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Search results; Over 1,000 homes in Litchfield

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Top guest favourite
Guest house in Litchfield
Guesthouse at Bantam Woods - 2 bedrooms
2 bedrooms, 2 beds, 1 private bathroom
19–24 Oct
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5.0 out of 5 average rating, 85 reviews
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Flat in Litchfield
The Village Apt
1 bedroom, 2 beds, 1 bathroom
4–9 Oct
4.8 out of 5 average rating, 267 reviews
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Guest favourite
Home in Litchfield
Charming Victorian | Walk to Litchfield Green
4 bedrooms, 4 beds, 2 bathrooms
4–9 Oct
5.0 out of 5 average rating, 11 reviews
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Top guest favourite
Guest house in Litchfield
The Cottage @ 228 Maple
3 bedrooms, 3 beds, 2 bathrooms
27 Oct – 1 Nov
5.0 out of 5 average rating, 46 reviews
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Superhost
Cottage in Litchfield
Litchfield-Hot Tub-Shops & Eats-Vineyards-Hikes
2 bedrooms, 3 beds, 1 bathroom
20–25 Oct
4.87 out of 5 average rating, 413 reviews
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Top guest favourite
Cottage in Litchfield
The oldest home in Litchfield.
3 bedrooms, 4 beds, 2 bathrooms
8–13 Nov
5.0 out of 5 average rating, 17 reviews
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Superhost
Home in Litchfield
Rustic - Modern - Hot Tub - Mohawk Mountain - BBQ
2 bedrooms, 3 beds, 1 bathroom
4–9 Oct
4.81 out of 5 average rating, 459 reviews
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Top guest favourite
Flat in Litchfield
The Overlook...HOST & Co.
1 bedroom, 2 beds, 1 bathroom
18–23 Oct
4.98 out of 5 average rating, 139 reviews
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Top guest favourite
Farm stay in Litchfield
Gray Rock Farm - The whole place to yourself
6 bedrooms, 9 beds, 4 bathrooms
8–13 Nov
4.97 out of 5 average rating, 63 reviews
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Top guest favourite
Home in Torrington
Cozy Home convenient to Fall Attractions
3 bedrooms, 4 beds, 2 bathrooms
4–9 Oct
4.96 out of 5 average rating, 26 reviews
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Home in Litchfield
Pet-Friendly, Cozy, Fully Remodeled Home
4 bedrooms, 4 beds, 2.5 bathrooms
5–10 Dec
5.0 out of 5 average rating, 11 reviews
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Top guest favourite
Home in Harwinton
1800’s Farmhouse in the hills of Litchfield County
4 bedrooms, 5 beds, 2 bathrooms
4–9 Oct
5.0 out of 5 average rating, 33 reviews
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Townhouse in Morris
Connecticut Retreat: Steps to Historic Downtown!
2 bedrooms, 3 beds, 1 bathroom
1–6 Oct
4.86 out of 5 average rating, 21 reviews
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Top guest favourite
Tiny home in Litchfield
My Friend's Place
1 bedroom, 1 queen bed, 1 bathroom
31 Oct – 5 Nov
4.92 out of 5 average rating, 142 reviews
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Top guest favourite
Home in Litchfield
The Main Farmhouse at Gray Rock Farm
4 bedrooms, 6 beds, 3 bathrooms
8–13 Nov
5.0 out of 5 average rating, 61 reviews
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Guest favourite
Home in Litchfield
Cozy Litchfield House w/ Fenced-In Yard & Fire Pit
3 bedrooms, 4 beds, 2 bathrooms
28 Oct – 2 Nov
4.9 out of 5 average rating, 96 reviews
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Top guest favourite
Home in Goshen
Northwest Connecticut Vacation House in Goshen
5 bedrooms, 7 beds, 2.5 bathrooms
12–17 Oct
5.0 out of 5 average rating, 20 reviews
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Top guest favourite
Guest house in Litchfield
Cozy Guest House on 15 Acres
3 bedrooms, 3 beds, 1.5 bathrooms
2–7 Oct
4.96 out of 5 average rating, 52 reviews
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Top guest favourite
Home in Litchfield
The Doctor’s 1781 House on the Litchfield Green
4 bedrooms, 5 beds, 2.5 bathrooms
4–9 Oct
4.98 out of 5 average rating, 55 reviews