Windsor vacation rentals

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Popular amenities for Windsor vacation rentals

Stay near Windsor's top sights

Luther Burbank Center for the Arts71 locals recommend
John Ash & Co.65 locals recommend
Kendall-Jackson Wine Estate & Gardens46 locals recommend
J Vineyards & Winery43 locals recommend
Marla Bakery & Catering38 locals recommend
Oliver's Market - Windsor37 locals recommend

Other great vacation rentals in Windsor

Top guest favorite
An aerial view captures a charming home surrounded by manicured gardens and expansive vineyards. A large oak tree provides shade over the landscaped backyard, which features a fire pit and a bocce court. The house showcases a covered porch and multiple outdoor sitting areas.
Home in Geyserville
4.98 out of 5 average rating, 54 reviews

Healdsburg 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
The exterior of the house is surrounded by landscaped garden beds featuring blooming flowers and shrubs. A path lined with mulch leads to the entrance, flanked by a tree and vibrant rose bushes. The clear blue sky provides a bright backdrop.
Home in Sebastopol
4.77 out of 5 average rating, 53 reviews

Green 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 favorite
An outdoor seating area is featured, complete with a modern fire pit surrounded by smooth stones. Comfortable couches are positioned beneath a pergola, complemented by lush greenery in the background. Two woven chairs provide additional seating, creating an inviting space for relaxation.
Home in Sebastopol
5 out of 5 average rating, 39 reviews

Pixel Place - A Private Arcade + Outdoor Sanctuary

CarolynRating, 5 stars3 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 favorite
Home in Windsor
4.88 out of 5 average rating, 96 reviews

Escape 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 reviews

Spectacular Vineyard View!! SPA, Close to Plaza!

ZakRating, 5 stars2 weeks ago
Loved our stay and would be happy to come back on our next trip
Guest favorite
An open dining area features a large wooden table surrounded by multiple chairs, set with place settings. Large windows allow natural light to fill the space while offering scenic views of rolling hills and the ocean beyond.
Home in Bodega Bay
4.77 out of 5 average rating, 48 reviews

Beautiful 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 favorite
An outdoor dining area is shown with a round metal table and two chairs. The ocean can be seen in the distance, extending towards the horizon under a clear sky, while coastal greenery and a winding road are visible in the foreground.
Home in Bodega Bay
4.92 out of 5 average rating, 175 reviews

Bodega 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 favorite
A modern bungalow features a gray exterior with white trim and large windows. A balcony with green chairs is visible above, while a wooden table with an umbrella is situated below. Sunlight brightens the exterior, emphasizing the inviting atmosphere.
Home in Dillon Beach
4.94 out of 5 average rating, 285 reviews

Classic 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 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.

Destinations to explore

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  5. Windsor