Holiday houses in Windsor
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Windsor
Guests agree: these stays are highly rated for location, cleanliness and more.
0 of 0 items showing
1 of 3 pages
1 of 3 pages
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
Cottage in Windsor
5.0 out of 5 average rating, 121 reviewsVineyard Cozy Cottage & Hot Tub
29 Nov – 6 Dec
$454 NZD per night
Guest favourite
Guest suite in Santa Rosa
4.91 out of 5 average rating, 248 reviewsPeaceful Wine Country Retreat / PRIVATE ENTRANCE
26 Jun – 3 Jul
$253 NZD per night
Guest favourite
Guesthouse in Santa Rosa
4.94 out of 5 average rating, 664 reviewsScenic Neighborhood Garden Cottage
22–29 Jul
$302 NZD per night
Guest favourite
Home in Windsor
5.0 out of 5 average rating, 100 reviewsLarge Home w/ HotTub 10 min to Downtown Healdsburg
27 May – 3 Jun
$966 NZD per night
Guest favourite
Guest suite in Santa Rosa
4.97 out of 5 average rating, 181 reviewsWine Country Retreat
25 Jan – 1 Feb
$286 NZD per night
Guest favourite
Guesthouse in Santa Rosa
4.96 out of 5 average rating, 169 reviewsKV garden Cottage.
29 Aug – 5 Sep
$236 NZD per night
Guest favourite
Home in Windsor
4.99 out of 5 average rating, 101 reviewsGorgeous Victorian in the HEART of Windsor
16–23 Nov
$911 NZD per night
Guest favourite
Guesthouse in Sebastopol
4.96 out of 5 average rating, 301 reviewsArbor View
13–20 Jul
$226 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
Destinations to explore
- Sacramento Holiday rentals
- Berkeley Holiday rentals
- Palo Alto Holiday rentals
- San Francisco Bay Area Holiday rentals
- San Francisco Bay Holiday rentals
- Napa Valley Holiday rentals
- Oakland Holiday rentals
- Mountain View Holiday rentals
- Napa Holiday rentals
- Santa Clara Holiday rentals
- San Jose Holiday rentals
- San Francisco Holiday rentals
- Rentals with an EV charger Windsor
- House rentals Windsor
- Serviced apartment rentals Windsor
- Apartment rentals Windsor
- Condo rentals Windsor
- Monthly Rentals Windsor
- Kid-friendly rentals Windsor
- Rentals with pools Windsor
- Family-friendly rentals Windsor
- Rentals with outdoor seating Windsor
- Fitness-friendly rentals Windsor
- Rentals with a washing machine and dryer Windsor
- Rentals with a fireplace Windsor
- Rentals with a fire pit Windsor
- Pet-friendly rentals Windsor
- Rentals with a patio Windsor
- Rentals with a hot tub Windsor
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom