Family-friendly holiday rentals in Windsor

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

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

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!

2 Wine Country Gem 2 Bedroom Upstairs

Looking for a place to stay in Santa Rosa that offers comfort, convenience, and charm? Look no further than our cozy guest house, located in a private gated property. You’ll have your own entrance and access to a shared laundry room with supplies. Enjoy the use of our pool, barbeque, and outdoor kitchen and seating area, where you can relax and soak up the sun. And as a special treat, you’ll get to savor our private tiffin service that delivers delicious home-cooked meals too.

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.

Comfortable & Serene Vacation House

Sunny, bright, 1500 square foot spacious award winning mid century architecture & design. Situated in Petaluma Gap wine region, views of rolling hills from every room. Whole house executive rental ideal for large families, friends' getaways, or extended stays. 2 minutes from 101 freeway & 5 minutes from historic downtown Petaluma.

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.