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House holiday rentals in Windsor
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Top-rated house rentals in Windsor
Guests agree: these houses are highly rated for location, cleanliness and more.
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Popular amenities for house rentals in Windsor
House rentals with a pool
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Luxury home, hot tub/spa pool, walk to restaurants
Our stay at this exquisite and luxurious home was simply divine. Its prime location afforded us effortless access to the renowned wineries and tasting rooms of Lasseter, Beltane, Imagery, Benzinger, and Tailsman. The convenience of a local grocery store, delightful restaurants, and a charming French bakery, all within walking distance, further enhanced our experience. The generously sized hot tub, impeccably clean and perfectly heated, provided blissful relaxation. The beautifully landscaped yard, complete with the soothing sounds of the creek, created a truly magical and restorative ambiance. Every detail of our visit was flawless, exceeding all expectations. We eagerly anticipate our return to this haven of tranquility.
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Vineyard Vista, Modern Farmhouse Cottage with Pool
We really enjoyed our stay, very private and quiet. Great location among the wineries of northern Sonoma County. Kitchen was great, and we enjoyed the fireplace every evening. Thank you!
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PrivateWarm&Cozy+Spa+Pool+FirePit+Wi-Fi!
Robin’s home was perfect for our girls' trip! From booking to check-out, her communication was clear, friendly, and super responsive, making planning effortless. The house fit our group of 8 perfectly, with stylish, cozy furnishings and plenty of space to relax. The kitchen was spotless and well-stocked, including an espresso machine and wine glasses—plus, a welcome bottle of wine was a lovely touch! The bedrooms were spacious with incredibly comfy beds, and the bathrooms had plenty of essentials for our group. The backyard was the true highlight, with a fire pit, hot tub, and beautiful lighting, creating the perfect ambiance. Robin thought of everything, making our stay seamless and special. I highly recommend this Airbnb and would absolutely stay again
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20 Acre Ranch w/Vineyards, Pool, Hot Tub, & Views!
Could not be a better place to stay if you are planning to enjoy all the local area has to offer. Redwood forest hikes, wine tasting, site seeing, river walks, ocean day trips. Giusti has it all! One of the nicest AirBnB’s we have stayed in! Will definitely book for our next visit to the RRV. Thank you Kurt!
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*Heated* Swimming Pool Retreat Near Sonoma Square
This was ideal home for we five friends looking to enjoy wine tasting, great restaurants, shopping, cooking in-house, spacious rooms. Large attractive table for meals; cozy kitchen nook with afternoon sun; living room ideal for relaxing and playing charades. For the reasonable extra fee, we enjoyed the warm pool in cold winter. Beds were comfy-so important. Nice to have the 2 bathrooms. Located just under 2 miles from Sonoma Plaza and close to local wineries. Nearby- outstanding Sonoma Market for fresh everything. Quick communication from host.
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Hot Tub/Pool ~ Walk To Wine, Shops & Restaurants
Lovely home in a great area! We had a wonderful stay.
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Lovely and Spacious Ranch-Style Home With a Poolside Oasis
Griselda was a wonderful host. Our stay was super last minute and she was very accommodating, responsive and flexible. The location was perfect. We came to hike in Armstrong Redwood Park and her place was only about a 3 min drive there. It was also a three minute drive from the downtown so great location. Beautiful house with lots of space and a huge yard. I'd love to come back in the summer when we could use the outdoor space more, but the hot tub was perfect for the winter.
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The Deer Retreat – Privacy and Comfort
Our family had a wonderful stay here for the holidays! The house was perfect, so much space for the dogs outside too. We will be back!
Weekly house rentals
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Family Friendly Charming 2 BD
Casa Sophia was exactly as described. My wife and I stayed for about two weeks with our four-year-old. The house accommodates kids very well. The living room with stove was a joy to hang out in over the holidays. It's one of the only AirBnB kitchens I've enjoyed cooking in as it basically has all the equipment needed and plenty of space. Even the knives were sharp. We couldn't take advantage of the outside area as much as we would have liked since it rained almost the entire stay, but it is gorgeous and hanging out in the hot tub on a sunny morning sipping coffee watching mist peel off the redwoods was a highlight for me. Quick drive to Guerneville, 20 minutes to the coast and a half-hour to Santa Rosa. We went on walks all over the neighbourhood as well. The neighbours are friendly and lots of dogs to greet. All three of us were very sad to leave. It was a great home.
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Healdsburg 2br Cottage with Private Yard!
This was the perfect spot for our quiet weekend. I usually prefer not to use guesthouse Airbnbs but this one was totally private and felt like entirely its own space. Super clean, cozy, and comfortable. We’ll be back!
