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Search results; Over 1,000 homes in Winchester
Over 1,000 homes in Winchester
Guest favourite
Guest favourite
Home in Winchester
Cozy Cottage
1 bedroom
,
·
1 bed
,
·
1 private bathroom
13–18 Sept
13–18 Sept
$582 SGD
$513 SGD
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for 5 nights
,
·
4.92 out of 5 average rating, 953 reviews
4.92 (953)
Top guest favourite
Guest favourite
Guest house in Winchester
Carriage House Gardenside
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
19–24 Aug
19–24 Aug
$529 SGD
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for 5 nights
$529 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 122 reviews
4.96 (122)
Guest favourite
Guest favourite
Loft in Winchester
Stylish Loft 2Bdrm Winchester ky near Lexington
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
9–14 Aug
9–14 Aug
$1,275 SGD
Show price breakdown
for 5 nights
$1,275 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 101 reviews
4.96 (101)
Guest favourite
Guest favourite
Loft in Winchester
Artist’s Loft 2Bdr Winchester ky near Lexington
2 bedrooms
2 bedrooms
,
·
2 king beds
2 king beds
,
·
2 bathrooms
2 bathrooms
5–10 Aug
5–10 Aug
$1,482 SGD
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for 5 nights
$1,482 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 52 reviews
5.0 (52)
Top guest favourite
Guest favourite
Flat in Winchester
The Carriage Inn - 1-bdrm apt in historic downtown
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
9–14 Aug
9–14 Aug
$726 SGD
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for 5 nights
$726 SGD for 5 nights
4.93 out of 5 average rating, 121 reviews
4.93 (121)
Guest favourite
Guest favourite
Home in Winchester
Bloomfield Garden House
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
12–17 Aug
12–17 Aug
$1,084 SGD
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for 5 nights
$1,084 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 10 reviews
5.0 (10)
Guest favourite
Guest favourite
Home in Winchester
Comfortable Bluegrass Living
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1.5 bathrooms
1.5 bathrooms
6–11 Aug
6–11 Aug
$952 SGD
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for 5 nights
$952 SGD for 5 nights
5.0 out of 5 average rating, 14 reviews
5.0 (14)
Top guest favourite
Guest favourite
Home in Winchester
Right Angle Country*Remote*Hot Tub~NO Cleaning FEE
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
9–14 Aug
9–14 Aug
$1,354 SGD
$1,156 SGD
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for 5 nights
Free cancellation
4.99 out of 5 average rating, 92 reviews
4.99 (92)
Top guest favourite
Guest favourite
Farm stay in Winchester
LenMar Farm Country Stay near Lexington KY
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
14–19 Sept
14–19 Sept
$750 SGD
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for 5 nights
$750 SGD for 5 nights
Free cancellation
4.94 out of 5 average rating, 193 reviews
4.94 (193)
Superhost
Superhost
Flat in Winchester
RiverView 1 - Enjoy the view.
1 bedroom
1 bedroom
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
16–21 Aug
16–21 Aug
$789 SGD
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for 5 nights
$789 SGD for 5 nights
Free cancellation
4.79 out of 5 average rating, 68 reviews
4.79 (68)
Guest favourite
Guest favourite
Flat in Mount Sterling
Pawplex
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
16–21 Aug
16–21 Aug
$604 SGD
$509 SGD
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for 5 nights
Free cancellation
4.96 out of 5 average rating, 25 reviews
4.96 (25)
Guest favourite
Guest favourite
Cabin in Lexington
1800’s Historical Log Cabin Lexington KY
2 bedrooms
2 bedrooms
,
·
5 beds
5 beds
,
·
2.5 bathrooms
2.5 bathrooms
19–24 Sept
19–24 Sept
$1,026 SGD
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for 5 nights
$1,026 SGD for 5 nights
Free cancellation
4.89 out of 5 average rating, 139 reviews
4.89 (139)
Top guest favourite
Guest favourite
Farm stay in Winchester
*2Rm Farm Cottage*King Bed*5min DT Winchester
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
30 Aug – 4 Sept
30 Aug – 4 Sept
$1,020 SGD
$904 SGD
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for 5 nights
5.0 out of 5 average rating, 98 reviews
5.0 (98)
Top guest favourite
Guest favourite
Farm stay in Winchester
Family Farm Winchester/Lexington 20 min.*Game Room
4 bedrooms
4 bedrooms
,
·
8 beds
8 beds
,
·
3 bathrooms
3 bathrooms
30 Aug – 4 Sept
30 Aug – 4 Sept
$2,357 SGD
$1,941 SGD
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for 5 nights
4.97 out of 5 average rating, 144 reviews
4.97 (144)
Top guest favourite
Guest favourite
Home in Clay City
Mountain Retreat | Pool, Pond, Views & Wi-Fi
3 bedrooms
3 bedrooms
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·
5 beds
5 beds
,
·
1 bathroom
1 bathroom
18–23 Aug
18–23 Aug
$1,147 SGD
$1,003 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 18 reviews
5.0 (18)
Top guest favourite
Guest favourite
Room in Lexington
Lexington Home for Bluegrass Adventures
2 beds
2 beds
,
·
1 bathroom
1 bathroom
10–15 Aug
10–15 Aug
$429 SGD
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for 5 nights
$429 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 881 reviews
4.96 (881)
Guest favourite
Guest favourite
Home in Clay City
Hidden Hideaway
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
17–22 Aug
17–22 Aug
$1,061 SGD
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for 5 nights
$1,061 SGD for 5 nights
Free cancellation
4.83 out of 5 average rating, 6 reviews
4.83 (6)
Top guest favourite
Guest favourite
Home in Richmond
Silo Mill
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
16–21 Aug
16–21 Aug
$532 SGD
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for 5 nights
$532 SGD for 5 nights
4.96 out of 5 average rating, 53 reviews
4.96 (53)
Top guest favourite
Guest favourite
Guest suite in Lexington
A SuiteHart Stay In The Bluegrass
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
7–12 Aug
7–12 Aug
$626 SGD
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for 5 nights
$626 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 447 reviews
5.0 (447)
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