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Search results; Over 1,000 homes in Windsor

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Apartment in Windsor
WorldMark Windsor, CA
2 bedrooms, 4 beds, 2 private bathrooms
19–24 Sept
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4.84 out of 5 average rating, 57 reviews
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Apartment in Windsor
WorldMark Windsor One-Bedroom Condo
1 king bed
25–30 Sept
4.71 out of 5 average rating, 35 reviews
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Top guest favourite
Home in Windsor
Pink kitchen • karaoke lounge • hot tub • walkable
3 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 9 reviews
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Resort in Windsor
Beautiful Windsor Resort - Spacious 1 Bedroom Unit
2 beds
25–30 Oct
4.82 out of 5 average rating, 11 reviews
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Top guest favourite
Home in Windsor
Gorgeous Victorian in the HEART of Windsor
3 beds
27 Sept – 2 Oct
4.99 out of 5 average rating, 135 reviews
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Top guest favourite
Home in Windsor
Wine Country Retreat: Pool, Hot Tub, Views & EV
6 beds
27 Sept – 2 Oct
4.99 out of 5 average rating, 73 reviews
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Guest favourite
Room in Windsor
Stay with Lizz
Two-room suite for 1-4 guests
25–30 Oct
4.93 out of 5 average rating, 54 reviews
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Top guest favourite
Home in Windsor
Casa de la Esperanza: 1890s Gem - Hot Tub
6 beds
20–25 Sept
5.0 out of 5 average rating, 81 reviews
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Guest favourite
Townhouse in Windsor
Wine and Golf Paradise in Windsor, CA (#1)
4 beds
11–16 Oct
4.88 out of 5 average rating, 105 reviews
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Top guest favourite
Home in Windsor
Winelight Vineyard Home With Spa
2 beds
27 Sept – 2 Oct
4.96 out of 5 average rating, 445 reviews
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Guest favourite
Flat in Windsor
Windsor/Sonoma 2 Bed/2 Bath Condo Resort ~ Pool ~
3 beds
20–25 Sept
4.89 out of 5 average rating, 73 reviews
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Top guest favourite
Home in Healdsburg
Vineyard View Retreat • Fire Pit • Wine Perks
3 beds
16–21 Nov
4.96 out of 5 average rating, 98 reviews
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Flat in Windsor
Enjoy Wine Country
1 queen bed
27 Sept – 2 Oct
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Top guest favourite
Room in Windsor
Stay with Shelly
Wine Country Stay
19–24 Sept
4.9 out of 5 average rating, 214 reviews
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Guest favourite
Home in Windsor
Gourmet Kitchen in Wine Country w/Hot Tub + Office
7 beds
4–9 Oct
4.95 out of 5 average rating, 116 reviews
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Superhost
Flat in Windsor
Windsor 2 Bed/2 Bath Condo ~Pool~Hot Tub~Gym
4 beds
20–25 Sept
4.86 out of 5 average rating, 202 reviews
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Guest favourite
Room in Windsor
Stay with Marianne
Rivermind, a Wine Country Retreat #1
5–10 Oct
4.93 out of 5 average rating, 171 reviews
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Resort in Windsor
A Cozy Studio unit in Beautiful CA Wine Country!
1 queen bed
27 Sept – 2 Oct
4.78 out of 5 average rating, 9 reviews
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Superhost
Home in Healdsburg
Wine Country Gem | Pool | Hot tub | BBQ
7 beds
4–9 Oct
4.96 out of 5 average rating, 67 reviews