Search results; 347 places in Windsor

Prices include all fees
Superhost
Apartment in Windsor
Sonoma Windsor Wine Country 2 bedroom sleeps 6!
3 beds
Jun 1 – 6
ﺩ.ﺇ3,465 for 5 nights
for 5 nights
4.93 out of 5 average rating, 27 reviews
Condo in Windsor
WM Windsor 1 Bedroom Condo
2 beds
Jun 8 – 13
ﺩ.ﺇ3,299 for 5 nights
for 5 nights
4.65 out of 5 average rating, 17 reviews
Hotel in Windsor
WorldMark Windsor One-Bedroom Condo
2 beds
Jun 1 – 6
ﺩ.ﺇ3,418 for 5 nights, originally ﺩ.ﺇ4,021
for 5 nights
4.5 out of 5 average rating, 10 reviews
Room in Windsor
Stay with BradExecutive,
Tranquil vineyard retreat
Jun 17 – 22
ﺩ.ﺇ4,004 for 5 nights
for 5 nights
4.98 out of 5 average rating, 44 reviews
Top guest favorite
Home in Fulton
Wine Country Cottage Escape
3 beds
Jun 1 – 6
ﺩ.ﺇ4,090 for 5 nights, originally ﺩ.ﺇ6,000
for 5 nights
5.0 out of 5 average rating, 27 reviews
Top guest favorite
Apartment in Windsor
Wine Country Sonoma Windsor 1 Bedroom Sleeps 4
2 beds
Jun 8 – 13
ﺩ.ﺇ4,003 for 5 nights
for 5 nights
5.0 out of 5 average rating, 18 reviews
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More stays available for your dates

Guest favorite
Home in Windsor
Pool, hot tub, fire pit, outdoor ktchn, sleeps 10!
5 beds
Jun 1 – 6
ﺩ.ﺇ12,364 for 5 nights, originally ﺩ.ﺇ13,381
for 5 nights
4.95 out of 5 average rating, 44 reviews
Top guest favorite
Farm stay in Healdsburg
Gracianna Winery Vineyard Loft - Farm Stay
1 king bed
Jul 2 – 7
ﺩ.ﺇ5,553 for 5 nights
for 5 nights
4.97 out of 5 average rating, 585 reviews
Apartment in Windsor
Russian River Valley-2 Bedroom condo with pool
4 beds
Jul 13 – 18
ﺩ.ﺇ3,779 for 5 nights
for 5 nights
4.81 out of 5 average rating, 16 reviews
Guest favorite
Home in Windsor
Peaceful Wine Country Farmhouse-Pool, Spa & Views
6 beds
Jun 8 – 13
ﺩ.ﺇ18,058 for 5 nights, originally ﺩ.ﺇ21,639
for 5 nights
4.97 out of 5 average rating, 37 reviews
Guest favorite
Home in Healdsburg
Wine Country Cottage Walkable to River or Downtown
2 beds
Jun 2 – 7
ﺩ.ﺇ6,436 for 5 nights
for 5 nights
4.94 out of 5 average rating, 174 reviews
Apartment in Windsor
Two Bedroom Twin Condo Compact@Windsor
4 beds
Jun 8 – 13
ﺩ.ﺇ4,335 for 5 nights
for 5 nights
4.8 out of 5 average rating, 5 reviews
Guest favorite
Home in Windsor
Wine Country Home of Healdsburg Wine Maker
Free cancellation
Aug 3 – 8
ﺩ.ﺇ15,820 for 5 nights
for 5 nights
4.84 out of 5 average rating, 129 reviews
Top guest favorite
Guesthouse in Windsor
Guesthouse on gated 22 acre family ranch, vineyard
2 queen beds
Jun 1 – 6
ﺩ.ﺇ6,458 for 5 nights
for 5 nights
5.0 out of 5 average rating, 35 reviews
Superhost
Condo in Windsor
Professionally Managed condo, Pool, Fireplace, BBQ
5 beds
Jun 1 – 6
ﺩ.ﺇ215,245 for 5 nights
for 5 nights
New place to stay
Top guest favorite
Home in Santa Rosa
Casa de Gamay - Your Home Away From Home
Free cancellation
Sep 9 – 14
ﺩ.ﺇ6,759 for 5 nights
for 5 nights
5.0 out of 5 average rating, 164 reviews
Guest favorite
Home in Healdsburg
Wine Vacay - Flora Vina
Free cancellation
Jun 25 – 30
ﺩ.ﺇ17,142 for 5 nights
for 5 nights
4.97 out of 5 average rating, 63 reviews
Guest favorite
Home in Santa Rosa
Grape Expectations: Winemaker’s Wine Country Home
3 beds
Jun 27 – Jul 2
ﺩ.ﺇ7,047 for 5 nights
for 5 nights
4.9 out of 5 average rating, 136 reviews