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Search results; Over 1,000 homes in Winchester

Top guest favourite
Home in Winchester
Cooper's Casita in Wine Country
1 bedroom, 1 bed, 1 private bathroom
7–12 Sept
,
4.98 out of 5 average rating, 395 reviews
Top guest favourite
Guest suite in Winchester
Ranch/Separate Private 2 Bdrm Suite w/Patio
2 bedrooms, 3 beds, 1 bathroom
24–29 Aug
4.96 out of 5 average rating, 254 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, 10 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
Superhost
Room in Winchester
Private Room/ Shared Bath
1 bed, 1 bathroom
28 Aug – 2 Sept
4.95 out of 5 average rating, 76 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
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, 124 reviews
Room in Winchester
Cozy & clean, private bedroom, close to wineries
1 queen bed, 1 bathroom
21–26 Aug
4.89 out of 5 average rating, 35 reviews
Guest favourite
Room in Winchester
Cozy Private Casita
1 bathroom
23–28 Aug
4.92 out of 5 average rating, 388 reviews
Top guest favourite
Home in Winchester
Temecula Wine Country Home with Pool, Spa, & more!
3 bedrooms, 7 beds, 2.5 bathrooms
23–28 Aug
4.98 out of 5 average rating, 43 reviews
Bungalow in Winchester
Modern & Spacious Single-Story Home
4 bedrooms, 4 beds, 3 bathrooms
25–30 Aug
Guest favourite
Home in Winchester
Vineyard Poolside Retreat
4 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
4.89 out of 5 average rating, 70 reviews
Rooms in Winchester
Spacious Master Suite with 2 rooms & private bath
2 bedrooms, 2 king beds, 1 bathroom
21–26 Aug
4.82 out of 5 average rating, 34 reviews
Top guest favourite
Room in Murrieta
Tulip private room + bathroom/wineries
1 queen bed, 1 bathroom
23–28 Aug
4.98 out of 5 average rating, 124 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 suite in Winchester
Casita + private bath & entrance, King bed, winery
1 bedroom, 1 king bed, 1 bathroom
21–26 Aug
4.72 out of 5 average rating, 99 reviews
Top guest favourite
Guest suite in Menifee
Guest Suite with private entrance & bathroom
1 bedroom, 1 queen bed, 1 bathroom
23–28 Aug
4.91 out of 5 average rating, 85 reviews
Guest favourite
Room in Menifee
Menifee/Murrieta/Temecula — Private Master Suite
1 queen bed, 1 bathroom
31 Aug – 5 Sept
4.91 out of 5 average rating, 22 reviews
Room in Hemet
Private Room & Bath | Own Entrance | Self Check in
1 bed, 1 bathroom
21–26 Aug
4.86 out of 5 average rating, 7 reviews