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.
10 39 reviews
Healdsburg, CA
08/07 – 10/07
SG$3955/nighttotal: SG$7910 (2 )
Sanctuary Estate - Wine Tastings Included
6 2
apartment , Healdsburg
This exclusive 11.67-acre estate, located in Alexander Valley, offers exceptional privacy and serene natural surroundings, situated just 7 kilometres from Healdsburg Plaza's shops, dining, and tasting rooms, with complimentary tastings at Croix Estate, Merriam Vineyards, and Orsi Family Vineyards. This expansive property provides luxury accommodation for up to 18 guests across a main residence, guest house, and studio bunkhouse, featuring a heated swimming pool, hot tub, bocce court, basketball hoop, ping pong, pool table, a home gym, and a versatile barn event space, all powered by solar with electric car charging and an automatic generator.
10 4 reviews
Healdsburg, CA
07/09 – 11/09
SG$449/nighttotal: SG$1796 (4 )
The Roost - Sun Room
1 2
apartment , Healdsburg
This Healdsburg apartment is conveniently located near the Raven Performing Arts Theatre, Healdsburg Centre for the Arts, and the Healdsburg Museum, all within easy walking distance, and approximately 2.4km from Healdsburg Plaza and Pezzi King Winery. The one-bedroom, one-bathroom flat sleeps two guests and includes air conditioning, Wi-Fi, a terrace, hairdryer, and iron and ironing board; enjoy nearby cultural attractions and wine tasting opportunities.
9.8 33 reviews
Healdsburg, CA
12/10 – 17/10
SG$801/nighttotal: SG$4005 (5 )
Healdsburg Vineyard Farmhouse
3 2
apartment , Healdsburg
This Healdsburg farmhouse offers vineyard views and is situated 3.2 kilometres from Healdsburg Plaza and a few minutes from Aperture Cellars. This three-bedroom, two-bathroom dwelling accommodates six guests and features a dedicated game barn, a bocce ball court, a covered outdoor dining area, and an EV charger.
10 5 reviews
Healdsburg, CA
02/10 – 07/10
SG$733/nighttotal: SG$3665 (5 )
The Elegant: A Chic Healdsburg Winery Cottage! Hot Tub, Views! !
2 4
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.
10 20 reviews
Healdsburg, CA
02/10 – 07/10
SG$853/nighttotal: SG$4265 (5 )
Rivers Breeze - Wine Tastings Included
3 4
apartment , Healdsburg
This Healdsburg waterfront property boasts direct Russian River access and is located within 9.6km of Pezzi King Winery and Healdsburg Plaza, offering easy access to local attractions. The 116 square metre house comfortably sleeps six guests in four bedrooms and two bathrooms, featuring a fully equipped kitchen, Wi-Fi, a terrace, spa, tennis court, and on-site parking.
10 14 reviews
Healdsburg, CA
20/08 – 23/08
SG$1191/nighttotal: SG$3573 (3 )
Healdsburg Victorian Cottage On Vineyard Estate
2 3
apartment , Healdsburg
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.
9.6 234 reviews
Healdsburg, CA
02/10 – 07/10
SG$974/nighttotal: SG$4870 (5 )
Spectacular Vineyard View!! Spa, Close To Plaza!- 3br/2ba (Up To 8 Guests)
3 4
apartment , Healdsburg
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.
9.6 5 reviews
Healdsburg, CA
08/07 – 10/07
SG$1111/nighttotal: SG$2222 (2 )
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.
9.6 65 reviews
Healdsburg, CA
07/09 – 11/09
SG$334/nighttotal: SG$1336 (4 )
Adventures Surround This Charming 2bedroom Home.
1 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.
10 6 reviews
Healdsburg, CA
08/07 – 10/07
SG$4916/nighttotal: SG$9832 (2 )
Stunning Dry Creek Road Estate
4 2
apartment , Healdsburg
This stunning four-bedroom property is situated in the Dry Creek Valley, just eight minutes from Healdsburg's town square, offering easy access to the area's charming shops, restaurants, and wineries. The house consistently receives excellent ratings for its location, cleanliness, and overall guest experience. The property spans 390 square metres and comfortably accommodates up to 10 guests. It features a heated swimming pool, a Jacuzzi, a spacious terrace, a garden, and a well-equipped kitchen, perfect for hosting large gatherings or enjoying a relaxing getaway.
