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Top guest favorite
Apartment in Winchester
Downtowner
3 beds
May 18 – 23
ﺩ.ﺇ2,691 for 5 nights
for 5 nights
4.97 out of 5 average rating, 274 reviews
Guest favorite
Home in Winchester
Indigo Blue modern open vibe on tree lined street
Free cancellation
Jun 1 – 6
ﺩ.ﺇ5,101 for 5 nights
for 5 nights
4.95 out of 5 average rating, 186 reviews
Top guest favorite
Apartment in Winchester
Easy like a Sunday Morning 1 BR apt great location
1 bed
May 26 – 31
ﺩ.ﺇ1,734 for 5 nights
for 5 nights
4.96 out of 5 average rating, 70 reviews
Top guest favorite
Apartment in Winchester
Historic Wisteria House on Old Town Walking Mall
Free cancellation
May 30 – Jun 4
ﺩ.ﺇ3,293 for 5 nights
for 5 nights
4.98 out of 5 average rating, 100 reviews
Top guest favorite
Apartment in Winchester
Old Town Loft In Highly Desirable Area Downtown
Free cancellation
May 31 – Jun 5
ﺩ.ﺇ3,357 for 5 nights
for 5 nights
5.0 out of 5 average rating, 203 reviews
Guest favorite
Room in Winchester
Stay with PepperCustomer care,
Cheerful one bedroom available.
May 24 – 29
ﺩ.ﺇ908 for 5 nights
for 5 nights
4.78 out of 5 average rating, 179 reviews
Guest favorite
Apartment in Winchester
Newly repurposed Historic Home in Winchester VA!
1 queen bed
May 19 – 24
ﺩ.ﺇ2,075 for 5 nights
for 5 nights
4.91 out of 5 average rating, 100 reviews
Superhost
Loft in Winchester
Immerse yourself in Old Town Winchester (Apt #4)
Free cancellation
Jun 8 – 13
ﺩ.ﺇ1,743 for 5 nights
for 5 nights
4.72 out of 5 average rating, 649 reviews
Apartment in Winchester
Two Bdrm. Flat w/ Patio Terrace
Free cancellation
Jun 15 – 20
ﺩ.ﺇ3,036 for 5 nights
for 5 nights
4.71 out of 5 average rating, 7 reviews
Top guest favorite
Apartment in Winchester
Old Town Loft Modern Oasis In Downtown Winchester
Free cancellation
May 29 – Jun 3
ﺩ.ﺇ3,986 for 5 nights
for 5 nights
4.98 out of 5 average rating, 102 reviews
Guest favorite
Townhouse in Winchester
Modern Elegance in Historic Old Town Winchester
Free cancellation
Jun 21 – 26
ﺩ.ﺇ2,785 for 5 nights
for 5 nights
4.93 out of 5 average rating, 239 reviews
Top guest favorite
Home in Winchester
Cabin in Historic Old Town Winchester
Free cancellation
May 26 – 31
ﺩ.ﺇ3,143 for 5 nights
for 5 nights
4.95 out of 5 average rating, 37 reviews
Guest favorite
Guest suite in Winchester
Safe, cozy oasis with private living & bath.
2 beds
May 19 – 24
ﺩ.ﺇ1,711 for 5 nights
for 5 nights
4.81 out of 5 average rating, 333 reviews
Top guest favorite
Room in Winchester
Stay with Holly
Winchester Private Room
May 20 – 25
ﺩ.ﺇ1,184 for 5 nights
for 5 nights
4.98 out of 5 average rating, 107 reviews
Top guest favorite
Home in Winchester
Colonial Getaway Near Old Town Historic Winchester
Free cancellation
Jun 15 – 20
ﺩ.ﺇ3,354 for 5 nights
for 5 nights
4.97 out of 5 average rating, 194 reviews
Guest favorite
Cabin in Paw Paw
Easygoing
Free cancellation
Jun 22 – 27
ﺩ.ﺇ2,476 for 5 nights
for 5 nights
4.96 out of 5 average rating, 228 reviews
Top guest favorite
Guest suite in Harpers Ferry
Tequila Sunset, Harpers Ferry. Entire first floor!
3 beds
May 18 – 23
ﺩ.ﺇ4,477 for 5 nights
for 5 nights
4.98 out of 5 average rating, 113 reviews
Hotel in Winchester
Award Winning Hotel
2 beds
May 18 – 23
ﺩ.ﺇ2,992 for 5 nights
for 5 nights
4.66 out of 5 average rating, 29 reviews