Kid-friendly holiday rentals in Windsor

#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

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

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

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

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!

Celia's Garden - Lovely Home, Wonderful Location!

Celia's Garden is a joyful sanctuary - custom built in 2018 and just two blocks from downtown Graton where you’ll find restaurants and wine tasting rooms that exemplify West Sonoma County. This sunny and welcoming property is your home away from home - with an open and well-stocked kitchen and dining room. The living area is comfortable for entertaining and has an eclectic collection of books, DVDs, fanciful records, and kid-friendly activities that fill the bookcases and drawers.

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.

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!