Kid-friendly vacation rentals in Healdsburg

#1 WineCounrty Creekside Cottage

Discover creek-side wine country enchantment in our stylish oasis! A splash of modern comfort meets a darling cottage and the charm of nature. With incredible wineries, food, hiking and more nearby, you can unwind with family/friends in bright spaces, soundtrack provided courtesy of the creek. Views that inspire, vibes that relax—your perfect retreat awaits! After a day of adventure and sink into relaxation as you listen to the creek's melodic tales under a star-studded sky. Permit# ZPE15-0779

Only One block to Downtown Napa! Non-Hosted

TimeOut, Annalise Mantz voted it one of the best AirBnB's in Napa. October 2024 Read our Reviews & hear from our guests! They love it! "Paris Chic", they say! The Fabulous & Fun Wine-Taster's Estate w/private patio and Gentleman's Vineyard! Only 1 Block to the start of Downtown Napa! Out the door, up the same street to Wine-Tasting, Micro-breweries, Boutique Wineries, Shops, Spas, World-renowned restaurants, Riverwalk, OXBOW Market, the Wine Train. Licensed by City of Napa since 2004

Meet the Ruby

This is our new addition of retro style modern brand new RV located on the hill of our garden.Very private .Surrounded by beautiful and relaxing area... We are located 5 min walking distance to the downtown Inverness ,local restaurants like Saltwater and Vladimir’s . Close by hiking trails ,beaches and blue kayaking rental. The place is perfect for couples,singles or family with a child. We have also additional rentals on property ,please ask if you are interested. Single nights OK !

Hilltop Haven 🌅 view & hot tub

Relax with the whole family at this peaceful place to stay on a quiet hilltop. This is a quaint 2 bedroom, 1 bath with a queen bed in one bedroom and bunk (twin over full) in the second bedroom. Relax in the hot tub or in the hammock on the backyard deck with a peaceful nature view or hang inside the cozy abode and make use of the fully-stocked kitchen. we have a limit of 4 overnight guests and 2 vehicles per Sonoma County permit rules. For more pictures on IG @hilltop_haven_vacation

Gma's Ranch House | Nostalgic Charm, Surreal Views

*Spacious Ranch Retreat: 4 bdrm/4 bath home overlooking a working dairy ranch. *Calm Setting: Enjoy a peaceful environment where your only neighbors are cows! *Outdoor Bliss: Relax by the pool with stunning landscape views, private courtyard, and vast deck. *Fun for All: Arcade/game room for endless entertainment. *Modern Comforts: Deluxe amenities, workspaces with high-speed WiFi, and a full kitchen with organic staples. *Professionally cleaned, no checkout chores, and plenty of parking.

4bd Family-Friendly*Play Area*Hot Tub*

All the wonders of Sonoma County await you from the comfort of this family-friendly home. Short drive to wineries, beaches, redwoods, and charming towns to explore. Spacious yard and kitchen, cozy living room, dining area and bedrooms. Central location with groceries, restaurants, playgrounds, and parks just minutes away. A yard designed with families in mind with spaces for adults to relax and kids to play. Perfect for making memories with family and friends during your next vacation!

Countryside Cottage

Escape to our charming countryside oasis near the beautiful Mayacama mountain range. This small, comfortable house offers the perfect getaway just a short drive from the renowned Harbin Hot Springs. Located only 2 minutes from Twin Pine Casino. Whether you're planning a romantic couples getaway, a memorable family vacation, or a fun-filled trip with friends, our cozy haven provides the ideal setting. Book your escape now and experience the countryside.

Escape to Guernevilla, sunniest spot on the river!

Adventure awaits at Vacation Beach! Guernevilla is our happy place and pretty sure it'll become yours too. This charming family- and dog-friendly home offers everything you need to kick back and relax, including a chef's kitchen, outdoor dining, a front porch that overlooks an enclosed patio courtyard and a fully fenced and private backyard with 4-person hot tub. Two different beaches with river access are both just a short 5-7 minute walk away.

The River House

Sweet 2br/2ba mid-century house, just across the street from a locals-only beach, in a quiet Guerneville neighborhood. With great indoor/outdoor flow and easy access to all the Russian River valley has to offer, the River House is a comfortable and kid-friendly spot to call home for a few nights!