This historic 1912 colonial estate, formerly the Italian Swiss Colony Winery headquarters, is situated in the Alexander Valley near Cloverdale, Sonoma County, a short drive from Geyserville and Healdsburg. The five-bedroom, five-bathroom property offers luxurious accommodation for up to ten guests, boasting stunning vineyard and Alexander Valley views, and proximity to Lake Sonoma and the Healdsburg Ridge Open Space Preserve.
10 52 reviews
Healdsburg, CA
20/06 – 27/06
SG$407/nighttotal: SG$2849 (7 )
Guesthouse On Gated 22 Acre Family Ranch, Vineyard
1 2
house , Windsor
This Casita is located in the foothills between Healdsburg and Windsor, just a short drive from the historic Healdsburg Plaza. The property enjoys excellent user, location and cleanliness ratings. The Casita offers 830 square metres of living space plus a 320 square metre patio, accommodating up to four guests. It features a private covered terrace, a fully equipped kitchen, air conditioning, a garden, parking, and internet access.
9.4 76 reviews
Healdsburg, CA
10/07 – 13/07
SG$1225/nighttotal: SG$3675 (3 )
Cottages At Little Saint
1 2
resort , Healdsburg
Cottages At Healdsburg is situated in the heart of Healdsburg, just a short walk from the Raven Performing Arts Theater and Russian River, close to the Healdsburg Center for the Arts and Healdsburg Plaza. The resort consistently receives excellent guest ratings for its location, cleanliness, and overall experience. Each cottage comfortably accommodates two guests and features a private pool, fireplace, and furnished balcony. Guests can enjoy a seasonal outdoor pool, free Wi-Fi, concierge services, and a restaurant on-site, along with a range of other amenities and activities.
Healdsburg, CA
10/07 – 13/07
SG$679/nighttotal: SG$2037 (3 )
Private Acre With Bbq Patio 5min To Healdsburg Plaza
1 2
house , Healdsburg
This detached property in Healdsburg is set on 4,048 square meters of private land, located 800 metres from Healdsburg Plaza, a hub for shops and restaurants. This accommodation sleeps up to seven guests across two bedrooms and two bathrooms, offering 89 square meters of living space with a fully equipped kitchen, air conditioning, a garden, Wi-Fi, and on-site casino entertainment, plus proximity to cycling routes.
10 129 reviews
Healdsburg, CA
10/07 – 13/07
SG$655/nighttotal: SG$1965 (3 )
2 Bedroom Flat In Downtown Healdsburg
1 2
apartment , Healdsburg
This upstairs flat is located a short walk from Healdsburg's historic downtown plaza, surrounded by restaurants, bars, and tasting rooms. It has received excellent ratings for location, cleanliness, and overall user experience. The flat has two bedrooms, each with a queen-sized bed, accommodating up to four guests. The kitchen is fully equipped with modern appliances, and the living area features a leather sofa and coffee table, perfect for relaxing or entertaining.
9.6 234 reviews
Healdsburg, CA
10/07 – 13/07
SG$1160/nighttotal: SG$3480 (3 )
Spectacular Vineyard View!! Spa, Close To Plaza!- 3br/2ba (Up To 8 Guests)
3 2
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.
Healdsburg, CA
10/07 – 13/07
SG$662/nighttotal: SG$1986 (3 )
Bermudes Family Vineyard View Healdsburg House
1 2
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.
9.0 49 reviews
Healdsburg, CA
10/07 – 13/07
SG$2053/nighttotal: SG$6159 (3 )
Heart Of Healdsburg Cottage For 4, Pool, Spa, Fire Pit, Wifi, Bbq
2 2
cottage , Healdsburg
This charming cottage is located in Healdsburg, just one and a half kilometres from the Healdsburg Plaza and the Russian River, in a peaceful residential area. Guests have consistently rated the cottage highly for its cleanliness, location, and overall experience. The two-bedroom cottage spans 93 square metres and comfortably accommodates up to four guests. It boasts a modern kitchen, a relaxing spa tub, a private garden, and a barbecue grill, perfect for enjoying the beautiful Healdsburg weather.
Healdsburg, CA
10/07 – 13/07
SG$861/nighttotal: SG$2583 (3 )
River Retreat - Hot Tub And Tastings Included
2 2
house , Healdsburg
This Healdsburg holiday home is situated 22 kilometres from Safari West and 14 kilometres from the Luther Burbank Centre for the Arts. This 158 square metre property accommodates up to 11 guests, offering two bedrooms, one bathroom, a fully equipped kitchen with a microwave and dishwasher, a hot tub, spa, garden, and on-site parking, with free WiFi and mountain views from the patio.
