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Search results; Over 1,000 homes in Winchester

Guest favourite
Cottage in Winchester
Carter's Wine Country Luxury Casita
1 bedroom, 1 bed, 1 private bathroom
5–10 Jul
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4.95 out of 5 average rating, 168 reviews
Top guest favourite
Guest suite in Winchester
Ranch/Separate Private 2 Bdrm Suite w/Patio
4.96 out of 5 average rating, 249 reviews, 2 bedrooms, 3 beds, 1 bathroom
19–24 Jul
Guest favourite
Home in Winchester
Vineyard Poolside Retreat
4.88 out of 5 average rating, 65 reviews, 4 bedrooms, 4 beds, 2 bathrooms
12–17 Jul
Top guest favourite
Place to stay in Winchester
Downstairs guestroom with private bathroom
4.9 out of 5 average rating, 539 reviews, 1 bedroom, 1 bed, 1 bathroom
22–27 Jul
Guest favourite
Room in Winchester
Cozy Private Casita
4.92 out of 5 average rating, 379 reviews, 1 bathroom
12–17 Jul
Top guest favourite
Home in Winchester
Temecula Wine Country Home with Pool, Spa, & more!
4.97 out of 5 average rating, 31 reviews, 3 bedrooms, 7 beds, 2.5 bathrooms
26–31 Jul
Superhost
Room in Winchester
Private room/shared bath
4.88 out of 5 average rating, 76 reviews, 1 queen bed, 1 bathroom
6–11 Jul
Top guest favourite
Home in Winchester
Cooper's Casita in Wine Country
4.98 out of 5 average rating, 392 reviews, 1 bedroom, 1 bed, 1 bathroom
21–26 Jul
Superhost
Home in Winchester
Stunning Temecula Wine Country Oasis|Pool|Gameroom
4.87 out of 5 average rating, 134 reviews, 4 bedrooms, 7 beds, 3 bathrooms
23–28 Aug
Home in Winchester
Winchester Place
New place to stay, 3 bedrooms, 5 beds, 2.5 bathrooms
10–15 Jul
Superhost
Home in Winchester
Resort Pool & Spa. Temecula Wine Country Close.
New place to stay, 4 bedrooms, 4 beds, 2 bathrooms
13–18 Jul
Top guest favourite
Place to stay in Winchester
Guest suite in Winchester
5.0 out of 5 average rating, 35 reviews, 1 bedroom, 1 bed, 1 bathroom
18–23 Jul
Guest favourite
Home in Winchester
6BR｜Pool&SPA｜Mini Golf｜Sauna｜10 Min to Winery
4.97 out of 5 average rating, 34 reviews, 6 bedrooms, 11 beds, 3 bathrooms
2–7 Aug
Guest favourite
Home in Menifee
La Casa Bonita: Stay in Style
4.94 out of 5 average rating, 78 reviews, 1 bedroom, 1 bed, 1 bathroom
4–9 Jul
Top guest favourite
Home in Winchester
Resort living in the Desert with Pool & Jacuzzi
5.0 out of 5 average rating, 24 reviews, 4 bedrooms, 2 bathrooms
2–7 Aug
Top guest favourite
Guest suite in Murrieta
Private Studio close to Temecula Wine Country.
4.9 out of 5 average rating, 292 reviews, 1 bed, 1 bathroom
19–24 Jul
Guest favourite
Home in Winchester
Luxury Oasis with Courtyard, Gazebo & 5 Suites
5.0 out of 5 average rating, 5 reviews, 5 bedrooms, 6 beds, 5.5 bathrooms
2–7 Jul
Guest favourite
Home in Winchester
Wine Country Resort - Close to Wineries
4.86 out of 5 average rating, 36 reviews, 5 bedrooms, 8 beds, 3 bathrooms
23–28 Aug
Place to stay in Winchester
Master suite+bath, Panoramic View! Close to winery
4.88 out of 5 average rating, 159 reviews, 1 bedroom, 1 bed, 1 bathroom
5–10 Jul