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Search results; Over 1,000 homes in Winchester

Top guest favourite
Guest suite in Winchester
Ranch/Separate Private 2 Bdrm Suite w/Patio
2 bedrooms, 3 beds, 1 private bathroom
28 Jul – 2 Aug
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4.96 out of 5 average rating, 251 reviews
Home in Winchester
Winchester Place
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 5 beds, 2.5 bathrooms
2–7 Aug
Superhost
Home in Winchester
Resort Pool & Spa. Temecula Wine Country Close.
4 bedrooms, 4 beds, 2 bathrooms
2–7 Aug
Top guest favourite
Place to stay in Winchester
Downstairs guestroom with private bathroom
4.9 out of 5 average rating, 543 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Aug
Guest favourite
Room in Winchester
Cozy Private Casita
4.92 out of 5 average rating, 381 reviews, 1 bathroom
19–24 Jul
Superhost
Home in Winchester
Stunning Temecula Wine Country Oasis|Pool|Gameroom
4.88 out of 5 average rating, 136 reviews, 4 bedrooms, 7 beds, 3 bathrooms
16–21 Aug
Guest favourite
Home in Winchester
6BR｜Pool&SPA｜Mini Golf｜Sauna｜10 Min to Winery
4.97 out of 5 average rating, 36 reviews, 6 bedrooms, 11 beds, 3 bathrooms
2–7 Aug
Guest favourite
Home in Winchester
Vineyard Poolside Retreat
4.88 out of 5 average rating, 66 reviews, 4 bedrooms, 4 beds, 2 bathrooms
9–14 Aug
Home in Winchester
French Valley Cozy Retreat
New place to stay, 4 bedrooms, 5 beds, 3 bathrooms
26–31 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
27 Jul – 1 Aug
Top guest favourite
Home in Winchester
Temecula Wine Country Home with Pool, Spa, & more!
4.97 out of 5 average rating, 35 reviews, 3 bedrooms, 7 beds, 2.5 bathrooms
16–21 Aug
Superhost
Room in Winchester
Private room/shared bath
4.89 out of 5 average rating, 79 reviews, 1 queen bed, 1 bathroom
27 Jul – 1 Aug
Rooms in Winchester
Spacious Master Suite with 2 rooms & private bath
4.81 out of 5 average rating, 31 reviews, 2 bedrooms, 2 king beds, 1 bathroom
19–24 Jul
Guest favourite
Home in Winchester
5 Bedroom Home Just Minutes From Wine Country.
4.95 out of 5 average rating, 88 reviews, 5 bedrooms, 6 beds, 3 bathrooms
8–13 Aug
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
Guest favourite
Home in Winchester
Sip and Swim Minutes From Temecula's Wine Country
4.94 out of 5 average rating, 95 reviews, 5 bedrooms, 7 beds, 3.5 bathrooms
16–21 Aug
Top guest favourite
Guest suite in Winchester
TaTa Darling Luxury Wine Country Retreat Near Lake
4.95 out of 5 average rating, 62 reviews, 1 bedroom, 3 beds, 1 bathroom
19–24 Jul
Top guest favourite
Guest house in Winchester
The Wine Down Courtyard
4.94 out of 5 average rating, 117 reviews, 1 bedroom, 2 beds, 1 bathroom
23–28 Aug
Guest favourite
Home in Menifee
La Casa Bonita: Stay in Style
4.92 out of 5 average rating, 79 reviews, 1 bedroom, 1 bed, 1 bathroom
25–30 Jul