Apartments and Condos in Healdsburg, CA

Chalk's Bend Estate & Vineyard, a luxurious resort-style property in Alexander Valley, offers easy access to Healdsburg's downtown area and renowned wineries.
This five-bedroom, four-bathroom estate comfortably sleeps twelve guests and boasts a chef's kitchen with Wolf/Sub-Zero appliances, a swimming pool, jacuzzi, bocce ball court, and a separate barn structure with additional sleeping space; enjoy the extensive gardens and multiple living areas.

This Healdsburg estate home is located just north of the town of Healdsburg, in Sonoma County's Wine Country, on a private 1.65-acre property, a short drive to both the Russian River and the Pacific Ocean. It has excellent ratings for user experience, location, and cleanliness. This luxurious rental offers four bedrooms, three bathrooms, and can accommodate up to ten guests. It features a private oasis with a large pool, a spa, a bocce ball court, an expansive outdoor kitchen, a game room with a ping pong table, a pool table, and a vintage Pac-Man table, as well as a gourmet kitchen with a chef-friendly layout.

This family-friendly vacation home in Healdsburg is located by the sea, within 2 miles of the Russian River and Healdsburg Golf Club. It has an excellent user rating and can accommodate up to 8 guests in its 2000 square feet, 3 bedrooms, and 2 bathrooms.
The house features a kitchen with a fridge, microwave oven, and dishwasher, as well as air conditioning, a Jacuzzi, a terrace/balcony, a garden, a spa, a concierge, and parking. It also has stunning ocean views and offers concierge services, limo/town car service, and a spa tub for a luxurious stay.

This beautiful home is located in the Dry Creek Valley, just 8 minutes from Healdsburg's town square, offering a peaceful escape with stunning views. Guests consistently rate this property excellent for its location, cleanliness, and overall experience.
The 4200 square foot home comfortably accommodates up to 10 guests in its four bedrooms. Enjoy a relaxing getaway with amenities like a heated pool, jacuzzi, and a spacious terrace, perfect for enjoying the beautiful California weather.

This Healdsburg vacation rental is located in the Russian River Valley, just a short drive from 10 premium wineries and a 5-minute drive to the restaurants of Downtown Healdsburg. This property has received excellent ratings for user experience, location, and cleanliness.
This 3-bedroom, 4-bathroom home can accommodate up to 10 guests. Amenities include a private pool, hot tub, a fully equipped kitchen with a fridge, and access to the winery's tasting room for complimentary VIP tastings.

This charming Queen Anne Victorian apartment is located in downtown Healdsburg, just steps from the historic Healdsburg Plaza, offering easy access to restaurants, art galleries, tasting rooms, and shops. The apartment has received excellent ratings for its location, cleanliness, and overall experience.
This two-bedroom rental comfortably accommodates four guests and includes a formal dining room, living room, breakfast room, and kitchen. Enjoy amenities like air conditioning, a private garden, parking, and keyless entry for a convenient and comfortable stay.

This Healdsburg apartment is tucked away in a peaceful and secure neighborhood, just a short drive from the town's charming downtown with its award-winning wineries, restaurants, and shops. The apartment is located on a two-acre property and includes a kitchen garden, offering plenty of space for relaxation and exploration.
This two-bedroom, two-bathroom rental comfortably accommodates four guests. The apartment has a spacious layout and features a swimming pool, jacuzzi, fitness center, and parking.

This 2-bedroom, 2-bathroom cottage is situated on a one-acre property just outside Healdsburg, offering a private retreat 5 minutes from Downtown Healdsburg Plaza and a 7-minute drive to Memorial Beach on the Russian River.
This newly remodeled 960-square-foot rental accommodates up to 4 guests with a fully equipped kitchen, air conditioning, private patio with BBQ, and parking for three vehicles, providing an ideal base for exploring nearby Dry Creek Valley wineries.

This Healdsburg vacation rental, a 1600-square-foot apartment, is located two miles from downtown Healdsburg and offers easy access to Dry Creek Valley wineries.
The three-bedroom, two-bathroom unit features a private redwood deck with a six-person hot tub, a spacious open-plan layout, and parking for three vehicles; it comfortably accommodates up to six guests and allows two dogs.

This Healdsburg apartment boasts a unique location atop a Quonset Hut building overlooking Healdsburg Plaza, placing you steps from rooftop bars, restaurants, tasting rooms, and shops.
The one-bedroom, one-bathroom unit offers a luxurious, spacious design with a spa-like bathroom, cozy living room, quiet bedroom, and convenient kitchenette; it comfortably accommodates two guests and features stunning views from its top-floor position.

This Santa Rosa vacation home, located in a rural setting within six miles of Empire College, Sutter Santa Rosa Regional Hospital, Santa Rosa Junior College, the Luther Burbank Center for the Arts, and the Charles M. Schulz Museum, offers a peaceful retreat near major attractions.
This six-bedroom, five-bathroom residence comfortably sleeps twelve guests and boasts a fully equipped kitchen, Jacuzzi, laundry facilities, outdoor barbecue grills, a fireplace, and a terrace; enjoy nearby activities such as exploring the Charles M. Schulz Museum or attending a performance at the Luther Burbank Center for the Arts.

This Healdsburg bungalow, situated in a peaceful neighborhood just five minutes from downtown Healdsburg and directly across from the Russian River, offers easy access to kayaking, swimming, and local restaurants.
This two-bedroom, one-bathroom rental sleeps six guests comfortably, boasting a fully equipped kitchen, private hot tub, outdoor decks with a gas BBQ and ping pong table, and proximity to Healdsburg's tasting rooms and shops.

This Guerneville riverfront home, located near Pee Wee Golf and Arcade and Johnson's Beach (within 3 miles), and Armstrong Redwoods State Natural Reserve (6 miles), offers serene river views and easy access to local attractions.
This 2,110-square-foot house features 5 bedrooms, 3 bathrooms, sleeps 10 guests, and includes a fully equipped kitchen, Jacuzzi, private fenced yard, and on-site amenities such as an arcade/game room and barbecue grills.

This Cloverdale farmhouse offers a 5-bedroom, 5-bathroom property sleeping 10, a 9-minute walk from the Russian River and a short drive from Furber Park and Lake Sonoma.
The rural retreat includes Wi-Fi, a bidet, and is close to the Cloverdale Citrus Fairgrounds and SingleThread Farm, providing easy access to Healdsburg and Healdsburg Ridge Open Space Preserve.

This vineyard residence in Healdsburg's Alexander Valley offers a unique stay, located a short 8-minute drive from Healdsburg town square and within walking distance of Jordan Winery.
This pet-friendly apartment accommodates up to 6 guests with 2 bedrooms, a rec room, an upgraded kitchen, and expansive outdoor space featuring vineyard views, a BBQ, and dining area.

Maison Cachée is a secluded retreat in Healdsburg's Dry Creek Valley, a short walk from downtown's shops and restaurants amidst rolling hills of grapevines and green pastures. With excellent user, location, and cleanliness ratings, this pet-friendly apartment offers a serene and picturesque setting.
The 2510-square-foot, 4-bedroom apartment can accommodate up to 10 guests and features a fully equipped kitchen, air conditioning, a Jacuzzi, a garden, and parking. Guests can enjoy vineyard views, alfresco dining on the furnished deck, and discounts at local wineries.