The Dragonfly Healdsburg Toggle favorite

Our stay at this lovely countryside retreat was delightful. Surrounded by rolling country acres, we enjoyed the solitude of the backyard oasis—a perfect blend of tranquility and comfort.

A highlight was definitely the outdoor space. The hot tub and pool provided the perfect contrast for a warm soak followed by a refreshing cold plunge, in the coolness of February. The home itself was beautifully appointed, with two fantastic kitchens—one indoor and one outdoor.

The location was ideal, just a short drive to Healdsburg, CA, a charming town with great restaurants and shops, as well as numerous world-class wineries. Our host was responsive and prompt, ensuring our stay was smooth from start to finish.

We would recommend this property and are already looking forward to returning the next time we’re in the area!

Beautiful home, peaceful and quiet surroundings. All the amenities listed are accurate and work very well. We loved the kitchen/dining table and living room for hanging with the family. Thank you for a great stay!

Host was very responsive, gave nice recommendations and gave us an extra hour for checkout.

Gorgeous home! We had a great vacation and would stay here again.

We cannot recommend Tony's home highly enough! We've had the good fortune of staying in many beautiful AirBnbs over the years--but we've never been a house that was as amazing as this one. It is lovely and spacious. All the furniture and appliances are of the highest quality. The neighborhood is quiet and rural--but it's just an 8-minute drive to downtown Healdsburg. Tony responded immediately when we were having trouble with the Internet and fixed it right away. Truly the perfect get-away!

Even nicer than in the photos! We had such an enjoyable stay, everything was very clean and comfortable. Loved the decor and the whole aesthetic, the house is beautiful inside and out. Lots of facilities and amenities. We especially enjoyed the hot tub embedded in the infinity pool 🙂 Wish we could stay even longer!

This home is beautiful and peaceful. The beds were comfy and loved the extra cozy blankets everywhere. Especially appreciated that the bedding/extra blankets were still fluffy, not threadbare or worn like other places we've been to. Kitchen was great, had everything we needed. TVs were in each room. The living room sofa was fab for a group. My daughter loved the playset in the backyard and playing in the gym. Appreciated that the heater worked quickly when we needed it to. We were sad that we weren't there during the summer to enjoy the pool and outdoor space more. Easy check-in and hosts quickly responded as well. FYI the two main bedrooms do share/connect through a large bathroom.

Dragonfly is jaw-droppingly amazing! You will feel like you are staying at your own private resort. So many beautiful outdoor seating areas. Place is actually 3 bedrooms. A lovely bathroom connects two of the bedrooms. Excellent hospitality too!

The home is beautiful , well cared for, and clean. The yard and amenities are fun and enjoyable. The location was convenient, yet removed from the crowds. Kitchen well stocked. Lovely trip.
Enjoyed all the water features, lovely views, and all the windows and daylight.

The property is ideal for a large family or three couples. The kitchen is magnificent - very modern, perfect layout in wonderful for both cooking and gatherings. We really enjoyed the outdoor putting green. The hot tub is part of the much larger inground pool, which is really nice. Do note in the description that there’s an additional charge for heating the pool and it didn’t get as warm as we typically like it. The hot tub however, was terrific. The property is private and very relaxing. Wonderful outdoor area to enjoy dinner or a cigar during the sunset. We thoroughly enjoyed our stay!

After a long day of travel with several travel issues, it was so nice refreshing to arrive and have a seamless check in process. Even though it was later into the evening, the host was extremely responsive with some of my questions as we tried to explore this entire property the first night. And let me tell you, there is a lot here. The main house in itself is very nice and spacious, never felt like we were on top of the other guests we had with us for our reservation. However, the crown jewel is the back yard. The space is HUGE!! From the hot tub and pool, to the outdoor kitchen, I couldn't have asked for more in an AirBnB in Wine Country. We didn't have kids with us, but if you do, have no fear, there are more than enough amenities to keep them busy. We also hired drivers to drive our rental car for our winery visits and they had no issue finding the house or getting us to where we needed to be on time. Would absolutely stay here again.

