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

Litchfield Vacation Rentals

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Check prices for these dates

In two weeks
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Litchfield vacation rentals

Coffee/tea maker, fridge, microwave, oven

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 ￥45,977
￥59,064 total
includes taxes & fees
Aug 18 - Aug 19
The Jefferson Guest House, Spacious, Special Views
Exterior

2. 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 ￥15,231
￥44,742 total
includes taxes & fees
Sep 1 - Sep 2
Cozy Attic 10 min to Llitchfield
Exterior

3. 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 ￥20,363
￥52,525 total
includes taxes & fees
Sep 1 - Sep 2
Cozy Modern Farmhouse Private Apt - 3 Beds
Dining

4. 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 ￥23,201
￥69,075 total
includes taxes & fees
Sep 2 - Sep 3
Art House 3 Beds Close to Warner Theater
Smart TV, fireplace

5. 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 ￥24,597
￥42,516 total
includes taxes & fees
Sep 2 - Sep 3
Pristine Cozy Walkable Downtown 2BR Getaway
Interior

6. 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, (11 reviews)
"The property was very clean and inviting and the owner was very welcoming and helpful!"
United States
Sarah
The price is ￥33,899
￥42,926 total
includes taxes & fees
Aug 16 - Aug 17
The Overlook near South Farms in Litchfield County is Hospitality, integrated.
Interior

7. 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 ￥17,344
￥23,099 total
includes taxes & fees
Aug 19 - Aug 20
Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.
1 bedroom, desk, iron/ironing board, WiFi

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

Cozy Cabin Style Apt Private 1st Flr 1 Bdrm
Torrington
The price is ￥20,363
￥63,246 total
includes taxes & fees
Aug 9 - Aug 10
Cozy Cabin Style Apt Private 1st Flr 1 Bdrm
Dining

9. 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 ￥36,895
￥81,199 total
includes taxes & fees
Aug 9 - Aug 10
Classy Private Apt - 3 Beds 2nd Flr - Near Downtown
Terrace/patio

10. 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, (50 reviews)
"Fantastic hosts and great facilities would highly recommend"
United States
Steve
The price is ￥20,008
￥33,732 total
includes taxes & fees
Aug 18 - Aug 19
Enjoy a restful stay with fast internet, smart TV and the company of your pet.
2 bedrooms, WiFi (free), bed sheets

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

Peaceful and cozy 1 bed 1 bath in quaint Winchester
Winchester
The price is ￥21,758
￥37,872 total
includes taxes & fees
Aug 30 - Aug 31
Peaceful and cozy 1 bed 1 bath in quaint Winchester
Smart TV, fireplace, books

12. 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, (21 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 ￥26,134
￥33,207 total
includes taxes & fees
Aug 9 - Aug 10
Mid Century Modern Studio w/ Full Kitchen - Newly Built
Exterior

13. Cozy One Bedroom Apartment Centrally Located in Southbury

Cozy One Bedroom Apartment Centrally Located in Southbury
Southbury
10.0 out of 10, Exceptional, (35 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 ￥17,454
￥23,226 total
includes taxes & fees
Sep 2 - Sep 3
Cozy One Bedroom Apartment Centrally Located in Southbury
Interior

14. 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 ￥10,879
￥39,532 total
includes taxes & fees
Aug 12 - Aug 13
The Sun Filled Cozy Creamery
Property grounds

15. Hoppy Hill Farm House

Hoppy Hill Farm House
Dover Plains
9.8 out of 10, Exceptional, (6 reviews)
"The accommodations were wonderful and comfortable."
United States
Chuck S.
The price is ￥17,344
￥32,285 total
includes taxes & fees
Aug 11 - Aug 12
Hoppy Hill Farm House
Property grounds

16. 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, (8 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 ￥12,629
￥21,066 total
includes taxes & fees
Aug 10 - Aug 11
Rare, peaceful glamping, hot shower, mini golf near appalachian trail
Property grounds

17. 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 ￥26,016
￥50,376 total
includes taxes & fees
Aug 17 - Aug 18
River Overlook - What a view from your deck!
Interior

18. Cozy 1-king size bedroom house in quiet Waterbury with 75" TV in your bedroom.

Cozy 1-king size bedroom house in quiet Waterbury with 75" TV in your bedroom.
Waterbury
8.0 out of 10, Very Good, (1 review)
"I had an emergency and was only able to stay one night, but enjoyed my stay "
United States
Dirk N.
The price is ￥19,709
￥25,819 total
includes taxes & fees
Sep 6 - Sep 7
Cozy 1-king size bedroom house in quiet Waterbury with 75" TV in your bedroom.
Interior

19. Private Apartment in Southbury 101

Private Apartment in Southbury 101
Southbury
9.6 out of 10, Exceptional, (7 reviews)
"The apartment was nice, big area, loved this rental."
United States
Marissa G.
The price is ￥18,873
￥41,216 total
includes taxes & fees
Aug 8 - Aug 9
Private Apartment in Southbury 101
Coffee/tea maker, fridge, microwave, oven

20. Private Apartment in Southbury 104

Private Apartment in Southbury 104
Southbury
10.0 out of 10, Exceptional, (1 review)
"Pro Unit very clean, check in was easy and host was responsive to issues 24/7.Unit is large with new appliances in full kitchen.It is located in a beautiful rural area of CT. I highly recommend it"
United States
Daniel R.
The price is ￥22,547
￥45,914 total
includes taxes & fees
Sep 2 - Sep 3
Private Apartment in Southbury 104
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

DoubleTree by Hilton Hotel Bristol, Connecticut

DoubleTree by Hilton Hotel Bristol, Connecticut

8/10 Good
"* Bathroom door needs replacement as it is starting to seperate at the interior bottom. * Thermostat doesn't seem to match the temperature set and often the room would get hot, especially at night. *Entry door to the room was slightly sticky and setting the deadbolt was not as easy as it should have been."
Steven 2-night trip
Posted 9 hours ago
DoubleTree by Hilton Hotel Bristol, Connecticut

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

Frequently asked questions

Can I find a vacation rental in Litchfield?

Yes, you can find vacation rentals in Litchfield close to White Memorial Conservation Center, or you can select a secluded option if you're looking for extra privacy while you relax. Our travelers 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 vacation home rentals in Litchfield?

Lakefront Summer Stunner in New England Just 2 Hours From NYC: This vacation home rental outside of Litchfield is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You can relax into your vacation with a private yard and a selection of games.

How many vacation rentals will I find in Litchfield?

Choose from 17 Expedia vacation rentals in Litchfield for a memorable vacation.

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 vacation rental in Litchfield like?

Vacation rentals are private properties you can book for a couple of days or more in Litchfield. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll feel right at home. If you're concerned about a clean environment, a vacation rental can provide a sense of privacy away from shared hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a popular option for a family getaway.