House holiday rentals in Windsor

Find and book unique houses on Airbnb

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Popular amenities for house rentals in Windsor

House rentals with a pool

Guest favourite
Home in Glen Ellen
4.91 out of 5 average rating, 176 reviews

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

LaurenRating, 5 stars1 month ago
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.
Guest favourite
Home in Healdsburg
4.91 out of 5 average rating, 107 reviews

Vineyard Vista, Modern Farmhouse Cottage with Pool

EmilyRating, 5 stars5 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!
Top guest favourite
Home in Forestville
4.99 out of 5 average rating, 109 reviews

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

JasonRating, 5 stars3 weeks ago
We loved our stay at the Giusti Ranch house! The location is fantastic and central to all the things we wanted to do whether it was hiking through redwoods, playing a round of golf, or checking out local vineyards and breweries. Coming back to the house at the end of the day was a nice treat to a quiet home base with fantastic views. It was very comfortable for our group of 6 and Kurt and his co-hosts made it an easy process and very comfortable stay and we wouldn’t hesitate to go back!
Guest favourite
Home in Sonoma
4.88 out of 5 average rating, 302 reviews

*Heated* Swimming Pool Retreat Near Sonoma Square

RyanRating, 5 stars2 months ago
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!
Superhost
Home in Sebastopol
4.91 out of 5 average rating, 103 reviews

Luxury home (+ pool house) with views, pool & spa

ConstanceRating, 5 stars3 weeks ago
A beautiful home with gorgeous landscaping. One suggestion: two bedrooms must share a bathroom and shower.
Guest favourite
Home in Santa Rosa
4.87 out of 5 average rating, 221 reviews

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

MarcRating, 5 stars1 week ago
Stewart's place way very comfortable. It accommodated our group well, and had everything we needed. Relaxing to lounge in the back, enjoy the pool and hot tub. Easy to find, and in a good location. Stewart also reached out with instructions and welcoming reassure if we needed anything.
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 months 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.
Top guest favourite
Home in Kenwood
4.99 out of 5 average rating, 300 reviews

4/3 Vineyard Home With Pool & Views (Sleeps 8)

MonicaRating, 5 stars2 months ago
Wonderful home! Spacious with lots of outside gathering areas. Check in instructions were detailed and helpful. Near many wineries and restaurants. Would stay again!

Weekly house rentals

Superhost
Home in Monte Rio
4.91 out of 5 average rating, 336 reviews

Family Friendly Charming 2 BD

KevinRating, 5 stars3 weeks ago
Photos did not do this place justice. The deck was such a nice surprise with so many small moments & touches tucked away to discover. As for the place itself, pitch perfect for a family and absolutely the most fully stocked kitchen I've ever encountered in an airbnb rental. I had absolutely zero reason to interact with the host because their directions were so clear, helpful, and concise! After experiencing a string of extremely disappointing rentals, this location was a perfect reminder of airbnb at it's best. Will definitely put this on the short list for return visits!
Guest favourite
Home in Healdsburg
4.89 out of 5 average rating, 114 reviews

Healdsburg 2br Cottage with Private Yard!

SharonRating, 5 stars4 days ago
Enjoyed a relaxing weekend in a quiet, residential neighborhood. The private yard with flowers and flowering bushes was especially delightful. We arrived to find a bottle of wine waiting for us which set the tone for our weekend of wine tasting.
Top guest favourite
Home in Sonoma
4.98 out of 5 average rating, 199 reviews

Vineyard Retreat | 3BR Home Near Sonoma & Napa

KatieRating, 5 stars2 weeks ago
Julie is an excellent host! We had a fantastic time at the cottage and casita. The pictures and description matched the Airbnb posting and we couldn’t have been more pleased about the picturesque vineyard surroundings. Julie also added the best tiny details like robes in every room, shampoo and conditioner, and additional home supplies. Her guidebook to the surrounding area was also an excellent touch. I would definitely recommend this home for your next getaway!
Superhost
Home in Windsor
4.87 out of 5 average rating, 133 reviews

Charming Windsor Home

JoshuaRating, 5 stars2 weeks ago
The best cozy house to visit Windsor. Our family comes every year for the Pliny celebration, it was just the right distance to the brewery. The house is also short walking distance to a nice, clean park for the kids the let out energy. We couldn’t have asked for a better place or hosts. The attention to detail and thought that went into what a guest would need to have the perfect stay was amazing. 
Top guest favourite
Home in Guerneville
4.99 out of 5 average rating, 103 reviews

