
Holiday rentals in Windsor
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Top-rated holiday rentals in Windsor
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Other great holiday rentals in Windsor
Superhost

Home in Sebastopol
4.77 out of 5 average rating, 53 reviewsGreen Valley, Sonoma County at a Working Winery.
MikeRating, 5 stars4 months ago
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!
Top guest favourite

Home in Sebastopol
5 out of 5 average rating, 39 reviewsPixel Place - A Private Arcade + Outdoor Sanctuary
CarolynRating, 5 stars2 weeks ago
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"!
Guest favourite

Home in Windsor
4.88 out of 5 average rating, 96 reviewsEscape to Paradise: Stunning Home in Wine Country
Shawna Rating, 5 stars1 week ago
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!
Superhost

Home in Healdsburg
4.81 out of 5 average rating, 145 reviewsSpectacular Vineyard View!! SPA, Close to Plaza!
ZakRating, 5 stars1 week ago
Loved our stay and would be happy to come back on our next trip
Guest favourite

Home in Bodega Bay
4.77 out of 5 average rating, 48 reviewsBeautiful South Harbor Home With Great Ocean Views
CoryRating, 5 stars6 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.
Top guest favourite

Home in Sonoma
4.98 out of 5 average rating, 110 reviewsSonoma 14Acres, 2BR 2BA, Pool HotTub, Plaza 3 mi.
AndreaRating, 5 stars3 weeks ago
Mike and Jefferson have created such a lovely sanctuary with this home. The beautifully landscaped garden area, outdoor living space, and fantastic amenities all made it feel like our very own private retreat. The property is quite expansive, with multiple areas for gathering, as well as several private spots for quietude. Whether swimming in the fantastic pool, relaxing in the hot tub, grilling dinner in the outdoor kitchen/dining area, or just gathering around the fire table, we looked forward to just being outside at home most of the time and didn't want to leave! Inside, however, was really just as cozy, with a well-stocked kitchen, including an espresso machine that made excellent cappuccinos that I looked forward to each day. This home is perfect for families -- our kids loved not just the pool but also all the other "toys" like the tire swing, table tennis, and basketball hoop. Would love to return and will recommend this property to others without any hesitation!
Guest favourite

Home in Dillon Beach
4.94 out of 5 average rating, 285 reviewsClassic Bungalow at Dillon Beach
AndiRating, 5 stars2 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.
Quick stats about holiday 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
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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
- Schoolhouse Beach
- Portuguese Beach
- Gleason Beach
- North Salmon Creek Beach
- Doran Beach
- Santa Maria Beach
- Chateau St. Jean
- Kelham Beach
- Black Point Beach
- Shell Beach
- South Beach
- Kistler Vineyards-Trenton Roadhouse Tastings by Appointment
- Driftwood Beach
- Point Reyes Beach