
Vacation rentals in Windsor
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Windsor
Guests agree: these stays are highly rated for location, cleanliness, and more.
0 of 0 items showing
1 of 3 pages
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
Top guest favourite

Home in Geyserville
4.98 out of 5 average rating, 54 reviewsHealdsburg Wine Country Oasis, Hot Tub & Bocce
GinaRating, 5 stars1 week ago
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.
Superhost

Home in Sebastopol
4.78 out of 5 average rating, 54 reviewsGreen Valley, Sonoma County at a Working Winery.
PamelaRating, 5 stars1 day ago
This is a nice home, a bit tucked away from much else. It is right on a walking trail, which was nice—turn left when you hit the trail, and it goes farther. The Ektimo winery tasting room on the property was a great place to start our wine tasting. The gentleman there was extremely knowledgeable, and the wines were all okay. It is a little bit of a drive to get to any restaurants or stores. The home was homey and comfortable and the table is absolutely stunning. I wouldn't say it is fancy or extremely well appointed but for the price it couldn't be beat. The goats, alpaca, and ducks on the pond were fun to watch and added a nice country feel to the place. The hosts were very proactive with instructions. It was super easy to check in. When getting ready to leave, we didn't have a 2 page list of things we had to do, which was nice since we had to leave early for a flight. I would stay there again!
Top guest favourite

Home in Sebastopol
5 out of 5 average rating, 41 reviewsPixel Place - A Private Arcade + Outdoor Sanctuary
JeffreyRating, 5 stars2 weeks ago
My family and I had such a great stay at Michael and Edna’s place! The house was easy to find and check in was smooth. We had an absolute blast in the game room! So many fun arcade games to keep the whole family having fun and entertained! I’m not sure if the kids or adults had more fun! The backyard was secluded and beautifully landscaped. The house is a short drive to downtown Sebastopol so it was super easy to explore. We would look for this place again if we’re ever back in the area. Thanks for a great stay!
Guest favourite

Home in Windsor
4.88 out of 5 average rating, 97 reviewsEscape to Paradise: Stunning Home in Wine Country
CarolynRating, 5 stars1 week ago
Johnathan’s place was great. Well Appointed kitchen. The master is really nice and a very big master bath too. The other bathroom for our guests was fine just no where near as nice as the master bath. Kitchen had everything you could possibly need. Great neighborhood. Felt very safe.
Guest favourite

Home in Bodega Bay
4.77 out of 5 average rating, 48 reviewsBeautiful South Harbor Home With Great Ocean Views
CoryRating, 5 stars7 months ago
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.
Guest favourite

Home in Bodega Bay
4.92 out of 5 average rating, 175 reviewsBodega Bay-Magical Ocean Front and Coastal View!
GillianRating, 5 stars1 week ago
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.
Guest favourite

Home in Dillon Beach
4.94 out of 5 average rating, 285 reviewsClassic Bungalow at Dillon Beach
AndiRating, 5 stars3 weeks ago
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.
Guest favourite

Home in Sebastopol
4.91 out of 5 average rating, 173 reviewsGrateful Home
RobertaRating, 5 stars1 month ago
A quick but lovely stay in Sebastopol. The house is just as pictured and spotlessly clean. Beds and furniture are comfortable and the rooms are very spacious. Bonus: there are lots of closets with quality hangers! Downtown attractions are walk-able and this home is well-located for guests wanting to explore Sonoma's wine country or the coast/Russian River. There's a Keurig and electric kettle for morning beverages in the nice kitchen, but The Grateful Bagel is literally next door and delicious. Vann was excellent at communication, providing detailed information about the house and location. Easy to find and made for a terrific getaway. Would definitely stay again!
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
Destinations to explore
- San Jose Vacation rentals
- Silicon Valley Vacation rentals
- North Coast Vacation rentals
- Wine Country Vacation rentals
- Oakland Vacation rentals
- Sacramento Vacation rentals
- San Francisco Peninsula Vacation rentals
- Central California Vacation rentals
- San Francisco Vacation rentals
- San Francisco Bay Area Vacation rentals
- Northern California Vacation rentals
- Gold Country Vacation rentals
- Rentals with a washer and dryer Windsor
- Rentals with a fireplace Windsor
- Villa rentals Windsor
- Condo rentals Windsor
- Cottage rentals Windsor
- Kid-friendly rentals Windsor
- Apartment rentals Windsor
- Cabin rentals Windsor
- Rentals with a patio Windsor
- Rentals with pools Windsor
- Rentals with a hot tub Windsor
- House rentals Windsor
- Rentals with an EV charger Windsor
- Family-friendly rentals Windsor
- Rentals with outdoor seating Windsor
- Rentals with a firepit Windsor
- Fitness-friendly rentals Windsor
- Serviced apartment rentals Windsor
- Pet-friendly rentals Windsor
- 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
- 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
- Gleason Beach
- Doran Beach
- North Salmon Creek Beach
- Schoolhouse Beach
- Portuguese Beach
- South Beach
- Point Reyes Beach
- Silver Oak Cellars
- Chateau St. Jean
- Black Point Beach
- Shell Beach
- Driftwood Beach
- Kistler Vineyards-Trenton Roadhouse Tastings by Appointment