Litchfield Vacation Rentals

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Check prices for these dates

In two weeks
May 15 - May 17
In two months
Jun 26 - Jun 28
In three months
Jul 24 - Jul 26
In four months
Aug 21 - Aug 23

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)
"The place was absolutely spotless and magnificent in every way. Highly recommended."
United States
Robert A.
The price is ￥45,682
￥58,685 total
includes taxes & fees
May 4 - May 5
The Jefferson Guest House, Spacious, Special Views
Outdoor dining

Glamping, family fun, pet friendly

Glamping, family fun, pet friendly
Dover Plains
10.0 out of 10, Exceptional, (4 reviews)
"Great Glamping spot. The hosts were very responsive and the place provided many activities. "
United States
Gui
The price is ￥24,674
￥35,180 total
includes taxes & fees
May 8 - May 9
Glamping, family fun, pet friendly
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 ￥13,943
￥19,168 total
includes taxes & fees
May 4 - May 5
Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.
Exterior

Cozy One Bedroom Apartment Centrally Located in Southbury

Cozy One Bedroom Apartment Centrally Located in Southbury
Southbury
10.0 out of 10, Exceptional, (26 reviews)
"Excellent host."
United States
David
The price is ￥15,666
￥21,149 total
includes taxes & fees
May 5 - May 6
Cozy One Bedroom Apartment Centrally Located in Southbury
Property grounds

Hoppy Hill Farm House

Hoppy Hill Farm House
Dover Plains
9.6 out of 10, Exceptional, (5 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 ￥17,233
￥32,432 total
includes taxes & fees
May 3 - May 4
Hoppy Hill Farm House
Exterior

Cozy Attic 10 min to Llitchfield

Cozy Attic 10 min to Llitchfield
Torrington
9.2 out of 10, Wonderful, (5 reviews)
"A couple of the surfaces were not clean but mostly a clean comfy space. The bed was very comfortable and the bathroom was spacious and clean.The stairs are not for the faint of heart. A nice cozy place to stay once the luggage and groceries are up there."
United States
Rhonda H.
The price is ￥13,473
￥42,284 total
includes taxes & fees
May 3 - May 4
Cozy Attic 10 min to Llitchfield
Interior

Private Apartment in Southbury 101

Private Apartment in Southbury 101
Southbury
9.6 out of 10, Exceptional, (7 reviews)
"The apartment was nice, big area, loved this rental."
United States
Marissa G.
The price is ￥19,034
￥41,433 total
includes taxes & fees
May 3 - May 4
Private Apartment in Southbury 101
Smart TV

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

Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
Cheshire
9.4 out of 10, Exceptional, (18 reviews)
"Easy check in Rooms were comfortably spacious "
United States
Benjamin W.
The price is ￥17,201
￥30,121 total
includes taxes & fees
May 12 - May 13
Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
Smart TV

Pristine Cozy Walkable Downtown 2BR Getaway

Pristine Cozy Walkable Downtown 2BR Getaway
Torrington
10.0 out of 10, Exceptional, (18 reviews)
"What a comfortable and welcoming place to stay! Great communication with the hosts, and the space had all the amenities we needed, as well as many thoughtful extra touches. Home was spotless, and tastefully decorated. Quiet neighborhood, and super easy access to downtown. Would absolutely stay here again!"
United States
Kathryn A.
The price is ￥25,849
￥44,022 total
includes taxes & fees
May 4 - May 5
Pristine Cozy Walkable Downtown 2BR Getaway
Smart TV

#23 *COMFORT & LUXURY* 3 BR/2 BA House

#23 *COMFORT & LUXURY* 3 BR/2 BA House
Southington
9.8 out of 10, Exceptional, (8 reviews)
"Place was just as advertised. It was clean, comfy, nice neighborhood. Check in and out was easy with no issues. "
United States
Ryan A.
The price is ￥31,681
￥62,125 total
includes taxes & fees
May 19 - May 20
#23 *COMFORT & LUXURY* 3 BR/2 BA House
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)
"The place was perfect for the two of us. It was close to both our kids homes."
United States
Tomas M.
The price is ￥25,849
￥46,528 total
includes taxes & fees
May 4 - May 5
River Overlook - What a view from your deck!
Interior

