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Search results; Over 1,000 homes in Litchfield

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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 private bathrooms
27 Sept – 2 Oct
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4.98 out of 5 average rating, 55 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
Cottage in Litchfield
The oldest home in Litchfield.
3 bedrooms, 5 beds, 2 bathrooms
2–7 Nov
5.0 out of 5 average rating, 16 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
4–9 Oct
4.97 out of 5 average rating, 62 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
18–23 Sept
4.96 out of 5 average rating, 50 reviews
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Guest favourite
Home in Litchfield
Charming Victorian | Walk to Litchfield Green
4 bedrooms, 4 beds, 2 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 11 reviews
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Flat in Litchfield
The Village Apt
1 bedroom, 2 beds, 1 bathroom
21–26 Sept
4.8 out of 5 average rating, 266 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
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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Top guest favourite
Home in Litchfield
The Main Farmhouse at Gray Rock Farm
4 bedrooms, 6 beds, 3 bathrooms
4–9 Oct
5.0 out of 5 average rating, 61 reviews
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Top guest favourite
Home in Litchfield
Chic Colonial Charmer near Litchfield Green
4 bedrooms, 5 beds, 3 bathrooms
26 Sept – 1 Oct
5.0 out of 5 average rating, 17 reviews
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Superhost
Home in Litchfield
The 1775 Tallmadge House on the Litchfield Green
5 bedrooms, 6 beds, 3.5 bathrooms
19–24 Sept
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Home in Litchfield
Red Door Riverfront Farmhouse | Litchfield Hills
3 bedrooms, 3 beds, 1.5 bathrooms
1–6 Nov
4.73 out of 5 average rating, 157 reviews
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Guest favourite
Home in Litchfield
The 1782 Darling Home on the Litchfield Green
6 bedrooms, 7 beds, 4 bathrooms
21–26 Sept
4.85 out of 5 average rating, 26 reviews
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Top guest favourite
Guest house in Litchfield
The Blacksmith Cottage
2 bedrooms, 2 queen beds, 2 bathrooms
26 Sept – 1 Oct
4.94 out of 5 average rating, 68 reviews
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Top guest favourite
Guest house in Litchfield
Guesthouse at Bantam Woods - 2 bedrooms
2 bedrooms, 2 queen beds, 1 bathroom
19–24 Oct
5.0 out of 5 average rating, 84 reviews
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Top guest favourite
Room in Litchfield
Luxury Suite in Litchfield, Connecticut
1 queen bed, 1 bathroom
20–25 Sept
4.93 out of 5 average rating, 81 reviews
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Top guest favourite
Home in Goshen
Sun-Soaked Chalet Near Lake and Ski Mountain
4 bedrooms, 7 beds, 2 bathrooms
26–31 Oct
5.0 out of 5 average rating, 71 reviews
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Top guest favourite
Flat in Litchfield
The Overlook...HOST & Co.
1 bedroom, 2 beds, 1 bathroom
20–25 Sept
4.98 out of 5 average rating, 139 reviews