This Healdsburg property is located just north of the town, a short drive from the renowned wine destination of Healdsburg and Armstrong State Park, offering a peaceful retreat in a beautiful setting. The property has received excellent ratings for user experience, location, and cleanliness. This spacious home has six king-sized beds, accommodating up to 10 guests. The property features a private pool, a covered outdoor kitchen, a game room, a fitness centre and a large garden, providing ample space for relaxation and entertainment.
Healdsburg, CA
13/08 – 16/08
SG$2670/nighttotal: SG$8010 (3 )
Sunset House At Paradise Ridge By Kohmsa
6 10
apartment , Santa Rosa
This five-bedroom, four-bathroom Santa Rosa holiday home is situated in a tranquil rural setting, conveniently located within 9.6km 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. Offering a Jacuzzi, garden, terrace, and parking, this spacious property sleeps up to ten guests and includes a fully equipped kitchen, fireplace, and TV.
Healdsburg, CA
13/08 – 16/08
SG$1776/nighttotal: SG$5328 (3 )
Vinewood Lodge
5 10
house , Guerneville
Vinewood Lodge, situated in Guerneville, is a 24-kilometre drive from Charles M. Schulz–Sonoma County Airport and within 43 kilometres of both Safari West and Petrified Forest. This five-bedroom, three-bathroom house offers 196 square metres of space, sleeping up to 14 guests, and boasts a Jacuzzi, garden, free Wi-Fi, private parking, and a fully equipped kitchen including dishwasher and microwave; laundry facilities are also available.
Best family friendly Healdsburg, CA lodging
Among the 157 accommodations in Healdsburg, CA, here are the 4 best for families
9.4 3 reviews
Healdsburg, CA
10/07 – 13/07
SG$839/nighttotal: SG$2517 (3 )
Riverbend Retreat - Hot Tub And Tastings Included
2 2
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.
Healdsburg, CA
13/08 – 16/08
SG$3410/nighttotal: SG$10230 (3 )
Modern Wine Country Home On 10 Acres With Vineyard
6 10
house , Healdsburg
This three-bedroom Healdsburg villa is situated 8km from Healdsburg Plaza and 19km from Charles M. Schulz Sonoma County Airport, offering easy access to local amenities and attractions. The 4-hectare property, boasting a vineyard and stunning views, includes a fully equipped kitchen, two bathrooms, and accommodates up to 11 guests, with amenities such as Wi-Fi, a fireplace, and private parking; nearby attractions include Robert Louis Stevenson State Park (48km), Safari West (38km), and Petrified Forest (40km).
9.8 15 reviews
Healdsburg, CA
13/08 – 16/08
SG$1408/nighttotal: SG$4224 (3 )
Petunia's Place: Landmark 1857 Farmhouse With Hot Tub, Across From Sunset Beach
5 10
farm , Forestville
This Forestville family-friendly farmhouse, near the Russian River and Korbel Winery (both within 5km), offers convenient access to Pee Wee Golf and Arcade and Johnson's Beach (10km). This 137 square metre self-catering property sleeps 10 in five bedrooms and three bathrooms, boasting a jacuzzi, fitness centre, tennis court, and a games room, alongside a scenic garden with barbecue facilities.
10 196 reviews
Healdsburg, CA
10/07 – 13/07
SG$3365/nighttotal: SG$10095 (3 )
5 Bedroom, 6.5 Bath Luxury Home On 3+ Acres, 5 Min To Square
5 2
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.
Best Healdsburg, CA lodgings with a pool
Among the 157 accommodations in Healdsburg, CA, here are the 4 best ones with a pool
9.8 11 reviews
Healdsburg, CA
13/08 – 16/08
SG$2665/nighttotal: SG$7995 (3 )
Modern Retreat - Spectacular View Above Dry Creek
1 10
apartment , Healdsburg
This five-bedroom apartment is situated in Healdsburg, within a short walk of the Healdsburg Plaza and its shops and restaurants. The spacious property is ideal for groups of up to ten, with a swimming pool, parking and a fully equipped kitchen.
