Places to stay in Healdsburg, CA

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Healdsburg, CA place to stay
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157 Best places to stay in Healdsburg, CA

Best family friendly Healdsburg, CA lodging

Among the 157 accommodations in Healdsburg, CA, here are the 4 best for families

The Elegant: A Chic Healdsburg Winery Cottage! Hot Tub, Views! ! - Healdsburg, CA
10 5 reviews
Healdsburg, CA
08/07 – 10/07
£285/nightTotal: £570 (2 )

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.
Mountain Cottage Near Russian River, Hiking & Downtown, Family And Pet Friendly - Healdsburg, CA
9.2 64 reviews
Healdsburg, CA
10/07 – 13/07
£417/nightTotal: £1251 (3 )

Mountain Cottage Near Russian River, Hiking & Downtown, Family And Pet Friendly

3 2
cottage , Healdsburg
This charming cottage is located just 5 kilometres from the Russian River and a 10-minute drive from Healdsburg town centre, offering a peaceful escape surrounded by redwood trees. The property has received excellent user ratings, highlighting its comfortable and convenient nature.
The cottage spans 102 square metres and comfortably accommodates up to six guests across three bedrooms and two bathrooms. Guests can enjoy modern amenities, a fully equipped kitchen, a private garden, a spa, and a terrace perfect for relaxing and enjoying the beautiful surroundings.
Luxury Retreat W/ Pool, Hot Tub & Sauna - Healdsburg, CA
10 121 reviews
Healdsburg, CA
19/08 – 24/08
£1732/nightTotal: £8660 (5 )

Luxury Retreat W/ Pool, Hot Tub & Sauna

1 2
apartment , Healdsburg
This luxury villa is located in the rolling hills of Healdsburg's wine country, just a short drive from the Dry Creek and Alexander Valley Vineyards, as well as the town's bustling Healdsburg Plaza. The property boasts a spacious three-bedroom, three-bathroom layout with a capacity of six guests, and offers a range of amenities including a private vineyard, a gourmet kitchen, a cedar sauna, a spa, a fire pit, a game room, and a large outdoor kitchen with a gas grill.
Sanctuary Estate - Wine Tastings Included - Healdsburg, CA
10 39 reviews
Healdsburg, CA
07/09 – 11/09
£2170/nightTotal: £8680 (4 )

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.

Guest-Favourite Accommodations with a Swimming Pool in Healdsburg, CA

Choosing accommodation in Healdsburg, CA with a swimming pool means a proper swim in the heart of the city is always an option for you.

Dry Creek Ranch ~ (Tariff Discount) Hot Tub & Pool - Healdsburg, CA
9.8 99 reviews
Healdsburg, CA
02/10 – 07/10
£653/nightTotal: £3265 (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.
Spectacular View Estate 5min Away - Healdsburg, CA
10 24 reviews
Healdsburg, CA
20/08 – 23/08
£3370/nightTotal: £10110 (3 )

Spectacular View Estate 5min Away

4 3
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.
Tandatula, Wine Country Sanctuary With Pool, Hot Tub, Bocce, Fire Pits And More! - Healdsburg, CA
10 130 reviews
Healdsburg, CA
02/10 – 07/10
£1639/nightTotal: £8195 (5 )

Tandatula, Wine Country Sanctuary With Pool, Hot Tub, Bocce, Fire Pits And More!

4 4
apartment , Healdsburg
This Healdsburg holiday home, situated in the Dry Creek Valley of Northern Sonoma County, is an hour's drive (approximately 80km) north of San Francisco and minutes from Dry Creek Vineyard and Healdsburg's attractions.
This 288-square-metre property comprises a main house, cottage, and studio, sleeping up to 10 guests, and boasts a pool, hot tub, tennis court, fitness centre, and 1.25 acres of landscaped grounds with vineyards, offering bocce ball, croquet, and a games barn.
The Healdsburg Haven - Healdsburg, CA
10 34 reviews
Healdsburg, CA
20/08 – 23/08
£1320/nightTotal: £3960 (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.

Frequently asked questions about accommodations in Healdsburg, CA

  • What are the must-see sites in or near Healdsburg, CA?

    Healdsburg is full of charming spots! You can't miss the Healdsburg Plaza, a beautiful open space with shops and restaurants. For a taste of local history, visit the Healdsburg Museum. And just a short drive away, you'll find the stunning Armstrong Redwoods State Natural Reserve, where you can walk among towering redwood trees.
  • What are the best places to stay in Healdsburg, CA?

    Among the places to stay in Healdsburg, CA, Hotel Trio Healdsburg, H2hotel and Wooded Restful Retreat - With Broad Scenic Views - Outdoor Dining are the most popular ones.

  • How can travelers reach Healdsburg, CA?

    The easiest way to get to Healdsburg is by car, as it's about 130km north of San Francisco on Highway 101. If you're flying, the closest airport is Charles M. Schulz Sonoma County Airport, about 40km away. You can also take a scenic train journey from San Francisco to Cloverdale, about 15km south of Healdsburg.
  • What are the best places to stay with a pool in Healdsburg, CA?

    Hotel Trio Healdsburg, H2hotel and Harmon Guest House are the best places to stay with a pool in Healdsburg, CA.

  • What outdoor activities can visitors enjoy in and around Healdsburg, CA?

    Healdsburg is a nature lover's paradise! You can hike or bike along the Russian River, go kayaking or canoeing on Lake Sonoma, or explore the many wineries and vineyards in the area. If you're looking for something more adventurous, try ziplining at the Russian River Adventures.
  • What are the best places to stay with a jacuzzi in Healdsburg, CA?

