Healdsburg, CA Short term rentals

This family-friendly apartment in Geyserville offers a unique rural setting, located a 10-minute walk from Trentadue Winery and a 4-minute drive from Francis Ford Coppola Winery.
This spacious 2800 square foot vacation home accommodates up to 6 guests, featuring 3 bedrooms, 3 bathrooms, a private heated swimming pool, a well-equipped kitchen with a microwave and dishwasher, and complimentary Wi-Fi.

This Windsor vacation home, located within 3 miles of Dom Whitney Tasting Lounge and Windsor Oaks Vineyards and 6 miles of Windsor Golf Club and Healdsburg Golf Club, offers convenient access to local wineries and golf courses.
This 4-bedroom, 3-bathroom house sleeps 8 guests and features a fully equipped kitchen with fridge and dishwasher, a jacuzzi, a terrace, a garden, free WiFi, and a fireplace; outdoor amenities include a hot tub and barbecue grills.

This Healdsburg studio rental, located two blocks from downtown's restaurants and shops, offers easy access to Healdsburg Plaza and the Sonoma County wine region.
The three-bedroom, three-bathroom apartment features a gourmet kitchen, three private decks with 360-degree views, a gated entrance, three-car garage with EV charger, and accommodates up to four guests.

This family-friendly vacation home in Healdsburg is located by the sea, within 2 miles of the Russian River and Healdsburg Golf Club. It has an excellent user rating and can accommodate up to 8 guests in its 2000 square feet, 3 bedrooms, and 2 bathrooms.
The house features a kitchen with a fridge, microwave oven, and dishwasher, as well as air conditioning, a Jacuzzi, a terrace/balcony, a garden, a spa, a concierge, and parking. It also has stunning ocean views and offers concierge services, limo/town car service, and a spa tub for a luxurious stay.

This unique Healdsburg house rental, a converted water tower combined with a main house, sits on four acres amidst Sonoma vineyards, offering seclusion yet proximity to Healdsburg's wineries.
The two-bedroom, one-bathroom dwelling sleeps four guests and boasts a swimming pool, full kitchen with dishwasher, air conditioning, and private parking; explore Sonoma's wildlife or enjoy the distinctive architectural design of the water tower.

This two-bedroom, two-bathroom Healdsburg cottage is located near the Russian River and a short drive from the town's downtown area.
The cottage features a spacious deck with a pergola, an outdoor dining table and a grill, as well as a separate guest house with its own bedroom and bathroom.

This family-friendly vacation home is located in a peaceful rural setting just outside of Healdsburg, within a 3km radius of the Healdsburg Plaza, Museum, and Raven Performing Arts Theater. This property has received excellent user ratings and is perfect for families or groups of friends.
The home features 5 bedrooms and 7 bathrooms, spanning 4,600 square feet, and comfortably accommodates up to 12 guests. Enjoy a private pool, fenced yard, sauna, spa tub, fully equipped kitchen, fireplace, and other modern amenities for a relaxing and enjoyable stay.

This 1895 Victorian cottage is located in Alexander Valley wine country, 1.3 miles from Healdsburg Plaza's tasting rooms and restaurants, and within walking distance to Tongue Dancer Wines (0.4 miles) and Arnot-Roberts (0.8 miles).
This 1670 square foot rental sleeps 4 guests in 2 bedrooms and 2 bathrooms, featuring a modernized kitchen with a marble island and induction oven, air conditioning, internet, a terrace, garden, and parking for 2 vehicles.

Immerse yourself in the serene beauty of Healdsburg's Dry Creek Valley at this elevated cottage, where breathtaking vineyard views and a sense of seclusion await. Just a short bike ride or drive from the town's charming center, this highly-rated cottage offers an idyllic escape with excellent user, location, and cleanliness ratings.
The cottage boasts a spacious open concept design with an abundance of natural light, creating a welcoming and airy living space. Step outside to the sheltered courtyard adorned with citrus trees, perfect for al fresco dining or relaxing under the shade of majestic redwoods. Enjoy a complimentary glass of local wine on the property, surrounded by the picturesque vineyards. The cottage also offers tech-free tranquility, a unique hilltop setting, and convenient bike rentals for exploring the surrounding area.

This private home is just minutes from downtown Healdsburg, nestled in a serene setting surrounded by vineyards and offering easy access to world-class wineries. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
This spacious 3-bedroom, 2-bathroom home can comfortably accommodate up to 6 guests. The fully equipped kitchen, outdoor terrace, and private garden provide ample space for relaxation and entertaining, while the vineyard views and proximity to downtown Healdsburg offer the perfect blend of tranquility and convenience.

This Healdsburg apartment offers a tranquil wine country home experience surrounded by vineyards. It is close to Healdsburg Plaza, the Russian River, and Sonoma County wineries. It has received excellent ratings for its location, cleanliness, and user experience.
Inside, the apartment features a modern farmhouse feel with open-beamed high ceilings, polished concrete floors, and natural fiber area rugs. It has 3 bedrooms, a guest capacity of 6, a gourmet kitchen, and an entertainment room. Guests can enjoy swimming in the heated saltwater pool, playing bocce ball, grilling, or relaxing on the covered porch.

This pet-friendly vacation home is located in a rural area of Healdsburg, 4 minutes by car from SingleThread Farm at Dry Creek and Mazzocco Winery.
This four-bedroom, four-bathroom house offers a private swimming pool, hot tub, garden, patio, free Wi-Fi, air conditioning, and an electric vehicle charging station.

This sunny riverfront home in Healdsburg offers direct Russian River access and is less than 10 minutes from Healdsburg's Town Square. It has received excellent ratings for its location, cleanliness, and user experience.
The apartment has a floor area of 1000 square feet and can accommodate up to 4 guests. It features two living spaces, three bedrooms, two bathrooms, a well-equipped kitchen, and multiple outdoor relaxation areas, including a screened porch and a lounge area. It also provides amenities such as Wi-Fi, cable TV, a wood stove, a spa, parking, and direct access to the Russian River with a private patio for river views.

The Bunkhouse at Side Road Farm is a charming one-bedroom cottage on a historic horse ranch in Healdsburg, within walking distance of three wineries. It has an excellent user rating and offers a unique farm-to-table experience.
The cottage has a floor area of 590 square feet and can accommodate two guests. It features a rustic charm with vaulted ceilings, hardwood floors, and a cozy living area. Amenities include a smart TV, mini fridge/freezer, microwave, Keurig coffee maker, and a remodeled bathroom with a spacious shower stall. Guests can also enjoy the shared outdoor area with a barbecue grill and picnic tables.

This luxurious Healdsburg home is ideally located near Healdsburg Plaza, the Russian River, and Dry Creek Valley wineries, offering easy access to Healdsburg's attractions.
The three-bedroom house features a spacious layout with a den/game room, accommodating up to eight guests, and boasts a fully equipped kitchen, a hot tub, and a landscaped yard with a fire pit.

This charming riverfront cabin is just a short 3.5-mile drive from the Healdsburg Plaza and within a 5-minute drive of local farms, offering a peaceful escape from the hustle and bustle of town. The cabin has received excellent ratings for its location, cleanliness, and overall experience.
The cozy apartment features 3 bedrooms and 2 bathrooms, comfortably accommodating up to 6 guests. Enjoy the rustic charm, access to kayaks, a spacious outdoor area, a well-equipped kitchen, and a convenient location near local attractions.