Private Apartment in Southbury 102

Private Apartment in Southbury 102
Southbury
9.2 out of 10, Wonderful, (5 reviews)
"Over all a great place. Nice to have everything on one floor. Dogs loved it. Some businesses in the building and everyone is friendly!"
United States
Debbie P.
The price is ￥18,918
￥41,595 total
includes taxes & fees
May 7 - May 8
Private Apartment in Southbury 102
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
The price is ￥15,509
￥20,969 total
includes taxes & fees
May 5 - May 6
Cozy 1-king size bedroom house in quiet Waterbury with 75" TV in your bedroom.
Private kitchen

Art House 3 Beds Close to Warner Theater

Art House 3 Beds Close to Warner Theater
Torrington
10.0 out of 10, Exceptional, (1 review)
"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 ￥19,125
￥62,988 total
includes taxes & fees
May 4 - May 5
Art House 3 Beds Close to Warner Theater
Fridge, microwave, oven, stovetop

Private Apartment in Southbury 103

Private Apartment in Southbury 103
Southbury
10.0 out of 10, Exceptional, (3 reviews)
"Property management team was very quick to respond to any question or issue I had. Excellent location around eateries and activities "
United States
Dominick S.
The price is ￥13,535
￥34,325 total
includes taxes & fees
May 2 - May 3
Private Apartment in Southbury 103
Private kitchen

Litchfield Retreat, Wineries, Foliage & Skiing

Litchfield Retreat, Wineries, Foliage & Skiing
Torrington
The price is ￥40,888
￥62,296 total
includes taxes & fees
May 3 - May 4
Litchfield Retreat, Wineries, Foliage & Skiing
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, (1 review)
"Beautiful place. Very clean & welcoming "
United States
Chris
The price is ￥21,995
￥35,203 total
includes taxes & fees
May 12 - May 13
The Perch in the Purchase -- Cozy, unique, and private
Interior

#31 - Downtown Terryville- 1 Br

#31 - Downtown Terryville- 1 Br
Plymouth
10.0 out of 10, Exceptional, (1 review)
"In convenient safe area. Os is easy to contact"
United States
Gina P.
#31 - Downtown Terryville- 1 Br
Fridge, microwave, oven, stovetop

Welcoming 1500 square foot 3-bedroom house completely remodeled in Southington

Welcoming 1500 square foot 3-bedroom house completely remodeled in Southington
Southington
10.0 out of 10, Exceptional, (3 reviews)
"We had a great, relaxing Thanksgiving holiday at this spacious Southington, CT home. It was the perfect spot to visit one of my daughters and be able to have my mother-in-law stay with us so we could cook and host Thanksgiving dinner. The house was well-stocked and supplied with everything we needed, and then some; which allowed us to have a stress-free holiday as if we were in our own home. We highly recommend this home and will keep it in mind for future extended stays in the area."
United States
Cindy M.
The price is ￥21,008
￥86,644 total
includes taxes & fees
May 3 - May 4
Welcoming 1500 square foot 3-bedroom house completely remodeled in Southington
Interior

The Historic Hideaway

The Historic Hideaway
Avon
6.0 out of 10, (4 reviews)
"Once we found the house it was very warm & cozy. The mini- muffins on the counter was a bonus. House mailbox was 87 but address was 89 that you only see if door is closed which it wasn't on 1st 2 passes. Limited exterior lights made coming back at night a challenge. "
United States
Kim C.
The price is ￥10,966
￥41,194 total
includes taxes & fees
May 2 - May 3
The Historic Hideaway
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

10/10 Excellent
"Great stay!"
Marie-Louise 3-night trip
Posted 2 hours ago
Courtyard by Marriott Waterbury Downtown

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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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 Tapping Reeve House and Law School, 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.