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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
Show price breakdown
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
4.94 out of 5 average rating, 36 reviews
4.94 (36)
,
·
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
20–25 Sept
20–25 Sept
$2,470 SGD
Show price breakdown
for 5 nights
$2,470 SGD for 5 nights
Guest favourite
Guest favourite
Room in Barkhamsted
Sweet Suite in Lakefront Chalet-pvt bath
4.88 out of 5 average rating, 159 reviews
4.88 (159)
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
22–27 Jul
22–27 Jul
$1,043 SGD
Show price breakdown
for 5 nights
$1,043 SGD for 5 nights
Guest favourite
Guest favourite
Flat in Winsted
2nd Floor The Inn at Highland Lake
4.91 out of 5 average rating, 65 reviews
4.91 (65)
,
·
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
1 bathroom
1 bathroom
21–26 Jul
21–26 Jul
$2,582 SGD
Show price breakdown
for 5 nights
$2,582 SGD for 5 nights
Home in Winchester
Spacious Lakefront Retreat w/Dock | Close to Town
5 bedrooms
5 bedrooms
,
·
8 beds
8 beds
,
·
3 bathrooms
3 bathrooms
27 Jul – 1 Aug
27 Jul – 1 Aug
$8,263 SGD
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for 5 nights
$8,263 SGD for 5 nights
Guest favourite
Guest favourite
Serviced apartment in Winsted
Haven at Highland lake
4.89 out of 5 average rating, 171 reviews
4.89 (171)
,
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1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
26–31 Jul
26–31 Jul
$1,033 SGD
Show price breakdown
for 5 nights
$1,033 SGD for 5 nights
Home in Winchester
NEW! Lakefront Retreat on Highland Lake
New place to stay
New
,
·
6 bedrooms
6 bedrooms
,
·
10 beds
10 beds
,
·
2.5 bathrooms
2.5 bathrooms
9–14 Sept
9–14 Sept
$11,797 SGD
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for 5 nights
$11,797 SGD for 5 nights
Guest favourite
Guest favourite
Flat in Winsted
Getaway for a weekend! Close to Ski Sundown.
4.91 out of 5 average rating, 141 reviews
4.91 (141)
,
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1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
16–21 Aug
16–21 Aug
$791 SGD
Show price breakdown
for 5 nights
$791 SGD for 5 nights
Guest favourite
Guest favourite
Cottage in Winsted
Cottage Ease.
4.93 out of 5 average rating, 54 reviews
4.93 (54)
,
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2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
8–13 Aug
8–13 Aug
$1,522 SGD
Show price breakdown
for 5 nights
$1,522 SGD for 5 nights
Top guest favourite
Guest favourite
Room in Norfolk
Norfolk's Charming Suite in the heart of town
4.94 out of 5 average rating, 144 reviews
4.94 (144)
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
26–31 Jul
26–31 Jul
$837 SGD
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for 5 nights
$837 SGD for 5 nights
Room in New Hartford
Private Room in Mid-Century Modern Artist House
New place to stay
New
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
21–26 Jul
21–26 Jul
$1,013 SGD
Show price breakdown
for 5 nights
$1,013 SGD for 5 nights
Top guest favourite
Guest favourite
Home in Colebrook
Norbrook Farm ~ Rustic farmhouse w/ pond & trails
4.99 out of 5 average rating, 246 reviews
4.99 (246)
,
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3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
16–21 Sept
16–21 Sept
$2,283 SGD
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for 5 nights
$2,283 SGD for 5 nights
Guest favourite
Guest favourite
Flat in Torrington
Modern/Private Five ★ /Hotel quality stay/1 BR Apt
4.95 out of 5 average rating, 282 reviews
4.95 (282)
,
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1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
23–28 Aug
23–28 Aug
$969 SGD
$809 SGD
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for 5 nights
Guest favourite
Guest favourite
Cottage in Winsted
Waterfront Cottage at Highland Lake w/dock
5.0 out of 5 average rating, 17 reviews
5.0 (17)
,
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2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
2.5 bathrooms
2.5 bathrooms
31 Aug – 5 Sept
31 Aug – 5 Sept
$2,581 SGD
Show price breakdown
for 5 nights
$2,581 SGD for 5 nights
Top guest favourite
Guest favourite
Flat in Canton
Charming Main Street Studio in Collinsville!
5.0 out of 5 average rating, 63 reviews
5.0 (63)
,
·
1 bathroom
1 bathroom
29 Jul – 3 Aug
29 Jul – 3 Aug
$990 SGD
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for 5 nights
$990 SGD for 5 nights
Top guest favourite
Guest favourite
Home in Winsted
Newly renovated lakefront home!
4.95 out of 5 average rating, 39 reviews
4.95 (39)
,
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4 bedrooms
4 bedrooms
,
·
7 beds
7 beds
,
·
2 bathrooms
2 bathrooms
15–20 Sept
15–20 Sept
$2,893 SGD
Show price breakdown
for 5 nights
$2,893 SGD for 5 nights
Home in Winchester
Waterfront & Guest House Available in Winsted, CT!
New place to stay
New
,
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5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
3 bathrooms
3 bathrooms
31 Jul – 5 Aug
31 Jul – 5 Aug
$7,740 SGD
$6,256 SGD
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for 5 nights
Guest favourite
Guest favourite
Home in Winsted
Lake House- Great for Families
4.98 out of 5 average rating, 64 reviews
4.98 (64)
,
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5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
3.5 bathrooms
3.5 bathrooms
19–25 Aug
19–25 Aug
$4,587 SGD
Show price breakdown
for 6 nights
$4,587 SGD for 6 nights
Guest favourite
Guest favourite
Tiny home in New Hartford
West Hill Outpost
4.9 out of 5 average rating, 98 reviews
4.9 (98)
,
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1 bed
1 bed
,
·
1 bathroom
1 bathroom
12–17 Aug
12–17 Aug
$1,887 SGD
Show price breakdown
for 5 nights
$1,887 SGD for 5 nights
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