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
Home in Windsor
4.99 out of 5 average rating, 101 reviewsGorgeous Victorian in the HEART of Windsor
Jan 14 – 21
Guest suite in Santa Rosa
4.97 out of 5 average rating, 152 reviewsPrivate upstairs guest suite with queen bed
Feb 19 – 26
Cottage in Windsor
5.0 out of 5 average rating, 123 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 22 – 29
Guest suite in Graton
4.95 out of 5 average rating, 265 reviewsThe Flying Pig
Jul 18 – 25
Farm stay in Healdsburg
4.97 out of 5 average rating, 478 reviewsGracianna Winery Vineyard Loft - Farm Stay
Jan 1 – 8
Home in Santa Rosa
4.89 out of 5 average rating, 235 reviewsSunshine cottage
Aug 1 – 8
Guest suite in Sebastopol
4.96 out of 5 average rating, 326 reviewsQuiet and peaceful Russian River Valley retreat
Jul 6 – 13
Other great vacation rentals in Windsor
Home in Healdsburg
4.95 out of 5 average rating, 433 reviewsDry Creek Valley Cottage
Dec 28 – Jan 4
Guest suite in Forestville
4.97 out of 5 average rating, 161 reviewsForest Gem: peaceful retreat hot tub and firepit
Oct 23 – 30
Guest suite in Santa Rosa
4.84 out of 5 average rating, 232 reviewsCozy private quiet in-law with garden entrance
Oct 3 – 10
Home in Healdsburg
4.93 out of 5 average rating, 530 reviewsHealdsburg Garden House
Oct 31 – Nov 7
Home in Cazadero
4.95 out of 5 average rating, 120 reviewsRanch Stay for 2
Feb 10 – 17
Guesthouse in Sebastopol
4.96 out of 5 average rating, 303 reviewsArbor View
Jul 25 – Aug 1
Guesthouse in Sebastopol
4.9 out of 5 average rating, 1121 reviewsLemon Moon Cottage
Jan 13 – 18
Guest suite in Santa Rosa
4.95 out of 5 average rating, 170 reviewsCozy Private Guest Suite Centrally Located
Feb 10 – 17
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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- Rentals with a fire pit Windsor
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- Kid-friendly rentals Windsor
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- Pet-friendly rentals Windsor
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