Family-friendly vacation rentals in Healdsburg

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Healdsburg family-friendly rentals

Family-friendly home rentals with a hot tub

Top guest favorite
Bungalow in Santa Rosa
4.92 out of 5 average rating, 568 reviews

Historic Santa Rosa Cottage Hot Tub

OliviaRating, 5 stars1 month ago
Great stay in Santa Rosa, especially for pets! Was able to walk downtown, enjoy the hot tub, and enjoy a cute bungalow for the weekend. Would stay again! Thanks Allen!
Guest favorite
Home in Sonoma
4.93 out of 5 average rating, 109 reviews

Sonoma Living: Live Your Best Life

CynthiaRating, 5 stars7 months ago
We had an excellent stay, and our family trip to Sonoma and Napa Valley was fabulous! We definitely would stay here again.
Superhost
Cabin in Guerneville
4.86 out of 5 average rating, 594 reviews

Guerneville-2BR/1.5BA-SPA-wineries

RachaelRating, 5 stars3 weeks ago
Cozy and welcoming. Beautiful location. Well supplied kitchen. Comfortable bed. Wonderfully clan and spacious hot tub. Will recommend in the future!
Guest favorite
Home in Napa
4.93 out of 5 average rating, 206 reviews

Casa Alta with Hot Tub near Oxbow Market!

AudraRating, 5 stars3 weeks ago
The house has a certain charm. The beauty of the landscaping. The quaintness of the backyard. The overall coziness of the interior. Every detail was thought of, with charger outlets on the bedside tables, or the extra blankets in the closets. The home was a highlight of our trip, and added to the over all magic of Napa.
Superhost
Home in Guerneville
4.81 out of 5 average rating, 332 reviews

Charming Cabin- All New Furnishings

JaneRating, 5 stars2 months ago
We enjoyed our stay here! Nice place surrounded by beautiful trees and has really pretty sky lights. Place was clean and instructions given for check in were detailed and easy to follow. Griselda is very kind and easy to work with. We had an incident where the dishwasher stopped working and she had a repair person come in the next hour. Very responsive and kindly offered both late check out and early check in. Would recommend and stay here again!
Top guest favorite
Home in Sonoma
4.96 out of 5 average rating, 209 reviews

Exceptional Wine Country Estate

MollyandMichaelRating, 5 stars1 week ago
Nancy & Curt were amazing people. I had a hard time easing into the fact that they were on an attachment to the house - I think this should be stated upfront - but they were very kind, helpful, and laid back. The hot tub was fantastic. The game room was incredible. The property out of this world, like Narnia from The Lion, the Witch & the Wardrobe. Would stay longer and stay another time if I could!
Guest favorite
Home in Guerneville
4.95 out of 5 average rating, 209 reviews

Rio Nido Woods- Hot tub

AmandaRating, 5 stars2 months ago
My little family was in desperate need of a getaway and some quality family time. Jeannette's house was just what we needed. It was a cold and wet weekend in Rio Nido, but that was fine by us. The surrounding area is so beautiful and peaceful, and we had the most lovely dog walks exploring the area. The home itself was incredibly comfortable and cozy and had everything we needed. The heated blankets were a nice touch! We made excellent use of the hot tub, and spied some cool wildlife from our very comfortable position in the jacuzzi. My daughter was very excited for the hot cocoa K-cup pods and I certainly appreciated the coffee options. The neighborhood was very quiet (I'm guessing because we were there in Feb. and not the more popular summer season). Having the Roadhouse so close was convenient, but we mostly did our own cooking. Friendly heads up that the smoke detectors are very sensitive (a good thing!) so turn on fan and open windows before cooking on the stove! :)
Guest favorite
Bungalow in Vallejo
4.9 out of 5 average rating, 319 reviews

Cozy Home in a Quiet Neighborhood

AnnetteRating, 5 stars3 weeks ago
Danielle’s home was cozy and sweet. It was very clean and she responded quickly to our questions.

Family- and pet-friendly home rentals

Guest favorite
Home in Dillon Beach
4.98 out of 5 average rating, 129 reviews

What a View!

