Search results; Over 1,000 places in Winchester

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Guest favourite
Townhouse in Winchester
Modern Elegance in Historic Old Town Winchester
Free cancellation
21–26 Jun
₹64,157 for 5 nights
for 5 nights
4.93 out of 5 average rating, 241 reviews
Top guest favourite
Room in Winchester
Stay with Holly
Winchester Private Room
4–9 Jul
₹27,438 for 5 nights
for 5 nights
4.98 out of 5 average rating, 111 reviews
Room in Winchester
Stay with LeroyMath teacher,
Family Friendly Retreat #1
11–16 Jun
₹15,695 for 5 nights
for 5 nights
Guest favourite
Flat in Winchester
Downtowner
Free cancellation
22–27 Jun
₹62,360 for 5 nights
for 5 nights
4.97 out of 5 average rating, 280 reviews
Guest favourite
Home in Winchester
Indigo Blue modern open vibe on tree lined street
3 beds
15–20 Jun
₹1,07,757 for 5 nights
for 5 nights
4.95 out of 5 average rating, 188 reviews
Top guest favourite
Room in Stephens City
Stay with Clara
Room in Quiet Neighborhood
11–16 Jun
₹24,046 for 5 nights
for 5 nights
5.0 out of 5 average rating, 33 reviews
Guest favourite
Flat in Winchester
Historic Wisteria House on Old Town Walking Mall
Free cancellation
23–28 Jun
₹76,528 for 5 nights
for 5 nights
4.96 out of 5 average rating, 101 reviews
Guest favourite
Flat in Winchester
Newly repurposed Historic Home in Winchester VA!
Free cancellation
20–25 Jun
₹49,689 for 5 nights
for 5 nights
4.91 out of 5 average rating, 103 reviews
Guest favourite
Flat in Winchester
Scarborough Fair walk to downtown two story apt
6 beds
10–15 Jun
₹1,16,039 for 5 nights
for 5 nights
4.91 out of 5 average rating, 109 reviews
Top guest favourite
Flat in Winchester
Old Town Loft In Highly Desirable Area Downtown
1 queen bed
15–20 Jun
₹64,730 for 5 nights
for 5 nights
5.0 out of 5 average rating, 206 reviews
Guest favourite
Guest suite in Winchester
Safe, cozy oasis with private living & bath.
2 beds
29 Jun – 4 Jul
₹39,661 for 5 nights
for 5 nights
4.81 out of 5 average rating, 339 reviews
Room in Stephens City
Stay with Racquel
Comfy 2BR | Work, Relax, Explore
15–20 Jun
₹37,237 for 5 nights
for 5 nights
New place to stay
Top guest favourite
Home in Winchester
Cameron Charmer pristine w/double master suites
Free cancellation
13–18 Jul
₹96,783 for 5 nights
for 5 nights
4.97 out of 5 average rating, 196 reviews
Top guest favourite
Home in Winchester
Aunt Tim's Farmhouse
Free cancellation
15–20 Jun
₹87,304 for 5 nights
for 5 nights
4.96 out of 5 average rating, 129 reviews
Top guest favourite
Home in Winchester
Downtown Chic Condo w/parking
15–20 Jun
₹74,932 for 5 nights
for 5 nights
5.0 out of 5 average rating, 56 reviews
Top guest favourite
Tiny home in Harpers Ferry
Enchanting PET FREE W/Amazing ViewHot Tub Overlook
Free cancellation
29 Sept – 4 Oct
₹45,897 for 5 nights
for 5 nights
4.98 out of 5 average rating, 119 reviews
Guest favourite
Room in Winchester
Stay with PepperCustomer care,
Cheerful one bedroom available.
16–21 Aug
₹24,445 for 5 nights
for 5 nights
4.77 out of 5 average rating, 188 reviews
Superhost
Flat in Winchester
Rosamond downtown studio apt w/free parking
1 bed
10–15 Jun
₹54,877 for 5 nights
for 5 nights
4.8 out of 5 average rating, 65 reviews