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Search results; Over 1,000 homes in Windsor

Superhost

Apartment in Windsor

Perfect Friends and Family Getaway Instant Book

2 bedrooms, 4 beds, 2 bathrooms

7–12 Aug

$2,242 SGD for 5 nights

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4.87 out of 5 average rating, 31 reviews

Home in Windsor

The Gilded Bungalow • walk to town green • hot tub

3 bedrooms, 3 beds

25–30 Jul

$4,218 SGD for 5 nights

5.0 out of 5 average rating, 4 reviews

Top guest favourite

Room in Windsor

Rivermind, a Wine Country Retreat #1

1 queen bed

19–24 Jul

$791 SGD for 5 nights

4.93 out of 5 average rating, 163 reviews

Guest favourite

Rooms in Windsor

Two-room suite for 1-4 guests

2 bedrooms, 2 queen beds

26–31 Jul

$1,091 SGD for 5 nights

4.94 out of 5 average rating, 47 reviews

Top guest favourite

Room in Windsor

Wine Country Stay

1 queen bed

26–31 Jul

$631 SGD for 5 nights

4.9 out of 5 average rating, 210 reviews

Apartment in Windsor

WorldMark Windsor Two-Bedroom Condo

2 bedrooms, 3 beds

8–13 Aug

Extended stay discount

4.37 out of 5 average rating, 51 reviews

Top guest favourite

Home in Windsor

Casa de la Esperanza: 1890s Gem - Hot Tub - 5BD/3BA

5 bedrooms, 6 beds

17–22 Jul

5.0 out of 5 average rating, 77 reviews

Top guest favourite

Home in Windsor

Wine Country Retreat: Pool, Hot Tub, Views & EV

4 bedrooms, 6 beds

18–23 Jul

4.98 out of 5 average rating, 65 reviews

Guest favourite

Home in Windsor

Spacious Windsor Retreat | 4BR Home w/ Patio & BBQ

4 bedrooms, 5 beds

19–24 Jul

$2,690 SGD for 5 nights

5.0 out of 5 average rating, 7 reviews

Guest favourite

Treehouse in Bodega Bay

Eagle's Nest Treehouse Farm Stay

1 bedroom, 1 queen bed

10–15 Oct

$3,214 SGD for 5 nights

4.95 out of 5 average rating, 226 reviews

Flat in Windsor

Relax in Wine Country | Resort 2BR Condo

2 bedrooms, 3 beds

26–31 Jul

$1,446 SGD for 5 nights

New place to stay

Top guest favourite

Home in Windsor

Gorgeous Victorian in the HEART of Windsor

3 bedrooms, 3 beds

22–27 Aug

$3,646 SGD for 5 nights

4.99 out of 5 average rating, 132 reviews

Top guest favourite

Home in Healdsburg

10-Acre Vineyard Cottage w/Hot Tub + Bocce Court

2 bedrooms, 3 queen beds

25–30 Oct

$3,072 SGD for 5 nights

5.0 out of 5 average rating, 254 reviews

Guest favourite

Home in Windsor

Winelight Vineyard Home With Spa

2 bedrooms, 2 beds

9–14 Aug

$1,787 SGD for 5 nights

4.96 out of 5 average rating, 442 reviews

Home in Windsor

Adventures surround this charming 2bedroom home.

2 bedrooms, 5 beds

19–24 Jul

$1,630 SGD for 5 nights

4.79 out of 5 average rating, 70 reviews

Flat in Windsor

Enjoy Wine Country

2 bedrooms, 4 beds

23–28 Aug

$1,345 SGD for 5 nights

Top guest favourite

Farm stay in Healdsburg

Gracianna Winery Vineyard Loft - Farm Stay

1 king bed

27 Oct – 1 Nov

$1,910 SGD for 5 nights

4.97 out of 5 average rating, 690 reviews

Guest favourite

Home in Santa Rosa

Sonoma Wine Retreat | BBQ • 3 Ensuite Baths

3 bedrooms, 3 beds

19–24 Jul

$2,124 SGD for 5 nights

4.93 out of 5 average rating, 259 reviews

Superhost

Home in Santa Rosa

The Retreat at Mount Taylor, by Vinifera Homes

4 bedrooms, 5 beds

2–7 Aug

$2,710 SGD for 5 nights

5.0 out of 5 average rating, 4 reviews