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House vacation rentals in Healdsburg

Find and book unique houses on Airbnb

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Popular amenities for Healdsburg house rentals

House rentals with a pool

Guest favorite
Home in Glen Ellen
5 out of 5 average rating, 145 reviews

Tuscan Wine Country Villa with Pool sleeps 6

DonicaRating, 5 stars1 month ago
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!
Guest favorite
Home in Windsor
4.96 out of 5 average rating, 136 reviews

Island Vacation House w/ Pool Minutes to Downtown

AmandaRating, 5 stars2 weeks ago
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!
Guest favorite
Home in Occidental
4.95 out of 5 average rating, 151 reviews

Modern mid-century-inspired, Deer Ranch

LaurenRating, 5 stars1 week ago
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.
Guest favorite
Home in Santa Rosa
4.9 out of 5 average rating, 158 reviews

Stunning Estate home near Healdsburg/Wineries

BriaRating, 5 stars1 week ago
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!
Superhost
Home in Sebastopol
4.92 out of 5 average rating, 106 reviews

Luxury home (+ pool house) with views, pool & spa

ErikaRating, 5 stars1 month ago
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.
Top guest favorite
Home in Sebastopol
4.98 out of 5 average rating, 176 reviews

Sebastopol Gem, The Birdhouse. Hottub. Pool. Views

SarahRating, 5 stars2 weeks ago
Great as always, this was our 3rd time and I know we will be back!
Top guest favorite
Home in Glen Ellen
4.96 out of 5 average rating, 188 reviews

Vineyard Home - Featured in Global Publications

BrianRating, 5 stars1 month ago
My wife and I were meeting long time friends and their adult daughter, everyone was delighted with this house. Not only is it in a great setting but everything is just right. From communication with Bill to his helpful guidebook to the very nice pots and pans we used to cook each day. The house is beautiful and is spotless throughout. The windows and doors are new and keep the space peaceful. There are (to my count) 10 separate seating areas outside, we used 9! Bocce ball was fun and we had dinner outside. The spa was the right temperature and simple to use. The furniture and linens were great. And the views perfectly framed…. Beautiful landscaping with water features and abundant olive trees and large mature trees. Gorgeous The only downside was that we had to leave. It wasn’t inexpensive but we certainly were happy with the experience for what we paid, I’d be more than happy to visit again.
Guest favorite
Home in Sonoma
4.94 out of 5 average rating, 238 reviews

4BD House with Pool, Close to Sonoma Plaza

LindaRating, 5 stars5 months ago
Great find in Sonoma! Well located with easy walks but in a peaceful neighborhood. Plenty of space for our four women on a girls’ trip!

House rentals with a hot tub

Guest favorite
Home in Bodega Bay
4.94 out of 5 average rating, 556 reviews

Ocean View Spa House

EricaRating, 5 stars3 weeks ago
Rebecca was an excellent host. Her place was even nicer than the listing: Amazing views, comfy beds, awesome access to trails for hiking and delicious restaurants if you don't feel like cooking.
Top guest favorite
Home in Bodega Bay
4.94 out of 5 average rating, 187 reviews

Birdwatching in Bodega Bay

StephanieRating, 5 stars3 weeks ago
Your home was perfect and in a prime location! Loved everything about it and if you were a bit closer we would definitely be back! Thank you for sharing the beauty with us!
Guest favorite
Home in Bodega Bay
4.92 out of 5 average rating, 175 reviews

Bodega Bay-Magical Ocean Front and Coastal View!

GillianRating, 5 stars1 month ago
We thoroughly enjoyed our stay at Deja Blu. The location is perfection! Private, with beautiful gardens, only a hop, skip and a jump from the ocean. Falling asleep to the sound of crashing waves at night was divine. The home was clean and comfortable, and Barr was a lovely, helpful host. If you are looking to unwind in serenity, I highly recommend this home.
Top guest favorite
Home in Dillon Beach
4.99 out of 5 average rating, 198 reviews

Dillon Beach Nirvana

NoelRating, 5 stars2 weeks ago
Beautiful location. House was built mostly of wood, which was very appealing. Clean. Hosts were very nice and responsive. Minimum 30 minutes from shopping and restaurants with mostly two-lane winding roads to get to the major highways. The views were beautiful as you drive especially seeing so many animals roaming freely and feeding on grass. The drive can be wearisome. Wifi on the bottom floor was sketchy when I needed to use zoom for business. Also, there were high winds when we were there in mid-May making it feel colder due to wind chill. Overall, I'd give the experience 4.8 out of 5.
Top guest favorite
Home in Guerneville
4.99 out of 5 average rating, 103 reviews

Dog friendly "Ranchette", luxe 1 BR w/hot tub

MichaelRating, 5 stars1 month ago
I was honestly shocked at how nice this place was. It’s so peaceful and quiet, the back space with the hot tub is private with lots of sunshine, and the house was stocked with everything we could need. It’s not too long of a walk to town. Sean was very friendly and made sure we were taken care of. Highly recommend for a weekend couples getaway.
Top guest favorite
Home in Geyserville
4.99 out of 5 average rating, 111 reviews

Updated 5 BR house w/ hot tub - walk to downtown!

