Kid-friendly vacation rentals in Healdsburg

We so enjoyed our stay here. It was a perfect home with beautiful space and decor. We were not ready to leave!! Absolutely perfect! What a great host! Hope to be back!!

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!

The house was amazing. It was perfect as described and such an amazing find. We were so lucky to be able to stay in Christina's home. The location was also amazing as it is right on dry creek road and close to both downtown and all the wineries. Christina was incredible and super responsive. She really wanted to make sure that we had everything we needed for our stay and was very helpful. I highly recommend staying here. I wish we could have stayed longer.

This house is absolutely beautiful, peaceful and private. In addition to the gorgeous artwork and spacious interior, it also has one of the best equipped kitchens we’ve ever seen in a rental. It was a delight to cook in! The beds were also really comfy! Rob was super responsive - we told him one of the coffee grinders was broken and he had a new one at the house the next day! The cottage has an outdoor shower that reminded us of our vacations on Cape Cod (without all that sand!). In the main house, one of the bathrooms is en suite but the other is not (so if it feels a bit brisk for a morning outdoor shower, you can take a nice hot shower inside). The location is ideal — just a few minutes’ drive from Healdsburg Plaza even though it’s situated on a lovely, rural road that feels worlds away. (Walking to the Plaza is doable but I’d try not to do it at the height of rush hour as the intersection with Hwy 101 can be pretty busy.) We definitely want to come back!

Absolutely beautiful, kid friendly - 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.

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.

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!

Beautiful apartment … impeccable, modern, fully stocked. Great coffee and delicious muffins every morning. Loved the town of Sebastopol … great restaurants. Loved Ramen Gaijin.

We enjoyed our stay. It was centrally located for all our planned activities. Very neat and squeaky clean. Kitchen had what we needed as well. We will definitely consider this location when we are back in Santa Rosa.

We enjoyed staying at this property. Especially enjoyed the beautifully tended plants and flowers, and cute yard space. Thanks again!

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 .

One of my best Airbnb experiences to date! Erin was incredibly responsive and thoughtful throughout our stay. The apartment is stylish, comfortable, and impeccably clean—so much so that I joked with my husband it was even cleaner than my recent stay at a SoCal Hyatt. We absolutely loved it and would happily stay again!

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.