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
Guesthouse in Healdsburg
4.98 out of 5 average rating, 256 reviewsAlexander Valley: Wine Lover and Cycling Paradise
Guesthouse in Sebastopol
4.93 out of 5 average rating, 690 reviewsSun Drenched Flat
Guesthouse in Santa Rosa
4.94 out of 5 average rating, 669 reviewsScenic Neighborhood Garden Cottage
Guest suite in Graton
4.95 out of 5 average rating, 267 reviewsThe Flying Pig
Home in Windsor
4.99 out of 5 average rating, 103 reviewsGorgeous Victorian in the HEART of Windsor
Home in Healdsburg
4.95 out of 5 average rating, 435 reviewsDry Creek Valley Cottage
Apartment in Sebastopol
4.99 out of 5 average rating, 617 reviewsAmy's Local BNB - walk to town **and hot tub!**
Guesthouse in Santa Rosa
4.96 out of 5 average rating, 175 reviewsKV garden Cottage.
Other great vacation rentals in Windsor
Guesthouse in Healdsburg
4.99 out of 5 average rating, 215 reviewsBunkhouse at Side Road Farm
Guesthouse in Santa Rosa
4.88 out of 5 average rating, 1050 reviewsClean Comfy Cottage Downtown
Guest suite in Santa Rosa
4.95 out of 5 average rating, 173 reviewsCozy Private Guest Suite Centrally Located
Guesthouse in Santa Rosa
4.97 out of 5 average rating, 227 reviewsSpring sale - Book Now & Save
Guesthouse in Santa Rosa
4.95 out of 5 average rating, 318 reviewsYour Home in The Wine Country
Guesthouse in Santa Rosa
4.91 out of 5 average rating, 523 reviewsWine Country Historic Town Cottage
Guesthouse in Santa Rosa
4.91 out of 5 average rating, 661 reviewsThe Hideaway-Private Garden Studio
Guest suite in Santa Rosa
4.92 out of 5 average rating, 251 reviewsPeaceful Wine Country Retreat / PRIVATE ENTRANCE
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 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 house rentals in Windsor have wifi?
Absolutely! We offer over 110 house rentals with wifi in Windsor. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly apartment rentals in Windsor?
Windsor has more than 20 family-friendly apartment 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 100 homes with wifi, over 50 homes with a bbq area, over 40 homes with self check-in, over 100 homes with a gym, and more. Indulge in the ultimate retreat, tailored to your preferences.
Destinations to explore
- Sacramento Vacation rentals
- Berkeley Vacation rentals
- Palo Alto Vacation rentals
- San Francisco Bay Area Vacation rentals
- San Francisco Bay Vacation rentals
- Napa Valley Vacation rentals
- Oakland Vacation rentals
- Mountain View Vacation rentals
- Napa Vacation rentals
- Santa Clara Vacation rentals
- San Jose Vacation rentals
- San Francisco Vacation rentals
- Rentals with an EV charger Windsor
- House rentals Windsor
- Rentals with outdoor seating Windsor
- Rentals with a hot tub Windsor
- Rentals with a washer and dryer Windsor
- Rentals with pools Windsor
- Apartment rentals Windsor
- Rentals with a patio Windsor
- Kid-friendly rentals Windsor
- Serviced apartment rentals Windsor
- Rentals with a fire pit Windsor
- Pet-friendly rentals Windsor
- Family-friendly rentals Windsor
- Monthly Rentals Windsor
- Fitness-friendly rentals Windsor
- Condo rentals Windsor
- Rentals with a fireplace Windsor
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- 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
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes