie 2-night trip
Posted 1 day ago
Homewood Suites by Hilton Southington, CT

Find out more about Litchfield

Search for holiday rentals in Litchfield on Expedia! You can easily find your home rentals, villas, holiday apartments in Litchfield using one of the methods below:

  • View our selection of featured holiday rentals in Litchfield
  • Use the map to find apartments and other holiday homes in the Litchfield neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Litchfield while they last

Look no further and take a look at our great range of rental properties in Litchfield!

Frequently asked questions

Can I find a holiday rental in Litchfield?

Yes, there are holiday rentals in Litchfield close to White Memorial Conservation Center, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Litchfield has a good selection of restaurants. Make sure you have time to check out the golf courses and wineries during your trip.

What are some of the best holiday rentals that Litchfield has to offer?

Charming 1870 cape cottage in Litchfield: This highly rated holiday home rental in Litchfield offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You and your friends and family can relax into your holiday with amenities such as a garden.

How many holiday rentals will I find in Litchfield?

Choose from 18 Expedia holiday rentals in Litchfield for a memorable holiday.

What’s there to see and do in Litchfield?

Cultural attractions include White Memorial Conservation Center and Tapping Reeve House and Law School, whereas Litchfield Town Green and Bantam Lake are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Mohawk Mountain State Forest and Mohawk Mountain State Park.

What’s a holiday rental in Litchfield like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Litchfield. Holiday rentals feature amenities like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about cleanliness, a holiday rental can offer a sense of safety away from shared hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive choice for families.