%{visible} of %{smart_count_str} Airbnb Category showing||||%{visible} of %{smart_count_str} Airbnb Categories showing

Search results; Over 1,000 places

Learn how we sort results
Guest favourite
Flat in Winchester
Newly repurposed Historic Home in Winchester VA!
5-min drive
1–6 Apr
4.96 out of 5 average rating, 45 reviews
Guest favourite
Room in Winchester
Cozy Private Bedroom in Old Town Winchester
5-min drive
1–6 Apr
5.0 out of 5 average rating, 22 reviews
Guest favourite
Place to stay in Winchester
Crash Landing
5-min drive
6–11 Apr
4.86 out of 5 average rating, 35 reviews
Guest favourite
Townhouse in Winchester
Modern Elegance in Historic Old Town Winchester
4-min drive
6–11 May
4.95 out of 5 average rating, 164 reviews
Guest favourite
Flat in Winchester
Peaceful Family Retreat in the Heart of Winchester
8-min drive
8–13 Apr
5.0 out of 5 average rating, 6 reviews
Guest favourite
Flat in Winchester
Downtown 1920's Gas Station
5-min drive
21–26 Apr
4.94 out of 5 average rating, 263 reviews
Home in Winchester
Historic District Charm On Cameron Street
3-min drive
1–6 AprIndividual Host,
4.94 out of 5 average rating, 116 reviews
Guest favourite
Flat in Winchester
Old Town Loft In Highly Desirable Area Downtown
4-min drive
5–10 AprProfessional Host,
5.0 out of 5 average rating, 134 reviews
Home in Winchester
Downtown Chic Condo w/parking
4-min drive
4–9 AprIndividual Host,
5.0 out of 5 average rating, 3 reviews
Flat in Winchester
Country in the Valley
10-min drive
5–10 AprIndividual Host,
New place to stay
Guest favourite
Cottage in Winchester
Uber SXY Private Country Escape! Hot Tub & Views~
10-min drive
29 May – 3 JunIndividual Host,
4.98 out of 5 average rating, 295 reviews
Guest favourite
Home in Winchester
Cameron Charmer pristine w/double master suites
3-min drive
21–26 AprProfessional Host,
4.97 out of 5 average rating, 163 reviews
Guest favourite
Home in Winchester
Colonial Getaway Near Old Town Historic Winchester
9-min drive
15–20 AprIndividual Host,
4.98 out of 5 average rating, 150 reviews
Guest favourite
Home in Winchester
Indigo Blue modern open vibe on tree lined street
4-min drive
1–6 AprProfessional Host,
4.93 out of 5 average rating, 148 reviews
Guest favourite
Home in Winchester
City Charmer minutes from Old Town
5-min drive
3–8 AprIndividual Host,
4.97 out of 5 average rating, 210 reviews
Guest favourite
Flat in Winchester
Modern Twist in Old Town! Rock n' Roll FUN!
5-min drive
1–6 AprIndividual Host,
4.89 out of 5 average rating, 101 reviews
Guest favourite
Flat in Winchester
Historic Wisteria House on Old Town Walking Mall
4-min drive
2–7 AprIndividual Host,
4.97 out of 5 average rating, 75 reviews
Guest favourite
Townhouse in Winchester
Brewhouse renovated row house steps from downtown
4-min drive
1–6 Apr
4.92 out of 5 average rating, 36 reviews