ConnieRating, 5 stars2 months ago
Absolutely stunning view and very private location. Plenty of room for our group and we especially appreciated the dog run off the master bedroom for convenience for our pup. The house has everything you need and the upstairs living areas are a bit more updated. Very comfortable to hang out and just enjoy the sunrises and sunsets. The deck was perfect. Host was very responsive and helpful before and during our stay.
Guest favorite
Home in Middletown
4.92 out of 5 average rating, 118 reviews

Emerald Lodge

SanaryRating, 5 stars1 week ago
Great stay! Super easy and convenient check in. Linda was very communicative. Great alternative stay for going to Harbin Hot Springs. The space was super cute and had everything needed to accommodate our stay. Highly recommend!
Guest favorite
Camper/RV in Inverness
4.91 out of 5 average rating, 580 reviews

Hideaway in Inverness !

LauraRating, 5 stars4 weeks ago
If I could give this a six star rating I would. Despite my lack of preparation, Ewa was understanding and helpful. She was quick to respond and very friendly. The stay was super fun and relaxing because of all the thoughtful touches- fresh eggs, little chocolates, a wonderful seating area around the fire pit. The trailer was better provisioned than many of the full (and more expensive) Airbnb units I’ve stayed in. It’s clear Ewa takes true care of the spaces so that they are as comfortable as possible. The area is gorgeous. We had such a lovely time and can’t wait to come back!
Top guest favorite
Guesthouse in Sebastopol
4.93 out of 5 average rating, 755 reviews

Sun Drenched Flat

KenRating, 5 stars4 days ago
I am a return visitor because the space is great. Peaceful surroundings with easy access to downtown restaurants. Grocery just down the street as well. Surely to return again!
Guest favorite
Cabin in Monte Rio
4.92 out of 5 average rating, 276 reviews

Redwoods Creek side Fenced yard 1/3 acre Dogs OK

ChrisRating, 5 stars3 weeks ago
This is an amazing place to stay! First of all, 1/3 acre in Monte Rio, fully FENCED, and next to a CREEK, is rare. Our senior dog LOVED it! Lorri thought of everything. From the dog towel, to the instructions on how to start and operate the fire pit and grill. It was all so inviting. The house-book is a must-read. We were greeted with chocolate chip and walnut cookies which were wonderful to snack on after a nearly 4 hour drive. Sweet Creek is EXTREMELY pet friendly but you still have to be a responsible pet owner and pick up after your pets and the basic things like dry their feet off and drape any furniture with sheets if they lay down on them. The picture board of animals who've stayed there, and the wonderful binder full of thank you notes was just so touching. We felt like we were staying at a friends house, not airbnb. We can't say enough with the character count left. Sweet Creek is a must! We will RETURN!
Superhost
Guesthouse in Inverness
4.83 out of 5 average rating, 254 reviews

Inverness Writer's Den

LindsayRating, 5 stars3 days ago
Camille was accommodating! Super friendly and non intrusive. The space was exactly what we expected! We were so happy to have our dog with us as we explored the area. Would definitely come back again!
Guest favorite
Home in Calistoga
4.92 out of 5 average rating, 261 reviews

Cozy Craftsman Cottage

LisaRating, 5 stars2 months ago
Our second stay at this sweet little cottage. All the amenities we needed. Super cozy and quiet except for nature sounds. Just what we needed. Bonus points for the really nice shower with the tankless on-demand heating. Hot water all the time.
Superhost
Home in Guerneville
4.83 out of 5 average rating, 283 reviews

Forever Sunday: Walk to Town | Redwoods | Firepit

CatherineRating, 5 stars2 weeks ago
We really enjoyed our stay. We were a mixed group of 8 people, ages 1 year to 82 years old. The place was very warm and welcoming, the surrounding area was beautiful. I am always in heaven when surrounded by redwoods. The price was very reasonable for the amount of space, especially for 8 people.

Family-friendly home rentals with a pool

Guest favorite
Home in Glen Ellen
4.91 out of 5 average rating, 176 reviews

Luxury home, hot tub/spa pool, walk to restaurants

LaurenRating, 5 stars1 month ago
Linda’s place was great. It was clean and comfortable and the location was great. A quick walk into the adorable town of Glen Ellen. The backyard is gorgeous and the spa pool was a fun perk to enjoy.
Guest favorite
Home in Sonoma
4.93 out of 5 average rating, 107 reviews

Sonoma Ranch, private pool on 7 acres!

