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Search results; 388 places in Winchester

Guest favorite
Apartment in Winchester
Newly repurposed Historic Home in Winchester VA!
1 queen bed
May 7 – 12
4.96 out of 5 average rating, 48 reviews
Guest favorite
Apartment in Winchester
Old Town Loft Modern Oasis In Downtown Winchester
Apr 18 – 23
4.98 out of 5 average rating, 54 reviews
Guest favorite
Apartment in Winchester
Downtown 1920's Gas Station
1 queen bed
Apr 21 – 26
4.94 out of 5 average rating, 270 reviews
Guest favorite
Apartment in Winchester
Old Town Loft In Highly Desirable Area Downtown
1 queen bed
May 13 – 18
5.0 out of 5 average rating, 137 reviews
Guest favorite
Apartment in Winchester
Modern Twist in Old Town! Rock n' Roll FUN!
2 beds
Apr 21 – 26
4.89 out of 5 average rating, 103 reviews
Guest favorite
Apartment in Winchester
Historic Wisteria House on Old Town Walking Mall
1 queen bed
Apr 20 – 25
4.97 out of 5 average rating, 77 reviews
Superhost
Apartment in Winchester
Home Away from Home
1 queen bed
Apr 28 – May 3
4.75 out of 5 average rating, 4 reviews
Guest favorite
Apartment in Winchester
Country in the Valley
Apr 20 – 25
5.0 out of 5 average rating, 5 reviews
Guest favorite
Apartment in Winchester
Peaceful Family Retreat in the Heart of Winchester
3 beds
Apr 21 – 26
5.0 out of 5 average rating, 7 reviews
Guest favorite
Apartment in Winchester
Downtowner
3 beds
May 7 – 12
4.98 out of 5 average rating, 216 reviews
Guest favorite
Apartment in Winchester
Dreamweaver Bright 1BR 2 blocks to Walking Mall
1 bed
Apr 18 – 23
4.87 out of 5 average rating, 30 reviews
Apartment in Stephens City
Newtown Cozy Cottage Basement
2 beds
Apr 18 – 23
Guest favorite
Apartment in Winchester
The Blue Door steps from Handley Library
1 sofa bed
Apr 19 – 24
4.75 out of 5 average rating, 104 reviews
Guest favorite
Apartment in Winchester
Rosamond downtown studio apt w/free parking
1 bed
Apr 19 – 24
4.85 out of 5 average rating, 41 reviews
Superhost
Apartment in Winchester
Cameron Loft 2 Story Studio with 1.5 Bath Downtown
1 double bed
May 5 – 10
5.0 out of 5 average rating, 5 reviews
Guest favorite
Apartment in Winchester
Scarborough Fair walk to downtown two story apt
6 beds
May 10 – 15
4.87 out of 5 average rating, 71 reviews
Guest favorite
Apartment in Winchester
Nostalgia Lane 3 BR in the heart of the city
3 beds
Apr 21 – 26
4.91 out of 5 average rating, 171 reviews
Guest favorite
Apartment in Winchester
Cameron Corner: King Bed & Office Downtown
1 king bed
Apr 27 – May 2
5.0 out of 5 average rating, 11 reviews