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Search results; Over 1,000 homes in Windsor

Guest favourite
Serviced apartment in Windsor
One-Bedroom Condo at Beautiful Resort *Amenities!*
1 bedroom, 2 beds, 1 private bathroom
26–31 Jul
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4.95 out of 5 average rating, 41 reviews
Home in Windsor
The Gilded Bungalow • walk to town green • hot tub
3 bedrooms, 3 beds, 2.5 bathrooms
25–30 Jul
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Room in Windsor
Rivermind, a Wine Country Retreat #1
1 queen bed, 1 bathroom
19–24 Jul
4.93 out of 5 average rating, 162 reviews
Guest favourite
Rooms in Windsor
Two-room suite for 1-4 guests
2 bedrooms, 2 queen beds, 1 bathroom
19–24 Jul
4.93 out of 5 average rating, 46 reviews
Apartment in Windsor
WorldMark Windsor Two-Bedroom Condo
2 bedrooms, 3 beds, 2 bathrooms
8–13 Aug
4.37 out of 5 average rating, 51 reviews
Top guest favourite
Room in Windsor
Wine Country Stay
1 queen bed, 1 bathroom
26–31 Jul
4.9 out of 5 average rating, 210 reviews
Top guest favourite
Home in Windsor
Casa de la Esperanza: 1890s Gem - Hot Tub - 5BD/3BA
5 bedrooms, 6 beds, 3 bathrooms
16–21 Jul
5.0 out of 5 average rating, 76 reviews
Guest favourite
Home in Windsor
Spacious Windsor Retreat | 4BR Home w/ Patio & BBQ
4 bedrooms, 5 beds, 3 bathrooms
19–24 Jul
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Windsor
Gorgeous Victorian in the HEART of Windsor
3 bedrooms, 3 beds, 2 bathrooms
22–27 Aug
4.99 out of 5 average rating, 132 reviews
Guest favourite
Treehouse in Bodega Bay
Eagle's Nest Treehouse Farm Stay
1 bedroom, 1 queen bed, 1 bathroom
10–15 Oct
4.96 out of 5 average rating, 224 reviews
Top guest favourite
Home in Healdsburg
10-Acre Vineyard Cottage w/Hot Tub + Bocce Court
2 bedrooms, 3 queen beds, 1.5 bathrooms
25–30 Oct
5.0 out of 5 average rating, 254 reviews
Top guest favourite
Cottage in Healdsburg
Charming Cottage in Sonoma Wine Country
1 bedroom, 2 beds, 1 bathroom
2–7 Aug
4.84 out of 5 average rating, 89 reviews
Top guest favourite
Home in Windsor
Wine Country Retreat: Pool, Hot Tub, Views & EV
4 bedrooms, 6 beds, 3 bathrooms
18–23 Jul
4.98 out of 5 average rating, 65 reviews
Superhost
Home in Santa Rosa
The Retreat at Mount Taylor, by Vinifera Homes
4 bedrooms, 5 beds, 3 bathrooms
2–7 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Windsor
Winelight Vineyard Home With Spa
2 bedrooms, 2 beds, 1 bathroom
24–29 Aug
4.96 out of 5 average rating, 442 reviews
Home in Windsor
Adventures surround this charming 2bedroom home.
2 bedrooms, 5 beds, 2 bathrooms
19–24 Jul
4.79 out of 5 average rating, 70 reviews
Top guest favourite
Tiny home in Sebastopol
The Sonoma Spyglass | Incredible Views + Sauna
1 bedroom, 1 bed, 1 bathroom
19–24 Jul
5.0 out of 5 average rating, 205 reviews
Guest favourite
Villa in Healdsburg
Hilltop Villa with Sweeping Views & Trail Access
2 bedrooms, 2 king beds, 2 bathrooms
19–24 Jul
4.94 out of 5 average rating, 195 reviews
Guest favourite
Shipping container in Santa Rosa
Luxury Container Home w Infinity Pool + 360 Views
3 bedrooms, 4 beds, 2 bathrooms
31 Aug – 5 Sept
4.97 out of 5 average rating, 63 reviews