This unique Healdsburg property, situated on a 4-acre site amongst Sonoma vineyards, offers easy access to local wineries and Healdsburg Plaza, the precise distance to which requires further clarification. The two-bedroom, one-bathroom dwelling comprises a main house and a converted water tower, sleeping four guests and boasting a swimming pool, garden, and parking, plus a fully equipped kitchen including a fridge, freezer, microwave, and dishwasher.
10 316 reviews
Healdsburg, CA
07/09 – 11/09
968 ﺩ.ﺇ/nighttotal: 3872 ﺩ.ﺇ (4 )
Alexander Valley: Wine Lover And Cycling Paradise
1 2
house , Healdsburg
This Healdsburg studio apartment is located in Alexander Valley, just 1.2km from Healdsburg's town centre and 1.6km from Highway 101, offering easy access to local amenities and attractions. The 576 sq ft self-catering apartment features a queen-size bed, a sofa bed, a private garden with three patios, and in-unit laundry facilities; it sleeps up to three adults and includes access to a gas grill and farm animals.
9.4 76 reviews
Healdsburg, CA
08/07 – 10/07
1955 ﺩ.ﺇ/nighttotal: 3910 ﺩ.ﺇ (2 )
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.
9.8 42 reviews
Healdsburg, CA
12/10 – 17/10
7517 ﺩ.ﺇ/nighttotal: 37585 ﺩ.ﺇ (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.
10 4 reviews
Healdsburg, CA
07/09 – 11/09
1282 ﺩ.ﺇ/nighttotal: 5128 ﺩ.ﺇ (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.
9.9 39 reviews
Healdsburg, CA
07/09 – 11/09
1672 ﺩ.ﺇ/nighttotal: 6688 ﺩ.ﺇ (4 )
Puccioni Paradise - Wine Tastings Included
2 2
apartment , Healdsburg
This Healdsburg apartment, situated a 6.4km drive from Healdsburg Plaza, offers a secluded setting amidst vineyards and redwood forests. Sleeping four guests, the self-catering property boasts two bedrooms, a well-equipped kitchen including a dishwasher and microwave, plus an expansive patio ideal for barbecues, and access to a fitness centre and parking.
9.0 49 reviews
Healdsburg, CA
20/08 – 23/08
5517 ﺩ.ﺇ/nighttotal: 16551 ﺩ.ﺇ (3 )
Heart Of Healdsburg Cottage For 4, Pool, Spa, Fire Pit, Wifi, Bbq
2 3
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.
10 132 reviews
Healdsburg, CA
10/07 – 13/07
1872 ﺩ.ﺇ/nighttotal: 5616 ﺩ.ﺇ (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
3316 ﺩ.ﺇ/nighttotal: 9948 ﺩ.ﺇ (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.
10 38 reviews
Healdsburg, CA
20/08 – 23/08
11994 ﺩ.ﺇ/nighttotal: 35982 ﺩ.ﺇ (3 )
Riverstone Estate Sleeps 12 Pool Bocce Spa
5 3
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.
9.8 223 reviews
Healdsburg, CA
07/09 – 11/09
1688 ﺩ.ﺇ/nighttotal: 6752 ﺩ.ﺇ (4 )
Stay Surrounded By Fitch Mountain Park And Open Space Preserve.
1 2
house , Healdsburg
This charming villa is located in Healdsburg, just 1 kilometre from the Russian River and within 5 kilometres of Healdsburg Golf Club and Healdsburg District Hospital, offering a peaceful retreat in a quiet neighbourhood. The property has received excellent ratings for its cleanliness, location, and user experience. The 141 square metre villa has 2 bedrooms and 2 bathrooms, offering comfortable accommodation for up to four guests. The villa features a fully equipped kitchen, a private garden with a barbecue, a terrace, and free Wi-Fi, ensuring a relaxing and enjoyable stay.
9.0 16 reviews
Healdsburg, CA
12/10 – 17/10
2035 ﺩ.ﺇ/nighttotal: 10175 ﺩ.ﺇ (5 )
Riverfront Healdsburg Home, Private Dock
2 2
apartment , Healdsburg
This riverfront holiday flat, offering two bedrooms and two bathrooms for four guests, is situated 3.9 kilometres from central Healdsburg, placing you close to its Michelin-starred restaurants and wine country attractions. This two-level property features separate entrances, private patios, a full kitchen in the upper unit, a kitchenette with laundry in the lower, and direct access to the Russian River with a kayak, alongside outdoor amenities like a bocce ball court and firepit.