AnnaRating, 5 stars3 weeks ago
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!
Guest favorite
Home in Marshall
4.93 out of 5 average rating, 198 reviews

Family Beach Cottage

CherylRating, 5 stars2 days ago
The cottage is a nice little get away. Family friends had a wedding just up the highway and this location was convenient and cozy. Nice hot tub and great views. Getting out onto CA-1 was a little nerve wracking as there was a lot of motor cycle traffic on the Saturday. But it was a great place to have a relaxing time while also enjoying the Marshall area!
Guest favorite
Home in Forestville
4.93 out of 5 average rating, 150 reviews

Vino Rio: River House with Hot Tub & Large Yard!

KristRating, 5 stars2 weeks ago
We had a great time at the airbnb for a family getaway over the weekend. It is peaceful with plenty of yard space. The hot tub is clean and well maintained. There are many board and card games provided as well. The river and beaches are close by for activities. There are also groceries nearby and safeway is a short drive away.

Weekly house rentals

Top guest favorite
Home in Healdsburg
5 out of 5 average rating, 24 reviews

Cuvée House

EmilyRating, 5 stars1 month ago
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.
Guest favorite
Home in Healdsburg
4.98 out of 5 average rating, 82 reviews

Vineyard views, stunning house & deck

JohnRating, 5 stars3 weeks ago
This was our second stay with Julia. The home is very comfortable, clean and has mini-split heating and AC. We especially enjoy the country setting and views of the vineyards and hills of West Dry Creek from the large outside deck. The deck is perfect for the morning sun and partially shaded by the adjoining hill and oak trees in the afternoon. The property is just minutes to some of the best wineries in Dry Creek, and close to Geyserville, Alexander Valley and the upper end of the Russian River Valley. Big John's Market and Healdsburg are also less than ten minutes away.
Guest favorite
Home in Santa Rosa
4.96 out of 5 average rating, 168 reviews

Game Night Meets Wine Country Elegance

HillaryRating, 5 stars2 days ago
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.
Top guest favorite
Home in Guerneville
4.97 out of 5 average rating, 586 reviews

Relaxing "Hillside Lodge" Sleeps 4

ChristinaRating, 5 stars1 week ago
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.
Top guest favorite
Home in Healdsburg
5 out of 5 average rating, 30 reviews

Vineyard Oasis: Luxury Home in the Heart of Sonoma

Bei-ErRating, 5 stars1 week ago
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!!
Top guest favorite
Home in Geyserville
5 out of 5 average rating, 58 reviews

Spectacular views from hot tub

PiyushRating, 5 stars2 weeks ago
Absolutely loved our stay at Jill's place. Stunning views and a very unique AirBnB experience. Really enjoyed our stay. Jill was very responsive and prompt with help when we needed it. Definitely coming back again.
Top guest favorite
Home in Healdsburg
4.99 out of 5 average rating, 96 reviews

Luxe Healdsburg Home ~ Sauna, Hot Tub, EV Charger

StephenRating, 5 stars1 week ago
Sarah’s home was the perfect spot for our trip to wine country. It is a beautiful home, centrally located and a great spot to jump off exploring in wine country. The amenities in her home were top-notch and inclusive of everything we needed and more…the grounds were beautifully landscaped also. We actually changed our plans one nite just to stay in and enjoy the home. Sarah was very responsive prior to our arrival and also once we were there. I highly recommend her home for a wine country adventure and we will certainly be returning on future trips to Sonoma.
Top guest favorite
Home in Sebastopol
4.96 out of 5 average rating, 405 reviews

Sebastopol Guest House

LynnRating, 5 stars3 weeks ago
Wendy and Lisa’s private abode, was like staying at a mini retreat. Visiting , a true restful zone. Upon arriving, classical music was playing softly, surrounded by the most amazing gardens. Singing birds in the background, if one looks out the windows, humming birds and butterflies. A feast for the eyes, in every little place too. One needs to be aware, to see it all! All environmentally friendly, a quiet sanctuary. A very quiet restful place. They were and are precious hosts, and respected ones privacy, yet there if needed. A very safe place, as one felt safe there. Perfect, everything in it’s place. A very comfortable bed , sleeping in , was wonderful! Thank you so much Wendy and Lisa, for providing such a restful place! Bravo!

Quick stats about house rentals in Healdsburg

  • Total rentals

    80 properties

  • Nightly prices starting at

    G$20,980 GYD before taxes and fees

  • Total number of reviews

    3.8K reviews

  • Family-friendly rentals

    70 properties are a good fit for families

  • Pet-friendly rentals

    40 properties allow pets

  • Rentals with a pool

    30 properties have a pool

Destinations to explore

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  2. United States
  3. California
  4. Sonoma County
  5. Healdsburg
  6. House rentals