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Apartment in Winchester
Cozy 1-bedroom Apt Winchester
4 guests1 bedroom1 bed1 bath
Aug 9 – 14
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Aug 9 – 14
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R10,639 ZAR for 5 nights

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Guest favorite
Room in Winchester
Stay with PepperCustomer care,
Cheerful one bedroom available.
Aug 6 – 11
R4,954 ZAR for 5 nights
4.76 out of 5 average rating, 191 reviews
Top guest favorite
Room in Winchester
Stay with Holly
Winchester Private Room
Aug 12 – 17
R5,923 ZAR for 5 nights
4.98 out of 5 average rating, 124 reviews
Superhost
Guest suite in Winchester
Retro Vibe Studio
1 queen bed
Aug 14 – 19
R10,338 ZAR for 5 nights
4.93 out of 5 average rating, 58 reviews
Guest favorite
Townhouse in Winchester
Modern Elegance in Historic Old Town Winchester
2 beds
Aug 10 – 15
R13,482 ZAR for 5 nights
4.93 out of 5 average rating, 252 reviews
Top guest favorite
Apartment in Winchester
Easy like a Sunday Morning 1 BR apt great location
1 bed
Aug 17 – 22
R8,669 ZAR for 5 nights
4.95 out of 5 average rating, 78 reviews
Guest favorite
Home in Winchester
Indigo Blue modern open vibe on tree lined street
3 beds
Aug 3 – 8
R25,521 ZAR for 5 nights
4.95 out of 5 average rating, 192 reviews
Guest favorite
Apartment in Winchester
Newly repurposed Historic Home in Winchester VA!
1 queen bed
Aug 8 – 13
R10,037 ZAR for 5 nights
4.91 out of 5 average rating, 111 reviews
Guest favorite
Guest suite in Winchester
Safe, cozy oasis with private living & bath.
2 beds
Aug 3 – 8
R10,984 ZAR for 5 nights
4.81 out of 5 average rating, 347 reviews
Top guest favorite
Home in Winchester
Cameron Charmer pristine w/double master suites
2 queen beds
Aug 3 – 8
R20,891 ZAR for 5 nights
4.98 out of 5 average rating, 200 reviews
Superhost
Loft in Winchester
Immerse yourself in Old Town Winchester (Apt #4)
3 beds
Sep 7 – 12
R8,615 ZAR for 5 nights
4.73 out of 5 average rating, 666 reviews
Top guest favorite
Home in Winchester
Downtown Chic Condo w/parking
Aug 18 – 23
R18,134 ZAR for 5 nights
5.0 out of 5 average rating, 64 reviews
Guest favorite
Room in Stephens City
Stay with Clara
Twin Room in Quiet Neighborhood
Aug 17 – 22
R4,846 ZAR for 5 nights
4.89 out of 5 average rating, 28 reviews
Top guest favorite
Apartment in Winchester
Peaceful Family Retreat in the Heart of Winchester
3 beds
Sep 2 – 7
R10,015 ZAR for 5 nights
5.0 out of 5 average rating, 48 reviews
Top guest favorite
Apartment in Winchester
Downtowner
3 beds
Aug 3 – 8
R13,461 ZAR for 5 nights
4.97 out of 5 average rating, 290 reviews
Cabin in Front Royal
Mountain and River View Escape!
4 beds
Aug 9 – 14
R33,468 ZAR for 5 nights
New place to stay
Top guest favorite
Apartment in Winchester
Old Town Loft In Highly Desirable Area Downtown
1 queen bed
Aug 8 – 13
R15,071 ZAR for 5 nights
5.0 out of 5 average rating, 214 reviews
Superhost
Apartment in Winchester
The Blue Door steps from Handley Library
1 sofa bed
Aug 5 – 10
R14,538 ZAR for 5 nights
4.75 out of 5 average rating, 111 reviews
Top guest favorite
Apartment in Winchester
Modern Twist in Old Town! Rock n' Roll FUN!
2 beds
Aug 11 – 16
R15,485 ZAR for 5 nights
4.93 out of 5 average rating, 163 reviews