10 4 reviews
Healdsburg, CA
20/06 – 27/06
SG$1306/nighttotal: SG$9142 (7 )
Victorian Farm House, Healdsburg, Alexander Valley
1 2
apartment , Geyserville
This Alexander Valley farmhouse, located minutes (a few kilometres) from Jordan, Silver Oak, and Stone Street wineries and a short drive south of Cyrus and Diavola restaurants in Geyserville, offers a tranquil country escape. Sleeping up to eight guests, this three-bedroom, two-bathroom property boasts a kitchen, swimming pool, jacuzzi, garden, parking, and internet access, providing a comfortable base for exploring the Alexander Valley's wineries and restaurants.
9.8 133 reviews
Healdsburg, CA
10/07 – 13/07
SG$1823/nighttotal: SG$5469 (3 )
Haven With Pool, Hot Tub And Tastings Included
2 2
house , Healdsburg
Private Vineyard Haven is situated in Healdsburg, California, just 13 kilometres from Charles M. Schulz Sonoma County Airport and a short drive from both the Luther Burbank Center for the Arts (19 kilometres) and Safari West (32 kilometres). This property has received excellent ratings for its location, cleanliness, and overall experience. The house has two bedrooms and is located in a private vineyard, offering a tranquil and secluded atmosphere. It features a fully equipped kitchen, air conditioning, free parking, free Wi-Fi, a swimming pool, a Jacuzzi, a terrace, a garden, a spa, and a tennis court, ensuring a comfortable and enjoyable stay.
Healdsburg, CA
20/06 – 27/06
SG$3094/nighttotal: SG$21658 (7 )
Five-star Resort-like Property
1 2
apartment , Healdsburg
This two-bedroom apartment is situated in a peaceful and secure area of Healdsburg, just a short distance from the town centre and the Healdsburg Plaza. The apartment offers a tranquil escape from the hustle and bustle of the town, while still being within easy reach of its attractions. The apartment is spacious and comfortably accommodates up to four guests. It is equipped with a range of amenities, including a swimming pool, Jacuzzi, fitness centre, and a large garden, perfect for relaxing and enjoying the beautiful surroundings.
Frequently asked questions about accommodations in Healdsburg, CA
What are the must-see sites in or near Healdsburg, CA?
Healdsburg is a charming town, so you'll want to explore the Healdsburg Plaza and the Healdsburg Museum. For some stunning scenery, visit the Russian River, and for a bit of adventure, head to the Armstrong Redwoods State Natural Reserve.
What are the best accommodations in Healdsburg, CA?
The nearest airport is Charles M. Schulz - Sonoma County Airport (STS), about 40km away. You can also drive in from San Francisco, which is about 120km away, or from Sacramento, about 160km away. Healdsburg is also on the Amtrak line, so you can take the train from cities like San Francisco and Oakland.
What are the best accommodations with a pool in Healdsburg, CA?
What outdoor activities can visitors enjoy in and around Healdsburg, CA?
Healdsburg is a great place for outdoor activities. You can go hiking or biking on the Healdsburg Ridge Trail, kayaking or canoeing on the Russian River, or go wine tasting at one of the many vineyards in the area. You can also visit the Healdsburg Farmers Market, which is held every Sunday morning.
What are the best accommodations with a jacuzzi in Healdsburg, CA?
When is the ideal time to plan a trip to Healdsburg, CA?
The best time to visit Healdsburg is in the spring or autumn when the weather is mild and the crowds are smaller. Summer can be hot, and winter can be rainy, but there are still plenty of things to do in Healdsburg year-round.
What are the best accommodations for families and kids in Healdsburg, CA?
What are the best walking or cycling routes in Healdsburg, CA?
For a scenic walk, try the Healdsburg Plaza to the Healdsburg Museum. For a longer walk or bike ride, follow the Healdsburg Ridge Trail. It's a great way to see the beautiful countryside and enjoy the fresh air.
What are the best pet friendly accommodations in Healdsburg, CA?
What nearby towns or cities can be explored from Healdsburg, CA?
You can easily visit nearby towns like Santa Rosa, Sebastopol, and Cloverdale. For a bigger city experience, head to San Francisco, which is about a two-hour drive from Healdsburg.
What are the best accommodations with parking in Healdsburg, CA?
What amenities can travelers expect from accommodations in Healdsburg, CA?
Healdsburg has a wide range of accommodation options, from budget-friendly motels to luxurious hotels and resorts. Most accommodations offer amenities such as swimming pools, hot tubs, fitness centres, and restaurants. Some also offer complimentary breakfast and wine tastings.