Best family friendly Healdsburg, CA lodging
Among the 157 accommodations in Healdsburg, CA, here are the 4 best for families
9.9 189 reviews
Healdsburg, CA
12/10 – 17/10
914 ﺩ.ﺇ/nighttotal: 4570 ﺩ.ﺇ (5 )
Mediterranean Getaway With Breakfast Healdsburg
1 2
house , Healdsburg
This Healdsburg guesthouse is situated in a peaceful wooded area of Northern Sonoma County, near the base of Fitch Mountain, approximately 1.4 kilometres from Healdsburg Plaza and 0.8 kilometres from the Russian River. The self-catering unit offers a queen-sized bed, private patio with a translucent roof and gas heater, a gourmet continental breakfast, and is within walking distance of the 173-acre Fitch Mountain Nature Preserve, accommodating up to two guests.
10 6 reviews
Healdsburg, CA
08/07 – 10/07
14046 ﺩ.ﺇ/nighttotal: 28092 ﺩ.ﺇ (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.
9.8 195 reviews
Healdsburg, CA
02/10 – 07/10
6968 ﺩ.ﺇ/nighttotal: 34840 ﺩ.ﺇ (5 )
Secluded Vineyard Estate Healdsburg
4 4
house , Healdsburg
This family-friendly holiday home is situated just 10km from attractions like Matrix Winery, Russian River, and Healdsburg Golf Club, offering a peaceful escape in the mountains. The property consistently receives excellent ratings for user experience, location, and cleanliness. The 353 square metre property has four bedrooms and four bathrooms, providing ample space for a comfortable stay. Guests can enjoy a range of amenities, including a private pool, a spa, a tennis court, and a fully equipped kitchen, ensuring a luxurious and enjoyable experience.
10 38 reviews
Healdsburg, CA
10/07 – 13/07
5055 ﺩ.ﺇ/nighttotal: 15165 ﺩ.ﺇ (3 )
Vineyard Vue - Wine Tastings Included
3 2
apartment , Healdsburg
This charming house is located in Healdsburg, just a short walk (less than 1.6 km) from the town's central plaza, museums, and art centre, offering easy access to Healdsburg's downtown area. It has received excellent reviews from previous guests, making it a popular choice for travellers looking for a comfortable and convenient stay. The property spans 158 square metres and comfortably sleeps up to 6 guests in its three bedrooms. Guests can enjoy a range of amenities, including a fully equipped kitchen, a garden with barbecue grills, a spa, a tennis court, and parking.
Best Healdsburg, CA lodging with a pool
Among the 157 accommodations in Healdsburg, CA, here are the 4 best ones with a pool
10 34 reviews
Healdsburg, CA
20/08 – 23/08
6498 ﺩ.ﺇ/nighttotal: 19494 ﺩ.ﺇ (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.
9.6 24 reviews
Healdsburg, CA
02/10 – 07/10
2582 ﺩ.ﺇ/nighttotal: 12910 ﺩ.ﺇ (5 )
130 M² House ∙ 2 Bedrooms ∙ 6 Guests
2 4
house , Healdsburg
This Mill Creek house rental, six minutes from Healdsburg's town centre and 1.5 hours from San Francisco, offers a tranquil setting near Sonoma County's renowned vineyards and Michelin-starred restaurants. The 130 square metre property boasts a modern open-plan layout, sleeping six guests across two ensuite bedrooms, and includes a private hot tub, sauna, swimming pool, and ample parking.
9.8 99 reviews
Healdsburg, CA
02/10 – 07/10
3216 ﺩ.ﺇ/nighttotal: 16080 ﺩ.ﺇ (5 )
Dry Creek Ranch ~ (Tariff Discount) Hot Tub & Pool
3 4
apartment , Healdsburg
This three-bedroom apartment is conveniently located just 2.2 kilometres from Healdsburg’s town square, offering easy access to the region's renowned wineries and vineyards. The apartment has received excellent ratings for its cleanliness, location, and overall experience. This spacious property provides ample room for up to six guests, with a separate pool house offering additional living space. The apartment boasts a fully equipped kitchen, a private garden, a swimming pool, a hot tub, and a Tesla charger, making it ideal for a relaxing and comfortable stay.
10 113 reviews
Healdsburg, CA
07/09 – 11/09
10341 ﺩ.ﺇ/nighttotal: 41364 ﺩ.ﺇ (4 )
The Quails Crossing-healdsburg Vineyard Home
4 2
apartment , Windsor
This Windsor holiday home is centrally located, within 10km of Dom Whitney Tasting Lounge, Powell's Sweet Shoppe, Pezzi King Winery, Healdsburg Plaza, and the Healdsburg Center for the Arts. The 279 square metre property boasts four bedrooms, sleeping eight guests, and features a private pool, jacuzzi, spa, and fully equipped kitchen alongside free Wi-Fi.
Frequently Asked Questions about accommodations in Healdsburg, CA
What are the must-see sites in or near Healdsburg, CA?
Healdsburg is a charming town with plenty to see! You've got to visit the Healdsburg Plaza, a beautiful central square with shops and restaurants. If you're into wine, the Healdsburg Museum is a must-see, and the Russian River Valley is just a short drive away with dozens of wineries to explore.
What are the best accommodations in Healdsburg, CA?
