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Search results; Over 1,000 homes in Windsor

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Apartment in Windsor

WorldMark Windsor Two-Bedroom Condo

2 bedrooms, 3 beds, 2 bathrooms

1–6 Oct

Extended stay discount

4.41 out of 5 average rating, 54 reviews

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Top guest favourite

Home in Windsor

Pink kitchen • karaoke lounge • hot tub • walkable

3 bedrooms, 3 beds, 2.5 bathrooms

12–17 Oct

$3,574 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 10 reviews

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Superhost

Home in Windsor

Wine Country Escape | Hot Tub & Fire Pit

3 bedrooms, 7 beds, 2 bathrooms

25–30 Oct

$2,951 SGD for 5 nights

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Top guest favourite

Home in Windsor

Gorgeous Victorian in the HEART of Windsor

3 bedrooms, 3 beds, 2 bathrooms

16–21 Nov

$3,175 SGD for 5 nights

Free cancellation

4.99 out of 5 average rating, 135 reviews

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Top guest favourite

Home in Windsor

Casa de la Esperanza:1890s Gem - Hot Tub

5 bedrooms, 6 beds, 3 bathrooms

1–6 Oct

$4,502 SGD for 5 nights

5.0 out of 5 average rating, 83 reviews

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Top guest favourite

Room in Windsor

Wine Country Stay

1 queen bed, 1 bathroom

5–10 Oct

$603 SGD for 5 nights

Free cancellation

4.9 out of 5 average rating, 214 reviews

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Top guest favourite

Home in Windsor

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

4 bedrooms, 6 beds, 3 bathrooms

4–9 Oct

4.99 out of 5 average rating, 73 reviews

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Guest favourite

Rooms in Windsor

Two-room suite for 1-4 guests

2 bedrooms, 2 queen beds, 1 bathroom

25–30 Oct

$967 SGD for 5 nights

Free cancellation

4.93 out of 5 average rating, 55 reviews

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Guest favourite

Home in Windsor

Gourmet Kitchen in Wine Country w/Hot Tub + Office

4 bedrooms, 7 beds, 2.5 bathrooms

4–9 Oct

$7,833 SGD for 5 nights

4.95 out of 5 average rating, 116 reviews

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Top guest favourite

Home in Windsor

Winelight Vineyard Home With Spa

2 bedrooms, 2 beds, 1 bathroom

5–10 Oct

$1,799 SGD for 5 nights

4.96 out of 5 average rating, 445 reviews

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Home in Windsor

Adventures surround this charming 2bedroom home.

2 bedrooms, 5 beds, 2 bathrooms

4–9 Oct

$1,622 SGD for 5 nights

4.77 out of 5 average rating, 75 reviews

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Guest favourite

Room in Windsor

Rivermind, a Wine Country Retreat #1

1 queen bed, 1 bathroom

5–10 Oct

$767 SGD for 5 nights

Free cancellation

4.93 out of 5 average rating, 172 reviews

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Resort in Windsor

Beautiful Windsor Resort - Spacious 1 Bedroom Unit

1 bedroom, 2 beds, 1 bathroom

26–31 Oct

$971 SGD for 5 nights

4.82 out of 5 average rating, 11 reviews

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Guest favourite

Townhouse in Windsor

Wine and Golf Paradise in Windsor, CA (#2)

2 bedrooms, 3 beds, 2 bathrooms

11–16 Oct

$1,612 SGD for 5 nights

4.93 out of 5 average rating, 80 reviews

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Guest favourite

Home in Santa Rosa

Centrally Located, Modern Wine Country Estate

3 bedrooms, 4 beds, 2.5 bathrooms

18–23 Oct

$1,704 SGD for 5 nights

Free cancellation

4.94 out of 5 average rating, 242 reviews

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Guest favourite

Room in Windsor

Tranquil vineyard retreat

1 queen bed, 1 bathroom

1–6 Oct

$1,365 SGD for 5 nights

Free cancellation

4.98 out of 5 average rating, 51 reviews

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Superhost

Home in Windsor

Wine Country Home | Hot Tub | 5BR Near Healdsburg

5 bedrooms, 5 beds, 3 bathrooms

28 Nov – 3 Dec

$3,991 SGD for 5 nights

Free cancellation

4.82 out of 5 average rating, 160 reviews

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Resort in Windsor

A Cozy Studio unit in Beautiful CA Wine Country!

1 queen bed, 1 bathroom

25–30 Oct

$803 SGD for 5 nights

4.78 out of 5 average rating, 9 reviews