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Search results; Over 1,000 homes in Winchester
Over 1,000 homes in Winchester
Top guest favourite
Guest favourite
Cottage in Winchester
COZY+SEXY Private Country Escape! HOT TUB & Views~
1 bedroom
,
·
1 bed
,
·
1 private bathroom
28 Aug – 2 Sept
28 Aug – 2 Sept
$1,562 SGD
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for 5 nights
$1,562 SGD for 5 nights
,
·
4.99 out of 5 average rating, 487 reviews
4.99 (487)
Top guest favourite
Guest favourite
Room in Winchester
Winchester Private Room
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
23–28 Aug
23–28 Aug
$442 SGD
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for 5 nights
$442 SGD for 5 nights
Pay $0 today
Free cancellation
4.99 out of 5 average rating, 196 reviews
4.99 (196)
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
11–16 Aug
11–16 Aug
$1,057 SGD
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for 5 nights
$1,057 SGD for 5 nights
Free cancellation
4.91 out of 5 average rating, 276 reviews
4.91 (276)
Top guest favourite
Guest favourite
Boutique hotel in Capon Bridge
Sycamore Suite ~ 1 of 5 Unique Stays at Basswood
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
25–30 Aug
25–30 Aug
$704 SGD
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for 5 nights
$704 SGD for 5 nights
Free cancellation
4.99 out of 5 average rating, 230 reviews
4.99 (230)
Top guest favourite
Guest favourite
Room in Winchester
We Welcome You to Winchester! Best reviews!
1 double bed
1 double bed
,
·
1.5 bathrooms
1.5 bathrooms
11–16 Aug
11–16 Aug
$567 SGD
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for 5 nights
$567 SGD for 5 nights
Pay $0 today
Free cancellation
4.93 out of 5 average rating, 248 reviews
4.93 (248)
Top guest favourite
Guest favourite
Guest house in New Market
Stay in a piece of history! Private Entire Cottage
2 beds
2 beds
,
·
No bathroom
No bathroom
20–25 Sept
20–25 Sept
$668 SGD
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for 5 nights
$668 SGD for 5 nights
Pay $0 today
Free cancellation
4.98 out of 5 average rating, 525 reviews
4.98 (525)
Top guest favourite
Guest favourite
Room in Shepherdstown
Isn’t it romantic? Charming— with all the feels
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
27 Sept – 2 Oct
27 Sept – 2 Oct
$382 SGD
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for 5 nights
$382 SGD for 5 nights
Pay $0 today
Free cancellation
4.97 out of 5 average rating, 267 reviews
4.97 (267)
Top guest favourite
Guest favourite
Home in Winchester
Misty Meadow has quite setting in the country.
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1.5 bathrooms
1.5 bathrooms
18–23 Aug
18–23 Aug
$732 SGD
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for 5 nights
$732 SGD for 5 nights
Pay $0 today
Free cancellation
4.93 out of 5 average rating, 90 reviews
4.93 (90)
Top guest favourite
Guest favourite
Home in Winchester
Aunt Tim's Farmhouse
5 bedrooms
5 bedrooms
,
·
6 beds
6 beds
,
·
1.5 bathrooms
1.5 bathrooms
29 Aug – 3 Sept
29 Aug – 3 Sept
$1,283 SGD
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for 5 nights
$1,283 SGD for 5 nights
Pay $0 today
Free cancellation
4.96 out of 5 average rating, 161 reviews
4.96 (161)
Top guest favourite
Guest favourite
Room in Fort Valley
Passage Creek Acres Room1-Cottage
1 queen bed
1 queen bed
,
·
WC
WC
16–21 Aug
16–21 Aug
$490 SGD
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for 5 nights
$490 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 28 reviews
5.0 (28)
Top guest favourite
Guest favourite
Cottage in Martinsburg
Last Rodeo Cottage
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
17–22 Aug
17–22 Aug
$796 SGD
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for 5 nights
$796 SGD for 5 nights
Pay $0 today
Free cancellation
4.97 out of 5 average rating, 484 reviews
4.97 (484)
Top guest favourite
Guest favourite
Flat in Winchester
Easy like a Sunday Morning 1 BR apt great location
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
10–15 Aug
10–15 Aug
$717 SGD
$637 SGD
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for 5 nights
Free cancellation
4.95 out of 5 average rating, 125 reviews
4.95 (125)
Top guest favourite
Guest favourite
Room in Sharpsburg
Hidden Gem #1 - Stay with Dan and Alice.
1 bed
1 bed
,
·
1 bathroom
1 bathroom
14–19 Aug
14–19 Aug
$346 SGD
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for 5 nights
$346 SGD for 5 nights
Pay $0 today
Free cancellation
4.97 out of 5 average rating, 183 reviews
4.97 (183)
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
16–21 Aug
16–21 Aug
$1,175 SGD
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for 5 nights
$1,175 SGD for 5 nights
Pay $0 today
Free cancellation
4.98 out of 5 average rating, 247 reviews
4.98 (247)
Top guest favourite
Guest favourite
Home in Winchester
Downtown Chic Condo w/parking
1 bedroom
1 bedroom
,
·
1.5 bathrooms
1.5 bathrooms
15–20 Aug
15–20 Aug
$1,296 SGD
$990 SGD
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for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 88 reviews
5.0 (88)
Top guest favourite
Guest favourite
Flat in The Plains
Rose End
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
30 Aug – 4 Sept
30 Aug – 4 Sept
$679 SGD
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for 5 nights
$679 SGD for 5 nights
Pay $0 today
Free cancellation
4.98 out of 5 average rating, 716 reviews
4.98 (716)
Top guest favourite
Guest favourite
Cabin in Great Cacapon
Modern Black A-Frame Retreat in the Woods
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
16–21 Aug
16–21 Aug
$1,578 SGD
$1,431 SGD
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for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 47 reviews
5.0 (47)
Top guest favourite
Guest favourite
Farm stay in Warrenton
Winters Retreat Farm Cottage - Entire house
1 bedroom
1 bedroom
,
·
3 beds
3 beds
,
·
1.5 bathrooms
1.5 bathrooms
3–8 Oct
3–8 Oct
$769 SGD
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for 5 nights
$769 SGD for 5 nights
Pay $0 today
Free cancellation
4.97 out of 5 average rating, 751 reviews
4.97 (751)
Top guest favourite
Guest favourite
Tiny home in Stephens City
Farm Stay in a luxury tiny home with hot tub
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
25–30 Oct
25–30 Oct
$991 SGD
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for 5 nights
$991 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 150 reviews
5.0 (150)
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