Vacation rentals with a washer and dryer in Healdsburg

4.98 out of 5 average rating, 296 reviews

A spacious studio guest house is shown, featuring a comfortable queen bed adorned with soft linens. A cozy seating area is present with a plush couch, and a wall-mounted TV is visible. Natural light fills the room through large windows, complemented by wooden beams on the ceiling.

Guesthouse in Healdsburg

Alexander Valley: Wine Lover and Cycling Paradise

The Finca Guest House is a beautiful modern & private unit, which offers country seclusion just a short hop into Healdsburg. Three private outdoor spaces for your use! Coffee patio, wine patio, goat patio--your choice! World-class biking out the door. Guest House will be thoroughly cleaned per Airbnb guidelines! *This property has farm animals so no outside animals allowed. See Rules and Policies notes Gas grill w/burner is available for outdoor cooking. NO full kitchen. Sonoma Co. TOT#3191N

Superhost

The exterior of the barn cottage is featured, showcasing a two-story structure with large windows illuminated in a warm glow. The entrance is adorned with wooden doors and a star accent. A spacious deck is visible above, providing an inviting outdoor space.

Cottage in Healdsburg

4.93 out of 5 average rating, 191 reviews

❤The Elegant: A Healdsburg Winery Abode! Hot Tub!❤

❤New! Welcome to the "The Elegant Barn", our newly built stylish Barn Cottage in the HEART of wine country! Our *INSTAWORTHY* barn cottage boasts a HOT TUB, panoramic vineyard VIEWS, comfy furnishings & convertible glass indoor/outdoor doors to bring the outdoors inside! LOCATION, LOCATION, LOCATION! Set on a historic vineyard property on Dry Creek Road, the location of Healdsburg's most famous wineries, and an easy walk, bike ride or drive to many of the best wineries in the area! PETS OK!❤

A covered outdoor seating area features a rustic wooden ceiling with pendant lighting. Seating for four is arranged around a central table, complemented by a built-in outdoor kitchen with a grill and pizza oven. Lush greenery decorates the background.

4.99 out of 5 average rating, 103 reviews

Luxe Healdsburg Home ~ Sauna, Hot Tub, EV Charger

Welcome to your own private slice of wine country paradise—a stunning vineyard estate amidst rolling hills. This luxurious home is beautifully designed and combines contemporary architecture with a warm, inviting ambiance. Whether you’re sipping wine on the patio, enjoying the serene views, or gathering with loved ones, this home provides the perfect setting to create unforgettable memories with family and friends. Escape, relax, and indulge in the best of Healdsburg’s charm and tranquility.

4.98 out of 5 average rating, 109 reviews

A leather sectional sofa in a warm shade of brown is positioned against a neutral wall. Above it, a colorful painting of autumn trees adds a touch of artistry. A wooden coffee table sits nearby, featuring small decorative elements and a remote control.

Apartment in Healdsburg

Ultra-Modern 2 Bedroom Flat In Downtown Healdsburg

Enjoy a stylish experience at this centrally-located upstairs apartment. Tucked away in a building surrounded by restaurants, bars, and tasting rooms just a few blocks from the historic downtown plaza this art gallery meets air B&b focuses on the intersection of modern art and ancient tradition. You'll find paintings, sculptures, and artistic touches around every corner of this luxuriously modern flat. Enjoy exceptional accommodations with two separate bedrooms, each with a queen-sized bed.

A heated swimming pool reflects the early evening sky, surrounded by lush greenery. Comfortable lounge chairs are positioned around the pool, complemented by a shaded umbrella. The vineyard is visible in the background, enhancing the peaceful atmosphere of this outdoor space.

