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Search results; Over 1,000 homes in Windsor

Guest favourite
Apartment in Windsor
Sip, Taste, Hot Tub - Repeat - 2 Bdrm Condo-Slps 6
2 bedrooms, 4 beds, 2 private bathrooms
23–28 Aug
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4.9 out of 5 average rating, 58 reviews
Top guest favourite
Room in Windsor
Rivermind, a Wine Country Retreat #1
1 queen bed
9–14 Aug
4.93 out of 5 average rating, 165 reviews
Apartment in Windsor
WorldMark Windsor One-Bedroom Condo
1 bedroom, 1 king bed
16–21 Aug
4.71 out of 5 average rating, 34 reviews
Top guest favourite
Home in Windsor
The Gilded Bungalow • walk to town green • hot tub
3 bedrooms, 3 beds
16–21 Aug
5.0 out of 5 average rating, 6 reviews
Guest favourite
Room in Windsor
Wine Country Stay
1 queen bed
23–28 Aug
4.9 out of 5 average rating, 212 reviews
Guest favourite
Rooms in Windsor
Two-room suite for 1-4 guests
2 bedrooms, 2 queen beds
22–27 Aug
4.94 out of 5 average rating, 49 reviews
Top guest favourite
Room in Santa Rosa
Willowside House
1 queen bed
9–14 Sept
4.96 out of 5 average rating, 182 reviews
Top guest favourite
Guest suite in Forestville
Cozy & Sweet Redwood Retreat
1 bedroom, 1 queen bed
15–20 Sept
4.99 out of 5 average rating, 88 reviews
Guest favourite
Home in Windsor
Spacious Windsor Retreat | 4BR Home w/ Patio & BBQ
4 bedrooms, 5 beds
9–14 Aug
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Healdsburg
Healdsburg Garden House
3 bedrooms, 4 beds
13–18 Sept
4.93 out of 5 average rating, 653 reviews
Room in Santa Rosa
Golf Course Sanctuary-Designed for Travel Nurses
1 queen bed
30 Sept – 5 Oct
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Santa Rosa
Amazing Santa Rosa Wine Escape Home
2 bedrooms, 3 beds
16–21 Aug
4.95 out of 5 average rating, 153 reviews
Guest favourite
Room in Santa Rosa
Small Sunny Room in Historic McDonald Neighborhood
1 queen bed
10–15 Aug
4.85 out of 5 average rating, 486 reviews
Top guest favourite
Cottage in Occidental
The Perch - Outdoor Clawfoot Tub
1 bedroom, 1 queen bed
27 Sept – 2 Oct
4.95 out of 5 average rating, 841 reviews
Top guest favourite
Home in Windsor
Winelight Vineyard Home With Spa
2 bedrooms, 2 beds
15–20 Aug
4.96 out of 5 average rating, 444 reviews
Guest favourite
Home in Healdsburg
Bermudes Family Vineyard View Healdsburg House
2 bedrooms, 4 beds
9–14 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Flat in Healdsburg
Bucher Vineyard Studio
1 bedroom, 1 queen bed
8–13 Aug
4.99 out of 5 average rating, 130 reviews
Top guest favourite
Home in Healdsburg
Healdsburg 2br Cottage with Private Yard!
2 bedrooms, 2 beds
16–21 Aug
4.92 out of 5 average rating, 152 reviews
Guest favourite
Home in Santa Rosa
Centrally Located, Modern Wine Country Estate
3 bedrooms, 4 beds
6–11 Sept
4.94 out of 5 average rating, 234 reviews