
Family-friendly vacation rentals in Healdsburg
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Top-rated family-friendly rentals in Healdsburg
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Popular amenities for Healdsburg family-friendly rentals
Family-friendly home rentals with a hot tub

Tuscan Wine Country Villa with Pool sleeps 6
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!

Ocean View Spa House
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.

Guerneville-2BR/1.5BA-SPA-wineries
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.

Quiet Wine County Retreat with Bocce and Hot tub!
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!

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

Russian River Tree Fortress of Solitude
We had a great stay! Christopher was very helpful and accommodating in all our communications.

Dillon Beach Nirvana
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.

Redwood Escape: Spa, Decks, Views and Fireplaces
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

Modern and Luxe: Studio455 (+bikes)
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!

Craftsman 2 blocks from Russian River Brewery!
We loved staying at Bobby's place in Santa Rosa! The description and photos were accurate, and everything went smoothly while staying there.

Sunshine cottage
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.

Gravenstein Cottage
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!

Riverwood Cottage - Hot Tub, Direct River Access!
Beautiful property! It was breathtaking to sit on the lawn and just hang out. So welcoming and had everything you could need

Happy House Getaway - Pool, Hot Tub & Wine Country
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🙌🏽😄

Cozy Craftsman Cottage
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.

SECReT GARDeN Hot Tub Deck Redwoods Woodstove
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

707 BARREL LOUNGE Cottage
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! :)

Modern Sonoma Haven with Backyard Paradise & Pool
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 ❤️

Your Home in The Wine Country
Rodney and Marlene's beautiful, well-equipped guest house was the perfect base for us to explore the Sonoma Valley. We loved it!!

Forest View Ranch Suite and Treehouse with Pool
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!

Idyllic Sonoma Vineyard Farmhouse With Pool
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!!!

Romantic Tropical Garden Casita
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!

4BD House with Pool, Close to Sonoma Plaza
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!

2 Wine Country Gem 2 Bedroom Upstairs
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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- Safari West
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