Amazing stay! Just wish it was longer. The pool / hot tub were amazing and the house had everything we needed. We stayed as a couple on our mini moon but this place would be ideal for a few couples.

We had an awesome stay! Outdoor living was everything described and more. Very peaceful and relaxing. Just what we were looking for.

Beautiful home, awesome outdoor area, well stocked and maintained. This is one of the nicest vacation rentals I have ever experienced.

Don’t think for another second. If this incredible home is available stop reading reviews and go book it this second!

It’s the best air Bnb we’ve ever stayed in. Very quick ride to town, wineries, or whatever else you’re looking for. Packed with amenities. The owners have thought of everything and then some to make the stay perfect.

Comfy beds and pillows too!

We had the best time at this gorgeous home! From the minute you walk in you feel instantly relaxed — perhaps it’s the beautiful landscaping, or the inviting family room, or the perfect pool and hot tub, or the numerous outdoor seating areas. If you can tear yourself away from the house, the best pastries at Quail & Condor and numerous restaurants in downtown downtown Healdsburg are just 10 minutes away, as is the terrific Oliver’s grocery store in Windsor. The Dragonfly was perfect for a long weekend and we can’t wait to come back!

Our family had a wonderful week at the Dragonfly! It has everything for grown ups and especially little kids to keep them entertained the entire day. It is a perfect location just outside downtown Healdsburg. Big John's market is less than 10 minutes away. The house is immaculate and has everything and the outdoor space is amazing. This property will not disappoint. Wish the ADU was accessible for times when you need more space. Great stay!!!

We had the most beautiful and relaxing vacation at Dragonfly! Debi and the Owner were so kind and responsive during our booking and stay. We will absolutely be back!! Thank you so much for an incredible experience!!

We will come back!

Amazing house! so beautiful and well structured. Design and lay out of the house are spacious and accommodating, while the grounds are tranquil and well landscaped.
The pool and hot tub are fantastic and so clean. The outdoor shower was a rustic and a beautiful bonus.
This house was built to satisfy everyone. Lots of amenities with a very well stocked kitchen, with everything you could need to meal prep and cook.
I only wish this listing accommodated more than 4 guests.

The house and property were beautiful and very comfortable, and the attention to detail throughout the property was evident. The amenities were great — fully stocked kitchen, TVs in every bedroom and outside, lots of pool toys, bocce ball, golf, play structure with swings and slides for kids, workout space and equipment, etc. It felt like we were at a resort. WC Lodging and the owner were very responsive to any questions we had before and during our stay. We hope to visit again soon.

"The nicest place I have ever stayed." is a direct quote from a member of our party about Dragonfly. The rest of our party is in full agreement. Dragonfly is absolutely fabulous. The pool and hot tub were highlights, but the other amenities and convenient location to Healdsburg make Dragonfly the place to be.

What a wonderful place to stay! The photos don't really do it justice, it is much lovlier and comfortable in person. There are so many different aspects to the property, from the water pond features in the front to the putting green and pool in the rear. Not to mention the outdoor kitchen, kids play area under the trees, and other nooks and crannys! Very well appointed, we had a great time (as did our 3 year old daughter). Just missed the crazy heat wave (only had 1 day of 105 weather) and the pool was perfect. We will definitely come back!

This home is gorgeous! I have stayed in a lot of rentals and this is absolutely the best

Absolutely the best Airbnb experience!! The details in this home were impeccable. We felt right at home. Every room was spotless and it had all the amenities we needed for us and our little ones.

Our kids enjoyed every minute of our stay which made our stay even more enjoyable.

The location of this Airbnb is perfect as it is only 10-15 away from wineries, grocery stores, bakeries, etc! Seriously, perfect.

If you are thinking of booking, please do! It’s definitely one for the books!

Thank you for giving us some time away from reality, it was perfect! Cheers!

