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
5–10 Jul
,
4.95 out of 5 average rating, 168 reviews
Top guest favourite
Place to stay in Winchester
Downstairs guestroom with private bathroom
1 bedroom, 1 queen bed, 1 bathroom
22–27 Jul
4.9 out of 5 average rating, 539 reviews
Superhost
Room in Winchester
Private room/shared bath
1 queen bed, 1 bathroom
6–11 Jul
4.88 out of 5 average rating, 76 reviews
Top guest favourite
Guest suite in Winchester
Ranch/Separate Private 2 Bdrm Suite w/Patio
2 bedrooms, 3 beds, 1 bathroom
19–24 Jul
4.96 out of 5 average rating, 249 reviews
Top guest favourite
Home in Winchester
Cooper's Casita in Wine Country
1 bedroom, 1 bed, 1 bathroom
21–26 Jul
4.98 out of 5 average rating, 392 reviews
Top guest favourite
Guest house in Winchester
The Wine Down Courtyard
1 bedroom, 2 beds, 1 bathroom
26–31 Jul
4.95 out of 5 average rating, 113 reviews
Guest favourite
Room in Winchester
Cozy Private Casita
1 bathroom
12–17 Jul
4.92 out of 5 average rating, 379 reviews
Top guest favourite
Home in Winchester
Temecula Wine Country Home with Pool, Spa, & more!
3 bedrooms, 7 beds, 2.5 bathrooms
26–31 Jul
4.97 out of 5 average rating, 31 reviews
Guest favourite
Home in Winchester
Vineyard Poolside Retreat
4 bedrooms, 4 beds, 2 bathrooms
12–17 Jul
4.88 out of 5 average rating, 65 reviews
Top guest favourite
Guest suite in Winchester
TaTa Darling Luxury Wine Country Retreat Near Lake
1 bedroom, 3 beds, 1 bathroom
12–17 Jul
4.95 out of 5 average rating, 59 reviews
Guest favourite
Place to stay in Winchester
Private room with mountain views, near wineries
1 bedroom, 1 queen bed, 1 bathroom
5–10 Jul
4.85 out of 5 average rating, 54 reviews
Guest favourite
Home in Winchester
Luxury Oasis with Courtyard, Gazebo & 5 Suites
5 bedrooms, 6 beds, 5.5 bathrooms
1–6 Jul
5.0 out of 5 average rating, 5 reviews
Guest suite in Winchester
Casita + private bath & entrance, King bed, winery
1 bedroom, 1 king bed, 1 bathroom
1–6 Jul
4.74 out of 5 average rating, 92 reviews
Guest favourite
Home in Winchester
6BR｜Pool&SPA｜Mini Golf｜Sauna｜10 Min to Winery
6 bedrooms, 11 beds, 3 bathrooms
2–7 Aug
4.97 out of 5 average rating, 34 reviews
Superhost
Home in Winchester
Resort Pool & Spa. Temecula Wine Country Close.
4 bedrooms, 4 beds, 2 bathrooms
2–7 Aug
New place to stay
Place to stay in Winchester
Win5,Queen bed, private bathroom, tv, fridge
1 bedroom, 1 bed, 1 bathroom
1–8 Sept
5.0 out of 5 average rating, 4 reviews
Guest suite in Winchester
Guest suite with private entrance, near wineries
1 bedroom, 1 king bed, 1 bathroom
1–6 Jul
4.77 out of 5 average rating, 78 reviews
Guest favourite
Place to stay in Murrieta
Friendly Place to Visit
2 bedrooms, 1 queen bed, 2 bathrooms
29 Jul – 3 Aug
4.91 out of 5 average rating, 161 reviews
Guest favourite
Guest house in Menifee
Guest suite in Menifee
2 beds, 1 bathroom
1–6 Jul
5.0 out of 5 average rating, 37 reviews