KristinRating, 5 stars7 months ago
My friends and I had a fantastic stay at Tina's home! Tina was so welcoming and offered flexible check-in/out times. She also left a bottle of wine for us in the fridge. The home is in a beautiful, rural part of Sonoma. It's such a peaceful and private location, but close to everything! We enjoyed watching the hot air balloons above the backyard in the morning and going on walks/runs from the house. The house is clean, comfortable, and had everything we needed! The weather was warm, so we were able to enjoy the pool and hot tub. I can't wait to come back with my family!
Guest favorite
Condo in Napa
4.94 out of 5 average rating, 120 reviews

Fairways Silverado Golf and Country

HeatherRating, 5 stars1 week ago
Peaceful location with beautiful patio overlooking the golf course. Kitchen was fully stocked, beds were comfortable, and you can’t beat the location. I appreciate Kristina’s quick responses and flexibility on check-in time.
Top guest favorite
Cottage in Sonoma
4.99 out of 5 average rating, 137 reviews

Idyllic Sonoma Vineyard Farmhouse With Pool

MaryRating, 5 stars9 months ago
The most incredible home and location!! So far exceeded our expectations!! The setting was gorgeous and serene and perfectly located - short drive to amazing restaurants and vineyards!! We’re already searching for our next opportunity to visit this amazing property!! Couldn’t recommend it more!!!
Superhost
Home in Sebastopol
4.88 out of 5 average rating, 101 reviews

Serene Wine Country Retreat with Pool & Hot Tub

ShanaRating, 5 stars1 week ago
I almost don't want to tell you how good this place is, so we can rent it again sometime. :-) But it's that good. We visited over spring break with our daughters, eight and 11, and had one of the most amazing stays we've ever had at an Airbnb. The home, the land, the pool, and the local area are all 100% amazing. And the sunsets. You know how you sometimes stay at Airbnb's where you feel like the hosts did the bare minimum to qualify to list it? This is *not* that place. There is everything you need and more. Thank you so much SatKartar!
Guest favorite
Home in Sonoma
4.88 out of 5 average rating, 302 reviews

*Heated* Swimming Pool Retreat Near Sonoma Square

RyanRating, 5 stars2 months ago
The house was exactly as described and comfy. Plenty of room for 8, and in a quiet neighborhood. We didn’t use the pool but it looked so inviting for summertime! Great place to stay with a group. Thanks!
Top guest favorite
Home in Sebastopol
4.98 out of 5 average rating, 172 reviews

Sebastopol Gem, The Birdhouse. Hottub. Pool. Views

SamRating, 5 stars1 week ago
Absolutely magical. So very peaceful surrounded by vineyards and trees, and yet only a 10 minute drive to the really wide variety of food and culture that Sebastopol has to offer, and 20 mins to the coast. Also perhaps the cleanest Airbnb we’ve ever stayed at - they keep it very well stocked and very welcoming. Nancy & Doug helped on very short notice set up a truly magical memory for our family, and were very kind and supportive to make some very special memories. We hope we are lucky enough to stay again.
Superhost
Vacation home in Glen Ellen
4.86 out of 5 average rating, 99 reviews

Glen Ellen getaway, pool, hot tub, acre of gardens

AmitavaRating, 5 stars2 months ago
⭐️⭐️⭐️⭐️⭐️ Amazing Stay – Highly Recommend! We had an incredible stay at Jennifer’s place! From the moment we arrived, everything was seamless – check-in was easy, the space was spotless, and the attention to detail was outstanding. The home was beautiful, cozy, and had all the amenities we needed for a comfortable stay. We celebrated my wife’s 50th birthday with 7 other close friends. Jennifer was incredibly welcoming and responsive, providing great local recommendations and making sure we had everything we needed. The location was perfect, close to wonderful Michelin guide restaurants like Valley and Glen Ellen Star, and also close to amazing vineyards like Benzinger. This made it easier to plan the event. The house was just right for us, with a hot tub for relaxation and a serene, untouched backyard filled with olive trees, perfect for enjoying breakfast. If you’re considering booking this place, don’t hesitate – you won’t be disappointed. We’d love to stay here again in the futu

Quick stats about vacation rentals that are family-friendly in Healdsburg

  • Total rentals

    90 properties

  • Nightly prices starting at

    ﺩ.ﺇ367 before taxes and fees

  • Total number of reviews

    3.8K reviews

  • Pet-friendly rentals

    40 properties allow pets

  • Rentals with a pool

    30 properties have a pool

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

Destinations to explore