Search results; Over 1,000 places in Winchester

Prices include all fees

Explore more homes

Guest favourite
Flat in Winchester
Downtowner
Free cancellation
22–27 Jun
₹62,210 for 5 nights
for 5 nights
4.97 out of 5 average rating, 277 reviews
Top guest favourite
Room in Winchester
Stay with Holly
Winchester Private Room
15–20 Jun
₹27,373 for 5 nights
for 5 nights
4.98 out of 5 average rating, 109 reviews
Guest favourite
Home in Winchester
Indigo Blue modern open vibe on tree lined street
Free cancellation
15–20 Jun
₹1,17,950 for 5 nights
for 5 nights
4.95 out of 5 average rating, 188 reviews
Guest favourite
Townhouse in Winchester
Brewhouse renovated row house steps from downtown
3 beds
1–6 Jun
₹95,555 for 5 nights
for 5 nights
4.94 out of 5 average rating, 82 reviews
Guest favourite
Flat in Winchester
Newly repurposed Historic Home in Winchester VA!
1 queen bed
1–6 Jun
₹46,384 for 5 nights
for 5 nights
4.91 out of 5 average rating, 102 reviews
Guest favourite
Room in Winchester
Stay with PepperCustomer care,
Cheerful one bedroom available.
16–21 Aug
₹22,894 for 5 nights
for 5 nights
4.77 out of 5 average rating, 183 reviews
Superhost
Room in Winchester
Stay with J ArmandoAirport,
Private room in Winchester VA
1–6 Jun
₹25,382 for 5 nights
for 5 nights
4.73 out of 5 average rating, 11 reviews
Top guest favourite
Room in Stephens City
Stay with Clara
Room in Quiet Neighborhood
9–14 Jun
₹23,690 for 5 nights
for 5 nights
5.0 out of 5 average rating, 32 reviews
Top guest favourite
Flat in Winchester
Old Town Loft Modern Oasis In Downtown Winchester
2 beds
1–6 Jun
₹77,638 for 5 nights
for 5 nights
4.98 out of 5 average rating, 105 reviews
Guest favourite
Townhouse in Winchester
Modern Elegance in Historic Old Town Winchester
Free cancellation
21–26 Jun
₹64,102 for 5 nights
for 5 nights
4.93 out of 5 average rating, 241 reviews
Top guest favourite
Home in Winchester
Cabin in Historic Old Town Winchester
Free cancellation
9–14 Jun
₹72,660 for 5 nights
for 5 nights
4.95 out of 5 average rating, 39 reviews
Guest favourite
Apartment in Winchester
Historic District Downtown Winchester
Free cancellation
7–12 Jun
₹1,03,020 for 5 nights
for 5 nights
4.99 out of 5 average rating, 77 reviews
Room in Stephens City
Stay with Racquel
Comfy 1BR | Work, Relax, Explore
1–6 Jun
₹27,671 for 5 nights
for 5 nights
New place to stay
Guest favourite
Flat in Winchester
WonderClock House steps from Handley Library
3 beds
1–6 Jun
₹1,12,974 for 5 nights
for 5 nights
4.77 out of 5 average rating, 163 reviews
Top guest favourite
Flat in Winchester
Historic Wisteria House on Old Town Walking Mall
Free cancellation
23–28 Jun
₹76,643 for 5 nights
for 5 nights
4.98 out of 5 average rating, 100 reviews
Superhost
Flat in Winchester
Cleveland Park bright 2BR apt blocks from downtown
2 queen beds
1–6 Jun
₹89,084 for 5 nights
for 5 nights
4.75 out of 5 average rating, 91 reviews
Top guest favourite
Home in Winchester
Full basement with private entrance. Hot tub
Free cancellation
28 Jul – 2 Aug
₹35,833 for 5 nights
for 5 nights
4.97 out of 5 average rating, 233 reviews
Top guest favourite
Home in Winchester
Cameron Charmer pristine w/double master suites
Free cancellation
13–18 Jul
₹96,549 for 5 nights
for 5 nights
4.97 out of 5 average rating, 196 reviews