The Ranchette- luxe 1 BR w/hot tub/ & prvt. patio

MichaelRating, 5 stars1 week ago
I was honestly shocked at how nice this place was. It’s so peaceful and quiet, the back space with the hot tub is private with lots of sunshine, and the house was stocked with everything we could need. It’s not too long of a walk to town. Sean was very friendly and made sure we were taken care of. Highly recommend for a weekend couples getaway.
Superhost
Home in Santa Rosa
4.93 out of 5 average rating, 144 reviews

West End Neighborhood Cottage

NancyRating, 5 stars3 months 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 Guerneville
4.83 out of 5 average rating, 283 reviews

Forever Sunday: Walk to Town | Redwoods | Firepit

CatherineRating, 5 stars2 weeks ago
We really enjoyed our stay. We were a mixed group of 8 people, ages 1 year to 82 years old. The place was very warm and welcoming, the surrounding area was beautiful. I am always in heaven when surrounded by redwoods. The price was very reasonable for the amount of space, especially for 8 people.
Guest favourite
Home in Sonoma
4.93 out of 5 average rating, 112 reviews

Wine Country Escape with 4 King beds & hot tub!

KristinRating, 5 stars1 month ago
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

Top guest favourite
Home in Healdsburg
5 out of 5 average rating, 153 reviews

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

KellyRating, 5 stars5 days ago
We absolutely loved our stay in Megan’s beautiful cottage! It is not very often that a rental looks better in person than in the photos but this one was amazing in every way! Megan was an amazing host & responded quickly to all communication. She even allowed us to arrive early so that my daughter & her husband could work on our day of arrival. Healdsburg is a quick 5 min drive away, this is hands down our favorite town in the area. Breakfast at Acorn Cafe is a must !!! We also were able to walk to do some wine tastings , such a treat. We would definitely stay here again!!
Superhost
Home in Sonoma
4.83 out of 5 average rating, 257 reviews

Sonoma Plaza area walk to wineries

MayankRating, 5 stars2 weeks ago
The place was nice. It had one bedroom on the 1st floor. The 2nd floor was one big common room that was converted into a very big bedroom, however, there was no door for it. Overall the location was perfect. The place was very spacious and clean. Although, the price of the AirBnB was on the higher side, given everything.
Superhost
Home in Santa Rosa
4.79 out of 5 average rating, 102 reviews

Annadel House Retreat- Stunning Wine Country Luxe!

ChrisRating, 5 stars3 weeks ago
The house was great- tons of room with a huge open kitchen and living room area. Lots of space for a large group to spread out and have space.
Top guest favourite
Home in Sonoma
4.97 out of 5 average rating, 129 reviews

Large Charming Home Surrounded by a Vineyard

VenaRating, 5 stars1 month ago
So responsive very helpful we really enjoyed the property and would book again the hot tub was fantastic
Guest favourite
Home in Sebastopol
4.92 out of 5 average rating, 120 reviews

The Deer Retreat – Privacy and Comfort

LynneRating, 5 stars2 weeks ago
Great place! My only disappointment was that we couldn't use the pool because it had flooded a few weeks prior and it hadn't been cleaned out. The pool was one of the reasons I booked this home. It would've been nice to have been told we couldn't use it.
Guest favourite
Home in Santa Rosa
4.96 out of 5 average rating, 115 reviews

Mountain top, wine country escape

CarlosRating, 5 stars1 month ago
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!
Guest favourite
Home in Guerneville
4.92 out of 5 average rating, 185 reviews

Riverside Lodge House in Guerneville

DavidRating, 5 stars4 days ago
Fantastic! Hot tub, pool, river access - what more do you need? The house was well equipped for bigger groups. Kitchen was decent for cooking group meals. Great grill too. River access is a 1 min walk across the road. We saw turtles and a mink on the river
Superhost
Home in Santa Rosa
4.91 out of 5 average rating, 105 reviews

Wine Country Fairgrounds AC BBQ Downtown Stocked!

WeiRating, 5 stars1 week ago
My family and our friends had a great stay at this place- neat, clean and quiet! The house is well maintained, clean and kids friendly. We felt safe and can get good rest at night. Would recommend to anyone visiting the area. Thank you for having us.

Quick stats about house rentals in Windsor

  • Total rentals

    90 properties

  • Total number of reviews

    5.6K 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

    60 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. United States
  3. California
  4. Sonoma County
  5. Windsor
  6. House rentals