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Search results; Over 1,000 places in Windsor

Guest favorite
Room in Windsor
Stay with MicheleThe medical device field,
Wine Country Stay
May 11 – 16
4.88 out of 5 average rating, 143 reviews
Guest favorite
Home in Windsor
1890s Historic Gem: Casa de la Esperanza - 6BD/4BA
7 beds
Apr 22 – 27
5.0 out of 5 average rating, 9 reviews
Guest favorite
Guest suite in Windsor
Private Entrance Suite in Heart of Wine Country
1 queen bed
Apr 28 – May 3
4.98 out of 5 average rating, 357 reviews
Home in Santa Rosa
Central Sonoma Wine Country 2 bed 2.5 bath
2 king beds
Apr 20 – 25
New place to stay
Guest favorite
Loft in Windsor
The Loft Under The Oaks
1 queen bed
Apr 19 – 24
4.81 out of 5 average rating, 499 reviews
Guest favorite
Apartment in Windsor
Wine Country Sonoma Windsor 2 bedroom Sleeps 6!!
4 beds
Apr 21 – 26
4.98 out of 5 average rating, 45 reviews
Hotel in Windsor
WorldMark Windsor Two-Bedroom Condo
4 beds
Apr 21 – 26
4.03 out of 5 average rating, 30 reviews
Guest favorite
Home in Windsor
NEW Charming Windsor Home
1 king bed
May 19 – 24
4.91 out of 5 average rating, 85 reviews
Superhost
Home in Windsor
4 bedroom home on Golf course with hot tub!
6 beds
Apr 21 – 26
4.91 out of 5 average rating, 175 reviews
Guest favorite
Home in Windsor
Large Home w/ HotTub 10 min to Downtown Healdsburg
4 beds
Apr 21 – 26
5.0 out of 5 average rating, 99 reviews
Superhost
Home in Windsor
Wine Country: 6 Rms by Local Winemaker+ EV Outlet
6 beds
Jun 23 – 28
4.84 out of 5 average rating, 73 reviews
Guest favorite
Home in Windsor
Wine Country Dream House w/ Pool & Hot Tub
4 beds
Apr 21 – 26
4.95 out of 5 average rating, 92 reviews
Guest favorite
Home in Windsor
Spacious, Modern, Convenient Wine Country Home
4 beds
Apr 23 – 28
4.96 out of 5 average rating, 115 reviews
Guest favorite
Home in Windsor
Gorgeous Victorian in the HEART of Windsor
3 beds
Apr 19 – 24
4.99 out of 5 average rating, 101 reviews
Guest favorite
Home in Windsor
Home near golf course w/Hot tub in Windsor
4 beds
May 4 – 9
4.95 out of 5 average rating, 136 reviews
Guest favorite
Home in Windsor
Wine Country home with hot tub & near downtown!
4 beds
May 13 – 18
4.99 out of 5 average rating, 77 reviews
Guest favorite
Home in Windsor
Vino Velo House - Vineyards & Restaurants Nearby
3 beds
Jul 1 – 6
5.0 out of 5 average rating, 40 reviews
Guest favorite
Home in Windsor
Island Vacation House w/ Pool Minutes to Downtown
5 beds
Apr 21 – 26
4.95 out of 5 average rating, 91 reviews