Cottage holiday rentals in Healdsburg

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!

Magnificent gardens and setting, immaculate interior and super attention to character and detail, bery welcoming and homey, terrific outdoor spaces for sitting and dining

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.

This Airbnb was a great home base - extremely well furnished, clean, and a beautiful setup with lovely outdoor space. We were thrilled with our choice and had so much fun watching our kids explore the backyard while we lounged and took in the trees.

Absolutely Loved Our Stay at Rustic High Tide Cottage! This place is a dream for nature lovers! The location is perfect for hiking and kayaking—so much to explore right from the doorstep. Falling asleep to the sound of waves crashing beneath you is pure magic. We woke up to beautiful natural light streaming in every morning, and even got the occasional friendly moo from nearby cows—such a charming touch! The host was thoughtful and attentive, making sure we had everything we needed. We didn’t want to leave and can’t wait to come back!

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

This was a perfect location for our mother and daughter getaway! We were able to explore both Sonoma county and Napa Valley. It was lovely that the host provided great dining, shopping and vineyard recommendations. The home was well maintained and the outdoor space was a pleasant place to enjoy at the end of each day.

Beautiful, quiet, and cozy. Super responsive hosts. Would love to come back someday.

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!

We very much enjoyed our stay and loved the cottage and the surroundings immensely. Great communication with host easy to reach if any questions. Loved the yard space for bbq and the fire pit area and our dog felt comfortable. Very peaceful space and inside cottage very clean and felt at home. We visited many areas and sites from the cottage made for a good home base for us for our adventures. We have all great things to say about our time spent at the cottage and host. Very appreciative. Thank you very much!!

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.

Amazing stay! Very peaceful, beautifully surrounded by nature, nice and quiet. Very spacious and super clean, great for travelers with dogs. Only advice: bring a flashlight as it gets very dark at night and it will help if you have to take the pups out around the vicinity and/or if you arrive late at night.

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!

This cottage was lovely! The beds and linens were clean, comfortable, and well appointed. Everything was welcoming and cozy. Gorgeous fresh cut flowers were all around along with a gift of delicious local cheese, fresh fruit and crackers. And there were even treats for the dog. The kitchen and the espresso and coffee makers were perfect. The host was amazing, kind, thoughtful, and responsive. Such a clean, well kept, cozy, and tastefully decorated cottage. We enjoyed our stay very much, everything was perfect and as described…even better!

Our stay was perfect for the destination wedding we attended. The location is peaceful and I wish we had had more time to enjoy. If we had another event in Healdsburg, we would definitely stay here and add more days. Tim is a responsive host. Thank you, Lisa and Doug.

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!

Wow! This property is absolutely stunning. Private and peaceful, it’s straight out of a magazine! Just 6 minutes from the most beautiful hiking trail, Goodlove Trail and just minutes to drive to some of the most beautiful wineries! We truly enjoyed our stay and would love to visit again!

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!

The Moonrise Cottage is beautiful. It is just as the pictures show. Gorgeous, amazing views. Tasteful inside. Peaceful retreat. We loved it! We were lucky enough to see the 99% full moon rise from cottage. Something not to be missed! The woodstove was nice to have on the cold evenings. And even though it was cool, I couldn't resist an outdoor shower, which was great. Aaron was perfect about communicating with us, including a great guide to the area.

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

Cottage C was amazing! Loved the hot tub under the redwoods! The Russian River was fun if we wanted to stay close and you can’t beat the Northern California Coast 15 minutes away!

The house was cute and in a great location, just a few minutes away from the main streets and restaurants in town, as well as a park a few blocks away. Robert reached out early on and was responsive to messages.