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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 Jul

$996 SGD for 5 nights

,

4.95 out of 5 average rating, 168 reviews

Superhost

Room in Winchester

Private room/shared bath

1 queen bed, 1 bathroom

6–11 Jul

$349 SGD for 5 nights

4.88 out of 5 average rating, 77 reviews

Top guest favourite

Place to stay in Winchester

Downstairs guestroom with private bathroom

1 bedroom, 1 queen bed, 1 bathroom

22–27 Jul

$364 SGD for 5 nights

4.9 out of 5 average rating, 540 reviews

Top guest favourite

Guest suite in Winchester

Ranch/Separate Private 2 Bdrm Suite w/Patio

2 bedrooms, 3 beds, 1 bathroom

28 Jul – 2 Aug

$853 SGD for 5 nights

4.96 out of 5 average rating, 250 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

Home in Winchester

Cooper's Casita in Wine Country

1 bedroom, 1 bed, 1 bathroom

21–26 Jul

$937 SGD for 5 nights

4.98 out of 5 average rating, 392 reviews

Guest suite in Winchester

Suite with private entrance near wine country.

1 bedroom, 1 queen bed, 1 bathroom

10–15 Jul

$839 SGD for 5 nights

4.65 out of 5 average rating, 140 reviews

Home in Winchester

Winchester Place

3 bedrooms, 5 beds, 2.5 bathrooms

11–16 Jul

$1,750 SGD for 5 nights

New place to stay

Top guest favourite

Guest suite in Winchester

TaTa Darling Luxury Wine Country Retreat Near Lake

1 bedroom, 3 beds, 1 bathroom

12–17 Jul

$1,257 SGD for 5 nights

4.95 out of 5 average rating, 59 reviews

Top guest favourite

Guest house in Winchester

The Wine Down Courtyard

1 bedroom, 2 beds, 1 bathroom

24–29 Jul

$737 SGD for 5 nights

4.94 out of 5 average rating, 114 reviews

Guest favourite

Room in Winchester

Cozy Private Casita

1 bathroom

12–17 Jul

$574 SGD for 5 nights

4.92 out of 5 average rating, 379 reviews

Top guest favourite

Guest suite in Murrieta

Private Studio close to Temecula Wine Country.

1 bed, 1 bathroom

19–24 Jul

$693 SGD for 5 nights

4.9 out of 5 average rating, 293 reviews

Place to stay in Menifee

Private Casita Near Temecula Wine Country

1 bedroom, 2 beds, 1 bathroom

19–24 Aug

$844 SGD for 5 nights

New place to stay

Room in Winchester

Private bedroom with great view, close to wineries

1 queen bed, 1 bathroom

6–11 Jul

$324 SGD for 5 nights

4.82 out of 5 average rating, 39 reviews

Place to stay in Winchester

Master suite+bath, Panoramic View! Close to winery

1 bedroom, 1 king bed, 1 bathroom

6–11 Jul

$477 SGD for 5 nights

4.88 out of 5 average rating, 160 reviews

Top guest favourite

Home in Winchester

Temecula Wine Country Home with Pool, Spa, & more!

3 bedrooms, 7 beds, 2.5 bathrooms

3–8 Aug

$3,496 SGD for 5 nights

4.97 out of 5 average rating, 32 reviews

Guest favourite

Home in Winchester

Luxury Oasis with Courtyard, Gazebo & 5 Suites

5 bedrooms, 6 beds, 5.5 bathrooms

12–17 Jul

$3,929 SGD for 5 nights

5.0 out of 5 average rating, 6 reviews

Guest favourite

Place to stay in Murrieta

Friendly Place to Visit

2 bedrooms, 1 queen bed, 2 bathrooms

12–17 Jul

$594 SGD for 5 nights

4.91 out of 5 average rating, 161 reviews

Guest favourite

Guest house in Menifee

Guest suite in Menifee

2 beds, 1 bathroom

12–17 Jul

$905 SGD for 5 nights

5.0 out of 5 average rating, 37 reviews