4.91 out of 5 average rating, 116 reviews

Vineyard Vista, Modern Farmhouse Cottage with Pool

Our architect remodeled (2021), five star, elegant Farmhouse with great room and fireplace, is simply perfect throughout. This unique wine country two-acre property, with heated swimming pool (for a fee), looks out to the beautiful Russian River vineyards and the never-ending Western panorama. Only minutes from award winning food and shopping in downtown Healdsburg, it’s within easy walking or bicycling distance of tasting rooms at J, Rodney Strong and other acclaimed Sonoma wineries.

5 out of 5 average rating, 660 reviews

A private backyard features a solar heated swimming pool surrounded by lounge seating and potted plants. A tiki bar is visible in the background, with palm trees providing shade in the sunlight. The space combines relaxation and outdoor living for a serene atmosphere.

Home in Graton

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 covid cleaning protocols

The ranch-style home is surrounded by landscaped gardens, featuring a driveway that curves gently towards the entrance. The exterior showcases a combination of light-colored siding and brick accents, with large windows allowing natural light to fill the interior spaces.

4.93 out of 5 average rating, 269 reviews

The Wine Ranch

The Wine Ranch Just five minutes north of Healdsburg Plaza, The Wine Ranch is a beautifully remodeled ranch-style home, set on over a half acre of lush outdoor space. The property features a bocce ball court, ping-pong, an expansive deck and patio perfect for al fresco dining or tranquil relaxation. Designed to host gatherings, the spacious living room, dining area, and gourmet kitchen create an inviting atmosphere for couples, families, or groups of up to eight friends.

A charming single-story cottage is framed by vibrant plants, showcasing a well-kept lawn. Large windows invite natural light, while a welcoming front door is visible. The surrounding garden features colorful flowers, enhancing the tranquil setting.

5 out of 5 average rating, 182 reviews

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!

Two modern, white structures stand beneath a large green tree against a clear blue sky. The buildings feature large glass windows, allowing for natural light. The area is surrounded by open grass, contributing to a relaxed and spacious atmosphere.

4.84 out of 5 average rating, 128 reviews

Three-Building Healdsburg Homestead with Wine Barn

Your Healdsburg Homestead for launching wine country adventure! Recently remodeled, 3 buildings on 1/2 acre, including a barn with a winetasting bar & game room! Great for families and groups. Perfectly located for cycling on the legendary Eastside/Westside loop. For wine lovers, we are across the street from Rodney Strong Vineyard and the amazing sparkling wines of the beautiful J Vineyard. Best of all, Healdsburg Plaza is just a short hop away!

4.97 out of 5 average rating, 550 reviews

A rustic cabin is nestled among towering redwood trees, featuring wooden shingles and large windows. A wooden deck, adorned with string lights, enhances the inviting exterior, while the natural landscape provides a serene backdrop. A gravel path leads to the entrance.

Cabin in Occidental

Rustic Yet Luxurious Cabin in the Redwoods

This rustic yet luxurious cabin is the perfect place to unplug. Walk through the woods, relax by a fire, and enjoy the food and wine of the Russian River Valley. 10 minutes from the beach. Minutes from Occidental, Graton, Forestville, and Guerneville. House has a full bathroom, bedroom downstairs with a Cal King bed and one upstairs with two twin beds. 5 acres in the redwoods, trampoline, fire pit area, high-speed Internet.

A spacious outdoor area is framed by three tall redwood trees, offering views of the surrounding vineyard landscape. A well-maintained lawn leads toward a bocce ball court and a hot tub. A gravel path guides through the yard, complemented by planting beds and greenery.

4.92 out of 5 average rating, 142 reviews

Dry Creek Retreat- Bocce, Hot Tub, EV Charger

Ideally located 5 minutes from the Healdsburg Square on Dry Creek Road, this home has it all! Newly renovated home has spectacular vineyard views on a magical 1/2 acre lot, a hot tub, Bocce ball court, large deck, and a fully stocked kitchen. We pride ourselves on keeping the house fully stocked with everything our guests may need & spotlessly clean! World class food, wine, cycling, and nature are at your fingertips here!