    The best places to stay with a jacuzzi in Healdsburg, CA are Best Western Dry Creek Inn, Fairview Inn & Suites and Hotel Healdsburg.

  • When is the ideal time to plan a trip to Healdsburg, CA?

    Healdsburg is beautiful year-round, but the best time to visit is during spring or autumn when the weather is mild and the crowds are smaller. If you're a fan of wine, you might want to visit during harvest season in the fall.
  • What are the best places to stay for families and kids in Healdsburg, CA?

    The best places to stay for families and kids in Healdsburg, CA are H2hotel, Healdsburg Garden House and Best Western Dry Creek Inn.

  • What are the best walking or cycling routes in Healdsburg, CA?

    The Healdsburg Plaza is perfect for a leisurely stroll, and you can also walk or bike along the Healdsburg Avenue, which is lined with shops and restaurants. For a longer ride, try the Healdsburg to Windsor Trail, a scenic 16km paved path that follows the Russian River.
  • What are the best pet friendly places to stay in Healdsburg, CA?

    The best pet friendly places to stay in Healdsburg, CA are Hotel Trio Healdsburg, H2hotel and Healdsburg Garden House.

  • What nearby towns or cities can be explored from Healdsburg, CA?

    Just a short drive from Healdsburg, you can explore the charming towns of Windsor, Cloverdale, and Santa Rosa. If you want to venture further, you can visit the coastal city of Bodega Bay, known for its stunning scenery and fresh seafood.
  • What are the best places to stay with parking in Healdsburg, CA?

    Hotel Trio Healdsburg, H2hotel and Wooded Restful Retreat - With Broad Scenic Views - Outdoor Dining are the best places to stay with parking in Healdsburg, CA.

  • What amenities can travelers expect from accommodations in Healdsburg, CA?

    Healdsburg offers a wide range of accommodation options, from luxury hotels and resorts to charming bed and breakfasts and vacation rentals. Many accommodations feature amenities like swimming pools, hot tubs, and on-site restaurants. You'll also find plenty of options for pet-friendly stays.

Destinations nearby

Best Healdsburg, CA accommodations with a garden

Cottages At Healdsburg - Healdsburg, CA
9.4 76 reviews
Healdsburg, CA
19/08 – 24/08
£481/nightTotal: £2405 (5 )

Cottages At Healdsburg

1 2
hotel , 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.
Puccioni Paradise - Wine Tastings Included - Healdsburg, CA
9.9 39 reviews
Healdsburg, CA
07/09 – 11/09
£340/nightTotal: £1360 (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.
Dreamy A-frame Luxury - Privacy - Views-hot Tub - Healdsburg, CA
9.8 42 reviews
Healdsburg, CA
12/10 – 17/10
£1527/nightTotal: £7635 (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.
Healdsburg Escape Free Wine Tasting Close To Plaza - Healdsburg, CA
9.7 89 reviews
Healdsburg, CA
10/07 – 13/07
£790/nightTotal: £2370 (3 )

Healdsburg Escape Free Wine Tasting Close To Plaza

4 2
apartment , Healdsburg
This apartment is located in the Dry Creek Valley, just a few kilometres from the centre of Healdsburg, with its shops, restaurants, and supermarkets, and offers a peaceful setting surrounded by vineyards. It has excellent user, location, and cleanliness ratings.
This four-bedroom property, spanning 233 square metres, comfortably accommodates up to 10 guests. It boasts a well-equipped kitchen, two living areas, a garden, a jacuzzi, and a deck with views of the countryside, perfect for enjoying meals al fresco.

Best Healdsburg, CA accommodations with a kitchen

Cuvée House - Healdsburg, CA
10 45 reviews
Healdsburg, CA
08/07 – 10/07
£660/nightTotal: £1320 (2 )

Cuvée House

1 2
apartment , Healdsburg
This charming Queen Anne Victorian property is situated on a quiet street just a short walk from Healdsburg Plaza, offering easy access to the town's restaurants, galleries, and shops. The apartment has received excellent ratings for its location, cleanliness, and overall experience.
The apartment has two bedrooms and one bathroom, comfortably accommodating up to four guests. Amenities include a fully equipped kitchen, private parking, and keyless entry, making it a convenient and comfortable base for exploring Healdsburg.
Riverside Cottage: Access And River Views- 1 Miles From Downtown Healdsburg - Healdsburg, CA
9.8 132 reviews
Healdsburg, CA
19/08 – 24/08
£500/nightTotal: £2500 (5 )

Riverside Cottage: Access And River Views- 1 Miles From Downtown Healdsburg

2 2
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.
Bee Haven Cottage - Healdsburg, CA
10 218 reviews
Healdsburg, CA
07/09 – 11/09
£271/nightTotal: £1084 (4 )

Bee Haven Cottage

1 2
apartment , Healdsburg
This charming cottage is located just 3.8 kilometres from Healdsburg Plaza, on a historic 11-acre farm with 5 acres of Zinfandel grapes, offering a peaceful escape from the bustling town. The cottage has received excellent ratings for its location, cleanliness, and overall experience.
The cottage features a fully restored interior with high-quality furnishings and can accommodate up to two guests. Enjoy the private outdoor spa, vineyard views, and a Weber gas grill, perfect for al fresco dining.
Wake Up In Your Own Private Vineyard - Healdsburg - Healdsburg, CA
10 221 reviews
Healdsburg, CA
10/07 – 13/07
£785/nightTotal: £2355 (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.
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