Compare Vacation Rentals & Airbnb in Healdsburg, CA

This Healdsburg apartment, a two-bedroom flat, is located in the town centre, just 0.32 kilometres from the Plaza, offering easy access to Healdsburg's restaurants and shops.
The self-catering property sleeps four, boasting a king-size and a queen-size bedroom, a modern kitchen with dishwasher and Nespresso machine, a private patio, and high-speed internet; nearby attractions include numerous wineries and tasting rooms.

This Healdsburg villa is situated just 3.2 kilometres from 10 premium wineries in the Russian River Valley, a 5-minute drive from the restaurants of downtown Healdsburg. It has received excellent ratings for location, cleanliness, and overall user experience.
The villa has 3 bedrooms and 4 bathrooms, accommodating up to 10 guests. It offers a private pool, hot tub, and a kitchen with a fridge, along with complimentary VIP tastings at the winery and the option of a private chef for meals.

This five-bedroom riverside property near Guerneville is situated approximately 5km from Pee Wee Golf and Arcade and Johnson's Beach, and 10km from Armstrong Redwoods State Natural Reserve.
The 196 square metre house boasts a Jacuzzi, terrace, garden, parking, and sleeps up to 10 guests, offering a fully equipped kitchen and on-site amenities including an arcade/game room and barbecue grills.

Casa Campo is a secluded two-bedroom, two-bathroom cottage situated on a one-acre property just 5 minutes from Healdsburg's Downtown Plaza and the wineries of Dry Creek Valley.
This 89-square-metre cottage comfortably accommodates four guests with a fully equipped kitchen, private patio with a gas BBQ, and in-unit laundry, all within easy reach of Healdsburg's attractions.

This charming Queen Anne Victorian property is situated on a quiet street just a short walk from Healdsburg Plaza, offering easy access to the town's restaurants, galleries, and shops. The apartment has received excellent ratings for its location, cleanliness, and overall experience.
The apartment has two bedrooms and one bathroom, comfortably accommodating up to four guests. Amenities include a fully equipped kitchen, private parking, and keyless entry, making it a convenient and comfortable base for exploring Healdsburg.

This ten-bedroom Santa Rosa property, ideal for large groups, is conveniently located within 9.6km of Empire College and Santa Rosa Junior College, and under 10km from Sutter Santa Rosa Regional Hospital and the Luther Burbank Center for the Arts.
Offering nine bathrooms, a jacuzzi, a terrace, a garden, parking, and a fully equipped kitchen including a fridge, microwave, and dishwasher, this spacious house comfortably accommodates up to 20 guests and features on-site amenities such as a hot tub, barbecue grills, and laundry facilities.

This Healdsburg vacation home, situated 3.9 km from Porter Creek Vineyards and 5 km from the Russian River, offers easy access to other wineries within a 9.6 km radius.
This 232 square metre property boasts four bedrooms, three bathrooms, sleeps twelve guests, and includes a private pool, hot tub, garden, terrace, and all modern conveniences.

This exclusive vineyard estate offers a secluded wine country escape, located just 10 minutes from Healdsburg and its culinary offerings, with proximity to Cloverdale Historical Society and Raven Performing Arts Theater.
This expansive property accommodates up to 12 guests across two guest houses and two suites, featuring onsite wine tasting, a pool, hot tub, and beautiful vineyard views, with nearby attractions including Bella Vineyards and SingleThread Farm at Dry Creek.

This luxurious 4-bedroom villa is located just 5 kilometres from the centre of Healdsburg, in the heart of the Dry Creek/Lytton Springs wine country, offering stunning views of the surrounding vineyards and Mount Saint Helena. It has received excellent guest reviews and is perfect for a large group looking for a relaxing and memorable getaway.
This spacious 372 square metre property can accommodate up to 12 guests and features a fully equipped kitchen, a private pool and hot tub, a Bocce court, a fire pit, and a separate in-law suite. The villa also boasts a Sonos sound system, high-speed WiFi, a new HD Smart TV with premium channels, and a Baby Grand Steinway piano, making it the perfect place to unwind and enjoy all that Healdsburg has to offer.

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 Healdsburg holiday home is conveniently located near Safari West (30.6 km), the Luther Burbank Center for the Arts (19.3 km), and Charles M. Schulz Sonoma County Airport (15 km).
This two-bedroom, two-bathroom property offers 155 square metres of living space, accommodating up to seven guests and boasting a fully equipped kitchen, private patio with mountain views, and a relaxing garden; free Wi-Fi is available throughout.

This farm stay is located in Windsor, California, just a short distance from the Russian River and Safari West, offering a tranquil country setting amidst a 40-acre vineyard. It has received excellent user ratings, making it a popular choice for travellers.
The property features a spacious four-bedroom residence, perfect for families and groups of up to eight guests. Amenities include a fully equipped kitchen, a media room, a game room with a pool table, an expansive deck with vineyard views, and access to bicycles for exploring the surrounding countryside.