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Search results; Over 1,000 homes in Winchester

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Superhost
Home in Winchester
Luxury Wine Country Retreatl Pool Spa & Game Room
4 bedrooms, 7 beds, 3 bathrooms
25–30 Oct
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4.88 out of 5 average rating, 142 reviews
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Superhost
Home in Winchester
Resort Pool & Spa. Temecula Wine Country Close.
4 bedrooms, 4 beds
4–9 Oct
5.0 out of 5 average rating, 8 reviews
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Top guest favourite
Guest suite in Winchester
Ranch/Separate Private 2 Bdrm Suite w/Patio
2 bedrooms, 3 beds
13–18 Oct
4.96 out of 5 average rating, 257 reviews
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Top guest favourite
Home in Winchester
Winchester Place: Temecula Wine Tour/ Pechanga
3 bedrooms, 5 beds
18–23 Oct
5.0 out of 5 average rating, 19 reviews
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Top guest favourite
Home in Winchester
Temecula Wine Country Home with Pool, Spa, & more!
3 bedrooms, 7 beds
1–6 Oct
4.98 out of 5 average rating, 52 reviews
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Guest favourite
Home in Winchester
Vineyard Poolside Retreat
4 bedrooms, 5 beds
1–6 Oct
4.89 out of 5 average rating, 74 reviews
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Top guest favourite
Guest house in Winchester
The Wine Down Courtyard
1 bedroom, 2 beds
12–17 Oct
4.95 out of 5 average rating, 130 reviews
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Guest favourite
Place to stay in Winchester
Downstairs guestroom with private bathroom
1 bedroom, 1 queen bed
4–9 Oct
4.89 out of 5 average rating, 551 reviews
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Bungalow in Winchester
Modern & Spacious Single-Story Home
4 bedrooms, 4 beds
5–10 Oct
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Guest suite in Winchester
TaTa Darling Luxury Wine Country Retreat Near Lake
1 bedroom, 3 beds
4–9 Oct
4.94 out of 5 average rating, 70 reviews
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Guest favourite
Room in Winchester
Cozy Private Casita
24–29 Oct
4.92 out of 5 average rating, 396 reviews
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Top guest favourite
Home in Winchester
5 Bedroom Home Just Minutes From Wine Country.
5 bedrooms, 6 beds
3–8 Oct
4.96 out of 5 average rating, 96 reviews
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Guest favourite
Home in Winchester
6BR｜Pool&SPA｜Mini Golf｜Sauna｜10 Min to Winery
6 bedrooms, 11 beds
4–9 Oct
4.98 out of 5 average rating, 45 reviews
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Guest favourite
Home in Winchester
French Valley Cozy Retreat
4 bedrooms, 5 beds
12–17 Oct
5.0 out of 5 average rating, 6 reviews
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Guest suite in Winchester
Suite with private entrance near wine country.
1 bedroom, 1 queen bed
1–6 Oct
4.63 out of 5 average rating, 145 reviews
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Guest favourite
Guest house in Homeland
Oasis Resort
1 bedroom, 3 beds
5–10 Oct
5.0 out of 5 average rating, 24 reviews
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Top guest favourite
Home in Winchester
Cooper's Casita in Wine Country
1 bedroom, 1 bed
28 Oct – 2 Nov
4.98 out of 5 average rating, 398 reviews
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Flat in Winchester
The Vineyard
2 bedrooms, 2 beds
1–6 Oct
4.25 out of 5 average rating, 65 reviews
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Superhost
Flat in Winchester
The Cozy Vineyard Studio
1 queen bed
1–6 Oct
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