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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
15–20 Aug
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4.95 out of 5 average rating, 169 reviews
Top guest favourite
Guest suite in Winchester
Ranch/Separate Private 2 Bdrm Suite w/Patio
2 bedrooms, 3 beds, 1 bathroom
13–18 Aug
4.96 out of 5 average rating, 254 reviews
Superhost
Room in Winchester
Private room/shared bath
1 queen bed, 1 bathroom
10–15 Oct
4.89 out of 5 average rating, 83 reviews
Guest favourite
Place to stay in Winchester
Downstairs guestroom with private bathroom
1 bedroom, 1 queen bed, 1 bathroom
30 Sept – 5 Oct
4.89 out of 5 average rating, 550 reviews
Guest favourite
Home in Winchester
Winchester Place: Temecula Wine Tour/ Pechanga
3 bedrooms, 5 beds, 2.5 bathrooms
23–28 Aug
5.0 out of 5 average rating, 6 reviews
Guest favourite
Home in Winchester
Resort Pool & Spa. Temecula Wine Country Close.
4 bedrooms, 4 beds, 2 bathrooms
22–28 Aug
5.0 out of 5 average rating, 6 reviews
Room in Winchester
Cozy & clean, private bedroom, close to wineries
1 queen bed, 1 bathroom
14–19 Aug
4.89 out of 5 average rating, 35 reviews
Guest favourite
Room in Winchester
Win3, quiet,clean,new, small fridge
1 bed, 1 bathroom
13–20 Aug
5.0 out of 5 average rating, 13 reviews
Guest favourite
Room in Winchester
Cozy Private Casita
1 bathroom
13–18 Aug
4.92 out of 5 average rating, 386 reviews
Top guest favourite
Guest house in Winchester
The Wine Down Courtyard
1 bedroom, 2 beds, 1 bathroom
23–28 Aug
4.94 out of 5 average rating, 123 reviews
Top guest favourite
Home in Winchester
Temecula Wine Country Home with Pool, Spa, & more!
3 bedrooms, 7 beds, 2.5 bathrooms
16–21 Aug
4.98 out of 5 average rating, 41 reviews
Rooms in Winchester
Spacious Master Suite with 2 rooms & private bath
2 bedrooms, 2 king beds, 1 bathroom
16–21 Aug
4.82 out of 5 average rating, 33 reviews
Guest favourite
Home in Winchester
Vineyard Poolside Retreat
4 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
4.89 out of 5 average rating, 70 reviews
Top guest favourite
Home in Winchester
Cooper's Casita in Wine Country
1 bedroom, 1 bed, 1 bathroom
7–12 Sept
4.98 out of 5 average rating, 393 reviews
Home in Winchester
French Valley Cozy Retreat
4 bedrooms, 5 beds, 3 bathrooms
27 Aug – 1 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Guest suite in Winchester
TaTa Darling Luxury Wine Country Retreat Near Lake
1 bedroom, 3 beds, 1 bathroom
23–28 Aug
4.95 out of 5 average rating, 65 reviews
Guest favourite
Room in Murrieta
Sunny’s Cozy Cottage
1 king bed, 1 bathroom
16–21 Aug
4.93 out of 5 average rating, 72 reviews
Guest suite in Hemet
✧ CDC Protocol Sanitized // 500 MBPS // Parking ✧
1 bedroom, 2 beds, 1 bathroom
13–18 Aug
4.78 out of 5 average rating, 337 reviews
Top guest favourite
Room in Murrieta
Tulip private room + bathroom/wineries
1 queen bed, 1 bathroom
16–21 Aug
4.98 out of 5 average rating, 123 reviews