filters

Search results; Over 1,000 homes in Winchester

Top guest favourite
Flat in Winchester
Downtowner
2 bedrooms, 3 beds, 1 private bathroom
14–19 Sept
,
4.97 out of 5 average rating, 354 reviews
Top guest favourite
Room in Winchester
Winchester Private Room
1 queen bed, 1 bathroom
13–18 Aug
4.99 out of 5 average rating, 193 reviews
Top guest favourite
Cottage in Winchester
COZY+SEXY Private Country Escape! HOT TUB & Views~
1 bedroom, 1 queen bed, 1 bathroom
16–21 Aug
4.99 out of 5 average rating, 484 reviews
Guest favourite
Flat in Winchester
Cameron Loft 2 Story Studio with 1.5 Bath Downtown
1 bedroom, 1 double bed, 1.5 bathrooms
3–8 Aug
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Home in Winchester
Cameron Charmer pristine w/double master suites
2 bedrooms, 2 queen beds, 2.5 bathrooms
3–8 Aug
4.98 out of 5 average rating, 222 reviews
Top guest favourite
Room in Winchester
We Welcome You to Winchester! Best reviews!
1 double bed, 1.5 bathrooms
13–18 Aug
4.93 out of 5 average rating, 245 reviews
Top guest favourite
Flat in Winchester
Downtown FUN! Personal Mid Century 2bd Apartment!
2 bedrooms, 2 queen beds, 1 bathroom
9–14 Aug
4.91 out of 5 average rating, 275 reviews
Top guest favourite
Home in Winchester
Colonial Getaway Near Old Town Historic Winchester
3 bedrooms, 4 beds, 2.5 bathrooms
16–21 Aug
4.98 out of 5 average rating, 247 reviews
Top guest favourite
Home in Winchester
Downtown Chic Condo w/parking
1 bedroom, 1.5 bathrooms
4–9 Aug
5.0 out of 5 average rating, 88 reviews
Top guest favourite
Flat in Winchester
Historic French Modern Downtown
2 bedrooms, 2 beds, 1 bathroom
3–8 Aug
4.95 out of 5 average rating, 40 reviews
Top guest favourite
Flat in Winchester
Easy like a Sunday Morning 1 BR apt great location
1 bedroom, 1 bed, 1 bathroom
9–14 Aug
4.95 out of 5 average rating, 125 reviews
Top guest favourite
Home in Winchester
Aunt Tim's Farmhouse
5 bedrooms, 6 beds, 1.5 bathrooms
29 Aug – 3 Sept
4.96 out of 5 average rating, 160 reviews
Top guest favourite
Guest suite in Winchester
Retro Vibe Studio
1 queen bed, 1 bathroom
12–17 Oct
4.94 out of 5 average rating, 66 reviews
Top guest favourite
Flat in Stephens City
Spacious Charming Basement Apt
1 bedroom, 1 bed, 1 bathroom
24–29 Aug
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Guest suite in Clear Brook
Bluebird Bungalow
1 bedroom, 3 beds, 1 bathroom
3–8 Aug
4.97 out of 5 average rating, 73 reviews
Top guest favourite
Room in Ranson
Room In Family Home – Near Harper’s Ferry & Casino
1 queen bed, 1 bathroom
4–9 Aug
4.96 out of 5 average rating, 95 reviews
Superhost
Room in Shenandoah
Private Room
1 single bed, 1.5 bathrooms
3–8 Aug
4.72 out of 5 average rating, 18 reviews
Guest favourite
Room in Stephens City
Comfy 1BR | Work, Relax, Explore
1 bed, 1 bathroom
3–8 Aug
5.0 out of 5 average rating, 9 reviews
Guest favourite
Home in Berryville
The Cottage at Senseny
3 bedrooms, 3 beds, 2 bathrooms
24–29 Aug
4.91 out of 5 average rating, 34 reviews