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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
COZY+SEXY Private Country Escape! HOT TUB & Views~
1 bedroom
,
·
1 bed
,
·
1 private 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
5 minutes from historic downtown Winchester
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
Skyview Farmhouse
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
Mid-century design, one block from downtown
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 home near Old Town Winchester
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2.5 bathrooms
2.5 bathrooms
1–6 Aug
1–6 Aug
$1,201 SGD
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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
$1,315 SGD
$1,137 SGD
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for 5 nights
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)
Guest favourite
Guest favourite
Cabin in Strasburg
13 private acres with a hot tub
3 bedrooms
3 bedrooms
,
·
3 king beds
3 king beds
,
·
2 bathrooms
2 bathrooms
26–31 Jul
26–31 Jul
$1,671 SGD
$1,443 SGD
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for 5 nights
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
Mountaintop sauna, hot tub, and 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
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 3 reviews
5.0 (3)
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
$1,849 SGD
Show price breakdown
for 5 nights
$1,849 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Guest favourite
Guest favourite
Home in Millwood
Peony Place renovated farmhouse in horse country
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
Cabin in Luray
NEWCabin Retreat | Hot Tub, Fireplace & Fire Pit
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
26–31 Jul
26–31 Jul
$1,663 SGD
$1,473 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 10 reviews
5.0 (10)
Top guest favourite
Guest favourite
Cottage in Winchester
Stone cottage on 15 private acres
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)
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
Tiny home in Augusta
Hilltop Haven, hot tub- sauna - campfire area
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
,
·
1 bathroom
1 bathroom
17–22 Aug
17–22 Aug
$1,373 SGD
$1,138 SGD
Show price breakdown
for 5 nights
Free cancellation
5.0 out of 5 average rating, 8 reviews
5.0 (8)
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