Holiday Rentals in Healdsburg, CA

This modern rustic Sonoma County house, minutes from Healdsburg's centre and its award-winning restaurants, enjoys proximity to world-class wineries and is a 21-minute drive from Charles M. Schulz–Sonoma County Airport.
The three-bedroom, two-bathroom property sleeps six guests and boasts a 36-foot by 4-foot private pool, expansive kitchen, outdoor dining area, heated outdoor shower, and surround-sound speaker system.

This 3-bedroom Windsor property is located approximately 15 minutes by car from Charles M. Schulz–Sonoma County Airport, a short drive from Windsor Town Green, and offers proximity to the Russian River and Sonoma County's wineries.
This spacious 167 square meter holiday home accommodates up to 8 guests and features a fully equipped kitchen, air conditioning, a private sauna, an ice bath, a BBQ grill, and an outdoor fire pit, with pets permitted for a fee.

This three-bedroom apartment is conveniently located just 2.2 kilometres from Healdsburg’s town square, offering easy access to the region's renowned wineries and vineyards. The apartment has received excellent ratings for its cleanliness, location, and overall experience.
This spacious property provides ample room for up to six guests, with a separate pool house offering additional living space. The apartment boasts a fully equipped kitchen, a private garden, a swimming pool, a hot tub, and a Tesla charger, making it ideal for a relaxing and comfortable stay.

This family-friendly house is located in Healdsburg, just 3km from the Russian River and Healdsburg Golf Club, offering a peaceful setting close to local attractions. It has received excellent user ratings, making it a popular choice for travellers.
This 186 square metre property offers 3 bedrooms and 2 bathrooms, comfortably accommodating up to 8 guests. Enjoy a range of amenities including a Jacuzzi, spa, terrace, garden, and concierge services, perfect for a relaxing and luxurious stay.

This charming cottage is situated in the Dry Creek Valley, just 10 kilometres from Healdsburg's town centre and a short drive from the Russian River, offering a peaceful retreat amidst beautiful vineyards. The property has received excellent ratings for location, cleanliness, and overall experience.
The cottage is a comfortable and stylish one-bedroom property, perfect for couples seeking a quiet getaway. Guests can enjoy stunning views of the vineyard from the spacious covered porch, relax in the garden, or explore the on-site winery, which produces a variety of award-winning wines.

This Mill Creek house rental, six minutes from Healdsburg's town centre and 1.5 hours from San Francisco, offers a tranquil setting near Sonoma County's renowned vineyards and Michelin-starred restaurants.
The 130 square metre property boasts a modern open-plan layout, sleeping six guests across two ensuite bedrooms, and includes a private hot tub, sauna, swimming pool, and ample parking.

Barrel House, a Dry Creek Valley retreat situated on a private 2-acre estate, is a short drive from Healdsburg town centre and other Dry Creek Valley attractions.
This three-bedroom, three-bathroom property sleeps eight guests and boasts a gourmet kitchen, large saltwater pool, eight-person hot tub, Tesla charger, whole-house generator, and two internet networks (AT&T and Starlink).

This Healdsburg apartment is situated just 1.4 kilometres from Jordan Vineyard & Winery and within 5 kilometres of the Russian River, offering easy access to renowned wineries and scenic landscapes. The apartment has consistently received excellent ratings for its cleanliness, location, and overall experience.
The apartment features three bedrooms and four bathrooms across 274 square metres of living space. Guests can enjoy a range of amenities including a private pool, a fenced garden, a fitness centre, a bar, and a terrace with stunning lake views.

This charming house is located in Healdsburg, just a short walk (less than 1.6 km) from the town's central plaza, museums, and art centre, offering easy access to Healdsburg's downtown area. It has received excellent reviews from previous guests, making it a popular choice for travellers looking for a comfortable and convenient stay.
The property spans 158 square metres and comfortably sleeps up to 6 guests in its three bedrooms. Guests can enjoy a range of amenities, including a fully equipped kitchen, a garden with barbecue grills, a spa, a tennis court, and parking.

This Dry Creek Valley cottage, situated in Geyserville approximately 16km from Healdsburg and its attractions including the Healdsburg Museum and Raven Performing Arts Theatre, offers a luxurious vineyard escape.
This 1000 sq ft self-catering property boasts two bedrooms, two bathrooms, sleeps four guests, and includes Viking appliances, Restoration Hardware furniture, and a private porch overlooking a 30-acre vineyard; nearby wineries such as Unti Vineyards and Truett Hurst are easily accessible.

Mill Creek by AvantStay, a modern Healdsburg property, is situated 5.3km from Healdsburg Plaza and 17.7km from the Charles M. Schulz Sonoma County Airport.
This two-bedroom, two-bathroom house boasts 130 square metres of living space, accommodating up to 10 guests and featuring a private plunge pool, hot tub, sauna, and free Wi-Fi; nearby attractions include the Luther Burbank Center for the Arts (22.5km) and Safari West (37km).

This three-bedroom Healdsburg villa is situated 8km from Healdsburg Plaza and 19km from Charles M. Schulz Sonoma County Airport, offering easy access to local amenities and attractions.
The 4-hectare property, boasting a vineyard and stunning views, includes a fully equipped kitchen, two bathrooms, and accommodates up to 11 guests, with amenities such as Wi-Fi, a fireplace, and private parking; nearby attractions include Robert Louis Stevenson State Park (48km), Safari West (38km), and Petrified Forest (40km).

This Windsor self-catering holiday home, situated on a mountainside farm near the Russian River (2.4km) and within 9.6km of attractions such as Dom Whitney Tasting Lounge and Powell's Sweet Shoppe, offers scenic views.
This 174 square metre property sleeps six guests across three bedrooms and four bathrooms, boasting a private garden, swimming pool, hot tub, tennis court, and ample parking, along with a fully equipped kitchen including a dishwasher.

This charming cottage is located in Windsor, just a short walk from the town centre and a 10-kilometre drive from Healdsburg, offering easy access to wineries and the Russian River brewery. It has received excellent reviews from previous guests, making it a popular choice for travellers seeking a comfortable and convenient stay.
The cottage features three bedrooms and two bathrooms, comfortably accommodating up to six guests. You can enjoy a range of amenities, including a fully equipped kitchen, a private terrace, a garden, and a hot tub, as well as a tranquil creekside setting perfect for relaxation.

This charming apartment is situated just 1.6 kilometres west of Healdsburg, nestled amongst 30 acres of vineyards, offering a peaceful escape from the bustling town. It has consistently received excellent ratings from previous guests for its location, cleanliness, and overall experience.
The apartment comfortably accommodates up to eight guests across three bedrooms and two bathrooms. Enjoy the spacious living area, complete with a decorative fireplace, and relax outdoors on the patio with a barbecue grill, or soak in the Jacuzzi surrounded by the stunning vineyard views.

The Estate Villa at NewTree Ranch is a 120-acre private estate located just 4.7 miles outside of Healdsburg, California, offering easy access to the town's restaurants, wineries, and shops. This luxurious property has received excellent user ratings and provides a secluded and tranquil escape from the hustle and bustle of Healdsburg.
This spacious villa spans 437 square metres and comfortably accommodates up to eight guests. The villa offers a range of amenities, activities, and features, including a private lake, a solar-heated swimming pool, a well-equipped gym, a chef's kitchen, and a dedicated concierge team to curate personalised experiences.