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House vacation rentals in Windsor

Find and book unique houses on Airbnb

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Popular amenities for Windsor house rentals

House rentals with a pool

Guest favorite
Home in Glen Ellen
4.91 out of 5 average rating, 173 reviews

Luxury home, hot tub/spa pool, walk to restaurants

GioRating, 5 stars2 weeks ago
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.
Guest favorite
Home in Healdsburg
4.91 out of 5 average rating, 107 reviews

Vineyard Vista, Modern Farmhouse Cottage with Pool

EmilyRating, 5 stars4 months ago
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!
Guest favorite
Home in Santa Rosa
4.92 out of 5 average rating, 109 reviews

PrivateWarm&Cozy+Spa+Pool+FirePit+Wi-Fi!

JaceyRating, 5 stars1 day ago
The house was lovely and great for a short weekend trip. I totally wish I could stay longer and enjoy more of Santa Rosa. The house was close to many things like grocery, shops, and restaurants. The host Robin was super helpful, responsive, and a great host!
Guest favorite
Home in Forestville
4.99 out of 5 average rating, 103 reviews

20 Acre Ranch w/Vineyards, Pool, Hot Tub, & Views!

CristinaRating, 5 stars2 days ago
Kurt's place was amazing! We were a group of five women gathering to celebrate a birthday, and we could not have picked a better place. The house itself was warm and inviting, with an open floor plan that allowed us to all relax in the comfy living room or gather around the big island countertop in the kitchen. Everything was very clean, and the beds were super comfortable. The outdoor area provided a peaceful place to hang out. It was too cold to swim in the pool, but we did enjoy several dips in the hot tub, which sits overlooking a beautiful view. And the house itself sits on some gorgeous land with a vineyard. It was very peaceful and relaxing. Kurt and Heather were responsive to messages and great about checking in to make sure our stay was going well. I would highly recommend this place, and I hope to stay there again sometime!
Guest favorite
Home in Sonoma
4.88 out of 5 average rating, 301 reviews

*Heated* Swimming Pool Retreat Near Sonoma Square

WendyRating, 5 stars1 month ago
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.
Superhost
Home in Santa Rosa
4.87 out of 5 average rating, 209 reviews

Hot Tub/Pool ~ Walk To Wine, Shops & Restaurants

RachelRating, 5 stars3 weeks ago
Lovely home in a great area! We had a wonderful stay.
Superhost
Home in Guerneville
4.83 out of 5 average rating, 178 reviews

Lovely and Spacious Ranch-Style Home With a Poolside Oasis

KiranRating, 5 stars2 weeks ago
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.
Guest favorite
Home in Sebastopol
4.92 out of 5 average rating, 118 reviews

The Deer Retreat – Privacy and Comfort

AbigayleRating, 5 stars2 months ago
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

Superhost
Home in Monte Rio
4.91 out of 5 average rating, 331 reviews

Family Friendly Charming 2 BD

JeremyRating, 5 stars2 months ago
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.
Guest favorite
Home in Healdsburg
4.89 out of 5 average rating, 112 reviews

Healdsburg 2br Cottage with Private Yard!

HaileyRating, 5 stars2 months ago
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!
Guest favorite
Home in Guerneville
4.94 out of 5 average rating, 179 reviews

Escape to Guernevilla, sunniest spot on the river!

ChristineRating, 5 stars2 days ago
Enjoyed a lovely stay with family friends. We brought our toddlers, and they loved the toys and books at the house. Each bedroom is in a different corner of the house, so we enjoyed privacy and quiet even if one of them cried out in the middle of the night. Easy walk to a great playground down the street right by the river. Would visit again!
Superhost
Home in Windsor
4.87 out of 5 average rating, 127 reviews

Charming Windsor Home

GabriellaRating, 5 stars1 week ago
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.
Superhost
Home in Bodega Bay
4.85 out of 5 average rating, 119 reviews

BodegaBay Beach Home:UpscaleBeachHome!5 STAR!Views

DougRating, 5 stars1 week ago
We had a really nice stay. The view was amazing. The house was comfortable and spacious. And the pool table was really fun. All and all, a really good time in a beautiful place.
Superhost
Home in Santa Rosa
4.93 out of 5 average rating, 144 reviews

West End Neighborhood Cottage

NancyRating, 5 stars1 month ago
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 !
Superhost
Home in Dillon Beach
4.85 out of 5 average rating, 172 reviews

KH: Life is a Beach-DOG Friendly

ErikRating, 5 stars2 months ago
Exactly as pictured, beautiful AirBNB. Every room in the house has an ocean view and the panoramic view from the living room / great room is absolutely stunning. The kitchen was very well stocked, the laundry was whisper quiet and my wife and 2 year old daughter loved the big bath tub with the ocean view - they even got to spot a family of deer from the window. Beds were all pristine and very comfortable. The spa / hot tub room is also stunning with full ocean views. Game room is a great addition though it can get a little chilly (converted garage). Cell signal in Dillon Beach is spotty but WiFi was very strong. Plenty of parking - we fit five cars in the driveway. Highly recommend staying here.
Guest favorite
Home in Sonoma
4.93 out of 5 average rating, 110 reviews

Wine Country Escape with 4 King beds & hot tub!

JacobRating, 5 stars1 month ago
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.

Private house rentals

Superhost
Home in Sebastopol
4.78 out of 5 average rating, 51 reviews

Green Valley, Sonoma County at a Working Winery.

MikeRating, 5 stars2 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!
Guest favorite
Home in Sonoma
4.94 out of 5 average rating, 460 reviews

Thornsberry House, A Luxe Wine Country Getaway

CourtneyRating, 5 stars2 weeks ago
Lovely home. It is well located yet peaceful. Highly recommend
Guest favorite
Home in Healdsburg
5 out of 5 average rating, 144 reviews

10-Acre Vineyard Cottage w/Hot Tub + Bocce Court

MicolRating, 5 stars2 days ago
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.
Guest favorite
Home in Sonoma
4.83 out of 5 average rating, 252 reviews

Sonoma Plaza area walk to wineries

JennyRating, 5 stars2 weeks ago
We had a great time! The upstairs room is very spacious. The Airbnb is very conveniently close to Sonoma plaza.
Guest favorite
Home in Sonoma
4.97 out of 5 average rating, 126 reviews

Large Charming Home Surrounded by a Vineyard

HelenRating, 5 stars1 month ago
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.
Guest favorite
Home in Santa Rosa
4.96 out of 5 average rating, 114 reviews

Mountain top, wine country escape

KaitlynRating, 5 stars1 month ago
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.
Superhost
Home in Santa Rosa
4.91 out of 5 average rating, 100 reviews

Wine Country Fairgrounds AC BBQ Downtown Stocked!

Misty And JohnRating, 5 stars1 week ago
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!
Guest favorite
Home in Sonoma
4.93 out of 5 average rating, 40 reviews

Charming Farmhouse - Hot Tub, Terrace & Bocce

ScoutRating, 5 stars1 month ago
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

Destinations to explore

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  5. Windsor
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