Find short term rentals in Healdsburg, CA at the best prices

This holiday home is ideally situated in central Windsor, just a short walk from the Dom Whitney Tasting Lounge and Powell's Sweet Shoppe, and 4.3 km from Windsor Golf Club. The property has received excellent ratings for location, cleanliness and overall experience.
The three-bedroom house, with a floor area of 169 square metres, comfortably accommodates up to six guests. The house offers a range of amenities, including a fully equipped kitchen, a private garden with a terrace, a Jacuzzi, a spa, and free Wi-Fi.

This vineyard-adjacent flat offers authentic wine country living with panoramic views, located just 3 kilometres from Healdsburg's Downtown Plaza and its boutique shops, farm-to-table restaurants, and tasting rooms.
This 3-bedroom, 2-bathroom residence accommodates up to 6 guests and features a private patio with a spa and BBQ, a fully equipped chef's kitchen, air conditioning, and Wi-Fi, with easy access to outdoor pursuits on the Russian River and Sonoma Lake.

This apartment is situated in Windsor, just 9-10 kilometres from Sonoma County airport and a short drive from award-winning wineries, craft breweries, and restaurants. The property has received excellent ratings for its cleanliness, location, and overall user experience.
The self-catering accommodation sleeps up to eight guests and features a fully equipped kitchen and two bathrooms. The apartment includes a spacious yard with four seating areas, a hot tub, a fire table, a dedicated office space, and games for entertainment.

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 newly remodelled studio apartment, perfect for a Windsor getaway, is situated in the Russian River Valley on Westside Road, approximately 8 kilometres from Healdsburg and its Michelin-starred restaurants.
The self-contained apartment sleeps two guests and boasts a fully equipped kitchen with modern appliances, a private outdoor seating area with a gas grill, and convenient parking for two cars; note potential vineyard noise during harvest.

This riverfront holiday flat, offering two bedrooms and two bathrooms for four guests, is situated 3.9 kilometres from central Healdsburg, placing you close to its Michelin-starred restaurants and wine country attractions.
This two-level property features separate entrances, private patios, a full kitchen in the upper unit, a kitchenette with laundry in the lower, and direct access to the Russian River with a kayak, alongside outdoor amenities like a bocce ball court and firepit.

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.

Accommodation for up to 2 guests. This accommodation is located in Healdsburg.
Services and facilities: a washing machine, a swimming pool and a kitchen. This apartment also has air conditioning!

This luxurious three-bedroom house in Healdsburg, California, is conveniently located near Healdsburg Plaza and the Russian River, offering easy access to Dry Creek Valley wineries and hiking trails.
The property boasts a spacious layout sleeping up to eight guests, featuring a fully equipped kitchen with a Wolf range, a hot tub with vineyard views, and a landscaped garden with a fire pit; high-speed Wi-Fi and five flat-screen TVs are also provided.

This Dry Creek Valley apartment, situated on Canyon Road near Geyserville, offers easy access to over 100 award-winning wineries in various Sonoma County appellations and is approximately 24km from Healdsburg Plaza.
The two-bedroom, two-bathroom dwelling sleeps six guests and boasts a gourmet kitchen with a professional chef's range, a Jacuzzi, private garden, and parking; nearby attractions include Geyserville's local amenities (walking distance depending on location) and numerous wineries.

This modern apartment is situated just a short distance from Healdsburg's town square, offering easy access to the area's renowned wine regions, including Russian River, Dry Creek, Alexander Valley, and Anderson Valley. It has received excellent ratings for its location, cleanliness, and overall experience.
The apartment features a spacious open plan layout with expansive decks, comfortably accommodating up to six guests. It offers a fully equipped kitchen, a comfortable living area, and a range of amenities including radiant floor heating, air conditioning, ceiling fans, and a washer/dryer, making it perfect for a relaxing stay in Healdsburg.

This two-bedroom house is situated on a private acre in Healdsburg, just a short distance from the town centre and the Russian River. The property has received excellent ratings for its location, cleanliness, and overall experience.
The house comfortably accommodates four guests and offers a range of amenities for a relaxing stay. Guests can enjoy a hot tub, infrared sauna, a fully equipped kitchen, a fenced garden, and a large deck with outdoor dining facilities.

This luxury villa is located in the rolling hills of Healdsburg's wine country, just a short drive from the Dry Creek and Alexander Valley Vineyards, as well as the town's bustling Healdsburg Plaza. The property boasts a spacious three-bedroom, three-bathroom layout with a capacity of six guests, and offers a range of amenities including a private vineyard, a gourmet kitchen, a cedar sauna, a spa, a fire pit, a game room, and a large outdoor kitchen with a gas grill.

The Side Road Farm bunkhouse is a charming cottage located in Healdsburg's city centre, just a short walk from three wineries and within walking distance of the Healdsburg Museum and Raven Performing Arts Theater. The property is rated as 'excellent' by previous guests, reflecting its peaceful and relaxing atmosphere.
This one-bedroom cottage covers 55 square metres and comfortably accommodates two guests. The bunkhouse provides a range of amenities including a kitchen with a fridge and microwave, a terrace, a garden, and air conditioning, ensuring a comfortable and enjoyable stay.

This Healdsburg apartment is situated just 5 kilometres from the town centre and 10 kilometres from the Dry Creek/Alexander Valley wineries, offering easy access to the region's attractions. The property has received excellent ratings for its cleanliness, location, and overall experience, making it a popular choice for travellers.
The single-storey property sleeps up to four guests and features a well-equipped kitchen, a private garden, and a hot tub. Guests can enjoy complimentary wine, bike rentals, luggage storage, and access to a fitness centre and bocce ball court.

Bella Villa Messina is a Healdsburg guesthouse conveniently located 3.9km from Healdsburg Plaza and 18km from Charles M. Schulz Sonoma County Airport.
This one-bedroom, one-bathroom guest house sleeps up to three guests and offers air conditioning, a terrace, a spa, parking, and a continental breakfast.