Holiday Rentals in Healdsburg, CA

Worldmark Windsor is located in the Russian River Valley, close to the Santa Rosa Airport and J Vineyards, making it a convenient base for exploring the area. The hotel consistently receives excellent ratings for its location, cleanliness, and overall experience.
The resort offers a range of apartments with kitchens and balconies, perfect for families or groups. Guests can enjoy a variety of amenities, including swimming pools, a spa, a fitness center, and a tennis court.

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 idyllic Wine Country Farmhouse is located in Windsor, just 5km from the town centre and 10km from Healdsburg square, offering easy access to local attractions, wineries, and restaurants. This property has received excellent ratings for user experience, location, and cleanliness.
The farmhouse has 4 bedrooms and 2 bathrooms, accommodating up to 8 guests. It boasts a range of amenities including a large swimming pool and spa, a fully equipped kitchen, a home gym, and a spacious outdoor area with a fire pit, barbecue, and various seating areas.

This family-friendly holiday home is located just 5 kilometres from Dry Creek Vineyard, SingleThread Farm, and Unti Vineyards, making it an ideal choice for wine enthusiasts. It enjoys a peaceful mountain setting, offering breathtaking views and a tranquil escape from the bustling city. The property has received excellent reviews from previous guests, highlighting its comfortable and well-equipped nature.
The house spans 223 square metres and comfortably accommodates up to 6 guests in its three bedrooms and four bathrooms. Guests can enjoy a range of amenities, including a fully-equipped kitchen, a spa tub, a fitness centre, a garden, and a terrace, providing everything needed for a relaxing and enjoyable stay.

This Healdsburg apartment, situated above the main street, offers easy access to numerous restaurants, tasting rooms, and shops.
The one-bedroom flat boasts a spa-like bathroom, a convenient kitchenette, and sleeps two guests, enjoying unique features such as its location in a converted Quonset hut above Healdsburg's main street and proximity to a world-class gallery.

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 villa offers an authentic vineyard experience within the Alexander Valley, just a short drive from the town's wineries and dining options.
This three-bedroom property accommodates up to six guests and features a private hot tub with vineyard views, a fully equipped kitchen, and complimentary weekend wine tasting at the on-site boutique winery.

This charming riverside retreat is located just a short drive from Healdsburg and the Dry Creek Valley wineries, offering a peaceful escape from the hustle and bustle of city life. The property has received excellent ratings for its location, cleanliness and overall experience.
The cottage offers a flexible layout with two bedrooms and a spacious living area, comfortably accommodating up to six guests. Guests can enjoy a range of amenities including a fully equipped kitchen, a private outdoor area with a terrace and garden, and a range of water sports equipment such as a canoe, kayak and paddleboards.

This three-bedroom property is located just 5km from the historic Healdsburg Plaza, in a peaceful vineyard setting down a tree-lined lane. It has received excellent ratings for location, cleanliness, and overall user experience.
The home is ideal for groups of up to six guests, offering a modern farmhouse design with a spacious master suite and a media room. Enjoy a relaxing stay with amenities including a private pool, bocce ball court, gourmet kitchen, and a tranquil outdoor entertainment space.

This Forestville holiday home is conveniently located 10km from the Charles M. Schulz–Sonoma County Airport, 16km from the Luther Burbank Center for the Arts, and 31km from Safari West.
The 79 square metre property boasts two bedrooms, one bathroom, sleeps eleven guests, and includes a fully equipped kitchen, fitness centre, bar, and private garden with outdoor play equipment.

This charming house is located just 0.5 kilometres from the Russian River and within 5 kilometres of both Healdsburg Golf Club and Healdsburg Museum, offering easy access to the town's attractions. It has consistently received excellent guest reviews, making it a popular choice for travellers seeking a comfortable and convenient stay.
This two-bedroom, two-bathroom property spans 128 square metres and can comfortably accommodate up to four guests. The house boasts a fully equipped kitchen, a spacious terrace, a private garden, and a relaxing spa, ensuring a relaxing and enjoyable stay.

This 1895 Victorian cottage in Alexander Valley offers an authentic wine country experience, located 2.1 kilometres from Healdsburg Plaza's tasting rooms and restaurants, and within walking distance of Tongue Dancer Wines (400 metres) and Arnot-Roberts (0.8 kilometres).
This two-bedroom, two-bathroom holiday home, spanning 155 square metres and accommodating up to four guests, features two sitting areas with brick fireplaces, a modernised kitchen with marble counters and an induction oven, and two furnished patios with vineyard and mountain views, alongside central air conditioning.

This Geyserville lodge is located a 5-10 minute drive from Geyserville town centre and 10-15 minutes from Healdsburg town centre, with Trione, Trentadue and Coppola wineries all within 3.2 kilometres.
This pet-friendly cabin accommodates up to 8 guests across 3 bedrooms and offers a kitchen, Wi-Fi, a hot tub, and a large deck with views, though an all-wheel drive or 4x4 vehicle is recommended for access.

This five-bedroom apartment is located in Geyserville, just a short distance from the Isis Oasis Sanctuary and Geyser Peak, offering easy access to hiking and scenic views. The apartment has excellent user, location, and cleanliness ratings.
The accommodation can comfortably sleep up to 10 guests and features a fully equipped kitchen, a private hot tub, two fireplaces, two outdoor decks, and access to the sanctuary's pool, hot tub, sauna, zoological sanctuary, and Egyptian temple-themed theatre.

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 family-friendly holiday home is situated just 10km from attractions like Matrix Winery, Russian River, and Healdsburg Golf Club, offering a peaceful escape in the mountains. The property consistently receives excellent ratings for user experience, location, and cleanliness.
The 353 square metre property has four bedrooms and four bathrooms, providing ample space for a comfortable stay. Guests can enjoy a range of amenities, including a private pool, a spa, a tennis court, and a fully equipped kitchen, ensuring a luxurious and enjoyable experience.