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

This riverfront property is located just under 10 kilometres from Healdsburg town square, offering a peaceful escape from the hustle and bustle, yet remaining within easy reach of all the town’s attractions. The property consistently receives excellent ratings for location, cleanliness, and overall user experience.
The three-bedroom apartment, spanning 93 square metres, comfortably accommodates four guests. Guests can enjoy a range of amenities, including a well-equipped kitchen, multiple outdoor spaces, and direct access to the Russian River for swimming, fishing, or simply relaxing on the riverbank.

This family-friendly farmhouse is located just 5 kilometres from Windsor, close to the Russian River, Dom Whitney Tasting Lounge, and Powell's Sweet Shoppe, offering a peaceful escape from the hustle and bustle of town. Guests have consistently rated the property excellent for its cleanliness, location, and overall experience.
The 116 square metre farmhouse has three bedrooms, sleeping up to six guests, and is equipped with a fully equipped kitchen, air conditioning, a private swimming pool, a terrace, a garden, and a barbecue. Guests can also enjoy the games room and benefit from housekeeping services on request.

This Healdsburg holiday home boasts a mountainside location, approximately 4.3 km from Pezzi King Winery and within 10 km of Healdsburg Plaza and the Healdsburg Center for the Arts.
Sleeping six guests across three bedrooms and two bathrooms, this property offers a private pool, barbecue, garden, terrace, free Wi-Fi, and a fully equipped kitchen including a fridge, microwave, and dishwasher.

This Dry Creek Road cottage, situated in Healdsburg's wine country, is approximately 1.6 kilometres from Healdsburg's tasting rooms and restaurants, offering easy access to renowned wineries by foot, bicycle, or car.
The stylish, newly built barn conversion sleeps five guests across two bedrooms and two bathrooms, boasting a private hot tub, a fenced yard (pet fee applies), solar power, a Tesla charging station, and panoramic vineyard views.

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 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 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.

This five-bedroom, four-bathroom property is a seven-acre estate near Windsor, California, in the Russian River Valley, offering proximity to world-class wineries and attractions such as the Russian River and Safari West.
The luxurious residence boasts a gourmet kitchen, jacuzzi, private studio apartment, expansive garage, and accommodates up to ten guests, with a terrace, garden, and parking also available.

This family-friendly house is located in a peaceful rural setting just 3km from Healdsburg Plaza, Healdsburg Museum, and Raven Performing Arts Theater. It has received excellent user ratings, making it a popular choice for travellers.
The house is spacious, covering 427 square metres and comfortably accommodating up to 12 guests. It offers a range of amenities, including a private pool, a fenced yard, a sauna, a spa tub, a fully equipped kitchen, free Wi-Fi, barbecue grills, and a tennis court.

Casa Campo is a secluded two-bedroom, two-bathroom cottage situated on a one-acre property just 5 minutes from Healdsburg's Downtown Plaza and the wineries of Dry Creek Valley.
This 89-square-metre cottage comfortably accommodates four guests with a fully equipped kitchen, private patio with a gas BBQ, and in-unit laundry, all within easy reach of Healdsburg's attractions.

This modern ranch house is located on Alexander Valley Road, just 4 km north of Healdsburg's town centre and the Healdsburg Plaza, surrounded by vineyards. The property has consistently received excellent ratings from previous guests for its cleanliness, location, and overall experience.
The spacious single-storey property offers 186 square metres of living space, comfortably accommodating up to 8 guests. Enjoy a range of amenities including a private pool, a hot tub, a fully equipped kitchen, a large entertainment area, and a garden, perfect for relaxing and enjoying the beautiful surroundings.

This resort flat in Windsor is located within a multi-story building, approximately 160 kilometres from San Francisco, and offers convenient access to Windsor Golf Club and scenic vineyards.
Guests can enjoy a 1-bedroom, 1-bathroom unit accommodating up to 4 people, complete with a kitchen featuring a fridge, freezer, microwave, and dishwasher, air conditioning, a swimming pool, jacuzzi, garden, fitness centre, and parking, with a Murphy bed in the living area and handicap compliance ensuring comfort for all.

This 3-bedroom house is located in Windsor, California, offering a comfortable stay close to local attractions and 3.2 kilometres from Windsor Golf Course.
This pet-friendly accommodation for up to 8 guests boasts a private sauna, ice bath, fully equipped kitchen, BBQ grill, fire pit, air conditioning, Wi-Fi, washer/dryer, and free parking.

Calderwood Inn is situated in Healdsburg, just a kilometre from Healdsburg Plaza and within easy walking distance of several wineries including Optima Winery, Seghesio Winery, and Toad Hollow Vineyards. The inn has received very good user ratings and excellent ratings for its location and cleanliness.
The inn has one bedroom and one bathroom, covering 9 square metres and accommodating up to two guests. Guests can enjoy a welcome wine reception, gourmet breakfast, individually decorated rooms with luxurious amenities, spa access, concierge services, and parking.

The Grape Leaf Inn is a charming Victorian guesthouse located just two blocks north of Healdsburg's town centre, a short walk from restaurants, tasting rooms, and the Healdsburg Plaza. The inn has received excellent ratings for its location, cleanliness, and overall experience.
The inn offers a single bedroom with one bathroom, accommodating up to two guests. Amenities include a swimming pool, spa, restaurant, bar, and a unique Prohibition-style Speakeasy, alongside complimentary wine tastings and easy access to the Healdsburg Wine Country Tour.

This charming apartment is situated just 1.6 kilometres west of Healdsburg, nestled amongst 30 acres of vineyards, offering a peaceful escape from the bustling town. It has consistently received excellent ratings from previous guests for its location, cleanliness, and overall experience.
The apartment comfortably accommodates up to eight guests across three bedrooms and two bathrooms. Enjoy the spacious living area, complete with a decorative fireplace, and relax outdoors on the patio with a barbecue grill, or soak in the Jacuzzi surrounded by the stunning vineyard views.