Litchfield, CT Vacation Homes from AED 490

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Our top choices for Litchfield vacation 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

Winchester

Thomas C.

AED 774 total

includes taxes & fees

1 Nov - 2 Nov

A two-story house with a porch, a front door with a wreath, and a small garden area.

2. Bear Retreat - 2-bedroom house in Waterbury

Waterbury

Radha

AED 1,256 total

includes taxes & fees

13 Oct - 14 Oct

A spacious living room with large windows, a fireplace, and a view of the outdoors.

3. Watertown Home w/ Yard: 1 Mi to Echo Lake Park!

Watertown

Elizabeth H.

AED 1,983 total

includes taxes & fees

13 Oct - 14 Oct

A staircase with a handrail, a potted plant with yellow flowers, and a sign above the stairs.

4. Cozy 1-king size bedroom house in quiet Waterbury with 75" TV in your bedroom.

Waterbury

Dirk N.

AED 538 total

includes taxes & fees

14 Oct - 15 Oct

A modern kitchen with blue cabinets, a dining area with a glass table, and a living room with a brown leather sofa.

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

Collinsville

"We loved the place, which feels like your own house in the woods. The setting is gorgeous especially with the leaves changing colors. We specifically chose the location so we could bike the Farmington Trail loop which starts at the bottom of the hill. The house is so well stocked with everything you could think of, especially coffee and there is plenty of space to relax inside and out. The host was very attentive to our needs. It couldn’t have been better for us."

Margaret A.

AED 834 total

includes taxes & fees

2 Nov - 3 Nov

A modern kitchen with wooden cabinets, a stainless steel refrigerator, a built-in oven, and a large island with bar stools.

6. Cozy private room in a shared home with a Full-size bed and private bathroom.

New Milford

Jim B.

AED 490 total

includes taxes & fees

13 Oct - 14 Oct

A living room with a sectional sofa, a small side table, and a floor lamp.

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

Plymouth

Iva B.

AED 3,164 total

includes taxes & fees

13 Oct - 14 Oct

A circular stone fire pit surrounded by large rocks and gravel, set in a forested area.

8. Sun Filled Lake House Living

Avon

Joseph C.

AED 974 total

includes taxes & fees

26 Oct - 27 Oct

A patio with a table and chairs, a grill, and a view of a lake.

9. Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville

Collinsville

Mike

AED 1,931 total

includes taxes & fees

19 Oct - 20 Oct

A hot tub in a backyard with a house, trees, and a clear sky.

10. Las Flores Villa

New Preston

AED 12,874 total

includes taxes & fees

13 Oct - 14 Oct

A modern kitchen with stainless steel appliances, a central island, and a dining area with a sofa.

11. #27- Luxury Collection

Southington

C B.

AED 1,701 total

includes taxes & fees

20 Oct - 21 Oct

A picnic setup with a checkered blanket, a basket, and two wine glasses on a grassy area with a lake and trees in the background.

12. Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!

New Fairfield

Stephen L.

AED 1,174 total

includes taxes & fees

18 Oct - 19 Oct

A patio area with wicker furniture and a brick floor.

13. The Old Avon 1800 Manor

Avon

Anonymous traveler

AED 1,685 total

includes taxes & fees

20 Oct - 21 Oct

A kitchen with wooden cabinets, granite countertops, and a stainless steel sink.

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

Southington

"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."

Cindy M.

AED 2,669 total

includes taxes & fees

28 Oct - 29 Oct

A room with a built-in bench along a wall with large windows, a door, and a tiled floor.

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

New Milford

AED 2,956 total

includes taxes & fees

14 Oct - 15 Oct

An outdoor seating area with wicker furniture and a glass table, surrounded by lush greenery.

16. Cheerful 3-bedroom cottage with woodstove

Sheffield

Kelly R.

AED 1,569 total

includes taxes & fees

2 Nov - 3 Nov

A living room with a television, a cabinet, a glass coffee table, and a framed picture on the wall.

17. Chic Lakeside Oasis|Near Rhinebeck & Millbrook

Stanfordville

AED 2,530 total

includes taxes & fees

25 Oct - 26 Oct

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Top Litchfield Hotel Reviews

Homewood Suites by Hilton Hartford-Farmington

10/10 Excellent

"Breakfast was great and the rooms were very clean and comfortable. Staff was also very friendly and courteous."

Holiday Inn Cheshire - Southington by IHG

10/10 Excellent

"All was good, but there is definitely traffic noise from the nearby road. Wasn’t terrible though. I’m a pretty light sleeper and I was able to sleep. My in-laws ate breakfast there and said it was terrible. I wasn’t there for breakfast, so not first hand, but they made a point of saying how bad it was. There are a few breakfast places close by that we went to and they were great!"

Woodspring Suites Newington - Hartford South

8/10 Good

"Walk the person working the front desk was great. But then got into the elevador and it smelled disgusting! Like there was a dead animal somewhere in it, it was bad, I had to hold my breath. Then the halls dont have carpeting, which is fine but the floors were dirty and gross. Our room was very nice, clean, no complaints. Checked out at 745am and there was no worker, a steel plate covers the desk area, odd, and people sitting in the waiting area in bath robes, weirded us out. Location is also great."

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Check prices for these dates

Our top choices for Litchfield vacation homes

1. Peaceful and cozy 1 bed 1 bath in quaint Winchester

2. Bear Retreat - 2-bedroom house in Waterbury

3. Watertown Home w/ Yard: 1 Mi to Echo Lake Park!

4. Cozy 1-king size bedroom house in quiet Waterbury with 75" TV in your bedroom.

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

6. Cozy private room in a shared home with a Full-size bed and private bathroom.