A snow-covered landscape with a stone bridge, a small tower, and a forested hill.

Cottages in Litchfield County

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Top Cities in Litchfield County

A mountainous landscape with autumn foliage, a valley, and distant buildings.
CottagesCottages

Watertown

Watertown

Our top choices for Litchfield County cottages

A two-story wooden house with a front porch, surrounded by lush greenery and trees.

1. Summer Lake Cottage, private beach, Berkshire Hills, small village

Summer Lake Cottage, private beach, Berkshire Hills, small village
Lakeville
9.6 out of 10, Exceptional, (93 reviews)
"The house is very comfortable with a big kitchen with 2 sinks and 2 refrigerators, a large porch facing the lake. Great for all ages. You can swim, boat, or just gaze at the view."
United States
Jenny P.
Summer Lake Cottage, private beach, Berkshire Hills, small village
A large house surrounded by a forested landscape.

2. Idillic summer getaway in Litchfield Hills, CT.

Idillic summer getaway in Litchfield Hills, CT.
Sharon
10.0 out of 10, Exceptional, (13 reviews)
"The place was as described and very comfortable. We enjoyed our stay!"
United States
Amanda C.
Idillic summer getaway in Litchfield Hills, CT.
A white building with a porch, surrounded by a green lawn and trees.

3. Bluestone Cottage | Historic Goshen Retreat with Saltwater Pool, Cozy Charm & Year Round Adventures

Bluestone Cottage | Historic Goshen Retreat with Saltwater Pool, Cozy Charm & Year Round Adventures
Goshen
10.0 out of 10, Exceptional, (2 reviews)
"This is such a beautiful property. We will probably come back again. The history is preserved and appreciated. Great place to stay with or without children."
United States
Tracy L. M.
Bluestone Cottage | Historic Goshen Retreat with Saltwater Pool, Cozy Charm & Year Round Adventures
A wooden deck with a grill and a small shed.

4. Cozy cottage with AC and lake access in charming Connecticut suburb.

Cozy cottage with AC and lake access in charming Connecticut suburb.
Watertown
9.6 out of 10, Exceptional, (19 reviews)
"Great little cozy place!"
United States
Ernesto S.
Cozy cottage with AC and lake access in charming Connecticut suburb.
A dock with two chairs and a yellow umbrella, overlooking a calm lake with a forested hill in the background.

5. Dainty New Preston Cottage w/ Dock & Lake Views!

Dainty New Preston Cottage w/ Dock & Lake Views!
New Preston
8.8 out of 10, Excellent, (40 reviews)
"House was very clean and cozy. Lake was a great adventure - a short walk away. "
United States
amanda B.
Dainty New Preston Cottage w/ Dock & Lake Views!
A wooden deck with a table and chairs, an umbrella, and a view of a forested area.

6. Modern Terryville Cottage w/ Deck & Lake View!

Modern Terryville Cottage w/ Deck & Lake View!
Terryville
9.4 out of 10, Exceptional, (13 reviews)
"Perfect location, very clean and great host!"
United States
Missie G.
Modern Terryville Cottage w/ Deck & Lake View!
A lakeside deck with Adirondack chairs, a fire pit, and a view of a lake and forest.

7. Lakefront Tranquility/Fishermans Delight

Lakefront Tranquility/Fishermans Delight
New Hartford
9.8 out of 10, Exceptional, (31 reviews)
"Great stay, this lake is beautiful for swimming. "
United States
Hillary K.
Lakefront Tranquility/Fishermans Delight
A two-story house with a front yard, a stone wall, and a small garden area with potted plants.

8. Charming, private 2-bedroom cottage on classic New England farm in Washington CT

Charming, private 2-bedroom cottage on classic New England farm in Washington CT
Washington
10.0 out of 10, Exceptional, (15 reviews)
"Absolutely wonderful cottage and gracious host. This is a perfect place for a weekend getaway."
United States
Cormac C.
Charming, private 2-bedroom cottage on classic New England farm in Washington CT
A two-story house with a porch, surrounded by lush greenery and blooming pink rhododendrons.

9. Lakeview property in private community. Lake & beach access. Swim/Kayak all day!

Lakeview property in private community. Lake & beach access. Swim/Kayak all day!
Bethlehem
9.6 out of 10, Exceptional, (22 reviews)
"Adorable rustic lake cottage. The area has so many beautiful hiking trails, waterfalls, and historic house and garden museums. There are plenty of cozy restaurants nearby"
United States
Anonymous traveler
Lakeview property in private community. Lake & beach access. Swim/Kayak all day!
A two-story house with a dock extending into a lake, surrounded by trees with autumn foliage.

