Vacation rentals with a patio in Healdsburg

The Black Sheep-Hot Tub, 12ft Movie Screen & EVc!

This bold, eclectic 2000 sqft cabin provides a unique bohemian experience and a spacious calm retreat, ideal for multiple couples or families. The Black Sheep is nestled among the redwoods and perfectly situated for the Russian River (4min), wine tasting (8min), restaurants (10min), and the Armstrong Redwoods preserve. After a day spent floating on the river or tasting some of the best wines in the world, soak in the hot tub, BBQ, or watch a movie/karaoke/play games on the 12ft movie screen!

Redwood Treehouse Retreat - Hot tub, fire pit

Welcome to our Redwood Treehouse Retreat, where cozy meets luxury in the heart of nature. Nestled in the ancient trees, this romantic escape offers privacy and indulgence. Relax in the hot tub, cozy up by the fire, recharge your EV, and explore. We’re centrally located: 5 min from Occidental, 10 min to Russian River/Monte Rio beach, 20 min to coast/Sebastopol, and 30 min to Healdsburg. A perfect base to discover all the wonders of this captivating region. Your dreamy, secluded getaway awaits.

Relaxed 1 Bedroom under the Russian River Redwoods

Cuddle up in your own one bedroom apt. under a forest canopy in the Russian River Valley. Rejuvenate in a queen bed overlooking a redwood grove of ferns and ivy just off a private patio. Built into the hillside, Nine Trees gives you wine cellar coolness in the summer and temperate winter temperatures even without the romantic warmth of the guest-controlled gas fireplace. You have: •Off-street parking •Stocked kitchenette •Sleeper Sofa Nine Trees is just waiting to let you exhale. Tony

Fresh + Cozy Cabin Walk to River

Enjoy a charming and comfortable stay in our thoughtfully remodeled cabin nestled in the trees above the Russian River. Our cabin features vaulted ceilings, large windows, a wood burning fireplace, a large outdoor deck, and fully updated kitchen and bathroom. Located in the heart of Russian River Valley wine country, the cabin is a short walk to River, Mom’s beach, quick drive to many wineries, downtown Guernville, Graton, Healdsburg, Sebastopol, and a 25 min drive to the Sonoma coast.

Designer Wine Country Cottage in Perfect Location

Welcome to your wine country home, with every detail carefully designed to be the perfect luxury retreat. A 2 bed, 1 bath, 800 sq ft cottage on a private half acre garden. Walking distance to two tasting rooms, a sunny cafe, late-night gastropub, and nature trail. A ten minute drive to 18 more tasting rooms. 25 minutes to the coast. With a fully-stocked kitchen, outdoor barbecue, visiting chickens, and luxury linens and towels, this is the perfect base to explore the best of wine country.

Healdsburg 2br Cottage with Private Yard!

Relax at our renovated private guesthouse a 5 min drive (1 mi) from the Healdsburg Plaza. Updated 2 br/ 1 ba home with private yard and outdoor dining and lounge areas. Our layout is ideal for one family or friends traveling together as the one bathroom is accessed through the primary bedroom. Perfect for a wine country getaway- convenient location just outside of Healdsburg city limits in a vineyard adjacent neighborhood. We love kids and welcome them! Permit #TVR22-0119

Walk to Downtown Sebastopol * Luxe Vacation Living

Experience the epitome of luxury in our exquisite guest house. This stunning residence offers breathtaking views of the Sebastopol Laguna Preserve and the picturesque Sonoma County. Impeccably appointed, it provides everything you need for an exceptional stay. Located within walking distance of The Barlow, renowned wineries, farm-to-table restaurants, a vibrant farmers market, charming shops, and captivating galleries. It serves as the perfect base for a wine country retreat.

Immersive Cabin Stay with Contemporary Style

Escape off the beaten path to a cabin with original beams & features, highly curated & beautifully decorated, amidst the emerald forest terraces of Monte Rio. Stay hygge with modern heating & cooling; no-one has to build a fire, nor sleep with windows open. Multiple outdoors options to relax & tree-bathe - from a wild-garden patio, to the chandelier ‘outside living room’ pergola immersed in woods, plus a simple old-redwood deck that catches the sun all day. Enjoy..

10-Acre Vineyard Cottage w/Hot Tub + Bocce Court

Escape to a private and peaceful retreat surrounded by Russian River Valley Chardonnay and olive trees. Set on 10 acres of producing vines, our cottage offers vineyard views, a bocce court, fire pit, garden, cruiser bikes, and a sparkling hot tub. Immerse yourself in world-class food, wine, cycling, and nature. Guests staying 3+ nights will receive a complimentary bottle of Chardonnay crafted from our vines. Your perfect wine country escape awaits!