Great stay and wonderful place for families. Our son loved the slide and my husband loved the putting green. I enjoyed the pool and relaxing and eating outside at the outdoor kitchen. Will visit again!

I’ve never written a review for an Airbnb but this place deserves all the credit. It’s gorgeous, every inch is well thought out and beautiful. The outside had everything we wanted pool, hot tub, pool toys galore, playground, firepits, outdoor TV, pizza oven, golf, bocce, coy ponds, comfortable seating, towels, kid floaties. The inside is beautiful and so comfortable. Two refrigerators, split AC, the most well stocked kitchen,l I’ve ever stayed at, three rooms and all have king sized beds. I also appreciated the port o cribs, extra pads, high chair, children’s books, and games. And everything is just nice. Like not just a high chair but a really nice brand. You get it, it’s just well done. It’s the best airbnb I have ever stayed at, hands down!

Wonderful property that exceeded expectations. Beautifully decorated I. A country contemporary style. Many outdoor spaces for fun and entertaining. A wonderful find!

Dragonfly is an amazing place, it exceed our expectations. As many reviewers have said here, it's even better to see in person. Very close to Healdsburg and an easy drive to all of the nearby restaurants and wineries. We're already looking forward to staying here again sometime in the future. This is going to be our "go to" place to say when in Healdsburg.

Great place. Was really nice relaxing in the hot tub, especially after a day of wine tastings.

From start to finish our visit at Dragonfly was perfect. The pictures were great when I booked AND the home was even better than I had imagined. Our host was friendly and responsive, and the place was beautifully appointed.

I loved our location, 8-10 minutes from downtown Healdsburg but yet had a country feel to the setting. It really was a 5-star experience. We look forward to our next visit to Dragonfly!

what a lovely property thoughtfully put together by owner. you’re entered by lovely rock work with a running Koi pond that’s very inviting. House has all the amenities that you could possibly ask for. The pool was great huge, hot tub, putting green. The list goes on the rock work in the backyard is nothing short of amazing. I can’t wait to stay again.

Rarely do you stay somewhere that the actual house is BETTER than the pictures... This is that place!

Dagon Fly was an absolute dream.  House was super cozy, comfortable clean and there is so much to do on the property the putting green, the Koi fish, the hot tub, gym and firepit.  My wife and I stayed for a week and we booked  another week stay before we left. 

The properties is kept immaculate. With attention to detail in every nook and cranny.

Very well-appointed place. Details through the house are really excellent. If you have good weather, be sure to take advantage of the grounds as they are exceptionally nice as well.

Quick ride to Healdsburg center and just sprawling, incredible property. We were a bit stifled by the constant rain, but constantly marveled at the house and swore we'd be back in the summertime to take advantage of all the amenities.

Better than expected. As beautiful as the pictures are, the home is even more impressive in person. Me and wife celebrated her birthday at the Dragonfly, along with our 15 mo old son. Not only was the house immaculate, but it had creative touches throughout and a diverse set of amenities for us to enjoy. It even had a pack n play so we didn’t need to haul our own.

Both the property management company and the homeowner were extremely helpful and responsive to my inquiries. Can’t say enough about our stay. This is the type of home one dreams of having in their life. If you’re staying here, you’re doing something right.

We thoroughly enjoyed our time at the Dragonfly house. It was fully stocked with everything you can think of! The welcome book was easy to navigate. The yard is unbelievable! We will be back! Thank you for building and designing a gorgeous property!

We had the best long weekend stay at the Dragonfly with friends. The home was immaculate, well-stocked and absolutely beautiful.

We really enjoyed our time in Healdsburg and this property was beautiful. Great place to bring our 18 month old son since there were so many fun things to do on the property! Would definitely stay here again!

The property and the host are first class! The place is better than the photos. Everything has been thought of. The attention to detail is impeccable. I will be spending more time here.

The host knows how to create the most glorious home away from home.

With gratitude,