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Search results; Over 1,000 homes in Winchester
Over 1,000 homes in Winchester
Top guest favourite
Guest favourite
Guest suite in Winchester
Private Suite 2 Bedroom Deck Lake Views
2 bedrooms
,
·
2 beds
,
·
1 private bathroom
23–28 Aug
23–28 Aug
$884 SGD
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for 5 nights
$884 SGD for 5 nights
,
·
4.97 out of 5 average rating, 226 reviews
4.97 (226)
Top guest favourite
Guest favourite
Home in Winchester
Highland Lakefront Retreat
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
20–25 Sept
20–25 Sept
$2,164 SGD
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for 5 nights
$2,164 SGD for 5 nights
4.93 out of 5 average rating, 42 reviews
4.93 (42)
Home in Winchester
Waterfront & Guest House Available in Winsted, CT!
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
3 bathrooms
3 bathrooms
17–22 Aug
17–22 Aug
$6,711 SGD
$4,669 SGD
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for 5 nights
New place to stay
New
Superhost
Superhost
Serviced apartment in Winsted
Haven at Highland lake
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
23–28 Aug
23–28 Aug
$1,061 SGD
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for 5 nights
$1,061 SGD for 5 nights
4.87 out of 5 average rating, 178 reviews
4.87 (178)
Top guest favourite
Guest favourite
Home in Torrington
The Shirley. A Mid Century Ranch - Central A/C
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
31 Aug – 5 Sept
31 Aug – 5 Sept
$1,584 SGD
$1,392 SGD
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for 5 nights
4.97 out of 5 average rating, 35 reviews
4.97 (35)
Guest favourite
Guest favourite
Flat in Winsted
2nd Floor The Inn at Highland Lake
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
1 bathroom
1 bathroom
24–29 Aug
24–29 Aug
$2,559 SGD
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for 5 nights
$2,559 SGD for 5 nights
4.91 out of 5 average rating, 65 reviews
4.91 (65)
Top guest favourite
Guest favourite
Cabin in Harwinton
Beautiful Brook-side Log Cabin on 3 Private Acres
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
1.5 bathrooms
1.5 bathrooms
14–19 Sept
14–19 Sept
$1,740 SGD
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for 5 nights
$1,740 SGD for 5 nights
4.97 out of 5 average rating, 109 reviews
4.97 (109)
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
5–10 Sept
5–10 Sept
$2,788 SGD
$2,132 SGD
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for 5 nights
5.0 out of 5 average rating, 69 reviews
5.0 (69)
Top guest favourite
Guest favourite
Home in Winsted
Newly renovated lakefront home!
4 bedrooms
4 bedrooms
,
·
7 beds
7 beds
,
·
2 bathrooms
2 bathrooms
31 Aug – 5 Sept
31 Aug – 5 Sept
$5,242 SGD
$3,880 SGD
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for 5 nights
4.95 out of 5 average rating, 39 reviews
4.95 (39)
Superhost
Superhost
Home in Torrington
Charming Home in Litchfield County on a MAIN ROAD!
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
23–28 Aug
23–28 Aug
$1,169 SGD
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for 5 nights
$1,169 SGD for 5 nights
4.85 out of 5 average rating, 131 reviews
4.85 (131)
Top guest favourite
Guest favourite
Farm stay in West Simsbury
Flamig Farm Staycation
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
20–25 Sept
20–25 Sept
$1,297 SGD
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for 5 nights
$1,297 SGD for 5 nights
4.96 out of 5 average rating, 555 reviews
4.96 (555)
Top guest favourite
Guest favourite
Cabin in Litchfield County
Blackberry Cottage
1 bedroom
1 bedroom
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
23–28 Aug
23–28 Aug
$1,670 SGD
$1,454 SGD
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for 5 nights
4.94 out of 5 average rating, 154 reviews
4.94 (154)
Guest favourite
Guest favourite
Villa in Winsted
Waterfront Litchfield Hills 1-bdrm Old Mill villa
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1.5 bathrooms
1.5 bathrooms
17–22 Aug
17–22 Aug
$9,047 SGD
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for 5 nights
$9,047 SGD for 5 nights
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Guest favourite
Guest favourite
Cottage in Winsted
Cottage Ease.
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
29 Aug – 3 Sept
29 Aug – 3 Sept
$1,619 SGD
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for 5 nights
$1,619 SGD for 5 nights
4.93 out of 5 average rating, 57 reviews
4.93 (57)
Guest favourite
Guest favourite
Home in Winsted
Spacious & serene house in Berkshires
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
3.5 bathrooms
3.5 bathrooms
17–22 Aug
17–22 Aug
$3,012 SGD
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for 5 nights
$3,012 SGD for 5 nights
4.92 out of 5 average rating, 24 reviews
4.92 (24)
Top guest favourite
Guest favourite
Room in Norfolk
Maple House, Birch Room
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
22–27 Aug
22–27 Aug
$1,213 SGD
$1,060 SGD
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for 5 nights
4.98 out of 5 average rating, 56 reviews
4.98 (56)
Guest favourite
Guest favourite
Home in New Hartford
Modern Farmhouse
3 bedrooms
3 bedrooms
,
·
3 queen beds
3 queen beds
,
·
1.5 bathrooms
1.5 bathrooms
8–13 Sept
8–13 Sept
$1,234 SGD
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for 5 nights
$1,234 SGD for 5 nights
4.89 out of 5 average rating, 158 reviews
4.89 (158)
Top guest favourite
Guest favourite
Home in Colebrook
Norbrook Farm ~ Rustic farmhouse w/ pond & trails
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
10–15 Sept
10–15 Sept
$2,262 SGD
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for 5 nights
$2,262 SGD for 5 nights
4.99 out of 5 average rating, 248 reviews
4.99 (248)
Guest favourite
Guest favourite
Tiny home in New Hartford
West Hill Outpost
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
18–23 Aug
18–23 Aug
$1,656 SGD
$1,237 SGD
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for 5 nights
4.9 out of 5 average rating, 98 reviews
4.9 (98)
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