9.8 44 reviews
Healdsburg, CA
02/10 – 07/10
SG$962/nighttotal: SG$4810 (5 )
Mill Creek - Avantstay | Patio, Hot Tub, A+ Design
1 4
apartment , Healdsburg
This Healdsburg mill, situated in Mill Creek, Sonoma County, lies approximately 32km north of Santa Rosa and 72km from San Francisco, within easy reach of Sonoma's renowned vineyards. The two-bedroom, two-bathroom property offers a spacious open-plan living area, a private patio with hot tub and BBQ, sleeps six guests, and includes a fully equipped kitchen, dishwasher, and in-home laundry facilities; AvantStay services provide concierge support, including options for fridge stocking and mid-stay cleaning.
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
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.
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.
9.8 37 reviews
Healdsburg, CA
02/10 – 07/10
SG$1931/nighttotal: SG$9655 (5 )
Lytton Station Vineyard - Stunning 360-degree Vineyard Views
5 4
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.
10 75 reviews
Healdsburg, CA
02/10 – 07/10
SG$585/nighttotal: SG$2925 (5 )
Healdsburg Wine Country Oasis, Hot Tub & Bocce
2 4
apartment , Healdsburg
This two-bedroom apartment is situated in Alexander Valley, just a few kilometres from the centre of Healdsburg and Geyserville, surrounded by vineyards and offering a peaceful retreat. It consistently receives excellent ratings for its location, cleanliness, and overall guest experience. The property comfortably sleeps up to four guests and features a private backyard with a hot tub, bocce court, and a fire pit. The apartment is equipped with modern amenities, including a fully equipped kitchen, a dedicated workspace, and a private deck.
Best Healdsburg, CA holiday apartments with a kitchen
9.8 249 reviews
Healdsburg, CA
08/07 – 10/07
SG$460/nighttotal: SG$920 (2 )
❤The Elegant: A Healdsburg Winery Abode! Hot Tub!❤
1 2
apartment , Healdsburg
This charming cottage is situated on Dry Creek Road in Healdsburg, just 1.6km from the town centre and its wineries, restaurants, and tasting rooms. It has received excellent ratings for its location, cleanliness, and overall experience. The property offers a spacious layout with two bedrooms and two bathrooms, accommodating up to four guests. Enjoy panoramic vineyard views from the wrap-around deck, relax in the private hot tub, and make use of the fully equipped kitchen, Tesla charging station, and pet-friendly fenced yard.
9.4 179 reviews
Healdsburg, CA
10/07 – 13/07
SG$1128/nighttotal: SG$3384 (3 )
Fitch Mtn Lookout- Gorg & Comfy!pets-walkable Russian River-spa Under The Stars!
3 2
apartment , Healdsburg
This family-friendly house is located in Healdsburg, just 3km from the Russian River and Healdsburg Golf Club, offering a peaceful setting close to local attractions. It has received excellent user ratings, making it a popular choice for travellers. This 186 square metre property offers 3 bedrooms and 2 bathrooms, comfortably accommodating up to 8 guests. Enjoy a range of amenities including a Jacuzzi, spa, terrace, garden, and concierge services, perfect for a relaxing and luxurious stay.
10 34 reviews
Healdsburg, CA
20/08 – 23/08
SG$2274/nighttotal: SG$6822 (3 )
The Healdsburg Haven
4 3
apartment , Healdsburg
This Alexander Valley property, situated on over 6.5 hectares of vineyards, is a 19-kilometre drive from Healdsburg's town centre and close to renowned wineries such as Silver Oak, Jordan, and Verite. The self-catering villa boasts four bedrooms, three bathrooms, sleeping eight guests, and features a gourmet kitchen with Viking range, a private guest cottage with sauna, a swimming pool, hot tub, and extensive outdoor space with vineyard views.
9.4 3 reviews
Healdsburg, CA
02/10 – 07/10
SG$623/nighttotal: SG$3115 (5 )
Riverbend Retreat - Hot Tub And Tastings Included
2 4
apartment , Healdsburg
This Healdsburg holiday home is located a short drive from Healdsburg Plaza and offers direct access to the Russian River's sandy beachfront across the street. The 158 square metre property boasts two bedrooms, two bathrooms, sleeps six guests, and includes a fully equipped kitchen, Jacuzzi, private hot tub, and high-speed internet.
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 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?
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?