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Escape to Guernevilla, sunniest spot on the river!
We had a wonderful girls in guerneville trip at Hillary’s beautiful and appropriately named guernevilla home. Surrounded by pristine Mountain View’s and a short walk from Russian river, it was the perfect weekend getaway. We look forward to having Hillary host us for our annual girls trip for years to come!
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Charming Windsor Home
Cozy cottage, near a large park and walking distance to downtown and the high-end Oliver's Supermarket. The location is blue-collar with medium traffic, school kids walking home, pet parents walking their dogs to the park in the morning, etc. Parking was easy and we didn't have any difficulty finding a spot in front of the place or a few steps away. The cottage is very neat and clean and includes most items that you need for a stay. Overall, a comfortable space and good place.
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BodegaBay Beach Home:UpscaleBeachHome!5 STAR!Views
The two owners were a very kind and responsive host and hostess! The neighbourhood is superb, and has easy access to the beach, and a wonderful place to walk the dog. The area is calm, peaceful, and provides beautiful views.
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West End Neighborhood Cottage
A perfect place to stay ! The cottage is so warm and cozy, extremely clean, so many nice amenities. It’s back from the street so it’s very quiet - with a beautiful green space in front with a table to sip morning coffee. I love the split bathroom - shower in one room and toilet/sink in another room. The kitchen is spacious , the bedroom has a big closet, the kitchen is perfect, and the living room area is so comfortable. Laundry room is close and there is great driveway parking. It is truly a wonderful place to stay !
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Wine Country Escape with 4 King beds & hot tub!
We chose this house because of the 4 bedrooms with king sized beds and it worked out so well for us. We visited at 6 or 7 wineries/tasting rooms all within a 15 minute drive and they were all fantastic. The house itself was very clean and comfortable and was a great space for a group of 8 to return to each evening of our stay in wine country. And of course, we ate oranges out of the tree in the backyard each morning.
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Hummingbird - Villa Grande, 1 Bedroom, 1 Bath
Tom’s place was exactly what we needed. We needed a couple of days of rest and relaxation. The cabin was clean, kitchen was amazing, had everything we needed. So nice to be tucked away in between trees, short walk to river. Neighbors were friendly and helpful. I digs it!
Private house rentals
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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!
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10-Acre Vineyard Cottage w/Hot Tub + Bocce Court
All in all a 10/10 stay with Megan. It was the perfect landing pad for a quick girls trip in Healdsburg. The house was cozy and spacious and beautifully decorated. Megan was a responsive and gracious host.
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Casa Del Sol, Secluded with Views
A beautiful location with amazing views of the coast and sunsets. You can walk to the beach or a 10 min drive to Bodega Bay. Very convenient. The house is modern and easy to live in for a few days. We will return for another visit!
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Sonoma Plaza area walk to wineries
We had a great time! The upstairs room is very spacious. The Airbnb is very conveniently close to Sonoma plaza.
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Large Charming Home Surrounded by a Vineyard
The best Airbnb I have ever stayed in. James and Nicky were the most responsive hosts - any question we asked was answered in an incredibly timely manner. Incredibly clean. Well stocked kitchen. And a great location with views over their grape vines. We all hope to return again.
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Mountain top, wine country escape
Can’t imagine a better spot to decompress with friends. The natural surroundings of the property were gorgeous and the expansive windows across the house let you enjoy all that nature while cozying up with a book and a blanket. The common areas to spend time together were large and inviting while each bedroom was private with its own nook to retreat to at the end of the night.
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Wine Country Fairgrounds AC BBQ Downtown Stocked!
The house was great. It was very clean and attractive inside. The option to park in the garage was nice. The back/side yards were a good size. We’d definitely stay here again!
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Charming Farmhouse - Hot Tub, Terrace & Bocce
Fabulous house in a great location of Wine Country! This was a lovely house for a group of 6. We were super close to delicious restaurants in Sonoma Square (5-10 minutes by car), and easy to pop over to Napa and Yountville (15-25 minutes by car). The outdoor space was lovely. We enjoyed the hot tub every night. I appreciate the different bed options for our group (king, queen, twins, and day bed/ trundle bed). The kitchen was spotless. We had some issues with the dishwasher, although Pia was super responsive and helpful at getting an appliance repair lined up. Our group did not cook much, so this was not a big issue. We would stay here again!
Quick stats about house rentals in Windsor
Total rentals
90 properties
Total number of reviews
5.4K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with a pool
20 properties have a pool
Rentals with dedicated workspaces
50 properties have a dedicated workspace
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