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
Jul 3 - Jul 5
In two months
Aug 14 - Aug 16
In three months
Sep 11 - Sep 13
In four months
Oct 9 - Oct 11

Our top choices for Litchfield vacation rentals

Fridge, microwave, oven, stovetop

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 ￥47,035
￥60,907 total
includes taxes & fees
Jun 24 - Jun 25
The Jefferson Guest House, Spacious, Special Views
Property grounds

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 ￥12,920
￥21,551 total
includes taxes & fees
Jun 29 - Jun 30
Rare, peaceful glamping, hot shower, mini golf near appalachian trail
Property grounds

Hoppy Hill Farm House

Hoppy Hill Farm House
Dover Plains
9.8 out of 10, Exceptional, (6 reviews)
"Location was great. Accommodations were clean and comfortable. Host was accessible and responsive. Will stay here again if in the area again."
United States
Ken K.
The price is ￥17,743
￥33,210 total
includes taxes & fees
Jun 22 - Jun 23
Hoppy Hill Farm House
Interior

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 ￥15,969
￥21,590 total
includes taxes & fees
Jul 5 - Jul 6
Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.
Interior

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 ￥17,743
￥23,630 total
includes taxes & fees
Jun 22 - Jun 23
Cozy 1-king size bedroom house in quiet Waterbury with 75" TV in your bedroom.
House (3 Bedrooms) | Interior

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
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
Terrace/patio

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
9.2 out of 10, Wonderful, (47 reviews)
"Fantastic hosts and great facilities would highly recommend"
United States
Steve
The price is ￥25,405
￥39,862 total
includes taxes & fees
Jun 22 - Jun 23
Enjoy a restful stay with fast internet, smart TV and the company of your pet.
Smart TV

Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.

Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
Cheshire
9.2 out of 10, Wonderful, (20 reviews)
"Easy check in Rooms were comfortably spacious "
United States
Benjamin W.
The price is ￥20,033
￥33,684 total
includes taxes & fees
Jun 29 - Jun 30
Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
Dining

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 ￥34,988
￥83,010 total
includes taxes & fees
Jul 21 - Jul 22
Art House 3 Beds Close to Warner Theater
Fridge, microwave, oven, stovetop

Private Apartment in Southbury 104

Private Apartment in Southbury 104
Southbury
The price is ￥13,936
￥35,181 total
includes taxes & fees
Jun 23 - Jun 24
Private Apartment in Southbury 104
TV

#43- Modern Luxury Log Cabin Retreat | Fire Pit

#43- Modern Luxury Log Cabin Retreat | Fire Pit
Prospect
8.0 out of 10, Very Good, (1 review)
"3.5 rounding up to 4. We had a good stay overall. I travel fairly often and tend to reserve 5 stars for places where every detail of the guest experience feels really thoughtfully considered. This home was comfortable and worked fine for our trip, but it felt a bit more basic compared to some other rentals I’ve stayed in."
United States
Lauren P.
The price is ￥68,864
￥118,873 total
includes taxes & fees
Jul 16 - Jul 17
#43- Modern Luxury Log Cabin Retreat | Fire Pit
Property grounds

River Overlook - What a view from your deck!

River Overlook - What a view from your deck!
Collinsville
10.0 out of 10, Exceptional, (23 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 ￥23,953
￥48,475 total
includes taxes & fees
Jun 24 - Jun 25
River Overlook - What a view from your deck!
Fridge, microwave, oven, stovetop

#16 *A COZY GETAWAY* 4BED/3BATH HOME W/ FIRE PIT

#16 *A COZY GETAWAY* 4BED/3BATH HOME W/ FIRE PIT
Southington
9.0 out of 10, Wonderful, (7 reviews)
"We enjoyed our stay! And happy with most!!!!"
United States
Dawn H.
The price is ￥81,808
￥136,663 total
includes taxes & fees
Jul 13 - Jul 14
#16 *A COZY GETAWAY* 4BED/3BATH HOME W/ FIRE PIT
1 bedroom, iron/ironing board, free WiFi, bed sheets

#2 *Beautiful 1 BR Apartment - Central CT*

#2 *Beautiful 1 BR Apartment - Central CT*
Plainville
9.0 out of 10, Wonderful, (2 reviews)
"I try to come up to Connecticut at least once a year if possible and this really worked out perfect for me first floor no steps easy to bring luggage in very comfortable. Would definitely come back and stay there again."
United States
Rodney L.
The price is ￥14,498
￥31,996 total
includes taxes & fees
Jun 28 - Jun 29
#2 *Beautiful 1 BR Apartment - Central CT*
Outdoor dining

The Perch in the Purchase -- Cozy, unique, and private

The Perch in the Purchase -- Cozy, unique, and private
Southbury
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful place. Very clean & welcoming "
United States
Chris
The price is ￥23,518
￥37,087 total
includes taxes & fees
Jun 22 - Jun 23
The Perch in the Purchase -- Cozy, unique, and private
Smart TV, fireplace

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.
Pristine Cozy Walkable Downtown 2BR Getaway
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

Motel 6 Southington, CT - Hartford

Motel 6 Southington, CT - Hartford

8/10 Good
"I can’t complain for the price, very basic and bare bones but room was clean and everything worked"
Jose 1-night trip
Posted less than an hour ago
Motel 6 Southington, CT - Hartford

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 White Memorial Conservation Center and Litchfield Historical Society Museum, whereas Bantam Lake and Mohawk Mountain State Forest are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Mount Tom State Park 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.