Windsor cottage rentals
We found 52 cottage rentals — enter your dates for availability
Explore Windsor cottage rentals
Chalk Hill Healdsburg new pool cottage. Sleeps 4 on 6 acres with sweeping views!
Sleeps 4 · 1 bedroom · 2 bathrooms
Vineyard Cottage w/ Fire Pit | Chalk Hill Wine Country
Sleeps 4 · 1 bedroom · 1 bathroom
Enjoy a Slice Of Country--Two miles to Downtown Healdsburg
Sleeps 4 · 2 bedrooms · 1 bathroom
1 Bedroom Cottage Walking Distance to Down Town
Sleeps 3 · 2 bedrooms · 1 bathroom
Mountain Cottage near Russian River, hiking & downtown, family and pet friendly
Sleeps 6 · 3 bedrooms · 2 bathrooms
Tranquil cottage just a short walk to the Russian River in Guerneville
Sleeps 4 · 1 bedroom · 1 bathroom
Top rated cottage rentals - Windsor
Wonderful Stay
Very nice place. It has all the comforts of home. Will absolutely stay here again. Great for that Wine Country getaway.
Charlotte L.
Stayed Jan 2020
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