Vacation rentals with outdoor seating 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!

Amazing retreat in the Redwoods - the property is quiet, has beautiful views of the redwoods with both outdoor sun and shade spots, and has a cool interior. Pool was perfect for cooling off on a hot day. I would stay again! We stayed in May, and while the yard was mowed, it had a type of grass that was very prickly so not barefoot or dog friendly - so we weren’t fully able to enjoy the expansive yard space.

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.

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.

Such a great spot in Windsor! I stayed here with my husband and another couple for a wedding and hosted a few friends during the days/evenings in between wedding activities. The space was perfect for a bunch of old friends to hang out, play some bocce ball, and grill up some tasty goods from the local market. This was one of the best stocked and thoughtfully laid out AirBnB's I've rented. The location was great, not far from the highway but right in the middle of town by the square. I even found a host of salons nearby to get a last minute pedicure before the wedding. Would absolutely stay here again.

Very peaceful and cozy cottage stay for a wedding weekend! The Maple cottage was gorgeous inside and out, and Meg was very responsive with all our messages and questions. Would go back in a heartbeat!

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 loved staying at the Cottage! It was truly a retreat. The landscaping and setting was absolutely stunning and so relaxing. The space is comfortable and so cute. Tom and Judy are great hosts, so friendly and welcoming!

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.

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 wonderful stay at this charming Airbnb! The space was quaint and impeccably clean, nestled in a cozy and quiet area that made for a relaxing getaway. The bed was incredibly comfortable, ensuring we got plenty of restful sleep. We appreciated the soft, fluffy towels available, even though we didn’t get a chance to use the kitchen. The grounds of the property are beautiful, and having a Starbucks within sight was a lovely bonus for that morning caffeine boost. However, the coffee provided in the condo was perfect for our needs, and we took full advantage of it. Getting around Napa was a breeze with quick Uber services available whenever we needed them. Overall, we had no issues at all and can't wait to come back!

Daniel was extremely proactive, helpful and responsive. We had a great time at his place, and would definitely return! Highly 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!

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!

Stephanie was an excellent communicator as Iwas having a problem knowing where to go! This was my first Airbnb experience and I was very pleased! I loved the condo itself and the fireplace was so lovely as well as the view! Plenty of space and so peaceful - location perfect to walk to the little market for breakfast ( which unfortunately had the worst Starbucks coffee ever!) Coffee in my room was better and free! Bed was super comfortable too! Only negative for me was the fact that it was on the 2nd level and I needed help getting my luggage up the stairs but that was no problem either!!

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.