Holiday houses in Windsor
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Top-rated holiday rentals in Windsor
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Windsor holiday rentals
Other great holiday rentals in Windsor
Guest favourite
Guesthouse in Santa Rosa
4.88 out of 5 average rating, 1040 reviewsClean Comfy Cottage Downtown
6–13 Jan
$189 NZD per night
Guest favourite
Guesthouse in Sebastopol
4.93 out of 5 average rating, 684 reviewsSun Drenched Flat
23 Feb – 2 Mar
$265 NZD per night
Guest favourite
Guest suite in Graton
4.95 out of 5 average rating, 265 reviewsThe Flying Pig
18–25 Jul
$199 NZD per night
Guest favourite
Guest suite in Santa Rosa
4.97 out of 5 average rating, 182 reviewsWine Country Retreat
25 Jan – 1 Feb
$284 NZD per night
Guest favourite
Home in Windsor
4.99 out of 5 average rating, 101 reviewsGorgeous Victorian in the HEART of Windsor
19–26 Jan
$890 NZD per night
Guest favourite
Farm stay in Healdsburg
4.97 out of 5 average rating, 478 reviewsGracianna Winery Vineyard Loft - Farm Stay
7–14 Mar
$574 NZD per night
Superhost
Guest suite in Santa Rosa
4.78 out of 5 average rating, 344 reviewsDedicated Patio, Roku & Self Check-In
22–29 Sep
$205 NZD per night
Guest favourite
Guest suite in Sebastopol
4.96 out of 5 average rating, 326 reviewsQuiet and peaceful Russian River Valley retreat
6–13 Jul
$237 NZD per night
Quick stats about holiday rentals in Windsor
Total rentals
350 properties
Rentals with dedicated workspaces
160 properties have a dedicated workspace
Rentals with a pool
230 properties have a pool
Pet-friendly rentals
60 properties allow pets
Family-friendly rentals
250 properties are a good fit for families
Total number of reviews
12K reviews
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- Rentals with a fireplace Windsor
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- Monthly Rentals Windsor
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