A snow-covered landscape with a stone bridge, a small tower, and a forested hill.

Vacation Rentals in Litchfield County

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Top Cities in Litchfield County

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

Litchfield

Litchfield

Our top choices for Litchfield County vacation rentals

A living room with a sofa, coffee table, and chairs, a kitchen area with a bar, and a door.

1. Pristine Cozy Walkable Downtown 2BR Getaway

Pristine Cozy Walkable Downtown 2BR Getaway
Torrington
10.0 out of 10, Exceptional, (22 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.
$236 nightly
The price is $269
Nov 8 - Nov 9
Total with taxes and fees
Pristine Cozy Walkable Downtown 2BR Getaway
A glass-top table with a woven placemat, a vase with white flowers, and a view of a balcony through a door with curtains.

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, (21 reviews)
"Very clean & cozy with everything we needed!"
United States
Joe K.
$232 nightly
The price is $264
Nov 8 - Nov 9
Total with taxes and fees
The Overlook near South Farms in Litchfield County is Hospitality, integrated.
A wooden barrel structure with a door, two wooden lounge chairs, and a small table.

3. Peaceful Cabin with Sauna, Hot Tub & Cold Plunge

Peaceful Cabin with Sauna, Hot Tub & Cold Plunge
Cornwall
10.0 out of 10, Exceptional, (6 reviews)
"This cabin is so cute we had a relaxing time , will return"
United States
Candice S.
$506 nightly
The price is $576
Nov 10 - Nov 11
Total with taxes and fees
Peaceful Cabin with Sauna, Hot Tub & Cold Plunge
A hot tub in a backyard with a house, trees, and a clear sky.

4. Las Flores Villa

Las Flores Villa
5.0 star property
New Preston
10.0 out of 10, Exceptional, (1 review)
$1,343 nightly
The price is $1,544
Nov 7 - Nov 8
Total with taxes and fees
Las Flores Villa
A modern kitchen with a wooden dining table, blue chairs, and a colorful bowl centerpiece.

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.
$357 nightly
The price is $417
Nov 8 - Nov 9
Total with taxes and fees
Art House 3 Beds Close to Warner Theater
A residential property with a well-maintained lawn, a small house with a front porch, and a garage.

6. Sharon Retreat w/ Private Yard

Sharon Retreat w/ Private Yard
Sharon
9.2 out of 10, Wonderful, (37 reviews)
"Cagney’s home was so comfy! We loved the spacious family room. The beds were comfortable and the fully stocked kitchen made cooking much easier. Absolutely would love to stay at your cottage again!"
United States
Heidi F.
$407 nightly
The price is $464
Nov 9 - Nov 10
Total with taxes and fees
Sharon Retreat w/ Private Yard
A hot tub under a pergola with string lights, surrounded by a patio area with chairs and an umbrella.

7. 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, (55 reviews)
"It was a nice stay…worked well for the event we attended in town. The host was very nice to work with"
United States
Roberta S.
$192 nightly
The price is $219
Dec 1 - Dec 2
Total with taxes and fees
Enjoy a restful stay with fast internet, smart TV and the company of your pet.
A two-story house with a front porch, a small balcony, and a white picket fence.

8. 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.
$350 nightly
The price is $406
Nov 8 - Nov 9
Total with taxes and fees
Cozy Modern Farmhouse Private Apt - 3 Beds
A kitchen with a marble island, wooden cabinets, a clock, and a window with a view of trees.

9. The Jefferson Guest House, Spacious, Special Views

The Jefferson Guest House, Spacious, Special Views
Litchfield
10.0 out of 10, Exceptional, (9 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.
$361 nightly
The price is $361
Nov 8 - Nov 9
Total with taxes and fees
The Jefferson Guest House, Spacious, Special Views
A two-story house with a front porch, a small balcony, and a white picket fence.

10. Cozy Attic 10 min to Llitchfield

Cozy Attic 10 min to Llitchfield
Torrington
9.6 out of 10, Exceptional, (7 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.
$306 nightly
The price is $354
Nov 8 - Nov 9
Total with taxes and fees
Cozy Attic 10 min to Llitchfield
A living room with a fireplace, two armchairs, a sofa, and a TV.

11. Mid Century Modern Studio w/ Full Kitchen - Newly Built

Mid Century Modern Studio w/ Full Kitchen - Newly Built
Kent
9.8 out of 10, Exceptional, (26 reviews)
"Very private, rural spot. Immaculate, thoughtfully furnished, lacking nothing"
United States
benjamin
$161 nightly
The price is $183
Nov 9 - Nov 10
Total with taxes and fees
Mid Century Modern Studio w/ Full Kitchen - Newly Built
A modern kitchen with a wooden dining table, blue chairs, and a decorative bowl centerpiece.

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.
$485 nightly
The price is $568
Nov 8 - Nov 9
Total with taxes and fees
Classy Private Apt - 3 Beds 2nd Flr - Near Downtown
A spacious living room with a large window overlooking a lake, wooden ceiling, and comfortable seating.

