
House vacation rentals in Windsor
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Top-rated house rentals in Windsor
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Popular amenities for Windsor house rentals
House rentals with a pool

Luxury home, hot tub/spa pool, walk to restaurants
Linda’s place was great. It was clean and comfortable and the location was great. A quick walk into the adorable town of Glen Ellen. The backyard is gorgeous and the spa pool was a fun perk to enjoy.

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!

Spectacular Stone Pool/Spa with Views; Near Plaza
Summers House is exceptional! And the views and gardens are amazing. Pat was very responsive, and her detailed instructions and local recommendations were very helpful. Don't be hesitant about the short drive up to the house. It is beautiful drive, and the location is worth it.

20 Acre Ranch w/Vineyards, Pool, Hot Tub, & Views!
This house/Airbnb is amazing! Host communication was great and helpful. Every corner and furniture was pristine clean. House style is perfect for any kind of vacation stay. We were a group of 4 friends and 3 of us came with our babies/toddler. High chair and crib was super helpful. Kitchen is fully stocked to whip up any kind of meals (simple or complicated). We enjoyed many of the amenities including hot tub, fire pit, brand new high end grill. The property sits on a beautiful 20+ Acers of vineyard, we took walks every morning and evening. Even got lemons 🍋 from the garden and added to our water. We enjoyed going to wineries within 5-10 mins away as well as Napa and Sonoma wineries. Highly recommend anyone to book this Airbnb if you’re looking for a worry free, comfortable, clean, and beautiful wine country get away.

*Heated* Swimming Pool Retreat Near Sonoma Square
The house was exactly as described and comfy. Plenty of room for 8, and in a quiet neighborhood. We didn’t use the pool but it looked so inviting for summertime! Great place to stay with a group. Thanks!

Luxury home (+ pool house) with views, pool & spa
Absolutely beautiful place to gather with old friends. The house is even bigger than it looks and everyone had plenty of space and privacy, with lots of communal spaces when we wanted to gather. The setting is gorgeous and it's easy to get into town or visit wineries. We would definitely come back!

Hot Tub/Pool ~ Walk To Wine, Shops & Restaurants
Great host, location and the house was perfect for what our group needed. We really enjoyed our time in Santa Rosa. We did not cook in the kitchen but you could see it was well stocked with everything needed to prepare a nice meal. The front room accommodated the six of us easily. Would definitely stay at this property again!

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.
Weekly house rentals

Woodhawk Manor of Alexander Valley
Beautiful property that worked well for our group. Great pool and the views and amazing. The kitchen is well stocked. The host (Rob) is very helpful and responsive and can help work through any issues. Highly recommend!

Family Friendly Charming 2 BD
This was our second time staying at Casa Sophia! It was clean, well-equipped, and very cozy. Would absolutely come back again.

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!

Escape to Guernevilla, sunniest spot on the river!
A great trip! We were having a "moms weekend" away from the kiddos and felt very comfortable to relax, soak in the hot tub, and cook food in a great well-stocked kitchen. The kitchenware was high-quality, great cabinet of spices, and didn't at all feel like an empty rental. We also appreciated how many kids books and toys were available even without our kids there. Books for grown ups, too! And it was a nice treat to have a car charger.

Charming Windsor Home
This is a nice detached cottage, with a complete kitchen, and bedroom. It was very conveniently located for us, with visits to breweries and wineries all near. Nicely decorated. This is a residential neighborhood, so there are dogs that bark at all hours. The ac is not built-in, not a mini-split, but instead a portable unit set up in the living room. It cools the living and kitchen just fine, but the cool air has to navigate into the bedroom, and that takes a while. The only real complaint is that if you are there during a rain event, the water drips onto something that makes a lot of noise in the bedroom, and makes it hard to sleep. No rain, no issue

BodegaBayBeachHome:UpscaleBeachHome!Ocean&Beaches!
Beautiful house so close to the ocean. Loved having the fireplace to bring warmth during the cold wet weather. The locally made brownies were amazing. Stace was very helpful and responsive. Additional lounge was great for the teenagers.

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 !

Wine Country Escape with 4 King beds & hot tub!
Really enjoyed our stay here while visiting wineries in Sonoma and Napa! The place felt like home and was very well appointed with everything we needed. We brought our 1 year old son along and they had many baby items we were able to use and it was easy to keep the main living area pretty baby safe for a kiddo on the move. Location was great, quiet neighborhood but still close to many wineries and downtown Sonoma. Just be aware of strict noise policy at nighttime so don’t plan to use the hot tub/fire pit super late at night. Overall was a great stay and would stay again if we come back!
Private house rentals

Thornsberry House, A Luxe Wine Country Getaway
This home is very modern and beautiful. I came with three other friends to stay over a weekend and we found that the amenities were great in the location suited what we needed. This is not a complaint, but I just want folks to be aware that all that glass doesn't have any curtains on it, which is beautiful, but if it makes you feel uncomfortable, that's worth knowing. Everything was great! Truly.The only improvement could be if there's a full length mirror somewhere in the house where you can like see yourself. We possibly missed it, but we definitely searched for it.

Annadel Retreat| Hot Tub | Trails | Views | Wine
This is a second time we are staying in Annadel House Retreat for little getaway in wine county. The place is just amazing! Spacious, everything you need it there, views are stunning. Nikki is super host in terms on communications. We are planning to stay again net year. Highly recommend!

Large Charming Home Surrounded by a Vineyard
So responsive very helpful we really enjoyed the property and would book again the hot tub was fantastic

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!

Mountain top, wine country escape
We had a fantastic stay at this Airbnb! The place is peaceful, beautiful, and offers plenty of privacy—perfect for a relaxing getaway. My wife and I, along with our dog, truly enjoyed our time here. Our pup had lots of space to roam safely, which was a huge plus for us. The location is also great—secluded enough to feel like a retreat, yet conveniently close to Santa Rosa. Alexa was an amazing host, providing thoughtful recommendations that made our stay even better. We highly recommend this place to anyone looking for a tranquil escape!

Riverside Lodge House in Guerneville
Beautiful Place, Quiet & Peaceful. The Kitchen was stocked with plenty of dishes, utensils & glassware. Our group of 10 felt right at home. Thank You!

Wine Country Fairgrounds AC BBQ Downtown Stocked!
had a great time at Dan's place. close to everything. full kitchen with everything. was there to take of my son for post op knee surgery. so great to able to cook in a nice setup. Will most be back to enjoy another time in tbe future

Retro Retreat in the Sonoma Valley
Excellent location. The house was clean and exactly as described. It was the perfect location, easy to get to, and very smooth. Josette and Dave are professionals—they know EXACTLY how to make this an easy place to stay!
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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- Clam Beach
- Sonoma Coast State Park
- Muir Woods National Monument
- Chandon
- Dominus Estate
- Point Reyes National Seashore
- Pebble Beach
- Six Flags Discovery Kingdom
- Caymus Vineyards
- Gleason Beach
- Steep Ravine Beach
- Santa Maria Beach
- Chateau St. Jean
- Safari West
- Jack London State Historic Park
- Sea Ranch Golf Links
- Black Point Beach
- Stengel Beach
- Stump Beach
- Gerstle Cove Reserve
- Blind Beach
- Shell Beach
- Scotty
- Portuguese Beach