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, 148 reviewsPrivate upstairs guest suite with queen bed
Oct 27 – Nov 3
Guest suite in Graton
4.95 out of 5 average rating, 263 reviewsThe Flying Pig
Sep 27 – Oct 4
Guest suite in Santa Rosa
4.91 out of 5 average rating, 248 reviewsPeaceful Wine Country Retreat / PRIVATE ENTRANCE
Jun 26 – Jul 3
Home in Windsor
4.96 out of 5 average rating, 378 reviewsWinelight Vineyard Home With Spa
Dec 19 – 26
Cottage in Windsor
5.0 out of 5 average rating, 120 reviewsVineyard Cozy Cottage & Hot Tub
Feb 13 – 20
Home in Santa Rosa
4.88 out of 5 average rating, 233 reviewsSunshine cottage
Oct 26 – Nov 2
Guest suite in Sebastopol
4.96 out of 5 average rating, 324 reviewsQuiet and peaceful Russian River Valley retreat
Jul 3 – 10
Apartment in Sebastopol
4.99 out of 5 average rating, 608 reviewsAmy's Local BNB - walk to town **and hot tub!**
Oct 4 – 11
Other great vacation rentals in Windsor
Guesthouse in Santa Rosa
4.96 out of 5 average rating, 169 reviewsKV garden Cottage.
Sep 16 – 23
Home in Healdsburg
4.96 out of 5 average rating, 430 reviewsDry Creek Valley Cottage
Aug 29 – Sep 5
Guesthouse in Santa Rosa
4.94 out of 5 average rating, 662 reviewsScenic Neighborhood Garden Cottage
Mar 10 – 17
Home in Windsor
4.93 out of 5 average rating, 147 reviewsLuxurious home and pool
Dec 7 – 14
Home in Healdsburg
4.93 out of 5 average rating, 526 reviewsHealdsburg Garden House
Mar 23 – 30
Home in Cazadero
4.95 out of 5 average rating, 117 reviewsRanch Stay for 2
Feb 6 – 13
Guesthouse in Healdsburg
5.0 out of 5 average rating, 102 reviewsLuxe Guest Suite in Dry Creek 5 mins From Town!
Jun 25 – Jul 2
Apartment in Windsor
4.97 out of 5 average rating, 76 reviewsPool + 4 Hot Tubs! Gym, Luxury 2 bedroom villa.
May 11 – 16
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 condo rentals in Windsor have a gym?
Absolutely! We offer over 100 condo 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 30 condo rentals with self check-in in Windsor. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Windsor have a bbq area?
Absolutely! We offer over 60 apartment 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 Serviced Apartment Rentals in Windsor?
Enhance your stay in our Serviced Apartment Rentals with the most popular amenities: over 50 homes with a gym, over 50 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
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