Compare Vacation Rentals & Airbnb in Healdsburg, CA

Cottages On River Road is located just off Highway 116, a short drive from both Northwood Golf Club and Armstrong Redwoods State Preserve, offering a peaceful retreat in the heart of Guerneville. The resort enjoys excellent user ratings for cleanliness and location, making it a popular choice for travellers.
Each cottage and studio features a private outdoor space, perfect for enjoying the fresh air and beautiful surroundings. Guests can enjoy a range of amenities, including a seasonal outdoor pool, evening campfires, complimentary continental breakfast, free Wi-Fi, and convenient in-room amenities.

This charming three-bedroom house is situated just 2 kilometres from the Healdsburg Plaza, offering easy access to wine tasting rooms, shops, and restaurants. It has received excellent ratings for location, cleanliness, and overall user experience.
The property can accommodate up to six guests and includes two spacious living areas, a fully equipped kitchen with bar seating, and a beautifully landscaped garden. Amenities include a 55-inch television, a Nespresso coffee machine, and air conditioning, making it perfect for relaxing and enjoying the vineyard views.

This stylish Vineyard Living holiday home is located in Windsor, California, 4km from Charles M. Schulz Sonoma County Airport and within easy driving distance of attractions such as Safari West wildlife park (23km).
The property boasts four bathrooms, sleeps nineteen guests, includes a fully equipped kitchen, a jacuzzi, garden, private parking, and complimentary Wi-Fi.

Worldmark Windsor is located in the Russian River Valley, close to the Santa Rosa Airport and J Vineyards, making it a convenient base for exploring the area. The hotel consistently receives excellent ratings for its location, cleanliness, and overall experience.
The resort offers a range of apartments with kitchens and balconies, perfect for families or groups. Guests can enjoy a variety of amenities, including swimming pools, a spa, a fitness center, and a tennis court.

This Windsor holiday home is situated 3 km from Charles M. Schulz Sonoma County Airport, 10 km from the Luther Burbank Center for the Arts, and 19 km from Safari West wildlife preserve.
This six-bedroom, three-bathroom property offers 19 square metres of floor space, sleeps 15 guests, and boasts a jacuzzi, garden, parking, and fully equipped kitchen including a dishwasher; free Wi-Fi is also provided.

This Alexander Valley property, a detached house, is situated approximately 26 to 31 kilometres from Charles M. Schulz Sonoma County Airport, Safari West, and Luther Burbank Centre for the Arts.
This detached house offers 186 square metres of living space with 3 bedrooms and 2 bathrooms, accommodating up to 7 guests with amenities including a kitchen with a fridge, microwave oven, and dishwasher, air conditioning, a jacuzzi, garden, and private parking.

This Healdsburg apartment, situated above the main street, offers easy access to numerous restaurants, tasting rooms, and shops.
The one-bedroom flat boasts a spa-like bathroom, a convenient kitchenette, and sleeps two guests, enjoying unique features such as its location in a converted Quonset hut above Healdsburg's main street and proximity to a world-class gallery.

This charming cottage is located just 3.8 kilometres from Healdsburg Plaza, on a historic 11-acre farm with 5 acres of Zinfandel grapes, offering a peaceful escape from the bustling town. The cottage has received excellent ratings for its location, cleanliness, and overall experience.
The cottage features a fully restored interior with high-quality furnishings and can accommodate up to two guests. Enjoy the private outdoor spa, vineyard views, and a Weber gas grill, perfect for al fresco dining.

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 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 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 charming house is located just 0.5 kilometres from the Russian River and within 5 kilometres of both Healdsburg Golf Club and Healdsburg Museum, offering easy access to the town's attractions. It has consistently received excellent guest reviews, making it a popular choice for travellers seeking a comfortable and convenient stay.
This two-bedroom, two-bathroom property spans 128 square metres and can comfortably accommodate up to four guests. The house boasts a fully equipped kitchen, a spacious terrace, a private garden, and a relaxing spa, ensuring a relaxing and enjoyable stay.

This Geyserville lodge is located a 5-10 minute drive from Geyserville town centre and 10-15 minutes from Healdsburg town centre, with Trione, Trentadue and Coppola wineries all within 3.2 kilometres.
This pet-friendly cabin accommodates up to 8 guests across 3 bedrooms and offers a kitchen, Wi-Fi, a hot tub, and a large deck with views, though an all-wheel drive or 4x4 vehicle is recommended for access.

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 detached house, Heavenly Hideaway Wine Tastings Included, is located in Healdsburg, a 7-minute walk from Healdsburg Plaza, 17.7 kilometres from Luther Burbank Center for the Arts, and 27.4 kilometres from Safari West.
This 107 square metre property offers 2 bedrooms, 4 bathrooms, a fully equipped kitchen with a dishwasher and oven, air conditioning, a private patio, and complimentary Wi-Fi, with cycling opportunities available locally.

This Healdsburg villa offers an authentic vineyard experience within the Alexander Valley, just a short drive from the town's wineries and dining options.
This three-bedroom property accommodates up to six guests and features a private hot tub with vineyard views, a fully equipped kitchen, and complimentary weekend wine tasting at the on-site boutique winery.