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

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 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.
Guest favorite
Cabin in Guerneville
4.86 out of 5 average rating, 603 reviews

Guerneville-2BR/1.5BA-SPA-wineries

StephenRating, 5 stars1 week ago
We had an excellent stay. All the amenities one could want: hot tub, full kitchen, grill, patio table, walking distance to town. Everything was in working order! Only 2 things to note: close to main road though gets quiet at night; and in the redwoods so darker than expected inside but fine with lights on and window shades open.
Top guest favorite
Home in Glen Ellen
4.99 out of 5 average rating, 231 reviews

Quiet Wine County Retreat with Bocce and Hot tub!

SarahRating, 5 stars5 days ago
We loved every minute at Virginia’s place…it was one of our favorite Airbnbs ever! From the bottle of wine that greeted us upon arrival, to the lovely free pastries at the bakery to the hot tub under the stars and perfectly designed house…we didn’t want to leave!
Guest favorite
Cabin in Jenner
4.95 out of 5 average rating, 275 reviews

Coastal Cabin, with king bed, big deck, hot tub

MarcRating, 5 stars2 weeks ago
The place was awesome. Beautiful scenery. We felt right at home. Ryan and James answered all our questions. If you are looking for a quiet getaway with beautiful scenery and all you need to be comfortable this is the place.
Superhost
Cabin in Forestville
4.87 out of 5 average rating, 136 reviews

Russian River Tree Fortress of Solitude

CourtneyRating, 5 stars2 weeks ago
We had a great stay! Christopher was very helpful and accommodating in all our communications.
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
Cabin in Monte Rio
4.99 out of 5 average rating, 355 reviews

Redwood Escape: Spa, Decks, Views and Fireplaces

JeffRating, 5 stars1 month ago
We have stayed at Nathan’s cottage several times and each time is absolutely incredible! The cottage is so comfortable and beautifully decorated, the surroundings are stunning, and Nathan is so wonderful to communicate with. You just feel surrounded by the nature and beauty of the area. We spent so much time being outside on the lovely deck just soaking up the ambience of the outdoors. It’s such a treat to visit time after time.

Family- and pet-friendly home rentals

Guest favorite
Guesthouse in Sonoma
4.96 out of 5 average rating, 671 reviews

Modern and Luxe: Studio455 (+bikes)

Elizabeth Rating, 5 stars2 weeks ago
Perfect place to stay for trips over to Napa while being very affordable. The place was just as described and loved that there was even a mini fridge, microwave, coffee maker and toaster if needed. We didn’t spend lots of time in the room as we were doing wineries and BottleRock. We didn’t mind the 25 minute drive to Napa but did hit an hours worth of traffic Saturday night of BottleRock coming back. We would still donut the exact same way just make sure you’re aware that could happen for big events :) for the price and peacefulness of the stay it’s totally worth the drive! Love that there were full length mirrors, soft white robes and even soft reading lights above the bed. Only other thing to note would be to bring an eye mask if you’re very light sensitive, as some filters in. Kate was very response in helpful when I needed an iron too! Highly recommend this stay!
Top guest favorite
Home in Santa Rosa
4.95 out of 5 average rating, 600 reviews

Craftsman 2 blocks from Russian River Brewery!

MariahRating, 5 stars2 days ago
We loved staying at Bobby's place in Santa Rosa! The description and photos were accurate, and everything went smoothly while staying there.
Guest favorite
Home in Santa Rosa
4.89 out of 5 average rating, 276 reviews

Sunshine cottage

AnnaRating, 5 stars1 day ago
Sherry was very responsive and very flexible with checkout which we appreciated. you need a car as there's not much within walking distance. the neighborhood is quiet and although the unit is a bit dated, it has everything you need.
Guest favorite
Cottage in Cazadero
4.9 out of 5 average rating, 344 reviews

Gravenstein Cottage

GinaRating, 5 stars1 month ago
I had the very BEST stay at Mark's place! Everything about the stay was magical - the cottage was quaint and lovely, surrounded by redwoods. Mark's hospitality was of the very best I have seen...he was so kind, helpful and caring and lovely to talk with during the stay. He cares so much and wants to make sure his guests have the best experience. And wow the baked goods are incredible! This was the best mini retreat I could have imagined..I will definitely be back!
Guest favorite
Cottage in Monte Rio
4.88 out of 5 average rating, 209 reviews

Riverwood Cottage - Hot Tub, Direct River Access!

