Windsor vacation rentals
Book unique vacation rentals, houses, and more on Airbnb
Top-rated vacation rentals in Windsor
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Windsor vacation rentals
Other great vacation rentals in Windsor
Guest suite in Santa Rosa
4.97 out of 5 average rating, 152 reviewsPrivate upstairs guest suite with queen bed
Feb 22 – Mar 1
Home in Windsor
4.99 out of 5 average rating, 101 reviewsGorgeous Victorian in the HEART of Windsor
Jan 21 – 28
Farm stay in Healdsburg
4.97 out of 5 average rating, 478 reviewsGracianna Winery Vineyard Loft - Farm Stay
Mar 29 – Apr 5
Cottage in Windsor
5.0 out of 5 average rating, 124 reviewsVineyard Cozy Cottage & Hot Tub
Jun 28 – Jul 5
Guest suite in Santa Rosa
4.78 out of 5 average rating, 344 reviewsDedicated Patio, Roku & Self Check-In
Sep 11 – 18
Apartment in Sebastopol
4.99 out of 5 average rating, 609 reviewsAmy's Local BNB - walk to town **and hot tub!**
Oct 13 – 20
Guesthouse in Santa Rosa
4.94 out of 5 average rating, 666 reviewsScenic Neighborhood Garden Cottage
Dec 26 – Jan 2
Guest suite in Sebastopol
4.96 out of 5 average rating, 326 reviewsQuiet and peaceful Russian River Valley retreat
Sep 3 – 10
Other great vacation rentals in Windsor
Guesthouse in Sebastopol
4.96 out of 5 average rating, 303 reviewsArbor View
Jul 17 – 24
Home in Healdsburg
4.95 out of 5 average rating, 433 reviewsDry Creek Valley Cottage
Dec 25 – Jan 1
Guest suite in Santa Rosa
4.84 out of 5 average rating, 232 reviewsCozy private quiet in-law with garden entrance
Oct 3 – 10
Apartment in Windsor
4.89 out of 5 average rating, 149 reviewsWindsor 2 Bed/2 Bath Condo ~ Pool ~ Hot Tub ~ Gym
Apr 5 – 12
Guest suite in Forestville
4.97 out of 5 average rating, 161 reviewsForest Gem: peaceful retreat hot tub and firepit
Oct 11 – 18
Guesthouse in Sebastopol
4.9 out of 5 average rating, 1121 reviewsLemon Moon Cottage
Apr 7 – 12
Guest suite in Santa Rosa
4.92 out of 5 average rating, 250 reviewsPeaceful Wine Country Retreat / PRIVATE ENTRANCE
Oct 5 – 12
Guest suite in Santa Rosa
4.97 out of 5 average rating, 182 reviewsWine Country Retreat
Dec 1 – 8
Quick stats about vacation 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
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Windsor?
Yes! Work meets play with ease at over 160 vacation rentals in Windsor featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Windsor?
Four-legged friends are welcome in Windsor. Choose from more than 60 vacation rentals for guests traveling with pets.
Are there Windsor vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 230 vacation homes with pools in Windsor, available on Airbnb. Make a splash and soak up the sun in style!
How much does it cost to stay in condo rentals in Windsor?
Experience the best of Windsor with our condo rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do serviced apartment rentals in Windsor have a gym?
Absolutely! We offer over 50 serviced apartment rentals with a gym in Windsor. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in Windsor have self check-in?
Absolutely! We offer over 40 condo rentals with self check-in in Windsor. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Windsor have a bbq area?
Absolutely! We offer over 50 house rentals with a bbq area in Windsor. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in Windsor have wifi?
Absolutely! We offer over 100 condo rentals with wifi in Windsor. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Windsor?
Windsor has more than 80 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for Condo Rentals in Windsor?
Enhance your stay in our Condo Rentals with the most popular amenities: over 50 homes with a bbq area, over 100 homes with a gym, over 40 homes with self check-in, over 100 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
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- Kid-friendly rentals Windsor
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