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Search results; Over 1,000 homes in Winchester
Over 1,000 homes in Winchester
Descriptions are based on details hosts provide
Top guest favourite
Guest favourite
Cottage in Winchester
Hot tub with Blue Ridge Mountain views
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
26–31 Jul
26–31 Jul
$1,353 SGD
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for 5 nights
$1,353 SGD for 5 nights
4.99 out of 5 average rating, 479 reviews
4.99 (479)
Top guest favourite
Guest favourite
Room in Winchester
Winchester Private Room
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
19–24 Jul
19–24 Jul
$457 SGD
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for 5 nights
$457 SGD for 5 nights
Free cancellation
4.99 out of 5 average rating, 189 reviews
4.99 (189)
Top guest favourite
Guest favourite
Flat in Winchester
1920s home near the pedestrian mall
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
2–7 Aug
2–7 Aug
$1,006 SGD
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for 5 nights
$1,006 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 352 reviews
4.97 (352)
Top guest favourite
Guest favourite
Home in Winchester
Farmhouse with views near 3 wineries
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
15–20 Jul
15–20 Jul
$1,877 SGD
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for 5 nights
$1,877 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 55 reviews
4.98 (55)
Top guest favourite
Guest favourite
Flat in Winchester
Downtown FUN! Personal Mid Century 2bd Apartment!
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
1 bathroom
1 bathroom
19–24 Jul
19–24 Jul
$1,031 SGD
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for 5 nights
$1,031 SGD for 5 nights
4.9 out of 5 average rating, 271 reviews
4.9 (271)
Top guest favourite
Guest favourite
Guest suite in Winchester
Retro Vibe Studio
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
26–31 Jul
26–31 Jul
$710 SGD
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for 5 nights
$710 SGD for 5 nights
Free cancellation
4.94 out of 5 average rating, 63 reviews
4.94 (63)
Guest favourite
Guest favourite
Flat in Winchester
Three porches and a walkable downtown
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
,
·
1 bathroom
1 bathroom
19–24 Jul
19–24 Jul
$1,628 SGD
$1,499 SGD
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for 5 nights
Free cancellation
4.9 out of 5 average rating, 140 reviews
4.9 (140)
Top guest favourite
Guest favourite
Home in Winchester
Colonial Getaway Near Old Town Historic Winchester
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2.5 bathrooms
2.5 bathrooms
1–6 Aug
1–6 Aug
$1,201 SGD
Show price breakdown
for 5 nights
$1,201 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 245 reviews
4.98 (245)
Top guest favourite
Guest favourite
Cabin in Front Royal
Hot tub with sunset mountain views
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
19–24 Jul
19–24 Jul
$1,328 SGD
$1,148 SGD
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for 5 nights
Extended stay discount
4.96 out of 5 average rating, 160 reviews
4.96 (160)
Top guest favourite
Guest favourite
Home in Winchester
Farmhouse on 106 acres near Winchester
5 bedrooms
5 bedrooms
,
·
6 beds
6 beds
,
·
1.5 bathrooms
1.5 bathrooms
26–31 Jul
26–31 Jul
$1,332 SGD
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for 5 nights
$1,332 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 158 reviews
4.96 (158)
Superhost
Superhost
Cabin in Great Cacapon
Riverfront cabin with a hot tub
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
16–21 Aug
16–21 Aug
$1,720 SGD
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for 5 nights
$1,720 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Guest favourite
Guest favourite
Cabin in Strasburg
The Haven at Turkey Run • Hot Tub, Fire Pit, Games
3 bedrooms
3 bedrooms
,
·
3 king beds
3 king beds
,
·
2 bathrooms
2 bathrooms
26–31 Jul
26–31 Jul
$1,679 SGD
$1,450 SGD
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for 5 nights
Extended stay discount
4.95 out of 5 average rating, 85 reviews
4.95 (85)
Top guest favourite
Guest favourite
Flat in Winchester
Parisian-style flat in an 1840s home
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
15–20 Jul
15–20 Jul
$988 SGD
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for 5 nights
$988 SGD for 5 nights
4.95 out of 5 average rating, 39 reviews
4.95 (39)
Cabin in Winchester
Private Mountain Retreat | Sauna, Hot Tub & Views
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
19–24 Jul
19–24 Jul
$1,743 SGD
$1,595 SGD
Show price breakdown
for 5 nights
Free cancellation
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Guest favourite
Guest favourite
Home in Winchester
Historic gem with a basketball court
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
1.5 bathrooms
1.5 bathrooms
10–15 Aug
10–15 Aug
$1,180 SGD
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for 5 nights
$1,180 SGD for 5 nights
Free cancellation
4.92 out of 5 average rating, 175 reviews
4.92 (175)
Top guest favourite
Guest favourite
Cabin in Luray
Hot tub and fireplace in Shenandoah Valley
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
26–31 Jul
26–31 Jul
$1,664 SGD
$1,485 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 10 reviews
5.0 (10)
Guest favourite
Guest favourite
Home in Millwood
Renovated farmhouse on a flower farm
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
27 Jul – 1 Aug
27 Jul – 1 Aug
$1,609 SGD
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for 5 nights
$1,609 SGD for 5 nights
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Top guest favourite
Guest favourite
Cottage in Winchester
Emma's Stone Cottage
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
25–30 Jul
25–30 Jul
$959 SGD
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for 5 nights
$959 SGD for 5 nights
4.98 out of 5 average rating, 571 reviews
4.98 (571)
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