A covered bridge with a sign reading 'West Cornwall' and a '10'-11' height clearance warning.

Litchfield Holiday Rentals

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Check prices for these dates

In two weeks
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Litchfield holiday rentals

Private kitchen

1. 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$2,413
HK$3,119 total
includes taxes & fees
25 Aug - 26 Aug
The Jefferson Guest House, Spacious, Special Views
Interior

2. The Overlook near South Farms in Litchfield County is Hospitality, integrated.

The Overlook near South Farms in Litchfield County is Hospitality, integrated.
Morris
9.8 out of 10, Exceptional, (14 reviews)
"Very clean & cozy with everything we needed!"
United States
Joe K.
The price is HK$1,686
HK$2,182 total
includes taxes & fees
21 Aug - 22 Aug
The Overlook near South Farms in Litchfield County is Hospitality, integrated.
Dining

3. 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$1,835
HK$4,085 total
includes taxes & fees
23 Aug - 24 Aug
Classy Private Apt - 3 Beds 2nd Flr - Near Downtown
Living area

4. Pristine Cozy Walkable Downtown 2BR Getaway

Pristine Cozy Walkable Downtown 2BR Getaway
Torrington
10.0 out of 10, Exceptional, (19 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 HK$1,224
HK$2,139 total
includes taxes & fees
2 Sept - 3 Sept
Pristine Cozy Walkable Downtown 2BR Getaway
Dining

5. 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$1,102
HK$3,404 total
includes taxes & fees
31 Aug - 1 Sept
Art House 3 Beds Close to Warner Theater
Exterior

6. 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$1,013
HK$2,691 total
includes taxes & fees
1 Sept - 2 Sept
Cozy Modern Farmhouse Private Apt - 3 Beds
Exterior

7. Cozy Attic 10 min to Llitchfield

Cozy Attic 10 min to Llitchfield
Torrington
9.4 out of 10, Exceptional, (6 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$683
HK$2,151 total
includes taxes & fees
1 Sept - 2 Sept
Cozy Attic 10 min to Llitchfield
Terrace/patio

8. 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
9.4 out of 10, Exceptional, (51 reviews)
"Fantastic hosts and great facilities would highly recommend"
United States
Steve
The price is HK$988
HK$1,889 total
includes taxes & fees
3 Sept - 4 Sept
Enjoy a restful stay with fast internet, smart TV and the company of your pet.
Interior

9. 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$2,140
HK$4,226 total
includes taxes & fees
15 Sept - 16 Sept
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
Room

10. Cozy Cabin Style Apt Private 1st Flr 1 Bdrm

Cozy Cabin Style Apt Private 1st Flr 1 Bdrm
Torrington
The price is HK$1,013
HK$3,176 total
includes taxes & fees
3 Sept - 4 Sept
Cozy Cabin Style Apt Private 1st Flr 1 Bdrm
Outdoor dining

11. Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville

Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville
Collinsville
10.0 out of 10, Exceptional, (69 reviews)
"What a wonderful spot and exceptional host. Loved our stay and hope to visit again soon. "
United States
Mike
The price is HK$2,447
HK$4,170 total
includes taxes & fees
24 Aug - 25 Aug
Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville
Room

12. Peaceful and cozy 1 bed 1 bath in quaint Winchester

Peaceful and cozy 1 bed 1 bath in quaint Winchester
Winchester
The price is HK$974
HK$1,767 total
includes taxes & fees
1 Sept - 2 Sept
Peaceful and cozy 1 bed 1 bath in quaint Winchester
Property grounds

13. River Overlook - What a view from your deck!

River Overlook - What a view from your deck!
Collinsville
10.0 out of 10, Exceptional, (26 reviews)
"I only did a short stay (2 nights) but it was super adorable! I will definitely stay again when I'm back in the area."
United States
Mary S.
The price is HK$1,294
HK$2,529 total
includes taxes & fees
26 Aug - 27 Aug
River Overlook - What a view from your deck!
Living area

14. 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, (23 reviews)
"Clean, quiet, well stocked studio with everything we needed for our weekend in Kent. Very convenient to town. Highly recommend!"
United States
Joy P.
The price is HK$1,300
HK$1,675 total
includes taxes & fees
23 Aug - 24 Aug
Mid Century Modern Studio w/ Full Kitchen - Newly Built
Interior

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

Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
Watertown
9.0 out of 10, Wonderful, (6 reviews)
"Everything was good just needed to have a tV in each room trash cans also"
United States
Deborah B.
The price is HK$1,717
HK$4,257 total
includes taxes & fees
14 Sept - 15 Sept
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
Exterior

16. Cozy One Bedroom Apartment Centrally Located in Southbury

Cozy One Bedroom Apartment Centrally Located in Southbury
Southbury
10.0 out of 10, Exceptional, (36 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$727
HK$993 total
includes taxes & fees
14 Sept - 15 Sept
Cozy One Bedroom Apartment Centrally Located in Southbury
Interior

17. The Sun Filled Cozy Creamery

The Sun Filled Cozy Creamery
Plainville
9.0 out of 10, Wonderful, (26 reviews)
"Very cozy and comfortable.The location was perfect for our stay in the area."
United States
Heather T.
The price is HK$541
HK$1,989 total
includes taxes & fees
25 Aug - 26 Aug
The Sun Filled Cozy Creamery
Living area

18. #43- Modern Luxury Log Cabin Retreat | Fire Pit

#43- Modern Luxury Log Cabin Retreat | Fire Pit
Prospect
9.0 out of 10, Wonderful, (2 reviews)
"3.5 rounding up to 4. We had a good stay overall. I travel fairly often and tend to reserve 5 stars for places where every detail of the guest experience feels really thoughtfully considered. This home was comfortable and worked fine for our trip, but it felt a bit more basic compared to some other rentals I’ve stayed in."
United States
Lauren P.
#43- Modern Luxury Log Cabin Retreat | Fire Pit
Private kitchen

19. Private Apartment in Southbury 103

Private Apartment in Southbury 103
Southbury
10.0 out of 10, Exceptional, (4 reviews)
"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$925
HK$2,050 total
includes taxes & fees
27 Aug - 28 Aug
Private Apartment in Southbury 103
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

Motel 6 Southington, CT - Hartford

Motel 6 Southington, CT - Hartford

10/10 Excellent
"Exselete"
Claudio 7-night trip
Posted 14 hours ago
Motel 6 Southington, CT - Hartford

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?

Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed: This holiday home rental outside of Litchfield offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals will I find in Litchfield?

Choose from 17 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 Litchfield Historical Society Museum, 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.