Vacation Rentals in Healdsburg, CA

This stunning four-bedroom property is situated in the Dry Creek Valley, just eight minutes from Healdsburg's town square, offering easy access to the area's charming shops, restaurants, and wineries. The house consistently receives excellent ratings for its location, cleanliness, and overall guest experience.
The property spans 390 square metres and comfortably accommodates up to 10 guests. It features a heated swimming pool, a Jacuzzi, a spacious terrace, a garden, and a well-equipped kitchen, perfect for hosting large gatherings or enjoying a relaxing getaway.

This family-friendly holiday home is situated just 10km from attractions like Matrix Winery, Russian River, and Healdsburg Golf Club, offering a peaceful escape in the mountains. The property consistently receives excellent ratings for user experience, location, and cleanliness.
The 353 square metre property has four bedrooms and four bathrooms, providing ample space for a comfortable stay. Guests can enjoy a range of amenities, including a private pool, a spa, a tennis court, and a fully equipped kitchen, ensuring a luxurious and enjoyable experience.

This Healdsburg holiday home, situated in a peaceful rural setting approximately 4.8 kilometres from Pezzi King Winery and within 9.6 kilometres of both Dom Whitney Tasting Lounge and Powell's Sweet Shoppe in Windsor, offers a tranquil escape close to local attractions.
The 195 square metre property boasts three bedrooms, three bathrooms, and accommodates four guests, featuring a private pool, hot tub, fitness centre, tennis court, and fully equipped kitchen; enjoy nearby wine tasting and explore Windsor's offerings.

This three-bedroom property is located just 5km from the historic Healdsburg Plaza, in a peaceful vineyard setting down a tree-lined lane. It has received excellent ratings for location, cleanliness, and overall user experience.
The home is ideal for groups of up to six guests, offering a modern farmhouse design with a spacious master suite and a media room. Enjoy a relaxing stay with amenities including a private pool, bocce ball court, gourmet kitchen, and a tranquil outdoor entertainment space.

This Healdsburg house offers convenient access to nearby wineries such as Pezzi King Winery and Seghesio Family Vineyards, and is also within a short distance of outdoor recreational areas including Safari West and Healdsburg Ridge Open Space Preserve (distances unspecified).
The two-bedroom, one-bathroom property sleeps four guests and includes amenities such as Wi-Fi, air conditioning, a fridge, microwave, and garden; parking is also available.

This exclusive 11.67-acre estate, located in Alexander Valley, offers exceptional privacy and serene natural surroundings, situated just 7 kilometres from Healdsburg Plaza's shops, dining, and tasting rooms, with complimentary tastings at Croix Estate, Merriam Vineyards, and Orsi Family Vineyards.
This expansive property provides luxury accommodation for up to 18 guests across a main residence, guest house, and studio bunkhouse, featuring a heated swimming pool, hot tub, bocce court, basketball hoop, ping pong, pool table, a home gym, and a versatile barn event space, all powered by solar with electric car charging and an automatic generator.

This charming riverside property is located just 5.6 kilometres from Healdsburg Plaza and a short drive from local farms, offering a peaceful escape from the town centre. The apartment has received excellent ratings for its cleanliness, location, and overall experience.
The property features three bedrooms and two bathrooms, comfortably accommodating up to six guests. Enjoy the well-equipped kitchen, a spacious living area, a garden, a fitness centre, and two kayaks for exploring the river.

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.

River View Lodge is located in Healdsburg, just 23 kilometres from Safari West and 18 kilometres from Charles M. Schulz Sonoma County Airport. The lodge has received excellent ratings for its cleanliness, location, and overall experience.
This three-bedroom lodge spans 149 square metres and comfortably accommodates up to eight guests. The lodge offers a range of amenities, including a fully equipped kitchen, a hot tub, a garden, a tennis court, and free parking.

This charming cottage is situated just 0.16 kilometres from the Russian River and within 5 kilometres of Healdsburg's main attractions, including the hospital, golf club, museum and arts centre. The cottage enjoys excellent user, location and cleanliness ratings.
The 102 square metre property has three bedrooms and two bathrooms, and offers a range of amenities to ensure a comfortable stay. Guests can enjoy the on-site spa, tennis court, garden and barbecue, as well as access to the beach.

This Healdsburg holiday home boasts a mountain setting, conveniently located within 9.6km of Healdsburg Plaza, the Center for the Arts, Matrix Winery, Raven Performing Arts Theatre, and the Healdsburg Museum.
The 77 square metre property sleeps four guests in three bedrooms and one bathroom, and features a fully equipped kitchen, Wi-Fi, a terrace, garden, spa, and tennis court.

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 Windsor holiday home is situated 4km from Windsor Golf Club and within a 10-minute walk of Dom Whitney Tasting Lounge and Powell's Sweet Shoppe.
This five-bedroom property boasts 241 square metres of space, sleeps eight guests, and includes a jacuzzi, private garden, and free Wi-Fi; barbecue facilities are available for al fresco dining.

This Healdsburg homestead, situated on the Eastside, offers a unique three-building layout comprising a renovated main house, a studio cottage, and a barn with a wine-tasting bar and games room, all located directly opposite Rodney Strong and J Vineyards.
The property boasts ample outdoor space including a 0.048 hectare fenced lawn, a bocce court, and sleeps eight guests across four bedrooms and one bathroom, featuring a well-equipped kitchen with two dishwashers and air conditioning in the main house and studio.

This studio apartment is situated just outside of Healdsburg, offering easy access to both the town's attractions and the surrounding countryside, making it ideal for exploring the area. The property enjoys excellent user, location and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The studio apartment offers 74 square metres of space, comfortably accommodating two guests. Amenities include a fully equipped kitchenette, a private patio, cable TV, Wi-Fi, plush bathrobes and access to a tranquil garden, providing everything you need for a relaxing getaway.

This 3-bedroom house is located in Windsor, California, offering a comfortable stay close to local attractions and 3.2 kilometres from Windsor Golf Course.
This pet-friendly accommodation for up to 8 guests boasts a private sauna, ice bath, fully equipped kitchen, BBQ grill, fire pit, air conditioning, Wi-Fi, washer/dryer, and free parking.