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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
$377 nightly
The price is $377
Sep 22 - Sep 23
Total with taxes and fees
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.
$313 nightly
The price is $358
Oct 6 - Oct 7
Total with taxes and fees
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
$352 nightly
The price is $406
Sep 22 - Sep 23
Total with taxes and fees
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.
$254 nightly
The price is $288
Sep 22 - Sep 23
Total with taxes and fees
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.
$383 nightly
The price is $442
Oct 7 - Oct 8
Total with taxes and fees
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.
$244 nightly
The price is $276
Sep 22 - Sep 23
Total with taxes and fees
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.
$97 nightly
The price is $110
Sep 22 - Sep 23
Total with taxes and fees
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)
"Great place. Had everything we needed and was very clean."
United States
Niki B.
$108 nightly
The price is $121
Sep 27 - Sep 28
Total with taxes and fees
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.
$339 nightly
The price is $393
Sep 23 - Sep 24
Total with taxes and fees
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
$290 nightly
The price is $329
Oct 8 - Oct 9
Total with taxes and fees
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
$202 nightly
The price is $230
Sep 23 - Sep 24
Total with taxes and fees
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.
$506 nightly
The price is $588
Oct 6 - Oct 7
Total with taxes and fees
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.
$130 nightly
The price is $147
Sep 22 - Sep 23
Total with taxes and fees
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.
$236 nightly
The price is $251
Sep 22 - Sep 23
Total with taxes and fees
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.
$266 nightly
The price is $303
Sep 22 - Sep 23
Total with taxes and fees
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.
$198 nightly
The price is $224
Oct 4 - Oct 5
Total with taxes and fees
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
$273 nightly
The price is $314
Sep 22 - Sep 23
Total with taxes and fees
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
$127 nightly
The price is $144
Oct 4 - Oct 5
Total with taxes and fees
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
$270 nightly
The price is $307
Sep 22 - Sep 23
Total with taxes and fees
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
$111 nightly
The price is $125
Oct 9 - Oct 10
Total with taxes and fees
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

Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown

8/10 Good
"Going through renovations but it was clean and the staff was very friendly."
Arneca 3-night trip
Posted 7 hours ago
Courtyard by Marriott Waterbury Downtown

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 $230 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.

Explore a world of travel with Expedia

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 Topsmead State Forest are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Bantam Lake and Mohawk Mountain State Forest.

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.