Pet-friendly vacation rentals in Healdsburg

Stunning Sauna Cottage Retreat on Private Vineyard

Welcome to our private, renovated, personal spa in the woods. Including a large wood-burning Finnish sauna, it features a picturesque deck with hot/cold plunge over breathtaking untouched forest with fire pit vineyard-side. This all-cedar cottage is nested below Halleck Vineyard, one of Sonoma County’s prestigious wineries. A perfect retreat, you are centrally located for the best Sonoma has to offer Sonoma County Wine Tastings (0-20 mins) Bodega Bay (20 mins) Armstrong Giant Redwoods (30 mins)

Country Studio Cottage Sanctuary

Cozy, quiet studio cottage nestled on 1/3 acre of trees and surrounded by seasonal creeks. Indoor gas fireplace and full kitchen & large spacious deck. In Sonoma Wine Country, 12 minutes to downtown gourmet restaurants, and organic coffee houses. Take gorgeous backroads to Bodega Bay and Sonoma Coast. Nestle into the warm glow of a gas fireplace or watch for deer and wildlife from the deck or living room. This is a perfect retreat space for one or two people; it is not appropriate for parties.

Vineyard Views + Hot Tub | Bocce | 5 Min to Plaza

Located just 5 minutes from the Healdsburg Plaza on Dry Creek Road, this modern wine country retreat is designed for effortless relaxation and elevated gatherings. Set on a private half-acre with vineyard views, the home features a hot tub, bocce court, expansive deck, and fully stocked kitchen. World-class dining, wine tasting, cycling, and scenic nature are nearby. Location highlights: • 5 min to Healdsburg Plaza restaurants, tasting rooms, and shops • 10 min to dozens of nearby wineries

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.

Botany House Designer Home with Hot Tub

Discover your Wine Country sanctuary in this lush, design-forward Santa Rosa retreat. With a chef’s kitchen, a six-person hot tub, a fire pit, and Restoration Hardware furnishings, every detail is crafted for comfort and style. Perfectly located near wineries, Michelin-star dining, and redwood adventures, it’s ideal for families or friends seeking luxury and connection. Book your escape today. We are pet-friendly. Message us on Social Media at Inspired in Sonoma for Inspiration and Tips.

Views, hot tub, sauna, cold plunge, cinema!

Relax at this stunning and peaceful two level house overlooking vineyards. Incredible deck, beautiful living/dining room with fireplace. Spa area with hot tub, sauna, cold plunge, gym and massage table. New theatre room too! 3 separate patio spaces and 5 desk options! So much space. Sorry no parties/events allowed here. Max 6 guests and 3 cars as per county rules. I’ve just updated the listing with some new amenities if anything is unclear please message me and I'll reply fast! :)

Eco Luxury Private Sanctuary / The Farmhouse Oasis

**Very Important** Please read description below and “Other things to note” at the bottom of this section before contacting us. • Adults Only • Private Sunny 1 Bedroom, 2 full bathroom 900 sq ft stand alone home • Private Backyard with Pool, Sauna, Outdoor Shower, and Outdoor Bathtub • Luxurious Modern Farmhouse Style • Created to feel like a boutique hotel experience • In the heart of wine country Sebastopol/ West Sonoma • Eco-Friendly products used • Strict cleaning protocols

Spectacular Vineyard View!! SPA, Close to Plaza!

Escape to our charming 3B/2B Healdsburg Vineyard Home nestled in the 30 acres vineyards of world famous scenic Dry Creek Valley. With a stunning view that spans across the picturesque vineyard landscape!! Adjacent to the property, indulge in the authentic experience of wine tasting at our neighboring winery, offering a firsthand glimpse into the art of local viticulture. We consider small lapdogs, ensuring the whole family can revel in the joys of our splendid abode.

Wine Country Cottage Walkable to River or Downtown

Centrally located retreat 5 blocks from downtown, Russian River and 3 blocks from at least 9 wineries. Living room fully opens to private deck w/BBQ, outdoor kitchen, dining space and fire place. Gourmet equipped kitchen with many cooking amenities to enjoy wine and a great meal in the garden patio or BBQ outside and relax. Luxury bathroom with heated towel rack, heated floor and bidet. A small cozy two bedroom with many amenities and thoughtful touches.

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!

Healdsburg Contemporary Cottage With Lush Backyard Patio

Your private Healdsburg retreat—just a 4-minute walk to downtown wine tasting rooms, restaurants, shops, and the Farmers Market. This stylish guest cottage offers parking in front of a private entry, garden with al fresco dining, BBQ, lounge area, and a fully equipped Pilates studio. Designed with international contemporary art and thoughtful touches, it’s perfect for a weekend escape or a longer stay while house hunting.

Country Barn in Downtown Geyserville

Linger over coffee on your quaint patio amongst 6 acres downtown in sweet Geyserville. An industrial loft vibe with wine country bones—the "barn" is a modern/rustic country-correct cottage. Immerse yourself in country life or walk to downtown Geyserville for an Aperol Spritz. Truly where design meets refuge. Property rental supports Farm Sanctuary on site of rescue goats, horses, and one heifer named Francis.