Luxurious Enchanting Healdsburg Estate Style Retreat, Sleeps 12, Pool, Firepit
6 3
apartment , Healdsburg
This Healdsburg estate rental, near the Russian River and a 5-minute drive (1.83 miles) from Healdsburg Plaza, offers unparalleled privacy on a gated property with river views. The 5300+ square-foot family compound features six bedrooms, seven bathrooms, and accommodates up to twelve guests, boasting a solar-heated pool (seasonal), hot tub, and various recreational amenities including a bocce ball court, horseshoe pit, and basketball hoop.
9.9 292 reviews
Healdsburg, CA
10/02 – 10/07
$600/nighttotal: $3000 (5 )
The Wine Ranch
3 4
apartment , Healdsburg
This traditional ranch-style home is situated in a tranquil residential area just 5 minutes from the vibrant heart of Healdsburg. It received excellent ratings for its location, cleanliness, and user experience. The home offers a modern farmhouse interior with 3 bedrooms, 2 bathrooms, and a guest capacity of 8. Amenities include a fully equipped kitchen, comfortable furnishings, air conditioning, a garden, parking, and access to Wi-Fi. The property also boasts nearly 3/4 of an acre of outdoor space, including a bocce court, deck, and patio, perfect for relaxation and entertainment.
9.8 50 reviews
Healdsburg, CA
10/02 – 10/07
$560/nighttotal: $2800 (5 )
Rivers Breeze - Wine Tastings Included
3 4
apartment , Healdsburg
This charming riverfront cabin is just a short 3.5-mile drive from the Healdsburg Plaza and within a 5-minute drive of local farms, offering a peaceful escape from the hustle and bustle of town. The cabin has received excellent ratings for its location, cleanliness, and overall experience. The cozy apartment features 3 bedrooms and 2 bathrooms, comfortably accommodating up to 6 guests. Enjoy the rustic charm, access to kayaks, a spacious outdoor area, a well-equipped kitchen, and a convenient location near local attractions.
9.8 411 reviews
Healdsburg, CA
10/12 – 10/17
$260/nighttotal: $1300 (5 )
Wine Country Cottage In Healdsburg
1 2
apartment , Healdsburg
This Healdsburg studio is surrounded by vineyards, yet within walking distance of downtown's attractions. It has excellent user, location, and cleanliness ratings. The studio has one bedroom, one bathroom, and can accommodate two guests. It features a kitchen, air conditioning, a garden, parking, and Wi-Fi. Guests can also enjoy the private garden with seasonal produce, two patios, and complimentary bikes.
10 77 reviews
Healdsburg, CA
10/02 – 10/07
$455/nighttotal: $2275 (5 )
Healdsburg Wine Country Oasis, Hot Tub & Bocce
2 4
apartment , Healdsburg
This Healdsburg apartment is located in the Alexander Valley, just minutes from downtown Healdsburg and Geyserville, offering a peaceful escape from the hustle and bustle of town. The apartment is highly rated by previous guests, receiving excellent reviews for its location, cleanliness, and overall experience. The spacious rental comfortably accommodates up to four guests with two bedrooms, two bathrooms, and a loft with a fold-out couch and trundle bed. Enjoy the private backyard oasis with a hot tub, Bocce court, organic garden, fire pit, ping pong table, and fruit trees, perfect for relaxing and entertaining.
10 112 reviews
Healdsburg, CA
07/10 – 07/13
$833/nighttotal: $2499 (3 )
Modern, Secluded Retreat - Walk To The Plaza!
1 2
apartment , Healdsburg
This modern cottage is located in Healdsburg, just a 15-minute walk from the Healdsburg Plaza, offering easy access to shops, restaurants, and attractions. It's also situated on Dry Creek, providing a peaceful retreat from the bustling town. This cottage has received excellent ratings for its location, cleanliness, and overall user experience. This 1,150 square foot cottage comfortably sleeps six guests in its two bedrooms and three bathrooms. Guests can enjoy a fully equipped kitchen, a private jacuzzi, a spacious deck, and access to the river for relaxing and enjoying the beautiful California weather.
