Holiday Rentals in Healdsburg, CA

This charming cottage is situated just a short drive from Healdsburg's downtown Plaza, offering easy access to the town's restaurants, shops, and wineries. The property enjoys excellent ratings for location, cleanliness, and overall user experience.
The two-bedroom dwelling comfortably accommodates up to six guests and boasts a well-equipped kitchen, a private hot tub, and a wraparound veranda with stunning views of the Russian River. Guests can enjoy the vintage charm of the cottage, complete with modern amenities, and take advantage of the seasonal river access during the summer months.

This family-friendly holiday home is located in a rural area of Healdsburg, just 3 kilometres from Krug Event Center, Seghesio Family Vineyards, and Healdsburg District Hospital. The property has received excellent user ratings, making it a popular choice for travellers.
This 3-bedroom property spans 158 square metres and can accommodate up to 7 guests. Enjoy a range of amenities including a private pool, a spa, a tennis court, and a fully equipped kitchen.

This Dry Creek Road cottage, situated in Healdsburg's wine country, is approximately 1.6 kilometres from Healdsburg's tasting rooms and restaurants, offering easy access to renowned wineries by foot, bicycle, or car.
The stylish, newly built barn conversion sleeps five guests across two bedrooms and two bathrooms, boasting a private hot tub, a fenced yard (pet fee applies), solar power, a Tesla charging station, and panoramic vineyard views.

This Healdsburg holiday home is located a short drive from Healdsburg Plaza and offers direct access to the Russian River's sandy beachfront across the street.
The 158 square metre property boasts two bedrooms, two bathrooms, sleeps six guests, and includes a fully equipped kitchen, Jacuzzi, private hot tub, and high-speed internet.

This Healdsburg cottage enjoys a peaceful rural setting, conveniently located within 9.6km of Dry Creek Vineyard, Healdsburg Plaza, and other local attractions including the Raven Performing Arts Theatre and Healdsburg Museum.
The 78 square metre self-catering property sleeps two guests in one bedroom and one bathroom, boasting a fully equipped kitchen, terrace, garden, spa, and free parking.

This detached property in Healdsburg is set on 4,048 square meters of private land, located 800 metres from Healdsburg Plaza, a hub for shops and restaurants.
This accommodation sleeps up to seven guests across two bedrooms and two bathrooms, offering 89 square meters of living space with a fully equipped kitchen, air conditioning, a garden, Wi-Fi, and on-site casino entertainment, plus proximity to cycling routes.

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 detached Barrel House in Healdsburg's Dry Creek Valley is set on approximately 0.8 hectares, offering seclusion and proximity to Mazzocco Winery, Wilson Winery, and SingleThread Farm at Dry Creek.
This spacious 260-square-metre dwelling accommodates up to eight guests across three bedrooms and four bathrooms, featuring a chef's kitchen, a stone fireplace, a swimming pool, a jacuzzi, a separate gym, and two internet networks, alongside a Tesla charger and a whole-house generator.

This Healdsburg holiday home is situated within 1.6km of Ridge Vineyards - Lytton Springs and Mazzocco Winery, and within 4.8km of Simi Winery and SingleThread Farm.
The 106-square-metre property boasts four bedrooms, three bathrooms, sleeps eight guests, and includes a fully equipped kitchen, Jacuzzi, private garden, and free Wi-Fi.

This luxurious four-bedroom villa is located on a hill in Healdsburg, offering stunning views of the Alexander Valley and surrounding vineyards, just a short distance from Jordan Vineyard & Winery and Ridge Vineyards - Lytton Springs. It has received excellent user ratings, making it a popular choice for travellers.
The property features a spacious living area with a gourmet kitchen, a separate games room, and a luxurious master suite with a double-sink bathroom. Outside, guests can enjoy a private pool and spa, a half basketball court, a bocce ball court, and a bubbling pond with a waterfall.

This family-friendly holiday home is located in a peaceful rural setting, just 3 kilometres from Pezzi King Winery and the Russian River. It has received excellent guest reviews and offers a tranquil escape from the hustle and bustle of town.
The property has 4 bedrooms and 5 bathrooms, covering a spacious 397 square metres, and can comfortably accommodate up to 10 guests. Enjoy a private pool and spa tub, a fully equipped kitchen, a fitness centre, a garden and barbecue grills for outdoor dining.

Cottages At Healdsburg is situated in the heart of Healdsburg, just a short walk from the Raven Performing Arts Theater and Russian River, close to the Healdsburg Center for the Arts and Healdsburg Plaza. The resort consistently receives excellent guest ratings for its location, cleanliness, and overall experience.
Each cottage comfortably accommodates two guests and features a private pool, fireplace, and furnished balcony. Guests can enjoy a seasonal outdoor pool, free Wi-Fi, concierge services, and a restaurant on-site, along with a range of other amenities and activities.

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.

Isis Oasis Sanctuary is situated in Geyserville, a short 10-kilometre drive from the renowned Healdsburg and the Russian River.
This unique B&B offers a cob hut crafted by sculptor Miguel Elliott, a spiritual retreat atmosphere, and a community garden, as well as a spacious dining pavilion with a fireplace and a small library.

This vineyard apartment in Healdsburg's Alexander Valley offers a unique stay, situated just 8 kilometres from Healdsburg town square and a short walk from Jordan Winery.
This property accommodates up to six guests across two bedrooms and a rec room with Murphy beds, featuring an upgraded kitchen, air conditioning, Wi-Fi, and expansive outdoor space for dining and barbecuing with vineyard views.

This Healdsburg holiday home, situated in the Dry Creek Valley of Northern Sonoma County, is an hour's drive (approximately 80km) north of San Francisco and minutes from Dry Creek Vineyard and Healdsburg's attractions.
This 288-square-metre property comprises a main house, cottage, and studio, sleeping up to 10 guests, and boasts a pool, hot tub, tennis court, fitness centre, and 1.25 acres of landscaped grounds with vineyards, offering bocce ball, croquet, and a games barn.