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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
Show price breakdown
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
4.99 out of 5 average rating, 189 reviews
4.99 (189)
,
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1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
19–24 Jul
19–24 Jul
$457 SGD
Show price breakdown
for 5 nights
$457 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Flat in Winchester
1920s home near the pedestrian mall
4.97 out of 5 average rating, 352 reviews
4.97 (352)
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·
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
2–7 Aug
2–7 Aug
$1,006 SGD
Show price breakdown
for 5 nights
$1,006 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Home in Winchester
Farmhouse with views near 3 wineries
4.98 out of 5 average rating, 55 reviews
4.98 (55)
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3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
15–20 Jul
15–20 Jul
$1,877 SGD
Show price breakdown
for 5 nights
$1,877 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Flat in Winchester
Mid-century design, one block from downtown
4.9 out of 5 average rating, 271 reviews
4.9 (271)
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2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
19–24 Jul
19–24 Jul
$1,031 SGD
Show price breakdown
for 5 nights
$1,031 SGD for 5 nights
Guest favourite
Guest favourite
Flat in Winchester
Three porches and a walkable downtown
4.9 out of 5 average rating, 140 reviews
4.9 (140)
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3 bedrooms
3 bedrooms
,
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6 beds
6 beds
,
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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
Top guest favourite
Guest favourite
Home in Winchester
Colonial home near Old Town Winchester
4.98 out of 5 average rating, 245 reviews
4.98 (245)
,
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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
Top guest favourite
Guest favourite
Guest suite in Winchester
Retro studio, walkable to downtown Winchester
4.94 out of 5 average rating, 63 reviews
4.94 (63)
,
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1 bed
1 bed
,
·
1 bathroom
1 bathroom
26–31 Jul
26–31 Jul
$710 SGD
Show price breakdown
for 5 nights
$710 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Cabin in Front Royal
Hot tub with sunset mountain views
4.96 out of 5 average rating, 160 reviews
4.96 (160)
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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
Top guest favourite
Guest favourite
Home in Winchester
Farmhouse on 106 acres near Winchester
4.96 out of 5 average rating, 158 reviews
4.96 (158)
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5 bedrooms
5 bedrooms
,
·
6 beds
6 beds
,
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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
Superhost
Superhost
Cabin in Great Cacapon
Riverfront cabin with a hot tub
5.0 out of 5 average rating, 4 reviews
5.0 (4)
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2 bedrooms
2 bedrooms
,
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2 beds
2 beds
,
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1 bathroom
1 bathroom
16–21 Aug
16–21 Aug
$1,707 SGD
Show price breakdown
for 5 nights
$1,707 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Flat in Winchester
Parisian-style flat in an 1840s home
4.95 out of 5 average rating, 39 reviews
4.95 (39)
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2 bedrooms
2 bedrooms
,
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2 beds
2 beds
,
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1 bathroom
1 bathroom
15–20 Jul
15–20 Jul
$988 SGD
Show price breakdown
for 5 nights
$988 SGD for 5 nights
Cabin in Winchester
Mountaintop sauna, hot tub, and views
5.0 out of 5 average rating, 3 reviews
5.0 (3)
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1 bedroom
1 bedroom
,
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2 beds
2 beds
,
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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
Top guest favourite
Guest favourite
Cabin in Luray
Hot tub and fireplace in Shenandoah Valley
5.0 out of 5 average rating, 10 reviews
5.0 (10)
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2 bedrooms
2 bedrooms
,
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2 beds
2 beds
,
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1 bathroom
1 bathroom
26–31 Jul
26–31 Jul
$1,664 SGD
$1,485 SGD
Show price breakdown
for 5 nights
Free cancellation
Guest favourite
Guest favourite
Home in Winchester
Historic gem with a basketball court
4.92 out of 5 average rating, 175 reviews
4.92 (175)
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3 bedrooms
3 bedrooms
,
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3 beds
3 beds
,
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1.5 bathrooms
1.5 bathrooms
10–15 Aug
10–15 Aug
$1,180 SGD
Show price breakdown
for 5 nights
$1,180 SGD for 5 nights
Free cancellation
Guest favourite
Guest favourite
Home in Millwood
Renovated farmhouse on a flower farm
5.0 out of 5 average rating, 7 reviews
5.0 (7)
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2 bedrooms
2 bedrooms
,
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2 beds
2 beds
,
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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
Top guest favourite
Guest favourite
Cottage in Winchester
Emma's Stone Cottage
4.98 out of 5 average rating, 571 reviews
4.98 (571)
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2 bedrooms
2 bedrooms
,
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3 beds
3 beds
,
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2 bathrooms
2 bathrooms
25–30 Jul
25–30 Jul
$959 SGD
Show price breakdown
for 5 nights
$959 SGD for 5 nights
Guest favourite
Guest favourite
Cabin in Front Royal
Secluded cabin with a hot tub and fire pit
4.95 out of 5 average rating, 307 reviews
4.95 (307)
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3 bedrooms
3 bedrooms
,
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3 beds
3 beds
,
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1 bathroom
1 bathroom
7–12 Aug
7–12 Aug
$2,424 SGD
Show price breakdown
for 5 nights
$2,424 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Guest house in Bluemont
10-acre Blue Ridge retreat with hot tub
4.99 out of 5 average rating, 399 reviews
4.99 (399)
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1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
25–30 Jul
25–30 Jul
$1,218 SGD
Show price breakdown
for 5 nights
$1,218 SGD for 5 nights
Free cancellation
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