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
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

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, (9 reviews)
"Everything about Jefferson House was perfect. It was located in a beautiful part of Connecticut adjoining a state park. The house was beautifully decorated. The kitchen was fully equipped and had a large island for dining. The bed, pillows and living room furnishings were very comfortable. The house was well up-to-date with two TVs, a charging device with multiple cords, a double oven (!), and countless thoughtful touches. I cannot recommend it highly enough!"
United States
genevieve
The price is ￥45,746
￥58,767 total
includes taxes & fees
Sep 22 - Sep 23
The Jefferson Guest House, Spacious, Special Views
Exterior

2. Cozy Attic 10 min to Llitchfield

Cozy Attic 10 min to Llitchfield
Torrington
9.4 out of 10, Exceptional, (6 reviews)
"The check-in process was easy and all instructions were clear. Jonathan, the owner, was very responsive and easy to get a hold of if I had any questions. The place was cute, clean, and perfect for what I needed (a place to stay during my medical school rotation). As the review says, it is not ideal for taller guests as the roof slopes down in certain areas, but I found the place cozy."
United States
Nicole N.
The price is ￥14,990
￥56,220 total
includes taxes & fees
Oct 6 - Oct 7
Cozy Attic 10 min to Llitchfield
1 bedroom, desk, iron/ironing board, WiFi

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

Cozy Cabin Style Apt Private 1st Flr 1 Bdrm
Torrington
The price is ￥20,261
￥63,309 total
includes taxes & fees
Sep 22 - Sep 23
Cozy Cabin Style Apt Private 1st Flr 1 Bdrm
Smart TV, fireplace

4. Pristine Cozy Walkable Downtown 2BR Getaway

Pristine Cozy Walkable Downtown 2BR Getaway
Torrington
10.0 out of 10, Exceptional, (20 reviews)
"It was great!"
United States
Amanda T.
The price is ￥26,528
￥44,980 total
includes taxes & fees
Sep 22 - Sep 23
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 ￥22,914
￥69,341 total
includes taxes & fees
Oct 7 - Oct 8
Art House 3 Beds Close to Warner Theater
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, (17 reviews)
"Very clean & cozy with everything we needed!"
United States
Joe K.
The price is ￥33,729
￥43,181 total
includes taxes & fees
Sep 22 - Sep 23
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
8.4 out of 10, Very good, (12 reviews)
"Great night stay! Wonderful place would definitely recommend! "
United States
Laurie P.
The price is ￥13,962
￥17,468 total
includes taxes & fees
Sep 22 - Sep 23
Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.
Exterior

8. Cozy One Bedroom Apartment Centrally Located in Southbury

Cozy One Bedroom Apartment Centrally Located in Southbury
Southbury
10.0 out of 10, Exceptional, (37 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 ￥13,837
￥19,050 total
includes taxes & fees
Sep 27 - Sep 28
Cozy One Bedroom Apartment Centrally Located in Southbury
Exterior

9. 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 ￥20,261
￥62,154 total
includes taxes & fees
Sep 23 - Sep 24
Cozy Modern Farmhouse Private Apt - 3 Beds
Exterior detail

10. Bear Retreat - 2-bedroom house in Waterbury

Bear Retreat - 2-bedroom house in Waterbury
Waterbury
10.0 out of 10, Exceptional, (7 reviews)
"Perfect, spacious area. Super clean. Communication was great. Would definitely book here again."
United States
Radha
The price is ￥20,394
￥54,202 total
includes taxes & fees
Oct 8 - Oct 9
Bear Retreat - 2-bedroom house in Waterbury
Terrace/patio

11. 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, (52 reviews)
"Quaint very nice loved the space very cozy the hot tub was a nice touch I did use that a few times helped my sore back LOL everything went as expected I would stay here again"
United States
paul
The price is ￥19,767
￥36,224 total
includes taxes & fees
Sep 23 - Sep 24
Enjoy a restful stay with fast internet, smart TV and the company of your pet.
Dining

12. 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 ￥36,710
￥92,244 total
includes taxes & fees
Oct 7 - Oct 8
Classy Private Apt - 3 Beds 2nd Flr - Near Downtown
Interior

13. 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 ￥17,257
￥22,983 total
includes taxes & fees
Sep 22 - Sep 23
Cozy 1-king size bedroom house in quiet Waterbury with 75" TV in your bedroom.
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 ￥10,825
￥39,335 total
includes taxes & fees
Sep 22 - Sep 23
The Sun Filled Cozy Creamery
Property grounds

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

River Overlook - What a view from your deck!
Collinsville
10.0 out of 10, Exceptional, (27 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 ￥25,132
￥47,845 total
includes taxes & fees
Sep 22 - Sep 23
River Overlook - What a view from your deck!
Interior

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

Peaceful and cozy 1 bed 1 bath in quaint Winchester
Winchester
10.0 out of 10, Exceptional, (1 review)
"Great place and wonderful host."
United States
Thomas C.
The price is ￥19,484
￥35,192 total
includes taxes & fees
Oct 4 - Oct 5
Peaceful and cozy 1 bed 1 bath in quaint Winchester
Apartment (1 Bedroom) | Interior

17. Bristol Condo Near Espn HQ & Lake Compounce!

Bristol Condo Near Espn HQ & Lake Compounce!
3.5 star property
Bristol
The price is ￥27,454
￥49,227 total
includes taxes & fees
Sep 22 - Sep 23
Bristol Condo Near Espn HQ & Lake Compounce!
Private kitchen

18. Cozy private room in a shared home with a Full-size bed and private bathroom.

Cozy private room in a shared home with a Full-size bed and private bathroom.
New Milford
10.0 out of 10, Exceptional, (1 review)
"Clean and close to activitys"
United States
randall
The price is ￥12,001
￥22,744 total
includes taxes & fees
Oct 4 - Oct 5
Cozy private room in a shared home with a Full-size bed and private bathroom.
1 bedroom, desk, iron/ironing board, internet

19. Bristol Condo Near ESPN HQ & Lake Compounce!

Bristol Condo Near ESPN HQ & Lake Compounce!
Bristol
The price is ￥20,708
￥48,123 total
includes taxes & fees
Sep 22 - Sep 23
Bristol Condo Near ESPN HQ & Lake Compounce!
Interior

20. Cozy Studio apartment in delightful Waterbury with Central Air

Cozy Studio apartment in delightful Waterbury with Central Air
Waterbury
The price is ￥14,260
￥19,537 total
includes taxes & fees
Oct 9 - Oct 10
Cozy Studio apartment in delightful Waterbury with Central Air
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

The Farmington Inn & Suites

The Farmington Inn & Suites

8/10 Good
"The hotel was very nice with a quaint, old fashioned feel. Plenty of parking which is free. Offered complimentary cappuccino & tea in the lobby 24/7. There is a chess set in the sitting area of the lobby as well as a billiards/pool table. Breakfast included in the stay including make your own waffles. The mattress was firm which was great for me. (My husband prefers a softer mattress) Pillows were good with enough to choose your preference. It was a too warm in our room when we arrived. Luckily you can adjust the temperature to your liking. The shower head was very nice with very good water temperatures. We enjoyed the available toiletries. Extra appreciated additions were the magnified mirror, a mini fridge & complimentary water for my husband & me. I appreciate the sink separate from the tub & toilet. We would definitely stay here again!"
Lonnie 1-night trip
Posted 6 hours ago
The Farmington Inn & Suites

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:

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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?

Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed: This vacation home rental outside of Litchfield offers a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden 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 Litchfield Historical Society Museum and White Memorial Conservation Center, 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.