
Windsor vacation rentals
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Top-rated vacation rentals in Windsor
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Windsor vacation rentals
Other great vacation rentals in Windsor

Healdsburg Wine Country Oasis, Hot Tub & Bocce
Jonathan was a great host. His place was conveniently located and well equipped. He was very responsiveness and proactively checked on us to make sure we had what we needed.

Green Valley, Sonoma County at a Working Winery.
This is the second time we had a family Christmas at April's place. It is very roomy, and that table is absolutely amazing!!! Kitchen is fully stocked and easy to work in. Easily accommodates 3 people working together. Bedrooms and bathrooms were great too. There are some goats on the property, was fun to watch them graze. Also, there is a walking / biking trail that passes right by the property. Great to stretch your legs and contemplate the beauty of the area. We had been there before, so had no problem finding the place. The first time was a bit confusing since you need to enter the winery's driveway and drive up to the house. Overall, a great place, which is why we went back!

Pixel Place - A Private Arcade + Outdoor Sanctuary
A great getaway from the everyday! Peaceful and quiet. The arcade was great. A few of the games didn't work but it didn't deter us from having a good time! Our daughter said it was "EPIC"!

Escape to Paradise: Stunning Home in Wine Country
We took our annual girl’s trip, and chose to stay at Jonathan’s house. It was amazing and perfect! Everything we needed! The home was really clean, the beds were so comfy, and the kitchen had everything we needed! We would definitely stay here again! One of the best AirBnBs we’ve stayed at! Five stars…would highly recommend!

Spectacular Vineyard View!! SPA, Close to Plaza!
Loved our stay and would be happy to come back on our next trip

Beautiful South Harbor Home With Great Ocean Views
Fantastic views of the local coast, Tomales Point and Pt. Reyes from the house. Easy access down to some quiet beaches via the trail across the street. The kitchen was the best equipped rental I've ever used, which was perfect since we were planning to cook up an epic seven course dinner! All around a great stay in beautiful Bodega Bay.

Bodega Bay-Magical Ocean Front and Coastal View!
We thoroughly enjoyed our stay at Deja Blu. The location is perfection! Private, with beautiful gardens, only a hop, skip and a jump from the ocean. Falling asleep to the sound of crashing waves at night was divine. The home was clean and comfortable, and Barr was a lovely, helpful host. If you are looking to unwind in serenity, I highly recommend this home.

Classic Bungalow at Dillon Beach
This home is a gem in the Dillon Beach area. It is updated, clean and comfortable. Less than 5 minutes walk to the beach or general store that has anything you might need (plus soft serve!). The general store is part of the Dillon Beach Resort which also has a great restaurant with stunning views of the beach.
Quick stats about vacation rentals in Windsor
Total rentals
350 properties
Total number of reviews
10K reviews
Family-friendly rentals
260 properties are a good fit for families
Pet-friendly rentals
60 properties allow pets
Rentals with a pool
260 properties have a pool
Rentals with dedicated workspaces
150 properties have a dedicated workspace
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Windsor?
Yes! Work meets play with ease at over 150 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 260 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 $70 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 30 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 30 house 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 90 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 Apartment Rentals in Windsor?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 30 homes with wifi, over 60 homes with self check-in, over 30 homes with a gym, over 60 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.
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- Clam Beach
- Sonoma Coast State Park
- Muir Woods National Monument
- Point Reyes National Seashore
- Chandon
- Dominus Estate
- Six Flags Discovery Kingdom
- Caymus Vineyards
- Pebble Beach
- Safari West
- Santa Maria Beach
- Doran Beach
- Gleason Beach
- Portuguese Beach
- Schoolhouse Beach
- North Salmon Creek Beach
- Point Reyes Beach
- South Beach
- Chateau St. Jean
- Black Point Beach
- Shell Beach
- Driftwood Beach
- Kistler Vineyards-Trenton Roadhouse Tastings by Appointment
- Kelham Beach