A covered bridge with a sign reading 'West Cornwall' and a '10'-11' height clearance warning.

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Litchfield holiday homes

A wooden cabin interior with a bench, a rug, and a hanging plant.

1. 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.
The price is HK$812
HK$1,542 total
includes taxes & fees
1 Nov - 2 Nov
Peaceful and cozy 1 bed 1 bath in quaint Winchester
A modern kitchen with wooden cabinets, a stainless steel refrigerator, a built-in oven, and a large island with bar stools.

2. 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, (3 reviews)
"I really enjoyed my four night stay here."
United States
Jim B.
The price is HK$530
HK$1,127 total
includes taxes & fees
3 Nov - 4 Nov
Cozy private room in a shared home with a Full-size bed and private bathroom.
A two-story house with a white exterior, a front porch with steps, and two doors with numbers 46 and 44.

3. Bear Retreat - 2-bedroom house in Waterbury

Bear Retreat - 2-bedroom house in Waterbury
Waterbury
10.0 out of 10, Exceptional, (11 reviews)
"Perfect, spacious area. Super clean. Communication was great. Would definitely book here again."
United States
Radha
The price is HK$911
HK$2,668 total
includes taxes & fees
21 Oct - 22 Oct
Bear Retreat - 2-bedroom house in Waterbury
A spacious living room with large windows, a fireplace, and a view of the outdoors.

4. 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.
The price is HK$1,719
HK$4,214 total
includes taxes & fees
21 Oct - 22 Oct
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
A staircase with a handrail, a potted plant with yellow flowers, and a sign above the stairs.

5. 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 HK$863
HK$1,150 total
includes taxes & fees
28 Oct - 29 Oct
Cozy 1-king size bedroom house in quiet Waterbury with 75" TV in your bedroom.
A staircase with a wooden handrail and a white wall with a large, oval-shaped mirror.

6. Lakehaven • Hot Tub, Decks, Fires & More

Lakehaven • Hot Tub, Decks, Fires & More
Plymouth
10.0 out of 10, Exceptional, (1 review)
"Great find!! Amazing views, house was superb!"
United States
Iva B.
The price is HK$2,197
HK$6,090 total
includes taxes & fees
31 Oct - 1 Nov
Lakehaven • Hot Tub, Decks, Fires & More
A modern kitchen with blue cabinets, a dining area with a glass table, and a living room with a brown leather sofa.

7. Collinsville River Escape / Fall Foliage, Deck & Yard

Collinsville River Escape / Fall Foliage, Deck & Yard
Collinsville
9.4 out of 10, Exceptional, (3 reviews)
"This was a great weekend away in CT! The house was comfortable and clean. Very cozy setup and good communication with the host. The weather wasn’t amazing but we still enjoyed our stay for the weekend."
United States
Brandon R.
The price is HK$1,370
HK$1,733 total
includes taxes & fees
2 Nov - 3 Nov
Collinsville River Escape / Fall Foliage, Deck & Yard
A patio with a table and chairs, a grill, and a view of a lake.

8. 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, (74 reviews)
"What a wonderful spot and exceptional host. Loved our stay and hope to visit again soon. "
United States
Mike
The price is HK$2,204
HK$3,812 total
includes taxes & fees
21 Oct - 22 Oct
Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville
A circular stone fire pit surrounded by large rocks and gravel, set in a forested area.

9. Sun Filled Lake House Living

Sun Filled Lake House Living
Avon
6.6 out of 10, (4 reviews)
"Enjoyed my stayConvenient location for restaurants, shopping etcHome was clean and neat and in a nice quiet neighborhood Good value"
United States
Joseph C.
The price is HK$534
HK$2,045 total
includes taxes & fees
26 Oct - 27 Oct
Sun Filled Lake House Living
A hot tub in a backyard with a house, trees, and a clear sky.

10. Las Flores Villa

Las Flores Villa
5.0 star property
New Preston
10.0 out of 10, Exceptional, (1 review)
The price is HK$21,189
HK$27,506 total
includes taxes & fees
21 Oct - 22 Oct
Las Flores Villa
A patio area with wicker furniture and a brick floor.

11. The Old Avon 1800 Manor

The Old Avon 1800 Manor
Avon
7.0 out of 10, Good, (2 reviews)
"Wonderful place and host very responsive and friendly!"
United States
Anonymous traveller
The price is HK$1,436
HK$3,611 total
includes taxes & fees
4 Nov - 5 Nov
The Old Avon 1800 Manor
A bedroom with a bed, a dresser, and a window with curtains.

12. The Lorelai at Middle Street Manor: Walk to Town Green, Gazebo, Shops & Dining

The Lorelai at Middle Street Manor: Walk to Town Green, Gazebo, Shops & Dining
New Milford
10.0 out of 10, Exceptional, (1 review)
"Perfect!!"
United States
Jeni O.
The price is HK$4,120
HK$6,845 total
includes taxes & fees
27 Oct - 28 Oct
The Lorelai at Middle Street Manor: Walk to Town Green, Gazebo, Shops & Dining
A kitchen with wooden cabinets, granite countertops, and a stainless steel sink.

13. 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 HK$1,052
HK$4,544 total
includes taxes & fees
28 Oct - 29 Oct
Welcoming 1500 square foot 3-bedroom house completely remodeled in Southington
An outdoor seating area with wicker furniture and a glass table, surrounded by lush greenery.

14. Cheerful 3-bedroom cottage with woodstove

Cheerful 3-bedroom cottage with woodstove
Sheffield
10.0 out of 10, Exceptional, (45 reviews)
"The property was centrally located for skiing, and was a comfortable stay."
United States
Kelly R.
The price is HK$1,391
HK$3,351 total
includes taxes & fees
3 Nov - 4 Nov
Cheerful 3-bedroom cottage with woodstove
A living room with a television, a cabinet, a glass coffee table, and a framed picture on the wall.

15. Chic Lakeside Oasis|Near Rhinebeck & Millbrook

Chic Lakeside Oasis|Near Rhinebeck & Millbrook
Stanfordville
The price is HK$3,532
HK$5,407 total
includes taxes & fees
25 Oct - 26 Oct
Chic Lakeside Oasis|Near Rhinebeck & Millbrook
A modern kitchen with stainless steel appliances, a central island, and a dining area with a sofa.

16. #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.
The price is HK$1,459
HK$3,412 total
includes taxes & fees
21 Oct - 22 Oct
#27- Luxury Collection
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

The Abner Hotel

The Abner Hotel

8/10 Good
"This property does not have televisions in the room!"
William 1-night trip
Posted 1 hour ago
The Abner Hotel

Find out more about Litchfield

Litchfield Vacation Homes information

Number of reviews
158
Accommodation
236 Vacation Homes
Lowest Price
HK$1,127
Highest Price
HK$27,506

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