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This Healdsburg vacation home is located within easy walking distance of the Healdsburg Plaza, Healdsburg Center for the Arts, and Healdsburg Museum, making it a great spot to explore the town's cultural offerings. Guests have consistently rated this property excellent.
This 3-bedroom, 4-bathroom rental comfortably sleeps 6 guests and features a spacious 1700 square foot layout. Enjoy a private garden, a relaxing spa, a tennis court, and a fully equipped kitchen, making it easy to entertain friends and family.

This Sonoma County home is minutes from Healdsburg's downtown, award-winning restaurants, and shops, and steps from renowned wineries, a 21-minute drive from Charles M. Schulz–Sonoma County Airport.
This newly remodeled 3-bedroom, 2-bathroom house sleeps 6, boasts a private 36-foot by 4-foot pool, expansive kitchen, large deck, and stunning vineyard views; it features a heated outdoor shower and surround-sound system.

This Healdsburg mountainside home is located within two miles of Ridge Vineyards, Mazzocco Winery, and Simi Winery, and three miles from the Krug Event Center.
This 3,100-square-foot vacation rental boasts six bedrooms, six bathrooms, and accommodates up to ten guests, featuring a private pool, jacuzzi, game room, and free Wi-Fi.

This Healdsburg vacation home is situated in a peaceful neighborhood, just steps from the Russian River and minutes from Healdsburg Plaza's renowned wineries and restaurants.
The 1700-square-foot bungalow features two bedrooms, two bathrooms, and can comfortably sleep six guests, boasting a private hot tub, gas grill, and fully equipped kitchen including a dishwasher and coffee maker.

This modern, rustic home is located in the quiet countryside of Sonoma, just minutes from Healdsburg's restaurants and shops and steps away from renowned wineries. The apartment offers a spacious living area, a fully equipped kitchen, and three bedrooms, comfortably accommodating up to six guests. Guests can enjoy a private pool, a large outdoor space with a heated shower, and a surround-sound speaker system.

This family-friendly vacation home is located on the waterfront in Healdsburg, within a mile of the Russian River, Pezzi King Winery, and within two miles of the Healdsburg Museum and Healdsburg Plaza. The home has earned excellent ratings for its location, cleanliness, and overall experience.
This spacious five-bedroom home, with a sofa bed, accommodates up to 12 guests and offers a private pool, spa tub, fitness center, and tennis court. The home also includes a fully equipped kitchen, barbecue grills, and a terrace for enjoying the beautiful Healdsburg scenery.

Barrel House, a Dry Creek Valley retreat in Healdsburg, offers a secluded 2-acre setting with vineyard views and easy access to Healdsburg's attractions.
This 3-bedroom, 3-bathroom Healdsburg vacation rental sleeps 8, boasting a gourmet kitchen, saltwater pool, hot tub, private gym, Tesla charger, whole-house generator, and two high-speed internet networks (AT&T and Starlink).

This unique Barrel House accommodation is set on 2 acres in the tranquil Dry Creek Valley, offering a rural retreat near Healdsburg attractions like Mazzocco Winery and Wilson Winery.
This 2800 square foot estate accommodates up to 8 guests with 3 bedrooms and 4 bathrooms, featuring a swimming pool, hot tub, private gym, and a chef's kitchen, all within 5 miles of Healdsburg's downtown.

Redwood River Lodge is located in Healdsburg, just 14 miles from the Luther Burbank Center for the Arts and 11 miles from Charles M. Schulz Sonoma County Airport. The lodge has earned excellent ratings from previous guests for its cleanliness, location, and overall experience.
The two-bedroom, one-bathroom home spans 1190 square feet and comfortably accommodates six guests. Enjoy a fully equipped kitchen, private parking, and a range of amenities including a jacuzzi, a tennis court, and a garden.

Dry Creek Villa is a secluded guest house nestled on a 40-acre vineyard property a mile up a private paved road, just 12 minutes from the downtown Healdsburg Plaza.
The two-bedroom villa, perfect for up to six guests, features a private outdoor hot tub, a solar-heated lap pool (seasonal), and a full kitchen with granite countertops.

This sunny riverfront home in Healdsburg offers direct Russian River access and is less than 10 minutes from Healdsburg's Town Square. It has received excellent ratings for its location, cleanliness, and user experience.
The apartment has a floor area of 1000 square feet and can accommodate up to 4 guests. It features two living spaces, three bedrooms, two bathrooms, a well-equipped kitchen, and multiple outdoor relaxation areas, including a screened porch and a lounge area. It also provides amenities such as Wi-Fi, cable TV, a wood stove, a spa, parking, and direct access to the Russian River with a private patio for river views.

This traditional ranch-style home is situated in a tranquil residential area just 5 minutes from the vibrant heart of Healdsburg. It received excellent ratings for its location, cleanliness, and user experience. The home offers a modern farmhouse interior with 3 bedrooms, 2 bathrooms, and a guest capacity of 8.
Amenities include a fully equipped kitchen, comfortable furnishings, air conditioning, a garden, parking, and access to Wi-Fi. The property also boasts nearly 3/4 of an acre of outdoor space, including a bocce court, deck, and patio, perfect for relaxation and entertainment.

Vineyard Vue, a Healdsburg house rental, is conveniently located a 19-minute walk from Healdsburg Plaza and a 20-mile drive from Safari West.
This 1700-square-foot home features three bedrooms, a fully equipped kitchen with a dishwasher, a terrace, a garden, a tennis court, free parking, and Wi-Fi, comfortably accommodating families or groups.

This Geyserville farm stay, located minutes from Dry Creek and Alexander Valley Vineyards and walking distance to downtown Geyserville, offers a secluded 16-acre property with a 0.25-mile gated driveway.
The two-bedroom, one-bathroom farmhouse sleeps four guests and features a fully equipped kitchen, outdoor kitchen and bar, hot tub, bocce ball court, and Wi-Fi; pet-friendly with an additional fee.

This Dry Creek Valley rental is located on Canyon Road, near Geyserville, a 15-minute drive from Healdsburg Plaza and close to over 100 award-winning Sonoma County wineries.
This two-bedroom, two-bathroom apartment, sleeping up to six guests, boasts a gourmet kitchen, Jacuzzi, private garden, parking, and breathtaking vineyard views; nearby activities include wine tasting and exploring Geyserville.

This riverfront vacation home in Healdsburg offers direct access to the Russian River with a private dock and canoe, and is located 2.4 miles from downtown Healdsburg's wineries and dining.
This 1000 square foot rental features two self-contained units, sleeping up to four guests, with mid-century furnishings, a full kitchen, and outdoor amenities including a bocce court and gas grill, all situated near Del Rio Woods Regional Park and Healdsburg Veterans Memorial Beach.