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
Cottage in Windsor
5.0 out of 5 average rating, 120 reviewsVineyard Cozy Cottage & Hot Tub
Nov 29 – Dec 6
Guest suite in Santa Rosa
4.91 out of 5 average rating, 248 reviewsPeaceful Wine Country Retreat / PRIVATE ENTRANCE
Jun 26 – Jul 3
Guesthouse in Santa Rosa
4.94 out of 5 average rating, 664 reviewsScenic Neighborhood Garden Cottage
Jul 22 – 29
Home in Windsor
5.0 out of 5 average rating, 100 reviewsLarge Home w/ HotTub 10 min to Downtown Healdsburg
Sep 14 – 21
Guesthouse in Santa Rosa
4.96 out of 5 average rating, 169 reviewsKV garden Cottage.
Jul 17 – 24
Home in Windsor
4.99 out of 5 average rating, 101 reviewsGorgeous Victorian in the HEART of Windsor
Nov 16 – 23
Guest suite in Santa Rosa
4.97 out of 5 average rating, 181 reviewsWine Country Retreat
Jan 25 – Feb 1
Guesthouse in Sebastopol
4.96 out of 5 average rating, 301 reviewsArbor View
Jul 13 – 20
Other great vacation rentals in Windsor
Guest suite in Sebastopol
4.96 out of 5 average rating, 325 reviewsQuiet and peaceful Russian River Valley retreat
Sep 6 – 13
Guesthouse in Santa Rosa
4.89 out of 5 average rating, 260 reviewsCentral Santa Rosa Garden Getaway
Jul 4 – 11
Home in Healdsburg
4.96 out of 5 average rating, 430 reviewsDry Creek Valley Cottage
Oct 1 – 8
Farm stay in Healdsburg
4.97 out of 5 average rating, 475 reviewsGracianna Winery Vineyard Loft - Farm Stay
Dec 7 – 14
Home in Healdsburg
4.93 out of 5 average rating, 528 reviewsHealdsburg Garden House
Dec 31 – Jan 7
Guesthouse in Santa Rosa
4.91 out of 5 average rating, 656 reviewsThe Hideaway-Private Garden Studio
Sep 26 – Oct 3
Home in Cazadero
4.95 out of 5 average rating, 118 reviewsRanch Stay for 2
Feb 11 – 18
Home in Healdsburg
4.96 out of 5 average rating, 147 reviewsWine Country Cottage Walkable to River or Downtown
Jan 8 – 15
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 apartment rentals in Windsor have a gym?
Absolutely! We offer over 20 apartment rentals with a gym in Windsor. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Windsor have self check-in?
Absolutely! We offer over 60 apartment 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 condo rentals in Windsor?
Windsor has more than 90 family-friendly condo rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for Apartment Rentals in Windsor?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 60 homes with self check-in, over 30 homes with wifi, over 60 homes with a bbq area, over 20 homes with a gym, and more. Indulge in the ultimate retreat, tailored to your preferences.
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