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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
6–11 Sept
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4.95 out of 5 average rating, 170 reviews
Top guest favourite
Guest suite in Winchester
Ranch/Separate Private 2 Bdrm Suite w/Patio
2 bedrooms, 3 beds, 1 bathroom
13–18 Oct
4.96 out of 5 average rating, 255 reviews
Superhost
Home in Winchester
Resort Pool & Spa. Temecula Wine Country Close.
4 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 7 reviews
Guest favourite
Home in Winchester
Winchester Place: Temecula Wine Tour/ Pechanga
3 bedrooms, 5 beds, 2.5 bathrooms
17–22 Oct
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Home in Winchester
Temecula Wine Country Home with Pool, Spa, & more!
3 bedrooms, 7 beds, 2.5 bathrooms
19–24 Sept
4.98 out of 5 average rating, 48 reviews
Guest favourite
Place to stay in Winchester
Downstairs guestroom with private bathroom
1 bedroom, 1 queen bed, 1 bathroom
4–9 Oct
4.89 out of 5 average rating, 551 reviews
Top guest favourite
Home in Winchester
Cooper's Casita in Wine Country
1 bedroom, 1 bed, 1 bathroom
28 Sept – 3 Oct
4.98 out of 5 average rating, 396 reviews
Guest favourite
Home in Winchester
6BR｜Pool&SPA｜Mini Golf｜Sauna｜10 Min to Winery
6 bedrooms, 11 beds, 3 bathrooms
13–18 Sept
4.98 out of 5 average rating, 44 reviews
Guest favourite
Home in Winchester
Vineyard Poolside Retreat
4 bedrooms, 4 beds, 2 bathrooms
18–23 Sept
4.89 out of 5 average rating, 70 reviews
Top guest favourite
Guest house in Winchester
The Wine Down Courtyard
1 bedroom, 2 beds, 1 bathroom
14–19 Sept
4.94 out of 5 average rating, 126 reviews
Guest favourite
Room in Winchester
Cozy Private Casita
1 bathroom
7–12 Sept
4.92 out of 5 average rating, 393 reviews
Top guest favourite
Guest suite in Winchester
Cozy Casita Getaway
1 bedroom, 1 queen bed, 1 bathroom
6–11 Sept
5.0 out of 5 average rating, 17 reviews
Bungalow in Winchester
Modern & Spacious Single-Story Home
4 bedrooms, 4 beds, 3 bathrooms
5–10 Oct
Superhost
Home in Winchester
Luxury Wine Country Retreatl Pool Spa & Game Room
4 bedrooms, 7 beds, 3 bathrooms
25–30 Oct
4.88 out of 5 average rating, 141 reviews
Top guest favourite
Guest suite in Winchester
TaTa Darling Luxury Wine Country Retreat Near Lake
1 bedroom, 3 beds, 1 bathroom
13–18 Sept
4.94 out of 5 average rating, 68 reviews
Top guest favourite
Home in Menifee
Lakefront Oasis Short&Mid-TermRent
3 bedrooms, 3 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 14 reviews
Superhost
Flat in Winchester
The Cozy Vineyard Studio
1 queen bed, 1 bathroom
9–14 Sept
New place to stay
Guest favourite
Home in Winchester
Getaway to Temecula wineries w/ spa and pool table
4 bedrooms, 7 beds, 2.5 bathrooms
13–18 Sept
4.91 out of 5 average rating, 67 reviews
Home in Menifee
Private 1BR/1BA cottage with private garage entry
1 bedroom, 1 king bed, 1 bathroom
11–16 Sept
5.0 out of 5 average rating, 3 reviews