Compare Vacation Rentals & Airbnb in Healdsburg, CA

This spacious house is located just on the edge of Healdsburg in the Dry Creek Valley, placing it within easy reach of the town's attractions and the surrounding wine country. The property has received excellent ratings for its location, cleanliness, and overall user experience.
The house comfortably accommodates up to eight guests with three bedrooms and two bathrooms. Guests can enjoy a range of amenities, including a heated pool, a hot tub, a fully equipped kitchen, a gym, a games room, and a barbecue area, offering plenty of opportunities for relaxation and entertainment.

This stylish Healdsburg villa, designed by Stanley Saitowitz, is located in the town centre, offering easy access to Michelin-starred restaurants and numerous tasting rooms within a short distance (distances unspecified).
Sleeping six guests, this three-bedroom, two-bathroom property boasts a private pool, a fully equipped kitchen including a dishwasher, and floor-to-ceiling glass panels that open onto the Sonoma Valley climate; a television is provided in the master bedroom.

This two-bedroom apartment is situated on a quiet country road just two miles from Healdsburg's bustling centre, offering a peaceful retreat with easy access to the town's attractions. It has consistently received excellent ratings for its cleanliness, location and overall guest experience.
The self-contained apartment comfortably accommodates up to four guests and features a well-equipped kitchen, a private garden, a deck and ample parking. Guests can enjoy the convenience of on-site parking, a fully equipped kitchen, and a private garden, perfect for relaxing after a day of exploring the nearby Dry Creek Valley wineries.

This traditional ranch-style house is located just north of the Healdsburg Plaza, a short 5-minute drive from the Montage Healdsburg, putting you within easy reach of the town's restaurants, shops, and events. This property has received excellent ratings for its location, cleanliness, and overall experience.
The house has three bedrooms and two bathrooms, comfortably accommodating up to eight guests. Guests can enjoy a range of amenities, including a bocce court, a deck, and a patio, offering ample space for outdoor relaxation and entertainment.

This newly remodelled mid-century apartment is situated four blocks from Healdsburg Plaza, offering a peaceful escape within easy reach of wine country.
This two-bedroom, two-bathroom property comfortably accommodates up to six guests and features a bonus room with a sofa bed, a private guest suite, and extensive garden grounds with a brick patio perfect for outdoor dining.

Apartment rental listing for up to 2 people. Your accommodation will be located in Healdsburg.
Services and facilities: free parking, a fridge and a kitchen.

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 Healdsburg apartment is situated just 1.4 kilometres from Jordan Vineyard & Winery and within 5 kilometres of the Russian River, offering easy access to renowned wineries and scenic landscapes. The apartment has consistently received excellent ratings for its cleanliness, location, and overall experience.
The apartment features three bedrooms and four bathrooms across 274 square metres of living space. Guests can enjoy a range of amenities including a private pool, a fenced garden, a fitness centre, a bar, and a terrace with stunning lake views.

This modern townhome is located in the heart of Healdsburg, just a short walk from the Farmers' Market, Little Saints, The Matheson, and a variety of shops and wine tasting options. The area is lively and offers a taste of Healdsburg's vibrant atmosphere.
This two-bedroom, two-bathroom apartment can comfortably accommodate up to four guests. The apartment features a well-equipped kitchen, a private deck with an outdoor fireplace, access to a swimming pool and Jacuzzi, and a Viking BBQ grill.

This apartment is located in the Dry Creek Valley, just a few kilometres from the centre of Healdsburg, with its shops, restaurants, and supermarkets, and offers a peaceful setting surrounded by vineyards. It has excellent user, location, and cleanliness ratings.
This four-bedroom property, spanning 233 square metres, comfortably accommodates up to 10 guests. It boasts a well-equipped kitchen, two living areas, a garden, a jacuzzi, and a deck with views of the countryside, perfect for enjoying meals al fresco.

This four-bedroom flat is located within the Montage Healdsburg Resort, offering expansive vineyard and Fitch Mountain views, a mere 10-kilometre drive from Healdsburg's central plaza and its acclaimed restaurants.
This private residence provides exclusive access to Montage Healdsburg Resort amenities, including spa, pools and fitness centre, and features four en-suite bedrooms, a chef's kitchen with a wine display, and a fire pit lounge, accommodating up to six guests.

This Healdsburg studio apartment, a Mediterranean-style property, is situated in the town centre, just 0.32 kilometres from Healdsburg's restaurants, wine tasting rooms, and shops.
The three-bedroom, three-bathroom apartment sleeps four guests, boasting three private decks with 360-degree views, a gourmet kitchen, a gated entrance, a three-car garage with an EV charger, and access to rooftop and garden patios.