House holiday rentals in Healdsburg

We would like to extend a HUGE thank you to Maurine and the hosts of this AirBNB! This house is truly a gem and exceeded our expectations! We loved everything about this property- from the comfortable, homey setting to the beautiful landscaping and outdoor spaces. Directions and communication were clear and guest friendly. On behalf of the 5 of us, on our girls' getaway, we thank you all wholeheartedly and are already planning on returning next April! Thank you for sharing this truly special home with us. It was a perfect 5 star get-away from beginning to end!

Great place to stay! Ted and Michelle were great hosts. The house was perfect for our group - big rooms, spacious living area and kitchen, and the pool, hot tub, pool table and ping pong table were so fun. The neighborhood is also very walkable and close to some great little shops. Wish we could have stayed longer!

We had a wonderful experience having a small family reunion here. We had two older adults who use walkers and a baby, so I wanted to make sure that the house could accommodate all of us. Place was perfect for this with 3 bedrooms on the first floor, and only a couple steps to manage into the front door. Robin and other hosts were really helpful in answering all of my questions prior to the booking (and after). Loved the pool, hot tub and gazebo sitting area. Used the grill for family dinners. Will treasure our memories here!

This Airbnb was AMAZING!!! My friends and i absolutely loved staying here. The location was great for the wineries we went to which were sterling vineyard and Caymus. The only downfall was the pool rules and hours, also no microwave in the home. Either way i would definitely book this airbnb again!

Andrew’s house is spectacular. We had such a great time and there was so much space for everyone. The kids loved the pool and we watched the Warriors games in the pool house. The property landscaping was beautiful also. Andrew was a great communicator. I would highly recommend his place for a great getaway.

Great as always, this was our 3rd time and I know we will be back!

10/10 I stayed here with my girlfriend and my dog and it was really peaceful and had a great time,the pool and jacuzzi was amazing and the house was really clean🙌🏽😄

Matthew’s home exceeded expectations and was incredibly cozy, private, spacious, clean, and spa-like. It was luxurious! It was very pet-friendly, I brought my Labrador with me and he loved lounging on the deck. The weather subsided (though I love the rain) all day Friday to allow for an entire day outdoors! The hot tub was clean and instructions were easy to follow. I loved that Matthew included local recommended spots to check out— I went to Russian River Brewing and Pacific Markets— both great spots with ample walking areas. The home decor is unique and has such character and charm without feeling like you’re stepping into “Magnolia Farms”— so far from it! There are beautiful works of art, antiques, classic and contemporary books; it’s lovely. Matthew is a responsive and kind, generous host. I found my stay tranquil and will be staying again as well as recommending to others! Matthew, thank you for providing a wonderful space for others to enjoy! All my best! Kaitlin & Buddy.

We had a great stay at the Cuvee house. Sarah was extremely responsive and helpful throughout the trip which made this stay even better. The place was super cute and comfortable and it's located right behind a bubble bar which was fun to go to before dinner. The location can't be beat as it's right around the corner from the square and lots of shops and restaurants. Thanks for a great stay, we'd definitely come again.

The host was very accommodating and responsive. The rental was amazing. Love the open concept overlooking the river and trees. The kitchen was huge and had all the cookware and accessories we needed. Loved the modern bathroom and beautiful shower. Overall, we loved the rental, and would love to come back and stay again.

Our stay was great! Check-in was super easy, the house was clean, and it had everything we needed. Cynthia and the other hosts were communicative and clear, and made this easy and smooth for us. We were especially pleased with how comfortable the beds were! If we find ourselves back in Santa Rosa, we would happily stay again.

Gorgeous spot nestled among trees. Allan was a very responsive host and the space was pristine. Great kitchen for cooking in. There is no AC and we got there during a heat wave but the house was still lovely and cool. Allan was thoughtful to leave several fans on for us… and a bottle of wine! We appreciated all the details 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.

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.

Private, peaceful, unique, beautiful layout, easy to find, communicative owner. Even better than what we’d imagined. Thankful for the opportunity!

We absolutely loved our stay! The location was great, walkable to all the Geyserville restaurants and the Geyserville Inn, where our friends were staying. The space was very clean and big enough for our group of friends to have plenty of private space and still all fit around the dining room table for a group dinner. The hot tub was very relaxing and we loved that it was shaded from the direct sun. Wish we had more time to stay and relax!

This was one of my favorite Airbnb's of all time !! The location is perfect - serene, private, and quiet all while being just around the corner from tons of wineries and Healdsburg square. The space is so clean, spacious, and has amazing natural light. We spent lots of time on the deck overlooking the wineries and beautiful trees. The house was stocked with everything you might need along with a beautiful wine bar with glasses, decanter, and more :) This was a family trip with me and my husband and my parents. Both couples had our own bedroom and bathroom - and lots of space to gather. Will fore sure be recommending and coming back when in the area!

The place looked brand new and was the perfect spot to hang out in wine country. And Kim was a great host!

Amazing location, with beautiful, serene views of the vineyards and very quiet with tons of privacy! We loved how spacious the home was, and Glenn was extremely responsive and gave wonderful recommendations for local wineries! We are so excited for our next trip back....thank you Glenn!!

Such a sweet stay on this gorgeous hilltop. Would definitely recommend and stay again! Very comfortable bed 👍🏽

We had a wonderful stay at Katherine’s home. Plenty of room for 3 couples with very comfortable accommodations. The setting is beautiful and serene among the huge oak trees. We were able to instantly settle in and relax and enjoy the house and the surroundings. The kitchen was fantastic and very well stocked for everything we needed. We would come back to Katherine’s home in a heartbeat and are happy to give it our highest recommendation.

Ashwin was very inviting and made staying at the home seamless. I have another event coming up in the next few months and will absolutely rebook with him.

This a beautiful house and a perfect Airbnb stay. We appreciated the great care given to all the details at this house. Our family appreciated all the games to play, comfy nooks to relax in and the well stocked kitchen. We also enjoyed the numerous citrus trees loaded with fruit during our visit in June.

This cozy home made my quick trip to Healdsburg the perfect combination of convenient, comfortable and relaxing. The location is perfect for walking to the Plaza - where all the fun is! The home is clean, well stocked and felt welcoming as soon as I opened the door. Jory & James were immediately responsive and proactively provided very detailed information upon booking and before check-out. Thank you for the hospitality... we will be back... hopefully soon!