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Homes in Litchfield County
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Search results; Over 1,000 homes
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Photo 1 of 29
Guest favourite
Guest favourite
Apartment in Litchfield County
Meadow View
2 bedrooms
,
·
3 beds
,
·
2 private bathrooms
27 Oct – 1 Nov
27 Oct – 1 Nov
$1,993 SGD
$1,769 SGD
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for 5 nights
,
·
4.94 out of 5 average rating, 32 reviews
4.94 (32)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Litchfield
Litchfield Luxury Home w/Heated Pool
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
2.5 bathrooms
2.5 bathrooms
1–6 Oct
1–6 Oct
$8,760 SGD
$7,842 SGD
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for 5 nights
5.0 out of 5 average rating, 28 reviews
5.0 (28)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Litchfield
Chic Colonial Charmer near Litchfield Green
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
4–9 Oct
4–9 Oct
$6,168 SGD
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for 5 nights
$6,168 SGD for 5 nights
5.0 out of 5 average rating, 18 reviews
5.0 (18)
Photo 1 of 29
Top guest favourite
Guest favourite
Cabin in Canaan
Secret Mountain Cabin/Catskills Views/100-Acres
1 bedroom
1 bedroom
,
·
1 double bed
1 double bed
,
·
1 bathroom
1 bathroom
18–23 Oct
18–23 Oct
$1,871 SGD
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for 5 nights
$1,871 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 52 reviews
4.96 (52)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Litchfield
Luxury woodland estate
5 bedrooms
5 bedrooms
,
·
8 beds
8 beds
,
·
4.5 bathrooms
4.5 bathrooms
10–15 Oct
10–15 Oct
$12,930 SGD
$11,711 SGD
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for 5 nights
5.0 out of 5 average rating, 48 reviews
5.0 (48)
Photo 1 of 29
Guest favourite
Guest favourite
Home in Litchfield
The 1782 Darling Home on the Litchfield Green
6 bedrooms
6 bedrooms
,
·
7 beds
7 beds
,
·
4 bathrooms
4 bathrooms
1–6 Oct
1–6 Oct
$5,667 SGD
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for 5 nights
$5,667 SGD for 5 nights
Free cancellation
4.85 out of 5 average rating, 26 reviews
4.85 (26)
Photo 1 of 29
Guest favourite
Guest favourite
Home in Goshen
Halo Hollow Haus - Litchfield Lake & Ski Haven
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
26–31 Oct
26–31 Oct
$2,329 SGD
$2,053 SGD
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for 5 nights
Free cancellation
4.93 out of 5 average rating, 58 reviews
4.93 (58)
Photo 1 of 29
Guest favourite
Guest favourite
Home in Litchfield
Charming Victorian | Walk to Litchfield Green
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
11–16 Oct
11–16 Oct
$3,532 SGD
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for 5 nights
$3,532 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 12 reviews
5.0 (12)
Photo 1 of 29
Top guest favourite
Guest favourite
Guest house in Litchfield
Cozy Guest House on 15 Acres
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
1.5 bathrooms
1.5 bathrooms
2–7 Oct
2–7 Oct
$1,548 SGD
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for 5 nights
$1,548 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 52 reviews
4.96 (52)
Photo 1 of 13
Flat in Litchfield
The Village Apt
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
4–9 Oct
4–9 Oct
$1,291 SGD
$1,131 SGD
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for 5 nights
Free cancellation
4.8 out of 5 average rating, 267 reviews
4.8 (267)
Photo 1 of 29
Top guest favourite
Guest favourite
Guest house in Litchfield
The Cottage @ 228 Maple
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
27 Oct – 1 Nov
27 Oct – 1 Nov
$2,400 SGD
$2,101 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 47 reviews
5.0 (47)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Litchfield
The Main Farmhouse at Gray Rock Farm
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
3 bathrooms
3 bathrooms
8–13 Nov
8–13 Nov
$2,208 SGD
$1,940 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 61 reviews
5.0 (61)
Photo 1 of 29
Top guest favourite
Guest favourite
Cottage in Litchfield
The oldest home in Litchfield.
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
8–13 Nov
8–13 Nov
$3,098 SGD
$2,700 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 17 reviews
5.0 (17)
Photo 1 of 28
Top guest favourite
Guest favourite
Home in Torrington
Cozy Home convenient to Fall Attractions
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
4–9 Oct
4–9 Oct
$1,435 SGD
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for 5 nights
$1,435 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 27 reviews
4.96 (27)
Photo 1 of 29
Home in Washington
The Flirt | Restored 1927 Lake Waramaug Cottage
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1.5 bathrooms
1.5 bathrooms
4–9 Oct
4–9 Oct
$3,475 SGD
Show price breakdown
for 5 nights
$3,475 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Photo 1 of 29
Superhost
Superhost
Cottage in Litchfield
Litchfield-Hot Tub-Shops & Eats-Vineyards-Hikes
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
20–25 Oct
20–25 Oct
$2,138 SGD
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for 5 nights
$2,138 SGD for 5 nights
4.87 out of 5 average rating, 413 reviews
4.87 (413)
Photo 1 of 29
Guest favourite
Guest favourite
Home in Litchfield
Historical Cottage in Litchfield CT
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1.5 bathrooms
1.5 bathrooms
1–6 Oct
1–6 Oct
$4,665 SGD
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for 5 nights
$4,665 SGD for 5 nights
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Washington
Lago di Waramaugo! Lake Front Living
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
13–18 Nov
13–18 Nov
$5,629 SGD
$4,978 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 37 reviews
5.0 (37)
Photo 1 of 28
Top guest favourite
Guest favourite
Home in Goshen
Sun-Soaked Chalet Near Lake and Ski Mountain
4 bedrooms
4 bedrooms
,
·
7 beds
7 beds
,
·
2 bathrooms
2 bathrooms
26–31 Oct
26–31 Oct
$2,356 SGD
$1,896 SGD
Show price breakdown
for 5 nights
5.0 out of 5 average rating, 72 reviews
5.0 (72)
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