Destinations nearby
Best Healdsburg, CA accommodations with a garden
9.0 4 reviews
Healdsburg, CA
10/07 – 13/07
SG$955/nighttotal: SG$2865 (3 )
Magnolia Ranch Vineyards
2 2
house , Healdsburg
This Healdsburg holiday home is conveniently located near Safari West (30.6 km), the Luther Burbank Center for the Arts (19.3 km), and Charles M. Schulz Sonoma County Airport (15 km). This two-bedroom, two-bathroom property offers 155 square metres of living space, accommodating up to seven guests and boasting a fully equipped kitchen, private patio with mountain views, and a relaxing garden; free Wi-Fi is available throughout.
10 38 reviews
Healdsburg, CA
20/06 – 27/06
SG$3430/nighttotal: SG$24010 (7 )
Riverstone Estate Sleeps 12 Pool Bocce Spa
5 2
apartment , Healdsburg
This family-friendly holiday home is situated in Healdsburg, just a short distance from the Russian River and Pezzi King Winery, and within two miles of the Healdsburg Museum and Healdsburg Plaza. The property has excellent ratings for location, cleanliness, and overall user experience. This spacious property spans 557 square metres and can accommodate up to 12 guests. It offers a range of amenities including a private pool, a fitness centre, a spa, a tennis court, and a garden, ensuring a comfortable and enjoyable stay for all.
10 6 reviews
Healdsburg, CA
13/08 – 16/08
SG$4924/nighttotal: SG$14772 (3 )
Stunning Dry Creek Road Estate
4 10
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.
10 3 reviews
Healdsburg, CA
13/08 – 16/08
SG$2902/nighttotal: SG$8706 (3 )
Grand Winery Estate House
1 10
apartment , Healdsburg
This Healdsburg villa is situated just 3.2 kilometres from 10 premium wineries in the Russian River Valley, a 5-minute drive from the restaurants of downtown Healdsburg. It has received excellent ratings for location, cleanliness, and overall user experience. The villa has 3 bedrooms and 4 bathrooms, accommodating up to 10 guests. It offers a private pool, hot tub, and a kitchen with a fridge, along with complimentary VIP tastings at the winery and the option of a private chef for meals.
Best Healdsburg, CA accommodations with a kitchen
10 221 reviews
Healdsburg, CA
10/07 – 13/07
SG$1353/nighttotal: SG$4059 (3 )
Wake Up In Your Own Private Vineyard - Healdsburg
3 2
apartment , Healdsburg
This private house is situated just a few kilometres from the centre of Healdsburg, surrounded by vineyards and offering a peaceful escape from the town's bustle. It has received excellent ratings for location, cleanliness and overall experience. The house is spacious, covering 232 square metres and accommodating up to six guests across three bedrooms and two bathrooms. Guests can enjoy a fully equipped kitchen, a terrace and garden, and explore the estate's vineyards.
10 70 reviews
Healdsburg, CA
10/07 – 13/07
SG$1343/nighttotal: SG$4029 (3 )
Completely Remodeled Farmhouse With Stunning Views Of Dry Creek Valley
3 2
house , Healdsburg
Vineyard Vue, a three-bedroom house in Healdsburg, is conveniently located a 13km drive from Charles M. Schulz Sonoma County Airport and a 19-minute walk from Healdsburg Plaza. This 158 square metre property offers a fully equipped kitchen, terrace, garden, tennis court, free parking, Wi-Fi, and sleeps up to six guests, with nearby attractions including Safari West and the Luther Burbank Center for the Arts.
9.4 179 reviews
Healdsburg, CA
13/08 – 16/08
SG$1632/nighttotal: SG$4896 (3 )
Fitch Mtn Lookout- Gorg & Comfy!pets-walkable Russian River-spa Under The Stars!
3 10
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 8 reviews
Healdsburg, CA
13/08 – 16/08
SG$5151/nighttotal: SG$15453 (3 )
The Vineyard Estate At Paradise Ridge By Kohmsa
10 10
apartment , Santa Rosa
This ten-bedroom Santa Rosa property, ideal for large groups, is conveniently located within 9.6km of Empire College and Santa Rosa Junior College, and under 10km from Sutter Santa Rosa Regional Hospital and the Luther Burbank Center for the Arts. Offering nine bathrooms, a jacuzzi, a terrace, a garden, parking, and a fully equipped kitchen including a fridge, microwave, and dishwasher, this spacious house comfortably accommodates up to 20 guests and features on-site amenities such as a hot tub, barbecue grills, and laundry facilities.