9.9 67 reviews
Healdsburg, CA
07/08 – 07/10
$537/nighttotal: $1074 (2 )
7 Acre Hilltop Compound
1 2
apartment , Healdsburg
Immerse yourself in the serene beauty of Healdsburg's Dry Creek Valley at this elevated cottage, where breathtaking vineyard views and a sense of seclusion await. Just a short bike ride or drive from the town's charming center, this highly-rated cottage offers an idyllic escape with excellent user, location, and cleanliness ratings. The cottage boasts a spacious open concept design with an abundance of natural light, creating a welcoming and airy living space. Step outside to the sheltered courtyard adorned with citrus trees, perfect for al fresco dining or relaxing under the shade of majestic redwoods. Enjoy a complimentary glass of local wine on the property, surrounded by the picturesque vineyards. The cottage also offers tech-free tranquility, a unique hilltop setting, and convenient bike rentals for exploring the surrounding area.
10 4 reviews
Healdsburg, CA
07/08 – 07/10
$304/nighttotal: $608 (2 )
The Roost - Sun Room
1 2
apartment , Healdsburg
This Healdsburg apartment rental is conveniently located near the Raven Performing Arts Theater, Healdsburg Center for the Arts, and the Healdsburg Museum, with Healdsburg Plaza and Pezzi King Winery a short 15-minute drive away. The one-bedroom, one-bathroom unit sleeps two guests and includes amenities such as air conditioning, Wi-Fi, a balcony, a hair dryer, and an iron/ironing board.
9.9 202 reviews
Healdsburg, CA
09/07 – 09/11
$808/nighttotal: $3232 (4 )
Healdsburg Wine Country Retreat | Hot Tub, Bocce, Vineyard Views
1 2
apartment , Healdsburg
This apartment is located on Dry Creek Road, just a 5-minute drive from Healdsburg Square, putting you close to restaurants, shops, and attractions. It has received excellent ratings for location, cleanliness, and overall experience. The apartment has two bedrooms and one bathroom, comfortably accommodating up to six guests. Guests can enjoy a fully equipped kitchen, a large fenced yard with a hot tub, a bocce ball court, a covered deck with a grill, and a variety of fruit trees and gardens.
10 20 reviews
Healdsburg, CA
10/02 – 10/07
$663/nighttotal: $3315 (5 )
Rivers Breeze - Wine Tastings Included
3 4
apartment , Healdsburg
This Healdsburg waterfront home offers direct access to the Russian River and is located within six miles of Pezzi King Winery and Healdsburg Plaza. This 1,250-square-foot rental boasts four bedrooms, two bathrooms, sleeps six, and includes a fully equipped kitchen, spa, tennis court, and on-site laundry facilities.
9.6 66 reviews
Healdsburg, CA
09/07 – 09/11
$260/nighttotal: $1040 (4 )
Adventures Surround This Charming 2bedroom Home.
1 2
apartment , Windsor
This Foothills Windsor home offers convenient access to wineries, a 30-minute drive from Calistoga, and a 45-minute drive to the coast, providing a perfect base for exploring Sonoma County. This two-bedroom, two-bathroom house sleeps four, boasts a private backyard with a barbecue and deck, and includes access to a neighborhood pool, hot tub, and tennis courts.
9.9 89 reviews
Healdsburg, CA
09/07 – 09/11
$507/nighttotal: $2028 (4 )
Creekside Cottage
1 2
apartment , Healdsburg
This two-bedroom, two-bathroom Healdsburg cottage is located near the Russian River and a short drive from the town's downtown area. The cottage features a spacious deck with a pergola, an outdoor dining table and a grill, as well as a separate guest house with its own bedroom and bathroom.
Search Family-Friendly Vacation Apartments in Healdsburg, CA
These family-friendly vacation apartments in Healdsburg, CA offer plenty of space with city attractions within easy reach.
10 85 reviews
Healdsburg, CA
08/20 – 08/23
$1876/nighttotal: $5628 (3 )
Alexander Valley Modern Farmhouse With Vintage Charm - Newly Renovated Pool
3 3
apartment , Healdsburg
This Healdsburg vacation rental is located near the Russian River, about 1.5 km from Jordan Vineyard & Winery and within 5 km of other renowned wineries. The property has excellent user, location, and cleanliness ratings. The 3-bedroom, 4-bathroom home features a spacious 2950 square feet layout. Enjoy a private pool, a fenced yard, a barbecue grill, a fireplace, a fully equipped kitchen, a fitness center, a garden, and a bar.
