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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, 250 reviews
Superhost
Home in Winchester
Resort Pool & Spa. Temecula Wine Country Close.
4 bedrooms, 4 beds
2–7 Aug
Home in Winchester
Winchester Place
3 bedrooms, 5 beds
2–7 Aug
New place to stay
Top guest favourite
Place to stay in Winchester
Downstairs guestroom with private bathroom
1 bedroom, 1 queen bed
1–6 Aug
4.9 out of 5 average rating, 542 reviews
Guest favourite
Room in Winchester
Cozy Private Casita
19–24 Jul
4.92 out of 5 average rating, 381 reviews
Guest favourite
Home in Winchester
Vineyard Poolside Retreat
4 bedrooms, 4 beds
27 Jul – 1 Aug
4.88 out of 5 average rating, 66 reviews
Guest favourite
Home in Winchester
6BR｜Pool&SPA｜Mini Golf｜Sauna｜10 Min to Winery
6 bedrooms, 11 beds
2–7 Aug
4.97 out of 5 average rating, 36 reviews
Top guest favourite
Home in Winchester
Temecula Wine Country Home with Pool, Spa, & more!
3 bedrooms, 7 beds
3–8 Aug
4.97 out of 5 average rating, 33 reviews
Top guest favourite
Home in Winchester
Cooper's Casita in Wine Country
1 bedroom, 1 bed
21–26 Jul
4.98 out of 5 average rating, 392 reviews
Guest favourite
Home in Winchester
Wine Country Resort - Close to Wineries
5 bedrooms, 8 beds
23–28 Aug
4.86 out of 5 average rating, 36 reviews
Guest favourite
Home in Winchester
Sip and Swim Minutes From Temecula's Wine Country
5 bedrooms, 7 beds
16–21 Aug
4.94 out of 5 average rating, 95 reviews
Top guest favourite
Home in Winchester
5 Bedroom Home Just Minutes From Wine Country.
5 bedrooms, 6 beds
8–13 Aug
4.95 out of 5 average rating, 87 reviews
Superhost
Home in Winchester
Stunning Temecula Wine Country Oasis|Pool|Gameroom
4 bedrooms, 7 beds
23–28 Aug
4.87 out of 5 average rating, 134 reviews
Superhost
Room in Winchester
Private Room/ Shared Bath
1 bed
16–21 Jul
4.96 out of 5 average rating, 74 reviews
Home in Menifee
Entire Home in Menifee
4 bedrooms, 9 beds
2–7 Aug
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Menifee
La Casa Bonita: Stay in Style
1 bedroom, 1 bed
25–30 Jul
4.94 out of 5 average rating, 78 reviews
Top guest favourite
Guest suite in Winchester
TaTa Darling Luxury Wine Country Retreat Near Lake
1 bedroom, 3 beds
19–24 Jul
4.95 out of 5 average rating, 60 reviews
Guest favourite
Home in Winchester
Luxury Oasis with Courtyard, Gazebo & 5 Suites
5 bedrooms, 6 beds
13–18 Jul
5.0 out of 5 average rating, 7 reviews
Guest favourite
Home in Winchester
Getaway to Temecula wineries w/ spa and pool table
4 bedrooms, 7 beds
16–21 Aug
4.92 out of 5 average rating, 62 reviews