The easiest way to get to Healdsburg is by car. It's about a 1.5-hour drive from San Francisco International Airport (SFO). You can also fly into Charles M. Schulz – Sonoma County Airport (STS), which is about a 30-minute drive from Healdsburg.
What are the best accommodations with a pool in Healdsburg, CA?
What outdoor activities can visitors enjoy in and around Healdsburg, CA?
Healdsburg is surrounded by stunning natural beauty. You can go hiking in the Armstrong Redwoods State Natural Reserve, or take a bike ride along the Russian River. If you're feeling adventurous, try kayaking or paddleboarding on the river.
What are the best accommodations with a jacuzzi in Healdsburg, CA?
When is the ideal time to plan a trip to Healdsburg, CA?
Healdsburg is lovely year-round, but the best time to visit is during the spring or autumn. The weather is mild, and the crowds are smaller. Plus, you'll get to enjoy the beautiful colours of the changing leaves in the autumn.
What are the best accommodations for families and kids in Healdsburg, CA?
What nearby towns or cities can be explored from Healdsburg, CA?
Santa Rosa is just a short drive from Healdsburg and is a great place to visit for a day trip. It's home to the Charles M. Schulz Museum and the Sonoma County Museum. You can also visit the charming town of Guerneville, which is known for its beautiful redwood forests and its vibrant arts scene.
What are the best pet friendly accommodations in Healdsburg, CA?
What amenities can travelers expect from accommodations in Healdsburg, CA?
Healdsburg has a wide range of accommodation options, from luxurious hotels to cozy bed and breakfasts. Most hotels offer amenities like swimming pools, fitness centres, and restaurants. Many also have complimentary breakfast and Wi-Fi.
What are the best accommodations with parking in Healdsburg, CA?
Guesthouse On Gated 22 Acre Family Ranch, Vineyard
2 3
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.
9.7 157 reviews
Healdsburg, CA
02/10 – 07/10
2808 ﺩ.ﺇ/nighttotal: 14040 ﺩ.ﺇ (5 )
Modern Home In Hburg Wine Country
1 4
apartment , Healdsburg
This modern apartment is situated just a short distance from Healdsburg's town square, offering easy access to the area's renowned wine regions, including Russian River, Dry Creek, Alexander Valley, and Anderson Valley. It has received excellent ratings for its location, cleanliness, and overall experience. The apartment features a spacious open plan layout with expansive decks, comfortably accommodating up to six guests. It offers a fully equipped kitchen, a comfortable living area, and a range of amenities including radiant floor heating, air conditioning, ceiling fans, and a washer/dryer, making it perfect for a relaxing stay in Healdsburg.
9.9 98 reviews
Healdsburg, CA
02/10 – 07/10
4093 ﺩ.ﺇ/nighttotal: 20465 ﺩ.ﺇ (5 )
Homestead With Pool And Hot Tub - Wine Tastings Included
3 4
house , Healdsburg
Healdsburg Homestead is located in Healdsburg, California, just 15 kilometres from the Charles M. Schulz Sonoma County Airport and a short drive from the Luther Burbank Center for the Arts and Safari West. This property has consistently received excellent ratings for its cleanliness, location, and overall user experience. This three-bedroom, two-bathroom house spans 158 square metres and comfortably accommodates up to seven guests. The property features a private pool, a fully equipped kitchen, a children's playground, free Wi-Fi, and private parking, making it a great choice for families and groups looking for a relaxing and enjoyable stay.
10 14 reviews
Healdsburg, CA
10/07 – 13/07
2820 ﺩ.ﺇ/nighttotal: 8460 ﺩ.ﺇ (3 )
Healdsburg Victorian Cottage On Vineyard Estate
2 2
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.
Best Healdsburg, CA accommodation with a kitchen
9.8 249 reviews
Healdsburg, CA
07/09 – 11/09
2264 ﺩ.ﺇ/nighttotal: 9056 ﺩ.ﺇ (4 )
❤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.
10 71 reviews
Healdsburg, CA
10/07 – 13/07
3838 ﺩ.ﺇ/nighttotal: 11514 ﺩ.ﺇ (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.
9.9 67 reviews
Healdsburg, CA
10/07 – 13/07
1866 ﺩ.ﺇ/nighttotal: 5598 ﺩ.ﺇ (3 )
7 Acre Hilltop Compound
1 2
apartment , Healdsburg
This charming cottage is situated just 3.2 kilometres from Healdsburg's town square, offering stunning views of the Dry Creek Valley vineyards. It has received excellent ratings for location, cleanliness, and user experience. The cottage boasts an open-plan design, creating a spacious and tranquil atmosphere. Guests can enjoy a private courtyard, a fully equipped kitchen, air conditioning, and a garden, perfect for relaxing and enjoying the beautiful surroundings.
9.0 4 reviews
Healdsburg, CA
10/07 – 13/07
2728 ﺩ.ﺇ/nighttotal: 8184 ﺩ.ﺇ (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.