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
10 4 reviews
Healdsburg, CA
20/08 – 23/08
SG$781/nighttotal: SG$2343 (3 )
Private Acre+bbq Patio | 5min To Healdsburg Plaza
2 3
apartment , Healdsburg
Casa Campo, a secluded one-acre property, offers a tranquil retreat located just 5 minutes' drive from Healdsburg's central plaza and within easy reach of Dry Creek wine country. This family-friendly apartment accommodates up to four guests, featuring two bedrooms, two bathrooms, air conditioning, Wi-Fi, a fully equipped kitchen, and a gas BBQ patio for outdoor dining.
10 101 reviews
Healdsburg, CA
07/09 – 11/09
SG$555/nighttotal: SG$2220 (4 )
Luxuriously Appointed Private Large Guest Suite In A Landmark Victorian
1 2
apartment , Healdsburg
This Geyserville holiday home offers a peaceful retreat, situated within 2km of Medlock Ames and Starlite Vineyards, and 3km of Silver Oak Alexander Valley. The one-bedroom, one-bathroom property sleeps two guests and includes a patio, fireplace, Smart TV, DVD player, refrigerator, microwave, coffee maker, free Wi-Fi, and a video library, plus limited housekeeping.
10 19 reviews
Healdsburg, CA
20/08 – 23/08
SG$2964/nighttotal: SG$8892 (3 )
Luxury Healdsburg Retreat. Pool, Sauna, Hot Tub, Near Plaza, Tesla Charger
4 3
apartment , Healdsburg
This luxurious Healdsburg holiday home, situated minutes from Dry Creek and Alexander Valley vineyards and Healdsburg Plaza, offers easy access to renowned wineries such as Pezzi King and Seghesio. The four-bedroom, three-bathroom property boasts a private one-acre vineyard, extensive outdoor space including a hot tub and sauna, a gourmet kitchen, game room, and gym, accommodating up to six guests.
9.8 129 reviews
Healdsburg, CA
20/08 – 23/08
SG$836/nighttotal: SG$2508 (3 )
Riverside Cottage: Access And River Views- 1 Miles From Downtown Healdsburg
1 3
apartment , Healdsburg
This charming cottage is situated just a short drive from Healdsburg's downtown Plaza, offering easy access to the town's restaurants, shops, and wineries. The property enjoys excellent ratings for location, cleanliness, and overall user experience. The two-bedroom dwelling comfortably accommodates up to six guests and boasts a well-equipped kitchen, a private hot tub, and a wraparound veranda with stunning views of the Russian River. Guests can enjoy the vintage charm of the cottage, complete with modern amenities, and take advantage of the seasonal river access during the summer months.
Best pet-friendly Healdsburg, CA holiday apartments
Among the 89 accommodations in Healdsburg, CA, here are the 4 best pet friendly holiday apartments
9.8 411 reviews
Healdsburg, CA
07/09 – 11/09
SG$289/nighttotal: SG$1156 (4 )
Wine Country Cottage In Healdsburg
1 2
apartment , Healdsburg
This studio is located just 1.6 kilometres from downtown Healdsburg, surrounded by vineyards and offering a peaceful setting. It has received excellent ratings for its location, cleanliness and overall experience. The studio provides accommodation for two guests and comes with a fully equipped kitchen, a private garden and a patio. Guests can enjoy fresh produce from the garden, explore the area on two complimentary bikes and even take part in a wine tasting experience with the owner, a second-generation vineyard manager.
Healdsburg, CA
20/08 – 23/08
SG$722/nighttotal: SG$2166 (3 )
Bermudes Family Vineyard View Healdsburg House
1 3
apartment , Healdsburg
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.
10 24 reviews
Healdsburg, CA
08/07 – 10/07
SG$6214/nighttotal: SG$12428 (2 )
Spectacular View Estate 5min Away
4 2
apartment , Healdsburg
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.
9.8 9 reviews
Healdsburg, CA
07/09 – 11/09
SG$1699/nighttotal: SG$6796 (4 )
Gourmet Kitchen In Wine Country W/hot Tub + Office
4 2
apartment , Windsor
This family-friendly Windsor house, sleeping eight, is conveniently located within a 5-kilometre radius of Windsor Oaks Vineyards and a 15-minute walk from both Dom Whitney Tasting Lounge and Powell's Sweet Shoppe. The four-bedroom property boasts three bathrooms, a fully equipped kitchen including a dishwasher, a jacuzzi, a garden with barbecue facilities, free Wi-Fi, and parking; ideal for families or groups exploring Windsor.