Litchfield Holiday House Rentals from AU$208: Search Holiday Homes

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

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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

Winchester

Thomas C.

includes taxes & fees

1 Nov - 2 Nov

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.

New Milford

Jim B.

includes taxes & fees

12 Nov - 13 Nov

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

3. Bear Retreat - 2-bedroom house in Waterbury

Waterbury

Radha

includes taxes & fees

27 Oct - 28 Oct

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

Elizabeth H.

includes taxes & fees

31 Oct - 1 Nov

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.

Waterbury

Dirk N.

includes taxes & fees

27 Oct - 28 Oct

A staircase with a wooden handrail and a white wall with a large, oval-shaped mirror.

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

Plymouth

Iva B.

includes taxes & fees

22 Oct - 23 Oct

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

Brandon R.

includes taxes & fees

4 Nov - 5 Nov

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

Collinsville

Mike

includes taxes & fees

29 Oct - 30 Oct

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

9. Sun Filled Lake House Living

Avon

Joseph C.

includes taxes & fees

26 Oct - 27 Oct

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

10. Las Flores Villa

New Preston

includes taxes & fees

23 Oct - 24 Oct

A patio area with wicker furniture and a brick floor.

11. The Old Avon 1800 Manor

Avon

Anonymous traveller

includes taxes & fees

26 Oct - 27 Oct

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

New Milford

Jeni O.

includes taxes & fees

26 Oct - 27 Oct

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

13. 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.

includes taxes & fees

29 Oct - 30 Oct