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

This wine country retreat offers a serene escape on an active organic vineyard, just 1.5 kilometres from Healdsburg Downtown Plaza's shops and eateries, and a short drive to acclaimed wineries and luxury resorts like Montage.
This spacious four-bedroom, three-bathroom flat accommodates up to five guests, boasting a recently renovated open-concept living area, a chef's kitchen, a private deck with a spa and BBQ, and a separate in-law unit, with utilities included up to a PG&E cap.

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.

The Bosworth is a charming Victorian house in Geyserville, located just a few blocks from the town's main street and a short drive from Healdsburg. This property has received excellent reviews from previous guests.
The house is a spacious four-bedroom property, with four bathrooms, and can sleep up to 10 guests. This charming home offers a range of amenities, including a private pool and hot tub, a well-equipped kitchen, and a beautiful garden, perfect for relaxing and enjoying the local wine region.

This family-friendly house is located in Healdsburg, just 3km from the Russian River and Healdsburg Golf Club, offering a peaceful setting close to local attractions. It has received excellent user ratings, making it a popular choice for travellers.
This 186 square metre property offers 3 bedrooms and 2 bathrooms, comfortably accommodating up to 8 guests. Enjoy a range of amenities including a Jacuzzi, spa, terrace, garden, and concierge services, perfect for a relaxing and luxurious stay.

This Healdsburg riverside property is located within 5km of Pezzi King Winery, the Russian River, and Healdsburg Plaza, offering tranquil river views and easy access to local attractions.
This 214 square metre house boasts three bedrooms, four bathrooms, sleeps eight guests, and includes a private pool, hot tub, and fully equipped kitchen; in-house laundry facilities and a fireplace add to its convenience.

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 modern luxury apartment is located just 5.6km from Windsor and 5.6km from Healdsburg, offering easy access to both towns' attractions and amenities. It has received excellent guest ratings, making it a popular choice for travellers seeking a comfortable and stylish stay.
The apartment is spacious and can accommodate up to eight guests. It features a fully equipped kitchen, a private garden with a heated pool and hot tub, and a range of smart home features, including a wall-mounted smart TV and a convenient work station.

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 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 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.

Vacation rental for 2 people. This accommodation is located in Healdsburg.
Services and facilities: air conditioning, a fridge and a dish washer. Take advantage of the pool in this apartment.

This three-bedroom apartment is situated in the heart of Healdsburg, just two blocks from the central plaza and a short drive from Sonoma County's most renowned wineries. The apartment offers a convenient location to explore Healdsburg's culinary and wine scene.
The home has a spacious living and dining area, perfect for entertaining, and can comfortably accommodate up to six guests. Guests can enjoy a private swimming pool, a garden, and access to a range of amenities, including air conditioning, parking, and internet.

This Healdsburg cottage is located just one mile from the town centre, offering easy access to shops, restaurants and attractions, while also providing stunning views of the surrounding mountains. The property has received excellent ratings for location, cleanliness and overall user experience.
The cottage has two bedrooms and two bathrooms, comfortably accommodating up to six guests. Amenities include a fully equipped kitchen, air conditioning, a garden and parking, making it a great choice for families or groups of friends looking to explore the Healdsburg wine region.

Two Thirty-Five aparthotel is situated in Healdsburg, a short distance from the historic plaza.
These spacious suites, ranging from 111 to 139 square metres, offer three bedrooms, three bathrooms, and can accommodate up to six guests, featuring full kitchens, in-suite laundry facilities, and modern furnishings.

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.

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.