9.4 179 reviews
Healdsburg, CA
08/20 – 08/23
$889/nighttotal: $2667 (3 )
Fitch Mtn Lookout- Gorg & Comfy!pets-walkable Russian River-spa Under The Stars!
3 3
apartment , Healdsburg
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.
9.9 162 reviews
Healdsburg, CA
08/20 – 08/23
$1336/nighttotal: $4008 (3 )
Casa Chiquita-the Coziest In Town, 3 Bed, 3 Full Bath, Spa & Pool
1 3
apartment , Healdsburg
This 3-bedroom, 3-bathroom vacation rental home is located less than 8 minutes from downtown Healdsburg, in the rolling hills of Dry Creek Valley. With excellent user, location, and cleanliness ratings, this apartment is an excellent option for travelers visiting Healdsburg. The apartment has an open floor plan with a spacious living area, a dining room, and a well-equipped kitchen. The apartment can accommodate up to 6 guests and features modern amenities such as a Sonos sound system, Xfinity Wi-Fi, and Lutron smart lighting controls. Guests can also enjoy the outdoor amenities, which include a large heated swimming pool, a hot tub, a covered arbor living/dining and cooking area, and a gas fire pit.
9.6 19 reviews
Healdsburg, CA
07/08 – 07/10
$1400/nighttotal: $2800 (2 )
Healdsburg Homestead With Pool, Hot Tub And Tastings Included
3 2
apartment , Healdsburg
This family-friendly vacation home in Healdsburg is surrounded by vineyards and is just a short drive from popular attractions like Krug Event Center and Seghesio Family Vineyards. Guests have rated it as "excellent". The house has 3 bedrooms, 2 bathrooms, and can accommodate up to 7 guests. It has a floor area of 1700 square feet. The house features a private pool, a fenced private yard, a fireplace, an upscale kitchen, free WiFi, a spa tub, barbecue grills, and housekeeping on request. Guests can also enjoy activities like swimming, sunbathing, grilling, and relaxing in the spa tub.
Best Healdsburg, CA apartment rentals with a kitchen
10 6 reviews
Healdsburg, CA
07/08 – 07/10
$3824/nighttotal: $7648 (2 )
Stunning Dry Creek Road Estate
4 2
apartment , Healdsburg
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.
10 7 reviews
Healdsburg, CA
07/08 – 07/10
$959/nighttotal: $1918 (2 )
Right In The Heart Of Healdsburg Lies This Charming Two-bedroom House
2 2
apartment , Healdsburg
This cozy Healdsburg house offers a central location, providing easy access to nearby wineries like Pezzi King and Seghesio Family Vineyards, as well as outdoor spaces such as Safari West and Healdsburg Ridge Open Space Preserve. The two-bedroom, one-bathroom home comfortably sleeps four guests and includes amenities such as Wi-Fi, air conditioning, a fridge, and a microwave; nearby culinary destinations include SingleThread Farm at Dry Creek and Dom Whitney Tasting Lounge.
9.7 157 reviews
Healdsburg, CA
10/02 – 10/07
$765/nighttotal: $3825 (5 )
Modern Home In Hburg Wine Country
1 4
apartment , Healdsburg
This 3-bedroom, 4-bathroom apartment is only a few miles from Healdsburg's town square, giving easy access to the city's attractions. With excellent user, location, and cleanliness ratings, this modern open design apartment offers abundant natural light and a fully equipped kitchen. Accommodating up to 6 guests, the apartment features expansive decks and open spaces for indoor-outdoor living. Guests can enjoy access to outdoor activities such as boating, fishing, hiking, and kayaking, as well as amenities like air conditioning, a garden, parking, and exterior security cameras for added peace of mind.
10 132 reviews
Healdsburg, CA
07/10 – 07/13
$510/nighttotal: $1530 (3 )
2 Bedroom Flat In Downtown Healdsburg
1 2
apartment , Healdsburg
This centrally-located apartment is tucked away in a building surrounded by restaurants, bars, and tasting rooms just a few blocks from the historic downtown plaza of Healdsburg. With excellent user, location, and cleanliness ratings, this apartment offers a comfortable stay for up to 4 guests with 2 bedrooms and 1 bathroom. The apartment features a modern and artistic interior design, with paintings, sculptures, and artistic touches around every corner. It has a fully functioning kitchen with brand new state-of-the-art appliances and cookware, a dedicated workspace, and a large living space with a leather sectional sofa and coffee table. Guests also have access to wine tasting and an organic grocery store just steps from the front door.
Frequently Asked Questions about apartment rentals in Healdsburg, CA
What are some interesting places to visit in or near Healdsburg, CA?
Healdsburg is surrounded by beautiful wineries, so a visit to the Russian River Valley is a must. You can also check out the Healdsburg Museum, which has a great collection of local history and art. For a unique experience, try visiting the Healdsburg Plaza, a charming square with shops, restaurants, and a fountain.
What are the most popular outdoor activities in Healdsburg, CA?
Hiking and biking are super popular here. The Healdsburg Ridge Trail is a great option for hiking, and the Healdsburg Bike Trail offers scenic views along the Russian River. Of course, you can't forget about wine tasting, which is a big part of the outdoor experience in the area.
What are the best apartments with a pool in Healdsburg, CA?
Healdsburg is known for its world-class wineries, delicious food, and charming downtown area. It's a popular destination for wine lovers, foodies, and anyone looking for a relaxing getaway.
What are the best apartments with a jacuzzi in Healdsburg, CA?
What are the top cultural spots to visit in and around Healdsburg, CA?
The Healdsburg Center for the Arts is a great place to see local art and performances. The Healdsburg Museum is a great place to learn about the history of the area. And of course, there are plenty of wine tasting rooms and art galleries to explore.
What are the best apartments for families and kids in Healdsburg, CA?
What are the closest cities to visit near Healdsburg, CA?
Santa Rosa is about 20 miles south of Healdsburg, and it's a great place to visit for shopping, dining, and exploring the Sonoma County Fairgrounds. You can also check out Petaluma, which is known for its historic downtown and its thriving arts scene.
What are the best pet friendly apartments in Healdsburg, CA?
What are the best ways to relax in Healdsburg, CA?
Healdsburg is a great place to unwind. You can relax by the pool at your hotel, take a stroll through the vineyards, or enjoy a picnic lunch in the park. There are also plenty of spas and wellness centers in the area.
What are the best apartments with parking in Healdsburg, CA?
What are the advantages of choosing an apartment for your stay in Healdsburg, CA?
Apartments offer more space than hotel rooms and are often more budget-friendly. They also provide a more homey atmosphere and can be a great option for families or groups of friends traveling together.
Destinations nearby
Best Healdsburg, CA apartment rentals with air conditioning
9.8 99 reviews
Healdsburg, CA
10/02 – 10/07
$876/nighttotal: $4380 (5 )
Dry Creek Ranch ~ (Tariff Discount) Hot Tub & Pool
3 4
apartment , Healdsburg
Just 1.4 miles from Healdsburg's town square on Dry Creek Road, this apartment is uniquely located on a private property with tranquil vineyard views. With excellent user, location, and cleanliness ratings, this apartment is highly recommended. The main house has 3 bedrooms and 3 bathrooms, accommodating up to 6 guests, while the separate pool house offers additional space and indoor-outdoor living. Enjoy a private pool, lanai, and tasting bar, as well as a game barn and pasture for activities. The fully equipped kitchen, Tesla charger, and solar battery wall provide modern conveniences. The master suite boasts vineyard views, and the apartment is pet-friendly and family-friendly, with internet access and air conditioning.
9.8 42 reviews
Healdsburg, CA
10/12 – 10/17
$2047/nighttotal: $10235 (5 )
Dreamy A-frame Luxury - Privacy - Views-hot Tub
5 2
apartment , Healdsburg
This beautiful Healdsburg vacation rental is situated in the Dry Creek Valley, just a short drive from Healdsburg's Historic Plaza, wineries, and other attractions. The peaceful setting offers stunning views of the surrounding vineyards and mountains, creating a tranquil escape for your wine country getaway. This spacious home features three bedrooms and a guest suite, comfortably accommodating up to eight adults and four children. Enjoy luxurious amenities like a heated pool, hot tub, outdoor shower, multiple decks, a fire pit, a gourmet kitchen, and a washer & dryer.
10 19 reviews
Healdsburg, CA
08/20 – 08/23
$2306/nighttotal: $6918 (3 )
Luxury Healdsburg Retreat. Pool, Sauna, Hot Tub, Near Plaza, Tesla Charger
4 3
apartment , Healdsburg
This luxurious Healdsburg vacation rental is situated minutes from Dry Creek and Alexander Valley vineyards and the Healdsburg Plaza, offering easy access to renowned wineries and upscale dining. The 4-bedroom, 3-bathroom home boasts a private one-acre property with a vineyard, olive trees, fruit trees, a chef's kitchen, outdoor kitchen, hot tub, sauna, game room, and gym, comfortably accommodating up to 6 guests.
10 19 reviews
Healdsburg, CA
08/19 – 08/24
$1660/nighttotal: $8300 (5 )
Healdsburg Luxe Reserve For 8, Pool, Spa, Firepit
3 2
apartment , Healdsburg
This luxurious Healdsburg home, located 3.5 miles from Healdsburg Plaza and under ten minutes from Windsor, offers convenient access to both towns' shopping, wine tasting, and events. The three-bedroom, three-and-a-half-bathroom house sleeps eight comfortably, boasting a gourmet kitchen with Wolf appliances, a heated inground pool (May-October), hot tub, outdoor kitchen, and stunning vineyard views.
Popular Pet-Friendly Apartments in Healdsburg, CA
Bringing your dog to Healdsburg, CA? Every vacation apartment on this list features nearby dog parks and convenient city walks.
10 14 reviews
Healdsburg, CA
10/02 – 10/07
$1022/nighttotal: $5110 (5 )
Family-friendly Dry Creek Valley Retreat W/amazing Views <15 Minutes To Square
3 4
apartment , Healdsburg
This family-friendly vacation home is located just three miles from Dry Creek Vineyard, SingleThread Farm, and Unti Vineyards, making it a great base for exploring the Healdsburg wine country. It has received excellent guest ratings, so you can be sure of a comfortable stay. The house has three bedrooms and four bathrooms, providing plenty of space for up to six guests. Enjoy amenities like a fitness center, spa tub, and outdoor barbecue grills, perfect for relaxing after a day of wine tasting or hiking.
10 48 reviews
Healdsburg, CA
08/20 – 08/23
$476/nighttotal: $1428 (3 )
Slice Of Country
2 3
apartment , Healdsburg
This Healdsburg apartment is located on a quiet country road, less than two miles from the downtown area, offering easy access to the Dry Creek Valley wineries and the town's attractions. The apartment consistently receives excellent ratings for location, cleanliness, and overall experience. The apartment offers two bedrooms and one bathroom, comfortably accommodating up to four guests. It includes a fully equipped kitchen, air conditioning, a private garden, and off-street parking, making it ideal for a relaxing and comfortable stay.
This Healdsburg mountainside home is located within two miles of Ridge Vineyards, Mazzocco Winery, and Simi Winery, and three miles from the Krug Event Center. This 3,100-square-foot vacation rental boasts six bedrooms, six bathrooms, and accommodates up to ten guests, featuring a private pool, jacuzzi, game room, and free Wi-Fi.
9.8 132 reviews
Healdsburg, CA
10/02 – 10/07
$529/nighttotal: $2645 (5 )
Riverside Cottage: Access And River Views- 1 Miles From Downtown Healdsburg
1 4
apartment , Healdsburg
This charming cottage is situated on South Fitch Mountain, just a short 6-minute drive from Healdsburg's downtown Plaza and offers beautiful river views. The property has earned excellent ratings for its location, cleanliness, and overall experience. The house comfortably accommodates up to 6 guests in its two bedrooms and features a fully equipped kitchen with modern appliances. Enjoy the peace and tranquility of the riverfront location with a wraparound porch, hot tub, and a variety of entertainment options including a Smart TV, a Sony CD/DVD player, and a Bluetooth sound system.