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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
16–21 Aug
16–21 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)
Home in Winchester
Waterfront & Guest House Available in Winsted, CT!
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
3 bathrooms
3 bathrooms
12–17 Aug
12–17 Aug
$8,114 SGD
$6,877 SGD
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for 5 nights
New place to stay
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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
$2,282 SGD
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for 5 nights
$2,282 SGD for 5 nights
4.93 out of 5 average rating, 41 reviews
4.93 (41)
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
$1,125 SGD
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for 5 nights
$1,125 SGD for 5 nights
4.87 out of 5 average rating, 177 reviews
4.87 (177)
Top guest favourite
Guest favourite
Home in Torrington
Clean & Quiet Home| Enclosed 3 Season Porch & Deck
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
16–21 Aug
16–21 Aug
$1,343 SGD
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for 5 nights
$1,343 SGD for 5 nights
5.0 out of 5 average rating, 65 reviews
5.0 (65)
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
10–15 Aug
10–15 Aug
$2,558 SGD
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for 5 nights
$2,558 SGD for 5 nights
4.91 out of 5 average rating, 65 reviews
4.91 (65)
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
$5,241 SGD
$3,879 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
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
16–21 Aug
16–21 Aug
$1,708 SGD
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for 5 nights
$1,708 SGD for 5 nights
4.97 out of 5 average rating, 108 reviews
4.97 (108)
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
12–17 Aug
12–17 Aug
$1,229 SGD
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for 5 nights
$1,229 SGD for 5 nights
4.89 out of 5 average rating, 158 reviews
4.89 (158)
Guest favourite
Guest favourite
Tiny home in New Marlborough
Bedroom Forest View I Sauna I Fire-pit I Trails
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
20–25 Sept
20–25 Sept
$1,580 SGD
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for 5 nights
$1,580 SGD for 5 nights
4.94 out of 5 average rating, 189 reviews
4.94 (189)
Guest favourite
Guest favourite
Cabin in New Hartford
West Hill Cabin
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
11–16 Sept
11–16 Sept
$2,934 SGD
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for 5 nights
$2,934 SGD for 5 nights
4.97 out of 5 average rating, 75 reviews
4.97 (75)
Guest favourite
Guest favourite
Cottage in Winsted
Cottage Ease.
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
17–22 Aug
17–22 Aug
$1,618 SGD
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for 5 nights
$1,618 SGD for 5 nights
4.93 out of 5 average rating, 57 reviews
4.93 (57)
Guest favourite
Guest favourite
Home in Barkhamsted
Woodland Sanctuary-hot tub|fireplace|hikes|fishing
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
2.5 bathrooms
2.5 bathrooms
12–17 Sept
12–17 Sept
$3,450 SGD
$3,095 SGD
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for 5 nights
4.87 out of 5 average rating, 47 reviews
4.87 (47)
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
Home in Colebrook
Norbrook Farm ~ Rustic farmhouse w/ pond & trails
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
27 Oct – 1 Nov
27 Oct – 1 Nov
$2,261 SGD
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for 5 nights
$2,261 SGD for 5 nights
4.99 out of 5 average rating, 248 reviews
4.99 (248)
Top guest favourite
Guest favourite
Cabin in Litchfield County
Blackberry Cottage
1 bedroom
1 bedroom
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
30 Aug – 4 Sept
30 Aug – 4 Sept
$1,458 SGD
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for 5 nights
$1,458 SGD for 5 nights
4.93 out of 5 average rating, 152 reviews
4.93 (152)
Home in Winchester
Spacious Lakefront Retreat w/Dock | Close to Town
5 bedrooms
5 bedrooms
,
·
8 beds
8 beds
,
·
3 bathrooms
3 bathrooms
16–21 Aug
16–21 Aug
$8,184 SGD
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for 5 nights
$8,184 SGD for 5 nights
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Guest house in Winchester
Highland Lake Guest House | Private Waterfront
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
12–17 Aug
12–17 Aug
$3,192 SGD
Show price breakdown
for 5 nights
$3,192 SGD for 5 nights
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