Litchfield Holiday Rentals

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Check prices for these dates

In two weeks
10 Apr - 12 Apr
In two months
22 May - 24 May
In three months
19 Jun - 21 Jun
In four months
17 Jul - 19 Jul

Our top choices for Litchfield holiday 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 HK$2,282
HK$2,939 total
includes taxes & fees
29 Mar - 30 Mar
The Jefferson Guest House, Spacious, Special Views
1 bedroom, free WiFi, bed sheets

Secluded Mountaintop Retreat – Rustic Luxury & Panoramic Views at Freedom Farm

Secluded Mountaintop Retreat – Rustic Luxury & Panoramic Views at Freedom Farm
New Milford
8.0 out of 10, Very good, (1 review)
"We camped at Freedom Farm and enjoyed the secluded woods setting for our tent. Everything was clean and well prepared for our stay, and the hosts were friendly and helpful. It is beautifully situated and is a short drive from some excellent hiking and biking in nearby state parks. I think a couple of things, though, could be improved. The tent was set up on an incline, which made sleeping a bit less comfortable than it might have been. I would recommend that the hosts build a level platform...
United States
Eric
Secluded Mountaintop Retreat – Rustic Luxury & Panoramic Views at Freedom Farm
1 bedroom, free WiFi, bed sheets

Creekside Retreat Tent

Creekside Retreat Tent
New Milford
10.0 out of 10, Exceptional, (4 reviews)
"Absolutely beautiful location and wonderful hosts very romantic spot lots of hiking trails near and on premises me and my husband loved the fact we slept by the water and can hear the water running all night very peaceful and beautiful site ."
United States
yarelis t.
Creekside Retreat Tent
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 HK$696
HK$957 total
includes taxes & fees
29 Mar - 30 Mar
Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.
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 HK$767
HK$1,803 total
includes taxes & fees
31 Mar - 1 Apr
Private Apartment in Southbury 103
Private kitchen

Litchfield Retreat, Wineries, Foliage & Skiing

Litchfield Retreat, Wineries, Foliage & Skiing
Torrington
The price is HK$2,042
HK$3,096 total
includes taxes & fees
29 Mar - 30 Mar
Litchfield Retreat, Wineries, Foliage & Skiing
Interior

Guesthouse Cabin vacation rentals in Berkshire County

Guesthouse Cabin vacation rentals in Berkshire County
Sheffield
10.0 out of 10, Exceptional, (10 reviews)
"Great place. I highly recommend for a group or family. Amazing views! Beautiful property very private and quiet. Cabin was also very well stocked and had great outdoor space. "
United States
deborah d.
The price is HK$3,130
HK$5,498 total
includes taxes & fees
29 Mar - 30 Mar
Guesthouse Cabin vacation rentals in Berkshire County
Outdoor pool

Cozy 1-bedroom apartment in lovely Oxford

Cozy 1-bedroom apartment in lovely Oxford
Oxford
10.0 out of 10, Exceptional, (3 reviews)
"This was my second time staying here. The apartment was immaculately clean and the owner was both professional and personal! The apartment had all the comforts of home, from coffee and snacks in the kitchen to self-care items (e.g., toothbrush, toothpaste, etc). Truly a hidden gem, close to shopping, restaurants, and highways! "
United States
LIsa G.
The price is HK$876
HK$1,254 total
includes taxes & fees
31 Mar - 1 Apr
Cozy 1-bedroom apartment in lovely Oxford
Exterior

Cozy One Bedroom Apartment Centrally Located in Southbury

Cozy One Bedroom Apartment Centrally Located in Southbury
Southbury
10.0 out of 10, Exceptional, (24 reviews)
"Excellent host."
United States
David
The price is HK$713
HK$977 total
includes taxes & fees
4 Apr - 5 Apr
Cozy One Bedroom Apartment Centrally Located in Southbury
Smart TV, fireplace, books

