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Search results; Over 1,000 homes in Windsor

Apartment in Windsor
WorldMark Windsor One-Bedroom Condo
1 bedroom, 1 king bed
16–21 Aug
4.69 out of 5 average rating, 32 reviews
Top guest favourite
Room in Windsor
Rivermind, a Wine Country Retreat #1
1 queen bed
12–17 Jul
4.93 out of 5 average rating, 162 reviews
Top guest favourite
Room in Windsor
Wine Country Stay
1 queen bed
26–31 Jul
4.9 out of 5 average rating, 210 reviews
Home in Windsor
The Gilded Bungalow • walk to town green • hot tub
3 bedrooms, 3 beds
10–15 Jul
5.0 out of 5 average rating, 3 reviews
Resort in Windsor
A Cozy Studio unit in Beautiful CA Wine Country!
1 queen bed
2–7 Aug
4.86 out of 5 average rating, 7 reviews
Top guest favourite
Room in Santa Rosa
Private room & bath in lovely family home
1 queen bed
6–11 Sept
4.96 out of 5 average rating, 145 reviews
Guest favourite
Rooms in Windsor
Two-room suite for 1-4 guests
2 bedrooms, 2 queen beds
19–24 Jul
4.93 out of 5 average rating, 46 reviews
Guest favourite
Townhouse in Windsor
Wine and Golf Paradise in Windsor, CA (#2)
2 bedrooms, 3 beds
12–17 Jul
4.92 out of 5 average rating, 74 reviews
Guest favourite
Serviced apartment in Windsor
Windsor 3 Bed/2Bath Condo ~Pool~Hot Tub~Gym
3 bedrooms, 5 beds
23–28 Aug
4.91 out of 5 average rating, 95 reviews
Guest favourite
Home in Windsor
Spacious Windsor Retreat | 4BR Home w/ Patio & BBQ
4 bedrooms, 5 beds
10–15 Jul
5.0 out of 5 average rating, 6 reviews
Guest favourite
Home in Santa Rosa
Centrally Located, Modern Wine Country Estate
3 bedrooms, 4 beds
19–24 Jul
4.94 out of 5 average rating, 231 reviews
Guest favourite
Apartment in Windsor
Sip, Taste, Hot Tub - Repeat - 2 Bdrm Condo-Slps 6
2 bedrooms, 4 beds
3–8 Aug
4.89 out of 5 average rating, 57 reviews
Guest favourite
Serviced apartment in Windsor
Windsor/Sonoma 2 Bed/2 Bath Condo Resort~Pool~
2 bedrooms, 3 beds
23–28 Aug
4.89 out of 5 average rating, 70 reviews
Guest favourite
Flat in Windsor
Wine Country Sonoma Windsor 2 Bedroom Sleeps 6!
2 bedrooms, 4 beds
29 Jul – 3 Aug
4.92 out of 5 average rating, 13 reviews
Top guest favourite
Flat in Santa Rosa
Private Getaway in West Santa Rosa
1 bedroom, 2 beds
31 Aug – 5 Sept
4.97 out of 5 average rating, 885 reviews
Top guest favourite
Room in Santa Rosa
Willowside House
1 queen bed
12–17 Aug
4.95 out of 5 average rating, 176 reviews
Top guest favourite
Room in Santa Rosa
Cozy Wine Country Escape
1 queen bed
28 Jul – 2 Aug
4.95 out of 5 average rating, 187 reviews
Top guest favourite
Home in Healdsburg
Healdsburg Wine Retreat • Tasting Perks • FirePit
2 bedrooms, 3 beds
17–22 Oct
4.96 out of 5 average rating, 96 reviews