13. Escape to Bantam Lake- With Fireplace and Hot tub!

Escape to Bantam Lake- With Fireplace and Hot tub!
Morris
10.0 out of 10, Exceptional, (6 reviews)
"This house is a dream. First, the views are incredible. Second, it’s beautifully decorated and very cozy. Lastly, the property location is perfect. I can’t wait to stay again!"
United States
Shannon M.
$409 nightly
The price is $466
Nov 10 - Nov 11
Total with taxes and fees
Escape to Bantam Lake- With Fireplace and Hot tub!
A spacious living room with large windows, a fireplace, and a view of the outdoors.

14. 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
$469 nightly
The price is $539
Nov 7 - Nov 8
Total with taxes and fees
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
A wooden cabin interior with a bench, a rug, and a hanging plant.

15. 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, (4 reviews)
"Great place and wonderful host."
United States
Thomas C.
$166 nightly
The price is $189
Nov 15 - Nov 16
Total with taxes and fees
Peaceful and cozy 1 bed 1 bath in quaint Winchester
A modern kitchen with wooden cabinets, a stainless steel refrigerator, a built-in oven, and a large island with bar stools.

16. 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, (3 reviews)
"I really enjoyed my four night stay here."
United States
Jim B.
$115 nightly
The price is $130
Nov 9 - Nov 10
Total with taxes and fees
Cozy private room in a shared home with a Full-size bed and private bathroom.
A spacious living room with large windows, a fireplace, and a view of the outdoors.

17. 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)
"In town to visit our new grandchild. It was just my husband and me. It had more then enough room and was very comfortable."
United States
Elizabeth H.
$452 nightly
The price is $515
Nov 7 - Nov 8
Total with taxes and fees
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
A rustic cabin surrounded by a forest with a stream in the foreground.

18. Creek Side Cabin with Wood Fired Hot Tub and Fire Pit

Creek Side Cabin with Wood Fired Hot Tub and Fire Pit
New Milford
10.0 out of 10, Exceptional, (3 reviews)
"Great little house, our favorite part was the gorgeous creek. Absolutely would recommend to pet lovers and those looking for peaceful nature :)"
United States
Kristine W.
$471 nightly
The price is $536
Nov 16 - Nov 17
Total with taxes and fees
Creek Side Cabin with Wood Fired Hot Tub and Fire Pit
Interior

19. Spacious 1 Bed Apt - Litchfield County

Spacious 1 Bed Apt - Litchfield County
Plymouth
$245 nightly
The price is $264
Nov 7 - Nov 8
Total with taxes and fees
Spacious 1 Bed Apt - Litchfield County
A living room with a white sectional sofa, a dining area with a wooden table and chairs, and a staircase leading to an upper level.

20. The Lorelai at Middle Street Manor: Walk to Town Green, Gazebo, Shops & Dining

The Lorelai at Middle Street Manor: Walk to Town Green, Gazebo, Shops & Dining
New Milford
10.0 out of 10, Exceptional, (1 review)
"Perfect!!"
United States
Jeni O.
$718 nightly
The price is $819
Dec 1 - Dec 2
Total with taxes and fees
The Lorelai at Middle Street Manor: Walk to Town Green, Gazebo, Shops & Dining
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

The Litchfield Inn

The Litchfield Inn

10/10 Excellent
"Me and my daughter has such an amazing stay at the Litchfield inn. It was absolutely beautiful clean,cozy, smelled so good and the staff was very help and friendly . Hope at the front desk was amazing!! We came for my daughter’s birthday and would definitely come back on our next visit. The complimentary breakfast was exceptional as well. Perfect area nearby to New Milford which has Gilmore girls/inspo at the town green. Found the gazebo it was absolutely perfect girls trip for us we loved it here. 10/10 !!!!!!"
Stephanie 2-night trip
Posted 2 days ago
The Litchfield Inn

Find out more about Litchfield County

Discover your perfect Litchfield County vacation rental with Expedia

How many vacation rentals are available in Litchfield County?


Expedia has plenty of vacation rentals to choose from in and around  Litchfield County, so you’re guaranteed to find the right one for you. 


How much is a vacation rental in Litchfield County?


The selection of Litchfield County vacation rentals we have selected for you start as low as $116 per night. Entering your travel dates in the search wizard you might find even better deals!


What type of vacation rental can I get in Litchfield County?


Vacation rentals in Litchfield County come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of Litchfield County vacation rentals to suit everyone. 


Why should I choose a vacation rental in Litchfield County?


Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. A Litchfield County vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in. 


How do I find the best deal on a vacation rental in Litchfield County?


Find vacation rentals in Litchfield County by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in Litchfield County.  


What amenities are available in a vacation rental in Litchfield County?


The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a swimming pool is more your thing. Of course, there’s always the treat of having your own hot tub. Expedia has a vast range of amenities in Litchfield County vacation rentals designed to suit every budget and trip type.


When is the best time to stay in a vacation rental in Litchfield County?   


Everytime is a great time to head to Litchfield County! Staying in a Litchfield County vacation rentals you will always find lots going on to keep you entertained. 


Why book a vacation rental with Expedia?


Expedia has locked in amazing deals on a huge selection of impressive vacation rentals in Litchfield County. We give you the information and inspiration you need all in one place. With so many properties to choose from, you know you can book your perfect Litchfield County vacation rental with confidence. ANd don’t forget, if you bundle with a flight or a car rental in Litchfield County, you can save even more.


Can I cancel my vacation rental through Expedia?  


Yes, you can cancel or change your Litchfield County vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted.