Best apartment offers in Healdsburg, CA

89 available apartment offers

7 nights
2
1
  • airbnb
  • booking
  • hotelscom
  • vrbo
  • tripadvisor
  • expedia
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelopia
Healdsburg, CA apartments
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

89 Holiday apartments Healdsburg, CA

Best family friendly Healdsburg, CA Holiday Apartments and Self Catering Accommodations

Among the 89 accommodations in Healdsburg, CA, here are the 4 best family friendly holiday apartments

Farmstay With Pool And Wine Tastings Included - Healdsburg, CA
10 3 reviews
Healdsburg, CA
07/09 – 11/09
SG$839/nighttotal: SG$3356 (4 )

Farmstay With Pool And Wine Tastings Included

3 2
apartment , Geyserville
This historic winery estate flat in Geyserville offers vineyard views and is located just 200 metres from Trentadue Winery, with Healdsburg Plaza a short drive away.
This family-friendly accommodation sleeps six guests and features three bedrooms, three bathrooms, air conditioning, a private swimming pool, a garden, parking, and complimentary wine tastings at four local wineries.
The Elegant: A Chic Healdsburg Winery Cottage! Hot Tub, Views! ! - Healdsburg, CA
10 5 reviews
Healdsburg, CA
19/08 – 24/08
SG$648/nighttotal: SG$3240 (5 )

The Elegant: A Chic Healdsburg Winery Cottage! Hot Tub, Views! !

2 2
apartment , Healdsburg
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.
5 Bedroom, 6.5 Bath Luxury Home On 3+ Acres, 5 Min To Square - Healdsburg, CA
10 196 reviews
Healdsburg, CA
02/10 – 07/10
SG$3573/nighttotal: SG$17865 (5 )

5 Bedroom, 6.5 Bath Luxury Home On 3+ Acres, 5 Min To Square

5 4
apartment , Healdsburg
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.
Adventures Surround This Charming 2bedroom Home. - Healdsburg, CA
9.6 66 reviews
Healdsburg, CA
19/08 – 24/08
SG$367/nighttotal: SG$1835 (5 )

Adventures Surround This Charming 2bedroom Home.

2 2
apartment , Windsor
This Foothills of Windsor house, minutes from local wineries and a 48km drive from Calistoga, offers direct access to a regional park with lakes and hiking trails.
The self-contained property sleeps four in two bedrooms and two bathrooms, boasting a well-equipped kitchen, private garden with barbecue, swimming pool, jacuzzi, and parking; nearby amenities include tennis courts and a playground.

Best Healdsburg, CA holiday apartments with a kitchen

Coming Soon!  Views And Charm! - Healdsburg, CA
Healdsburg, CA
27/06 – 04/07
SG$993/nighttotal: SG$6951 (7 )

Coming Soon! Views And Charm!

1 2
apartment , Healdsburg
This one-bedroom flat is situated on Fitch Mountain, offering panoramic views and a five-minute drive to Healdsburg's central Plaza.
This modernised cottage provides accommodation for two guests, featuring three decks, internet, a kitchen, parking, and is located 5 kilometres from the Russian River.
Rendezvous Under The Oaks-pool & Hot Spa - Healdsburg, CA
9.5 114 reviews
Healdsburg, CA
07/09 – 11/09
SG$1471/nighttotal: SG$5884 (4 )

Rendezvous Under The Oaks-pool & Hot Spa

3 2
apartment , Healdsburg
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.
Vinehaven - 3bd Healdsburg Retreat With Spa - Healdsburg, CA
9.8 6 reviews
Healdsburg, CA
07/09 – 11/09
SG$837/nighttotal: SG$3348 (4 )

Vinehaven - 3bd Healdsburg Retreat With Spa

3 2
apartment , Healdsburg
This Healdsburg apartment, situated 3.2km from the town centre, offers easy access to Dry Creek Valley vineyards and is within easy reach of restaurants, shops, and the Raven Performing Arts Theatre.
The 150 sq m property boasts three bedrooms, two bathrooms, sleeps six, and includes a well-equipped kitchen, a private redwood deck with a hot tub, and parking; two dogs are welcome.
Puccioni Paradise - Wine Tastings Included - Healdsburg, CA
10 3 reviews
Healdsburg, CA
07/09 – 11/09
SG$685/nighttotal: SG$2740 (4 )

Puccioni Paradise - Wine Tastings Included

2 2
apartment , Healdsburg
This Healdsburg holiday home boasts a mountain setting, conveniently located within 9.6km of Healdsburg Plaza, the Center for the Arts, Matrix Winery, Raven Performing Arts Theatre, and the Healdsburg Museum.
The 77 square metre property sleeps four guests in three bedrooms and one bathroom, and features a fully equipped kitchen, Wi-Fi, a terrace, garden, spa, and tennis court.

Frequently asked questions about apartment rentals in Healdsburg, CA

  • What are some interesting places to visit in or near Healdsburg, CA?

    Healdsburg has plenty to offer, from the historic Healdsburg Plaza with its charming shops and restaurants, to the stunning Russian River, perfect for kayaking or simply enjoying the scenery. Just a short drive away, you can explore the majestic redwoods of Armstrong Redwoods State Natural Reserve or visit the charming town of Guerneville, known for its quirky shops and vibrant arts scene.
  • What are the best apartments in Healdsburg, CA?

    Among the apartments in Healdsburg, CA, B - Wine Country Getaway, The Loft Under The Oaks and D - Enjoy Cabin Feels Minutes From Town are the most popular ones.

  • What are the most popular outdoor activities in Healdsburg, CA?

    Healdsburg is a haven for outdoor enthusiasts. Hiking and biking trails abound, with the Healdsburg Ridge Trail offering breathtaking views of the surrounding vineyards and the Russian River. For a more leisurely experience, stroll along the Healdsburg Riverwalk, a scenic pathway along the Russian River, or enjoy a picnic in one of the many parks, like the beautiful Healdsburg Veterans Memorial Park.
  • What are the best apartments with a pool in Healdsburg, CA?

  • What is Healdsburg, CA best known for?

    Healdsburg is renowned for its world-class wineries, with numerous vineyards producing award-winning wines. The town is also a popular destination for foodies, with a thriving culinary scene featuring farm-to-table restaurants and gourmet food shops. It's also a great place to enjoy the outdoors, with its beautiful natural surroundings and proximity to the Russian River.
  • What are the best apartments with a jacuzzi in Healdsburg, CA?

  • What are the top cultural spots to visit in and around Healdsburg, CA?

    Healdsburg is home to the Healdsburg Museum, which showcases the rich history of the area, and the Healdsburg Center for the Arts, which hosts art exhibitions and performances. The nearby town of Sebastopol is home to the renowned Sebastopol Center for the Arts, a vibrant hub for visual and performing arts.
  • What are the best apartments for families and kids in Healdsburg, CA?

  • What are the closest cities to visit near Healdsburg, CA?

    Santa Rosa, the largest city in Sonoma County, is just a short drive from Healdsburg, offering a variety of attractions, including the Charles M. Schulz Museum and the Sonoma County Museum. You can also visit the charming town of Petaluma, known for its historic downtown and thriving food scene.
  • What are the best pet friendly apartments in Healdsburg, CA?

  • What are the best ways to relax in Healdsburg, CA?

    Healdsburg is a perfect place to unwind. Indulge in a wine tasting at one of the many wineries, enjoy a luxurious spa treatment at a local resort, or simply relax and soak up the sun by the pool. The town's laid-back atmosphere is sure to help you de-stress and recharge.
  • What are the best apartments with parking in Healdsburg, CA?

    B - Wine Country Getaway, The Loft Under The Oaks and D - Enjoy Cabin Feels Minutes From Town 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 a more spacious and homey alternative to hotels, often with full kitchens and laundry facilities, perfect for longer stays. They can also be more cost-effective, especially for families or groups travelling together. Many apartments are located in quiet, residential areas, offering a peaceful retreat from the hustle and bustle of the town.

Destinations nearby

Best Healdsburg, CA holiday apartments with air conditioning

River Retreat - Hot Tub And Tastings Included - Healdsburg, CA
9.6 21 reviews
Healdsburg, CA
20/08 – 23/08
SG$737/nighttotal: SG$2211 (3 )

River Retreat - Hot Tub And Tastings Included

2 3
apartment , Healdsburg
This Healdsburg bungalow, situated in a peaceful neighbourhood approximately 3.2 kilometres from Healdsburg's town centre and directly opposite the Russian River, offers easy access to kayaking and riverside picnics.
Sleeping up to six guests, this two-bedroom, one-bathroom property boasts a fully equipped kitchen, a private hot tub, a gas BBQ, ping pong table, and high-speed internet; washer/dryer available for stays of four nights or more.
Vintage Retreat With Spa Near Healdsburg - Healdsburg, CA
9.9 34 reviews
Healdsburg, CA
07/09 – 11/09
SG$669/nighttotal: SG$2676 (4 )

Vintage Retreat With Spa Near Healdsburg

3 2
apartment , Healdsburg
This Healdsburg apartment, situated 3.2 kilometres from the town centre and close to Dry Creek Valley vineyards, offers easy access to Healdsburg's attractions.
The 150 square metre self-catering property sleeps six, boasting three bedrooms, two bathrooms, a private redwood deck with a six-person hot tub, a well-equipped kitchen with a double oven, and free parking for three cars.
Dreamy A-frame Luxury - Privacy - Views-hot Tub - Healdsburg, CA
9.8 42 reviews
Healdsburg, CA
12/10 – 17/10
SG$2631/nighttotal: SG$13155 (5 )

Dreamy A-frame Luxury - Privacy - Views-hot Tub

5 2
apartment , Healdsburg
This stunning Dry Creek Valley house, a short drive (approx. 3km) from Healdsburg Plaza and minutes from Madrona Manor, offers easy access to Dry Creek and West Dry Creek Road wine routes.
The three-bedroom, three-bathroom property sleeps eight adults plus four children, boasting a heated 12-metre pool, hot tub, extensive outdoor space with BBQ and fire pit, a gourmet kitchen, and self check-in.
Large Outdoor Kitchen, Pool, Hot Tub, Firepit...8 Mins From Healdsburg Plaza - Healdsburg, CA
10 216 reviews
Healdsburg, CA
02/10 – 07/10
SG$2701/nighttotal: SG$13505 (5 )

Large Outdoor Kitchen, Pool, Hot Tub, Firepit...8 Mins From Healdsburg Plaza

4 4
apartment , Healdsburg
This family-friendly house is located on a river in Healdsburg, within a 3km radius of Jordan Vineyard & Winery and Medlock Ames Winery, and within 5km of Russian River and Simi Winery. The house has consistently received excellent ratings from previous guests for its cleanliness, location, and overall experience.
The property spans 260 square metres and comfortably accommodates up to 8 guests. Enjoy a range of amenities including a private pool, fitness centre, spa tub, barbecue grills, and a fully equipped kitchen, making it perfect for a relaxing and enjoyable stay.

Best pet-friendly Healdsburg, CA holiday apartments

Among the 89 accommodations in Healdsburg, CA, here are the 4 best pet friendly holiday apartments

The Barn Villa - Healdsburg, CA
10 1 review
Healdsburg, CA
30/08 – 06/09
SG$3803/nighttotal: SG$26621 (7 )

The Barn Villa

2 2
apartment , Healdsburg
This modern barn villa is situated in the countryside near Healdsburg, California, just 12-15 minutes from the town centre and a short drive from the Healdsburg Ridge Open Space Preserve. The villa is a peaceful retreat, offering a unique farm stay experience.
The property has two bedrooms and two bathrooms, accommodating up to four guests. It features a 111 square metre living space with a fully equipped kitchen, a spacious garden, an outdoor Balinese tub, and a Japanese tea garden.
Lytton Station Vineyard - Stunning 360-degree Vineyard Views - Healdsburg, CA
9.8 37 reviews
Healdsburg, CA
07/09 – 11/09
SG$1950/nighttotal: SG$7800 (4 )

Lytton Station Vineyard - Stunning 360-degree Vineyard Views

5 2
apartment , Healdsburg
This luxurious four-bedroom villa is located on a hill in Healdsburg, offering stunning views of the Alexander Valley and surrounding vineyards, just a short distance from Jordan Vineyard & Winery and Ridge Vineyards - Lytton Springs. It has received excellent user ratings, making it a popular choice for travellers.
The property features a spacious living area with a gourmet kitchen, a separate games room, and a luxurious master suite with a double-sink bathroom. Outside, guests can enjoy a private pool and spa, a half basketball court, a bocce ball court, and a bubbling pond with a waterfall.
Healdsburg Homestead With Pool, Hot Tub And Tastings Included - Healdsburg, CA
9.6 19 reviews
Healdsburg, CA
02/10 – 07/10
SG$1726/nighttotal: SG$8630 (5 )

Healdsburg Homestead With Pool, Hot Tub And Tastings Included

3 4
apartment , Healdsburg
This family-friendly holiday home is located in a rural area of Healdsburg, just 3 kilometres from Krug Event Center, Seghesio Family Vineyards, and Healdsburg District Hospital. The property has received excellent user ratings, making it a popular choice for travellers.
This 3-bedroom property spans 158 square metres and can accommodate up to 7 guests. Enjoy a range of amenities including a private pool, a spa, a tennis court, and a fully equipped kitchen.
Healdsburg House - Chiquita Road - Hot Tub - Private - Healdsburg, CA
10 27 reviews
Healdsburg, CA
07/09 – 11/09
SG$1358/nighttotal: SG$5432 (4 )

Healdsburg House - Chiquita Road - Hot Tub - Private

3 2
apartment , Healdsburg
This peaceful house is located just 4 kilometres from Healdsburg Square and 3.8 kilometres from the Montage Resort, nestled in a tranquil setting surrounded by vineyards and oak trees. The property has received excellent user ratings, making it a popular choice for travellers.
The house spans 251 square metres and comfortably accommodates up to 8 guests. The property offers a range of amenities, including a fully equipped kitchen, a hot tub, a terrace, a garden, and a spa, making it an ideal choice for families or groups looking to relax and enjoy the surrounding area.
©2026 cozycozy.com