JanaRating, 5 stars2 days ago
Beautiful property! It was breathtaking to sit on the lawn and just hang out. So welcoming and had everything you could need
Guest favorite
Home in Santa Rosa
4.96 out of 5 average rating, 187 reviews

Happy House Getaway - Pool, Hot Tub & Wine Country

JoseRating, 5 stars1 week ago
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🙌🏽😄
Superhost
Home in Calistoga
4.92 out of 5 average rating, 261 reviews

Cozy Craftsman Cottage

LisaRating, 5 stars3 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.
Guest favorite
Cabin in Cazadero
4.94 out of 5 average rating, 348 reviews

SECReT GARDeN Hot Tub Deck Redwoods Woodstove

TrentRating, 5 stars2 weeks ago
The place was amazing!! My family and I have stayed at 2 properties by Russian River Getaways and both are simply magical! This is the perfect place to have a relaxing retreat. The patio was built right along a babbling brook which is the perfect sound track to a nature filled weekend. Opening the windows at night to hear it allowed us to have amazing sleep each night. I especially enjoyed the trail around the brook and spring. You can go further up into the mountain than you'd expect on the property. There's a hammock and lots of chairs and tables at scenic parts along the trail. There's even an outdoor cot perfectly placed for a mid day nap next to the stream. Obviously, the hot tub led to a perfect ending each evening on such an enjoyable vacation of hiking and wine tasting. If you love the outdoors, wine and a peaceful atmosphere than this is the perfect area for a getaway and you can't go wrong with this lovely rustic retreat being your homebase!

Family-friendly home rentals with a pool

Top guest favorite
Guesthouse in Sonoma
4.99 out of 5 average rating, 231 reviews

707 BARREL LOUNGE Cottage

SamRating, 5 stars2 weeks ago
Wonderful little cottage getaway on a pleasant and peaceful property. Kathy was an amazing host making us feel right at home. Plenty of space for a couple and very tasteful decor with a well stocked kitchen! Would highly recommend staying here! :)
Guest favorite
Guesthouse in Sonoma
4.94 out of 5 average rating, 245 reviews

Modern Sonoma Haven with Backyard Paradise & Pool

VirginiaRating, 5 stars1 week ago
Amazing place and amazing host. We are so grateful we find Eliza and her place. Super helpful, great communication, Eliza’s place is so beautiful and we’ll take care of Thank you Eliza ❤️
Top guest favorite
Guesthouse in Santa Rosa
4.95 out of 5 average rating, 333 reviews

Your Home in The Wine Country

ClaraRating, 5 stars8 months ago
Rodney and Marlene's beautiful, well-equipped guest house was the perfect base for us to explore the Sonoma Valley. We loved it!!
Guest favorite
Farm stay in Guerneville
4.99 out of 5 average rating, 170 reviews

Forest View Ranch Suite and Treehouse with Pool

SarahRating, 5 stars2 weeks ago
We came a second time to Fred’s river home oasis. Our kids love the grounds and the stream is so peaceful. Pool is delightfully warm and with a Forest view. Come here for a nature escape. We will be back!
Top guest favorite
Cottage in Sonoma
4.99 out of 5 average rating, 137 reviews

Idyllic Sonoma Vineyard Farmhouse With Pool

MaryRating, 5 stars10 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
Guesthouse in Sonoma
4.91 out of 5 average rating, 308 reviews

Romantic Tropical Garden Casita

HeatherRating, 5 stars2 weeks ago
I’ve been eyeing Cena and Roger’s place for well over a year and had tried to book another time when it wasn’t available. This year I finally was able to stay and I honestly didn’t want to leave. What a special, unbelievably delightful stay it was. I’m a huge nature nerd and the amount of flowers and greenery made it feel like Hawaii. Tropical paradise. Complete with birds and lizards flirting about. This trip I was in town mostly for Bottlerock but I ended up just lounging around most of my mornings, reading and slowly getting ready for the day. It was hard to leave to go out every day because the property is that peaceful and beautiful. I am so thankful I got to enjoy this stunning space and cannot wait to hopefully stay there again. Roger and Cena are lovely, sweet people. They’ve made this their own little slice of heaven, which they so graciously share with others. Fabulous experience. Thank you!
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!
Guest favorite
Guesthouse in Santa Rosa
4.89 out of 5 average rating, 175 reviews

2 Wine Country Gem 2 Bedroom Upstairs

EmilioRating, 5 stars1 week ago
Great house & location. Would definitely book again.

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

  • Total rentals

    90 properties

  • Nightly prices starting at

    G$20,980 GYD 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

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