Kid-friendly vacation rentals in Healdsburg

This is a great place to stay for a few nights while exploring Healdsburg and Windsor wineries. The surroundings are beautiful and the swimming pool is pristine. Nilus was a responsive host, and we appreciated his hospitality and proactive communication.

What a wonderful home. Some descriptions say "5 min from this or that" but this really is a very short drive to grocery stores, restaurants and the Healdsburg town square. BUT at the same time extremely quiet and serene. Everything is very cozy, the decor is peaceful, the kitchen very well appointed, bathrooms, water everything is clean and easy to use. Owners were very responsive to a very minor issue that was cleared up very quickly - good to know they are _right_ there if needed. Although there is a busy road you don't hear it because of the wonderful landscaping and waking up to a vineyard every morning? That was just fantastic. Overall we had a great stay and would definitely come back!

We enjoyed our stay at Cynthia's place. She and her team were extremely responsive with communications, with just the right amount of attentiveness. The place makes very good use of a small footprint, and it's bright, clean and inviting. We were comfortable using both the main bedroom and the couch hide-a-bed. The kitchen is sufficient for basic cooking. We found the neighborhood to be quiet, and walkable. This was a nice place to stay while assisting with our local elder family members.

Absolutely beautiful, kid friendly - would definitely come back.

I had a wonderful stay! The place was absolutely beautiful — peaceful, well-maintained, and full of charm. The pool was a lovely spot to relax, and being able to walk through the surrounding vineyards made the experience feel extra special. Everything was thoughtfully documented, which made it easy to settle in and explore. The host’s recommendations were very helpful and much appreciated.

Great stay in wine country. Cloverdale is very cute and not crowded. They also have a fun street fair right down the block on Fridays in the summer. The house is a super cool updated historical house. It was a great size for our family of 4 and another couple who came with us. Highly recommend

We had a wonderful time at Wine Camp. The house is beautiful-high ceilings and lots of natural light with great outdoor space to enjoy the scenery. It’s close enough to town to be convenient but out far enough to feel like you are in the country. The house had everything we needed for our get-away.

Gorgeous home away from home in Sonoma/wine country! The “Winelight” is a cozy, utterly charming getaway, perfectly situated to relax and enjoy nature, wine-tasting, farmers markets, yummy food. Michael is a fabulous host, generously welcoming us with a bottle of wine! He quickly responded to questions and steered us toward the best local experiences! We enjoyed cooking in the well-stocked kitchen, breakfast on the patio deck, soaking in the hot tub after hiking near redwoods and paddling down the Russian River. Michael’s attention to detail made our stay so comfy: plenty of home/beach towels, maps/guidebook, flowers, full TV options, cards, magazines, laundry room, small dishes on bedside tables. We absolutely loved staying here and hope to come back! Thank you, Michael, for helping our family to make such precious memories! 💕😍 We felt so happy staying in your delightful home.

In a quiet neighborhood; clean and attractive, easy to find, all that I needed for my stay. Rhonda was friendly and helpful. It was also an excellent place for working remotely. I will certainly return whenever I'm in Santa Rosa.

We had a fantastic stay at the Valley View apartment! Lynn gave us clear directions, and her detailed guidebook was incredibly helpful for planning our time in Napa and Sonoma. The apartment itself is cozy and comfortable, with stunning views and a beautifully maintained property. We loved the peaceful setting. There are cows on the property, plus we spotted turkeys, deer, and even got daily visits from Hazel the cat, which was such a sweet bonus. This is a truly special place, and Lynn is an exceptional host. We’d absolutely stay here again and highly recommend it to anyone visiting the area!

Lovely stay at Amy’s place! Thank you for the eggs and yummy muffins. We loved the comfy robes and appreciated the hot tub. Place was great and we loved the neighborhood where you live and great to be walking distance to so many places. I would stay here again!

Quaint little space, in good location. Everything was nice and clean. Host was quick to respond.

The Treehouse was a beautiful spot in a beautiful location. It’s close to lovely shops, the views from the room are gorgeous, and the host is very welcoming and thoughtful. I highly recommend it!

We loved our stay at the farm! Comfortable, safe, clean, and convenient. Eileen was super responsive and gave us a ton of suggestions for things to do. The house was easy to find and in a really beautiful area surrounded by farms. We would definitely stay here again when in Sonoma!

We had an absolutely wonderful stay in Debra’s very charming house! The place was spotless, beautifully designed, and looked exactly like the photos—if not better. Every detail was thoughtfully curated, and it had everything we needed for a comfortable and relaxing stay. The bed was incredibly cozy, and we slept like a dream each night. The location was perfect—just minutes away from some of the best restaurants in the area. Everything about our stay was fantastic. I would highly recommend this gem to anyone visiting Napa and would love to return again soon!

Very nice spot. Steve was proactive and responsive. Neighborhood felt extremely safe and was beautiful to walk around. It is a basement apartment so we would occasionally hear people moving around the upstairs but was never too loud or too early/late to bother us, just something to know if you’re sensitive to sound. Kitchen was very well equipped. Entire place was cozy and very central. Overall would definitely stay again, we loved the place!

We loved our time here. The condo is a great location at the start of Silverado Trail, an easy drive to many wineries. It is also a short drive to downtown Napa. We visited for a wedding and Matt was very helpful and accommodating with all our questions. We hope to stay here again next time we visit Napa!

Beautiful place. Host was very helpful and friendly. Definitely recommend .

We had a fantastic stay! Craig was incredibly responsive and was able to rent to us same day as we didn't want to leave Silverado Resort and beautiful Napa! The condo decor was stylish and modern with an upscale vide that fit perfectly with Silverado Resort. The unit is stand alone with no one upstairs which was a plus. Silverado Resort is a one-of-a kind complete destination resort with golf, pools, tennis, spa and restaurants. Added bonus we were less than 10 minutes to downtown Napa. Can't wait to come back!

Krista's condo is truly chic. The photos represented the condo beautifully which is not always the case with other airbnbs we have stayed at! Everything was perfect and we would stay again in a second!

I’m so glad to have found this airbnb! It was in a quiet, beautiful neighborhood. The place was cozy, clean and had everything we needed for a comfortable stay. We did have issues with wifi connections and would get bad signal on/off, also had trouble with opening the door (several tries with the code and being able to push open the door), but other than that, everything was perfect! Highly recommend this place and Kristina was awesome! I definitely would book here again if the need arises!

Our stay was wonderful! Scott and Rebecca are amazing hosts who were very accommodating- we were traveling with a young kiddo and they were kind enough to ask about a pack n play and even organized a high chair (which we forgot to ask about). The place was very easy to find and super walkable to restaurants, cafes, and the Riverwalk. The apartment is exactly as described and pictured.

The absolute perfect choice for our stay in Napa! The condo was clean, quiet and so comfortable. Debbie went above and beyond with her suggestions, communication throughout and even stocked the fridge with many breakfast goodies for us - an unexpected surprise!

We had a great stay here! It was spacious and great for two couples. Nicole was a welcoming and thoughtful host - we really enjoyed the treats and wine from the farmer’s market. Great location as it is about a 5 min walk to downtown St. Helena and is in a quiet, peaceful neighborhood.