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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
26–31 Jul
26–31 Jul
$892 SGD
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for 5 nights
$892 SGD for 5 nights
,
·
4.97 out of 5 average rating, 219 reviews
4.97 (219)
Top guest favourite
Guest favourite
Home in Winchester
Highland Lakefront Retreat
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
20–25 Sept
20–25 Sept
$2,498 SGD
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for 5 nights
$2,498 SGD for 5 nights
4.94 out of 5 average rating, 35 reviews
4.94 (35)
Home in Winchester
Waterfront & Guest House Available in Winsted, CT!
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
31 Jul – 5 Aug
31 Jul – 5 Aug
$7,496 SGD
$6,061 SGD
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for 5 nights
New home discount
Free cancellation
New place to stay
New
Home in Winchester
NEW! Lakefront Retreat on Highland Lake
6 bedrooms
6 bedrooms
,
·
10 beds
10 beds
9–14 Sept
9–14 Sept
$11,790 SGD
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for 5 nights
$11,790 SGD for 5 nights
Free cancellation
New place to stay
New
Guest favourite
Guest favourite
Serviced apartment in Winsted
Haven at Highland lake
1 bedroom
1 bedroom
,
·
2 beds
2 beds
20–25 Jul
20–25 Jul
$942 SGD
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for 5 nights
$942 SGD for 5 nights
Free cancellation
4.89 out of 5 average rating, 171 reviews
4.89 (171)
Top guest favourite
Guest favourite
Home in Winsted
Newly renovated lakefront home!
4 bedrooms
4 bedrooms
,
·
7 beds
7 beds
20–25 Jul
20–25 Jul
$5,287 SGD
$3,914 SGD
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for 5 nights
4.95 out of 5 average rating, 39 reviews
4.95 (39)
Guest favourite
Guest favourite
Villa in Winsted
Waterfront Litchfield Hills 1-bdrm Old Mill villa
1 bedroom
1 bedroom
,
·
1 bed
1 bed
18–23 Jul
18–23 Jul
$9,125 SGD
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for 5 nights
$9,125 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Guest favourite
Guest favourite
Flat in Winsted
2nd Floor The Inn at Highland Lake
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
20–25 Jul
20–25 Jul
$2,581 SGD
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for 5 nights
$2,581 SGD for 5 nights
Free cancellation
4.91 out of 5 average rating, 65 reviews
4.91 (65)
Home in Winchester
Spacious Lakefront Retreat w/Dock | Close to Town
5 bedrooms
5 bedrooms
,
·
8 beds
8 beds
20–25 Jul
20–25 Jul
$8,257 SGD
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for 5 nights
$8,257 SGD for 5 nights
Top guest favourite
Guest favourite
Home in Colebrook
Norbrook Farm ~ Rustic farmhouse w/ pond & trails
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
16–21 Sept
16–21 Sept
$2,282 SGD
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for 5 nights
$2,282 SGD for 5 nights
Free cancellation
4.99 out of 5 average rating, 246 reviews
4.99 (246)
Guest favourite
Guest favourite
Home in Torrington
Enjoy the NW Hills, then relax by the river…
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
26–31 Jul
26–31 Jul
$1,607 SGD
$1,335 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Superhost
Superhost
Home in New Hartford
Sunset Pad. Lakefront for 2, private dock & SUPs.
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
27 Jul – 1 Aug
27 Jul – 1 Aug
$2,360 SGD
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for 5 nights
$2,360 SGD for 5 nights
Free cancellation
New place to stay
New
Guest favourite
Guest favourite
Tiny home in New Hartford
West Hill Outpost
1 queen bed
1 queen bed
12–17 Aug
12–17 Aug
$1,912 SGD
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for 5 nights
$1,912 SGD for 5 nights
Free cancellation
4.9 out of 5 average rating, 97 reviews
4.9 (97)
Guest favourite
Guest favourite
Cottage in Winsted
Cottage Ease.
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
8–13 Aug
8–13 Aug
$1,521 SGD
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for 5 nights
$1,521 SGD for 5 nights
4.93 out of 5 average rating, 54 reviews
4.93 (54)
Flat in Canton
Modern and spotless apartment in North Canton
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
9–14 Aug
9–14 Aug
$1,000 SGD
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for 5 nights
$1,000 SGD for 5 nights
Free cancellation
New place to stay
New
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
10–15 Sept
10–15 Sept
$1,858 SGD
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for 5 nights
$1,858 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 108 reviews
4.97 (108)
Top guest favourite
Guest favourite
Guest house in Litchfield
The Cottage @ 228 Maple
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
20–25 Jul
20–25 Jul
$2,125 SGD
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for 5 nights
$2,125 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 37 reviews
5.0 (37)
Guest favourite
Guest favourite
Flat in Winchester
Gateway to the Berkshires
1 bedroom
1 bedroom
,
·
5 beds
5 beds
7–12 Sept
7–12 Sept
$966 SGD
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for 5 nights
$966 SGD for 5 nights
Free cancellation
4.91 out of 5 average rating, 422 reviews
4.91 (422)
Top guest favourite
Guest favourite
Home in Torrington
Clean & Quiet Home| Enclosed 3 Season Porch & Deck
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
25–30 Jul
25–30 Jul
$1,406 SGD
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for 5 nights
$1,406 SGD for 5 nights
5.0 out of 5 average rating, 60 reviews
5.0 (60)
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