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Superhost
Apartment in Winchester
Retro Loves Company in Old Town Winchester
2 guests1 bedroom1 bed1 bath
May 15 – 20
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May 15 – 20
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ﺩ.ﺇ 1,904 for 5 nights
for 5 nights

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Guest favorite
Home in Winchester
Indigo Blue modern open vibe on tree lined street
Free cancellation
May 25 – 30
ﺩ.ﺇ 5,101 for 5 nights
for 5 nights
4.95 out of 5 average rating, 185 reviews
Top guest favorite
Apartment in Winchester
Historic Wisteria House on Old Town Walking Mall
1 queen bed
May 8 – 13
ﺩ.ﺇ 3,293 for 5 nights
for 5 nights
4.98 out of 5 average rating, 99 reviews
Apartment in Winchester
Two Bdrm. Flat w/ Patio Terrace
Free cancellation
Jun 15 – 20
ﺩ.ﺇ 3,036 for 5 nights
for 5 nights
5.0 out of 5 average rating, 4 reviews
Top guest favorite
Apartment in Winchester
Easy like a Sunday Morning 1 BR apt great location
1 bed
May 10 – 15
ﺩ.ﺇ 1,737 for 5 nights
for 5 nights
4.97 out of 5 average rating, 67 reviews
Guest favorite
Apartment in Winchester
Newly repurposed Historic Home in Winchester VA!
Free cancellation
May 11 – 16
ﺩ.ﺇ 2,006 for 5 nights
for 5 nights
4.91 out of 5 average rating, 99 reviews
Top guest favorite
Room in Winchester
Stay with Holly
Winchester Private Room
May 10 – 15
ﺩ.ﺇ 1,184 for 5 nights
for 5 nights
4.98 out of 5 average rating, 105 reviews
Top guest favorite
Apartment in Winchester
Downtowner
3 beds
May 11 – 16
ﺩ.ﺇ 2,691 for 5 nights
for 5 nights
4.97 out of 5 average rating, 273 reviews
Superhost
Loft in Winchester
Immerse yourself in Old Town Winchester (Apt #4)
Free cancellation
May 18 – 23
ﺩ.ﺇ 1,632 for 5 nights
for 5 nights
4.72 out of 5 average rating, 648 reviews
Top guest favorite
Apartment in Winchester
Old Town Loft Modern Oasis In Downtown Winchester
Free cancellation
May 17 – 22
ﺩ.ﺇ 3,710 for 5 nights
for 5 nights
4.98 out of 5 average rating, 102 reviews
Top guest favorite
Home in Winchester
City Charmer minutes from Old Town
Free cancellation
Jun 2 – 7
ﺩ.ﺇ 2,441 for 5 nights
for 5 nights
4.97 out of 5 average rating, 247 reviews
Guest favorite
Townhouse in Winchester
Modern Elegance in Historic Old Town Winchester
Free cancellation
Jun 21 – 26
ﺩ.ﺇ 2,764 for 5 nights
for 5 nights
4.93 out of 5 average rating, 236 reviews
Top guest favorite
Apartment in Winchester
Old Town Loft In Highly Desirable Area Downtown
Free cancellation
May 31 – Jun 5
ﺩ.ﺇ 3,357 for 5 nights
for 5 nights
5.0 out of 5 average rating, 202 reviews
Guest favorite
Room in Winchester
Stay with PepperCustomer care,
Cheerful one bedroom available.
May 22 – 27
ﺩ.ﺇ 917 for 5 nights
for 5 nights
4.78 out of 5 average rating, 176 reviews
Top guest favorite
Home in Winchester
Cabin in Historic Old Town Winchester
Free cancellation
May 18 – 23
ﺩ.ﺇ 3,143 for 5 nights
for 5 nights
4.94 out of 5 average rating, 36 reviews
Top guest favorite
Apartment in Winchester
Downtown FUN! Personal Mid Century 2bd Apartment!
2 queen beds
May 26 – 31
ﺩ.ﺇ 2,544 for 5 nights
for 5 nights
4.89 out of 5 average rating, 217 reviews
Guest favorite
Apartment in Winchester
Cameron Grace brand new downtown 1 BR loft
1 queen bed
May 6 – 11
ﺩ.ﺇ 3,573 for 5 nights
for 5 nights
4.92 out of 5 average rating, 13 reviews
Superhost
Guest suite in Winchester
Retro Vibe Studio
1 queen bed
May 6 – 11
ﺩ.ﺇ 2,067 for 5 nights
for 5 nights
4.93 out of 5 average rating, 55 reviews
Superhost
Apartment in Winchester
The Queen of Winchester - Three Bedroom Apartment
Free cancellation
May 11 – 16
ﺩ.ﺇ 2,286 for 5 nights
for 5 nights
4.84 out of 5 average rating, 19 reviews