Family-friendly holiday rentals in Healdsburg

Panoramic Ocean views, Walk to Beach & hot tub

STUNNING panoramic views & 5 min walk to Portuguese Beach! Home sits on 1 Acre of land & full of wildlife. You will find a cozy open floor plan, gas fireplace, bright, light, & colorful beach decor! Newly UPDATED & features waterproof flooring, New kitchen & bath cabinets, QUARTZ countertops, Stainless steel appliances, viewing decks & Hot tub. Whether you're enjoying a sunset, reading a book, soaking in the hot tub or out for a beach walk you will fall in LOVE with it's charm! Lic#25-0166

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

Modern Family Farm

County of Sonoma Vacation Rental Permit number ZPE15-0201. Our place is centrally located to both the Napa and Sonoma valleys. We are walking distance to Endiku Winery, Ceja Winery, Homewood Winery, Lou's Lunchette, and Hanson's Vodka. We have a small organic farm off the beaten path. The unit is upstairs above the garage, and it is very private. We have some wonderful birdwatching opportunities. On our farm we see herons, egrets, quail, redtail hawks, owls, quail, and many small birds.

Healdsburg Garden House

Enjoy a real Sonoma County Experience Best Value in the Valley Organic grapes, hops, flower and vegetable gardens Centrally located home away from home Large Covered Redwood Deck with Gas Grill NEW A/C and Heating (controls in each bedroom) Super clean and sanitized Private, spacious & comfortable Fully Stocked Kitchen w/ Dishwasher 50” HDTV’s in each room (HBO, Showtime, Netflix, YouTube…) 1 GB High Speed Ethernet Level Walk to Town Square and Russian River Beach TOT # 798N

The Dollhouse in Saint Helena

Charming remodeled Victorian 2 bdrm/2 bath - Light & spacious home. WD- Fireplace- Walking distance to downtown St. Helena,, several wineries and vineyards. 3 min walk to Farmstead, Charter Oak, Gott's and NV Health Spa. Plenty of HOT water in the bathrooms. Modern fully stocked kitchen/All linens and towels provided. Upstairs: Living Room/Dining Room/Kitchen/Guest Bdrm/Full Bath Downstairs: Den with Smart TV/Master Suite Great backyard for dining. Legal short term rental permit.

Kid Friendly with Breathtaking Views on 10 Acres

Escape to your own slice of paradise in this exclusive gated WINE COUNTRY retreat boasting breathtaking 360° vistas. With a spacious 2,700 sqft layout and lofty ceilings. Let the little ones' imaginations run wild on our two-story play structure. With a trampoline, horseshoe pit, and shelves stocked with books and an abundance of toys, we've thought of everything to make your stay stress-free. Indulge in the ultimate family getaway. Book now and embark on an unforgettable adventure!

Modern Sonoma Haven with Backyard Paradise & Pool

This charming cottage is ideally situated for exploring Sonoma, Glen Ellen and Napa. It's perfect for a romantic getaway, friend-trip, or family fun. The private unit has gourmet appliances and a minimalist-country style. It has its own deck with outdoor dining and lounge chairs where you can relax. The ~1 acre property has vineyards, a large salt water pool and patio, and a garden with fresh veggies and herbs as well as many fruit trees. TOT #3140N.

Bodega Bay-Magical Ocean Front and Coastal View!

Experience the ultimate getaway at this serene oceanfront haven, boasting expansive two-level decks, a rejuvenating hot tub, and vibrant gardens. The main house showcases breathtaking ocean vistas on its second story, perfect for couples, solo travelers, business professionals, and families.

Family Friendly Cabin on the River-Stunning View!

Lucky Bend Lookout—Kid friendly, in a quiet redwood forest, and just 1 mile from Downtown Guerneville. 3 bedrooms and 1 bath home with 2 queen beds, a twin bunk bed, and queen size sofa bed. Floating dock with canoe, kayaks and standup paddle board available in the summer season.