Cottage vacation rentals in Windsor

David's home in the Guerneville redwoods was a magical place for a solo retreat. The beauty and attention to detail was wonderful - from the art to the amenities to the guidebook! David was very responsive and kind in his communications. Would stay again.

We loved Sarah and Keith’s house! Great location, close to everything, quiet, great neighborhood. We would definitely stay here again.

This is a charming place, beautifully kept with lovely furnishings. We really enjoyed the well appointed kitchen as we cooked every day. The yard and gardens are beautifully kept, peaceful and serene. Oranges growing right outside the house! We were in town for a wedding, and Santa Rosa is right in the middle of so many enjoyable things to do. We hiked on the CCT out past Bodega Bay, enjoyed restaurants in Healdsburg, visited the redwoods and shopped at the Barlow in Sebastopol. Thank you Cheryl for sharing your lovely home. We had a fabulous time!

This was our second time staying at Red Door Retreat and we had another great visit. As before everything was exactly as pictured and described. Checkin was very smooth and communication with Brett was great. We particularly enjoyed the several nice outdoor spaces and the hot tub. Quiet setting but short drive to local attractions and Guerneville town center. Highly recommended!

My family and I had an enjoyable weekend stay at Peter’s cottage. The location was beautiful and home was cozy. The kitchen had everything we needed and I appreciated a clean porta-crib that was provided.

Mama K's place was absolutely stunning, quiet and serene. The pictures don't do it justice, it's so much more beautiful in person. Neighborhood is quiet, and there is a ton of wildlife. We loved seeing deer, bald eagles, quail, fox, and more every morning! The hot tub was a beautiful experience at night, as you can see all the stars. The property itself is so thoughtfully made. All the decor is beautiful, her garden makes the entire place smell amazing and she has a ton of amenities for the river including paddle boards, canoes and kayaks. The first morning we took the canoe out, we saw a bald eagle taking a bath right in the river! This also happens to be one of the cleanest airbnbs we've stayed in, and that's with it being pet friendly. Our labrador Dodge loved the entire property, and swimming every chance he got. Don't forget to visit Sophie's Wine Cellar in town! We will be back!

Beautiful property! It was breathtaking to sit on the lawn and just hang out. So welcoming and had everything you could need

In a word - delightful! We very much enjoyed the back deck and patio with morning and afternoon sun, a relaxing yard with views of the river, osprey, swallows and even deer. The kitchen was very well equipped with high quality appliances/utensils/cookware/dishware etc for easy mealmaking. Playing records from Adam's collection was memorable & reminiscent. The beds were very comfortable - especially nice with french doors looking out to the back yard and riverscape. The location is easy distance from Monte Rio, Jenner and Guerneville, paddleboarding, beaching, hiking nearby plus nice to walk our dog Lexie in the extended neighborhood. Adam was a great host. We highly recommend Adam's delightful cottage retreat, and look forward to future stays!

What can I say, it was a perfect stay. For me, the mattress and overall sleep quality is very important and I can confidently say these have been THE MOST comfortable beds of any airbnb I’ve stayed in by a mile. Chad has every detail covered and is a great guy. It was a great experience overall, everything was high quality!

We had a wonderful girls’ weekend in Sonoma staying at this lovely cottage! The location is super walkable to both the square and to nice hiking trails. Everything was spotless and the beds were comfortable. Highly recommend!

A wonderful, fun place to stay! Super comfy & looking forward to visiting again, soon!!

Had a wonderful stay at the vineyard & farm. It was incredibly peaceful. The home was very comfortable and inviting. Our 3 year old called it ‘light & bright’! 😂

A peaceful stay in a truly beautiful area. The home was comfortable —perfect for a getaway.

We had a wonderfully relaxing stay at Dennis and Dan’s amazing cottage! The view was amazing and the beach less than a 5 mins walk away. We walked down to the beach for long walks with our dogs twice daily, they had a ball! It’s wonderful to be able to let your dogs run off leash on a beach, there are so few places in CA that you can. We had planned on venturing out but found ourselves glued to the deck people watching, listening to the waves and chilling out. The cottage was immaculate! We’ve never stayed in a place that is so well stocked with everything you could possibly need. The hosts have literally thought of everything! We couldn’t leave without first booking for next year.

My husband and I loved our two night stay at Collin’s lovely and cozy little cabin by the creek. A perfect location for exploring wine country and the Russian River. Highly recommend!

I had the very BEST stay at Mark's place! Everything about the stay was magical - the cottage was quaint and lovely, surrounded by redwoods. Mark's hospitality was of the very best I have seen...he was so kind, helpful and caring and lovely to talk with during the stay. He cares so much and wants to make sure his guests have the best experience. And wow the baked goods are incredible! This was the best mini retreat I could have imagined..I will definitely be back!

We loved spending the weekend at Mike’s Healdsburg cottage - a great place with everything we needed, central location that felt peaceful, nice outdoor space, and Mike is a super responsive and helpful host. We will gladly come back!

Thank you for a wonderful stay at your home. It provided a comfortable and peaceful setting for us to relax and recharge. The amenities were perfect—thoughtfully chosen and well-maintained. We especially appreciated the extra touches like the selection of snacks and coffees, which catered to a variety of tastes. Your responsiveness and attention to detail did not go unnoticed. We would definitely consider returning for a longer stay in the future!

Dear Jessica and Jon, Thank you so much for creating such a special space at The Alchemy Tree House. We had a wonderful stay. From the moment we arrived, we felt at ease—surrounded by the redwoods, with everything so thoughtfully designed and cared for. You’ve created a place that feels both grounding and inviting, and we appreciated the attention to detail. The location was perfect for exploring—close to the Russian River, Armstrong Redwoods, and not far from the coast. But honestly, just being able to relax in the quiet, surrounded by trees, was a gift in itself. We also really appreciated how warm and responsive you were throughout our stay. It’s clear how much love you’ve poured into the place. We’d absolutely love to come back someday. Warmly, Marcus

We really enjoyed our stay here. Rooms were clean and well appointed. Bed was comfortable. Hot tub chemistry was well maintained (not always the case). Best of all, such a great location for anything in Monte Rio. We were there to see a concert and could walk to the beach, to town, and to and from the event. And after the event, we could sit out in the backyard in the hot tub under the beautiful redwoods (which were nicely lit) in the evening. Great spot. Would recommend and will stay there again if we ever have reason to be in Monte Rio. Plus Tom was very communicative as a host which I appreciate.

This was our second stay at Windmill Cottage. It is an ideal size and location for visiting our son and daughter-in-law who are building a home in the area. The cottage has all the features required for an enjoyable stay. We will look forward to staying here again on our next trip to the area.

Edrene’s place is even more beautiful and quaint in person! Great views in the backyard, nice and quiet neighborhood, but only 10min drive from downtown.

We arrived during a black-out of electricity. Cindy, our hosted, made us feel welcomed and assisted with genuine care of our concerns. We felt welcomed and cared for. The property was charming and it made us feel like we were truly in the country. Each cottage was detached--so no neighbors to listen through walls. Many thoughtful amenities throughout and the continental breakfast had quite a few options, including Oat Milk for those that cannot have dairy product. Great place to stay!

I spent a couple of days at Harbin, Hot Springs, soaking and meditating. Shannon’s place was just a few minutes from Harbin and also walking distance to restaurants and grocery. Great quiet neighborhood.