10. Escape to Bantam Lake- With Fireplace and Hot tub!

Escape to Bantam Lake- With Fireplace and Hot tub!
Morris
10.0 out of 10, Exceptional, (6 reviews)
"This house is a dream. First, the views are incredible. Second, it’s beautifully decorated and very cozy. Lastly, the property location is perfect. I can’t wait to stay again!"
United States
Shannon M.
The price is AED 863
AED 1,744 total
includes taxes & fees
18 Nov - 19 Nov
Escape to Bantam Lake- With Fireplace and Hot tub!
A patio with a fire pit, a view of a lake, and a white fence.

11. Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape

Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape
Plymouth
10.0 out of 10, Exceptional, (48 reviews)
"Such a great tranquil location for a family vacation. Our family loved having the kayaks and rowboat to go on the lake! Clean and super easy to get in contact with the host! We will going back!"
United States
Ashlynn A.
Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape
A residential property with a well-maintained lawn, a small house with a front porch, and a garage.

12. Sharon Retreat w/ Private Yard

Sharon Retreat w/ Private Yard
Sharon
9.2 out of 10, Wonderful, (37 reviews)
"Cagney’s home was so comfy! We loved the spacious family room. The beds were comfortable and the fully stocked kitchen made cooking much easier. Absolutely would love to stay at your cottage again!"
United States
Heidi F.
The price is AED 793
AED 1,647 total
includes taxes & fees
13 Nov - 14 Nov
Sharon Retreat w/ Private Yard
A house with a front porch, a staircase leading to the entrance, and a garden with flowers.

13. Cozy Highland Lake Cottage. Fall Foliage & Stunning Sunsets

Cozy Highland Lake Cottage. Fall Foliage & Stunning Sunsets
Winchester
10.0 out of 10, Exceptional, (53 reviews)
"Excellent place with modern decor inside and beautiful view of lake from very nice deck. Will definitely stay again! "
United States
Kenneth C.
Cozy Highland Lake Cottage. Fall Foliage & Stunning Sunsets
A two-story house with a front porch, a small garden with various plants and flowers, and a stone pathway leading to the entrance.

14. Guest Cottage on Country Estate

Guest Cottage on Country Estate
Watertown
9.4 out of 10, Exceptional, (45 reviews)
"Cottage was great, very comfy bed, hosts were wonderfuk"
United States
Joyce L.
Guest Cottage on Country Estate
A cabin with a prominent chimney, surrounded by trees and a snow-covered ground.

15. Peaceful Goshen Cottage w/ Screened Porch & Views!

Peaceful Goshen Cottage w/ Screened Porch & Views!
Goshen
9.0 out of 10, Wonderful, (36 reviews)
"Cute, comfy hideaway in a wooded setting. "
United States
Nancy A.
Peaceful Goshen Cottage w/ Screened Porch & Views!
A dock with two chairs and a yellow umbrella, overlooking a calm lake with a forested hill in the background.

16. Dainty New Preston Cottage w/ Dock & Lake Views!

Dainty New Preston Cottage w/ Dock & Lake Views!
3.0 star property
New Preston
Dainty New Preston Cottage w/ Dock & Lake Views!
A geodesic dome house with a stone pathway leading to the entrance, surrounded by lush green grass and trees.

17. Unique Geodesic Dome Escape in Nature!

Unique Geodesic Dome Escape in Nature!
3.0 star property
Cornwall Bridge
10.0 out of 10, Exceptional, (1 review)
"We had an amazing stay! The property is secluded and surrounded by trees which made it so peaceful! The house was clean and very charming. The beds were extremely comfortable and there were plenty of blankets. The gift certificate to the local general store where we enjoyed breakfast one morning was a nice touch."
United States
Jenna
Unique Geodesic Dome Escape in Nature!
A lakeside property with a dock, a small boat, and a wooden deck.

18. Waterfront Cottage at Highland Lake w/dock

Waterfront Cottage at Highland Lake w/dock
Winsted
9.4 out of 10, Exceptional, (13 reviews)
"Loved sitting on the deck!!!!"
United States
Suzanne
Waterfront Cottage at Highland Lake w/dock
A wooden deck with a table and chairs, an umbrella, and a view of a forested area.

19. Modern Terryville Cottage w/ Deck & Lake View!

Modern Terryville Cottage w/ Deck & Lake View!
3.0 star property
Terryville
10.0 out of 10, Exceptional, (1 review)
Modern Terryville Cottage w/ Deck & Lake View!
A two-story house with a covered porch and a well-maintained garden.

20. Charming Sharon Dwelling w/ Deck & Fire Pit!

Charming Sharon Dwelling w/ Deck & Fire Pit!
3.0 star property
Sharon
Charming Sharon Dwelling w/ Deck & Fire Pit!
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 County Hotel Reviews

Homestead Inn

Homestead Inn

10/10 Excellent
"This was such a great place to stay and a really great location in New Milford Connecticut. We were right down the block from all of the main shops and restaurants, and we were in love with the rustic and cozy ambience of the homestead inn. Tara and Antonio were so warm and friendly to us. If we go back, we would definitely stay here again"
Kerry 2-night trip
Posted 2 days ago
Homestead Inn

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