Search results; 278 places in Windsor

Display total before taxes
Condo in Windsor
WM Windsor 1 Bedroom Condo
2 beds
Apr 7 – 12
$184 per night
4.65 out of 5 average rating, 17 reviews
Guest favorite
Apartment in Windsor
Sonoma Windsor Wine Country 2 bedroom sleeps 6!
3 beds
Apr 19 – 24
$208 per night
4.92 out of 5 average rating, 25 reviews
Guest favorite
Home in Windsor
Large Home w/ HotTub 10 min to Downtown Healdsburg
Free cancellation
May 11 – 16
$413 per night
4.99 out of 5 average rating, 137 reviews
Hotel in Windsor
WorldMark Windsor One-Bedroom Condo
1 king bed
Apr 12 – 17
$169 per night, originally $199
4.44 out of 5 average rating, 9 reviews
Top guest favorite
Farm stay in Healdsburg
Gracianna Winery Vineyard Loft - Farm Stay
1 king bed
Jun 9 – 14
$292 per night
4.97 out of 5 average rating, 565 reviews
Guest favorite
Home in Windsor
Farmhouse Oasis | Pool, Hot Tub & Near Healdsburg
6 beds
Apr 20 – 25
$810 per night, originally $972
4.97 out of 5 average rating, 31 reviews
Guest favorite
Home in Windsor
Wine Country Home of Healdsburg Wine Maker
Free cancellation
Jun 29 – Jul 4
$669 per night, originally $791
4.84 out of 5 average rating, 122 reviews
Guest favorite
Condo in Windsor
WM Windsor 2 Bedroom Twin Condo. Sleeps 6
4 beds
Apr 20 – 25
$219 per night
4.86 out of 5 average rating, 36 reviews
Apartment in Windsor
Russian River Valley-2 Bedroom condo with pool
4 beds
Apr 20 – 25
$199 per night
4.81 out of 5 average rating, 16 reviews
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Apartment in Windsor
Wine Country Sonoma Windsor 1 Bedroom Sleeps 4
2 beds
Apr 7 – 12
$229 per night
5.0 out of 5 average rating, 17 reviews
Guest favorite
Home in Windsor
Pool, hot tub, fire pit, outdoor ktchn, sleeps 10!
5 beds
Apr 27 – May 2
$638 per night
4.95 out of 5 average rating, 39 reviews
Top guest favorite
Home in Fulton
Wine Country Cottage Escape
Free cancellation
Apr 28 – May 3
$273 per night
5.0 out of 5 average rating, 18 reviews
Guest favorite
Home in Santa Rosa
Grape Expectations: Winemaker’s Wine Country Home
3 beds
Apr 11 – 16
$249 per night, originally $345
4.91 out of 5 average rating, 132 reviews
Guest favorite
Home in Healdsburg
Wine Vacay - Flora Vina
Free cancellation
Apr 27 – May 2
$878 per night, originally $978
4.97 out of 5 average rating, 61 reviews
Guest favorite
Home in Healdsburg
Luxurious Wine Country Retreat in Healdsburg
5 beds
Apr 20 – 25
$716 per night
5.0 out of 5 average rating, 14 reviews
Top guest favorite
Home in Healdsburg
The Dragonfly Healdsburg
3 king beds
Apr 7 – 12
$711 per night, originally $797
4.97 out of 5 average rating, 33 reviews
Top guest favorite
Guesthouse in Windsor
Guesthouse on gated 22 acre family ranch, vineyard
2 queen beds
Apr 7 – 12
$354 per night
5.0 out of 5 average rating, 35 reviews
Guest favorite
Apartment in Windsor
Wine Country 2 Bedroom Sleeps 6!
4 beds
Apr 12 – 17
$252 per night
4.96 out of 5 average rating, 68 reviews