Mid Century Modern Studio w/ Full Kitchen - Newly Built

Mid Century Modern Studio w/ Full Kitchen - Newly Built
Kent
10.0 out of 10, Exceptional, (11 reviews)
"We had a great stay, very cute town and close to our destination "
United States
Danielle F.
The price is HK$1,369
HK$1,755 total
includes taxes & fees
29 Mar - 30 Mar
Mid Century Modern Studio w/ Full Kitchen - Newly Built
Exterior

Cozy 3 Flr Private 1 Bdrm Apt Tree Line View

Cozy 3 Flr Private 1 Bdrm Apt Tree Line View
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 HK$707
HK$2,677 total
includes taxes & fees
29 Mar - 30 Mar
Cozy 3 Flr Private 1 Bdrm Apt Tree Line View
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
The price is HK$1,722
HK$3,989 total
includes taxes & fees
29 Mar - 30 Mar
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
Exterior detail

CT Gate House Goshen CT, Gate House Goshen CT

CT Gate House Goshen CT, Gate House Goshen CT
Goshen
9.4 out of 10, Exceptional, (9 reviews)
"The property was great and the house was huge even for all 12 of us "
United States
Ryan L.
The price is HK$1,154
HK$5,444 total
includes taxes & fees
29 Mar - 30 Mar
CT Gate House Goshen CT, Gate House Goshen CT
Property grounds

River Overlook - Check the view from your deck!

River Overlook - Check the 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 HK$1,049
HK$2,101 total
includes taxes & fees
29 Mar - 30 Mar
River Overlook - Check the view from your deck!
Room

Art House 3 Beds Close to Warner Theater

Art House 3 Beds Close to Warner Theater
Torrington
The price is HK$839
HK$2,952 total
includes taxes & fees
30 Mar - 31 Mar
Art House 3 Beds Close to Warner Theater
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 HK$1,056
HK$1,686 total
includes taxes & fees
29 Mar - 30 Mar
The Perch in the Purchase -- Cozy, unique, and private
Interior

Private Apartment in Southbury 101

Private Apartment in Southbury 101
Southbury
9.4 out of 10, Exceptional, (6 reviews)
"The apartment was nice, big area, loved this rental."
United States
Marissa G.
The price is HK$747
HK$1,780 total
includes taxes & fees
4 Apr - 5 Apr
Private Apartment in Southbury 101
Fridge, microwave, oven, stovetop

#27- Luxury Collection

#27- Luxury Collection
Southington
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful home, well designed and spacious rooms. Host was fantastic and communication was great! Thank you"
United States
C B.
#27- Luxury Collection
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 HK$861
HK$1,620 total
includes taxes & fees
29 Mar - 30 Mar
Hoppy Hill Farm House
Property grounds

3-Bedroom Cabin Getaway With Rustic Charm

3-Bedroom Cabin Getaway With Rustic Charm
Cornwall
8.4 out of 10, Very good, (6 reviews)
"Absolutely beautiful cottage exactly as pictured inside and out. "
United States
Michaela C.
3-Bedroom Cabin Getaway With Rustic Charm
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

Homewood Suites by Hilton Hartford-Farmington

Homewood Suites by Hilton Hartford-Farmington

10/10 Excellent
"Go local "
marlou 4-night trip
Posted 2 hours ago
Homewood Suites by Hilton Hartford-Farmington

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:

  • View our selection of featured holiday rentals in Litchfield
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  • Enter your travel dates to view the best deals on holiday rentals in Litchfield while they last

Look no further and take a look at our great range of rental properties in Litchfield!

Frequently asked questions

Can I find a holiday rental in Litchfield?

Yes, there are holiday rentals in Litchfield close to White Memorial Conservation Center, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers 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 holiday rentals that Litchfield has to offer?

Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed: This holiday home rental outside of Litchfield offers a fireplace, a patio and a BBQ 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 that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals will I find in Litchfield?

Choose from 16 Expedia holiday rentals in Litchfield for a memorable holiday.

What’s there to see and do in Litchfield?

Cultural attractions include Tapping Reeve House and Law School 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 holiday rental in Litchfield like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Litchfield. Holiday rentals feature amenities like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about cleanliness, a holiday rental can offer a sense of safety away from shared hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive choice for families.