Litchfield Vacation Rentals

Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Litchfield vacation rentals

A spacious kitchen with wooden cabinets, a large island with stools, and a clock on the wall.

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

3. 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.
$245 nightly
The price is $279
Nov 8 - Nov 9
Total with taxes and fees
Pristine Cozy Walkable Downtown 2BR Getaway
A two-story house with a front porch, a small balcony, and a white picket fence.

4. 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 modern kitchen with a wooden dining table, blue chairs, and a decorative bowl centerpiece.

5. 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 modern kitchen with a wooden dining table, blue chairs, and a colorful bowl centerpiece.

6. 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.
$367 nightly
The price is $427
Nov 8 - Nov 9
Total with taxes and fees
Art House 3 Beds Close to Warner Theater
A spacious living room with a large window overlooking a lake, wooden ceiling, and comfortable seating.

7. 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.
$427 nightly
The price is $486
Nov 18 - Nov 19
Total with taxes and fees
Escape to Bantam Lake- With Fireplace and Hot tub!
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 hot tub in a backyard with a house, trees, and a clear sky.

9. 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 6 - Nov 7
Total with taxes and fees
Las Flores Villa
A wooden barrel structure with a door, two wooden lounge chairs, and a small table.

10. 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.
$450 nightly
The price is $513
Nov 10 - Nov 11
Total with taxes and fees
Peaceful Cabin with Sauna, Hot Tub & Cold Plunge
A spacious living room with large windows, a fireplace, and a view of the outdoors.

11. 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 6 - Nov 7
Total with taxes and fees
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
A two-story house with a porch, a front door with a wreath, and a small garden area.

12. Bear Retreat - 2-bedroom house in Waterbury

Bear Retreat - 2-bedroom house in Waterbury
Waterbury
10.0 out of 10, Exceptional, (13 reviews)
"Perfect, spacious area. Super clean. Communication was great. Would definitely book here again."
United States
Radha
$283 nightly
The price is $322
Nov 6 - Nov 7
Total with taxes and fees
Bear Retreat - 2-bedroom house in Waterbury
A spacious living room with large windows, a fireplace, and a view of the outdoors.

13. 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 6 - Nov 7
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.

14. 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.
$160 nightly
The price is $183
Nov 8 - Nov 9
Total with taxes and fees
Peaceful and cozy 1 bed 1 bath in quaint Winchester
A hot tub under a pergola with string lights, surrounded by a patio area with chairs and an umbrella.

15. 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.
$187 nightly
The price is $212
Nov 6 - Nov 7
Total with taxes and fees
Enjoy a restful stay with fast internet, smart TV and the company of your pet.
A living room with a fireplace, two armchairs, a sofa, and a TV.

16. 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 6 - Nov 7
Total with taxes and fees
Mid Century Modern Studio w/ Full Kitchen - Newly Built
A balcony with a view of a lake, white railings, and outdoor furniture.

17. 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.
$284 nightly
The price is $323
Nov 9 - Nov 10
Total with taxes and fees
River Overlook - What a view from your deck!
A wooden wall with a large mirror, a wooden console table, and two wall-mounted lanterns.

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

Cozy Cabin Style Apt Private 1st Flr 1 Bdrm
Torrington
$347 nightly
The price is $403
Nov 8 - Nov 9
Total with taxes and fees
Cozy Cabin Style Apt Private 1st Flr 1 Bdrm
A patio with a table and chairs, a grill, and a view of a lake.

19. 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, (76 reviews)
"What a wonderful spot and exceptional host. Loved our stay and hope to visit again soon. "
United States
Mike
$409 nightly
The price is $466
Nov 8 - Nov 9
Total with taxes and fees
Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville
Interior

20. 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
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

A spacious foyer with a wooden staircase, a reception desk, and a seating area.
The Abner Hotel

The Abner Hotel

The Abner Hotel
Litchfield Historic District

10/10 Excellent

I was impressed by the historic charm of the hotel. There is even a dedicated room detailing the history of the area, educational significance and courthouse beginnings. The court room restaurant and rooftop bar are definitely worth a visit. The rooms were spacious and clean. We will definitely be back.
United States
Karen
Reviewed July 9, 2025
The Abner Hotel

Find out more about Litchfield

Everything you need to know about Litchfield vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Litchfield vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Litchfield vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Litchfield vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Litchfield. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Litchfield in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $182 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Litchfield rentals

At Expedia, we put the best Litchfield vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Litchfield rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Litchfield vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Litchfield. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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 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.

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