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Healdsburg, CA accommodations
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157 Lodgings in Healdsburg, CA

Traveler-Approved Family-Friendly Accommodations in Healdsburg, CA

Getting the lodging right makes all the difference for a family trip to Healdsburg, CA, with city attractions within easy reach at every selected option.

Exceptional Estate Vineyards In Healdsburg Sonoma County - Healdsburg, CA
9.4 3 reviews
Healdsburg, CA
08/13 – 08/16
$1737/nighttotal: $5211 (3 )

Exceptional Estate Vineyards In Healdsburg Sonoma County

5 10
house , Windsor
This Windsor villa, near Chalk Hill Estate Vineyard (1.5 km) and the Russian River (4.9 mi), offers easy access to wine tasting and scenic beauty, with additional attractions like Powell's Sweet Shoppe and Dom Whitney Tasting Lounge within 6 miles.
This 6,000-square-foot, five-bedroom, four-bathroom home accommodates up to 10 guests and features a fully equipped kitchen, private patio, garden, and parking; housekeeping is available upon request.
River Retreat - Hot Tub And Tastings Included - Healdsburg, CA
9.6 21 reviews
Healdsburg, CA
07/10 – 07/13
$515/nighttotal: $1545 (3 )

River Retreat - Hot Tub And Tastings Included

2 2
apartment , Healdsburg
This Healdsburg bungalow, situated in a peaceful neighborhood just five minutes from downtown Healdsburg and directly across from the Russian River, offers easy access to kayaking, swimming, and local restaurants.
This two-bedroom, one-bathroom rental sleeps six guests comfortably, boasting a fully equipped kitchen, private hot tub, outdoor decks with a gas BBQ and ping pong table, and proximity to Healdsburg's tasting rooms and shops.
Modern Wine Country Home On 10 Acres With Vineyard - Healdsburg, CA
Healdsburg, CA
08/13 – 08/16
$2653/nighttotal: $7959 (3 )

Modern Wine Country Home On 10 Acres With Vineyard

6 10
house , Healdsburg
This 3-bedroom Healdsburg villa is located 5 miles from Healdsburg Plaza and 12 miles from Charles M. Schulz–Sonoma County Airport, offering easy access to attractions like Safari West and Petrified Forest within a 25-mile radius.
The 10-acre property features a vineyard with stunning views, a fully equipped kitchen, a private balcony, free Wi-Fi, parking, and accommodates up to 11 guests.
Mountain Cottage Near Russian River, Hiking & Downtown, Family And Pet Friendly - Healdsburg, CA
9.2 64 reviews
Healdsburg, CA
07/10 – 07/13
$559/nighttotal: $1677 (3 )

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

3 2
cottage , Healdsburg
This charming cottage is located just a short walk from the Russian River and a 10-minute drive from downtown Healdsburg, offering a peaceful retreat surrounded by redwood trees and mountain views. Reviewers consistently rate this rental "excellent" for its comfortable accommodations and convenient location.
This 3-bedroom, 2-bathroom home comfortably sleeps 6 guests and offers 1100 square feet of living space. Enjoy modern amenities like a fully equipped kitchen, a relaxing spa, a private garden, and a spacious deck with a BBQ grill, perfect for enjoying meals and relaxing in the fresh air.

Best Healdsburg, CA lodging with a pool

Among the 157 accommodations in Healdsburg, CA, here are the 4 best ones with a pool

Spectacular Healdsburg Manor-6beds/4.5b, Pool+spa! - Healdsburg, CA
10 38 reviews
Healdsburg, CA
08/13 – 08/16
$2810/nighttotal: $8430 (3 )

Spectacular Healdsburg Manor-6beds/4.5b, Pool+spa!

1 10
apartment , Healdsburg
This Healdsburg estate home is located just north of the town of Healdsburg, in Sonoma County's Wine Country, on a private 1.65-acre property, a short drive to both the Russian River and the Pacific Ocean. It has excellent ratings for user experience, location, and cleanliness. This luxurious rental offers four bedrooms, three bathrooms, and can accommodate up to ten guests. It features a private oasis with a large pool, a spa, a bocce ball court, an expansive outdoor kitchen, a game room with a ping pong table, a pool table, and a vintage Pac-Man table, as well as a gourmet kitchen with a chef-friendly layout.
Luxury Healdsburg Estate & Vines - Healdsburg, CA
Healdsburg, CA
08/13 – 08/16
$4948/nighttotal: $14844 (3 )

Luxury Healdsburg Estate & Vines

5 10
apartment , Healdsburg
This resort-style estate, recently rebuilt after the 2019 Kincade Fire, is located in Healdsburg within the Alexander Valley vineyards, offering proximity to the Russian River and Safari West, with Calistoga Hot Springs a short drive away.
This 5-bedroom, 5-bathroom villa accommodates up to 12 guests and features a pool, hot tub, chef's kitchen, and a dedicated 'Barn' area with an arcade, bocce court, and BBQ, all providing jaw-dropping vineyard and wine country views.
Spectacular View Estate 5min Away - Healdsburg, CA
10 24 reviews
Healdsburg, CA
08/13 – 08/16
$4936/nighttotal: $14808 (3 )

Spectacular View Estate 5min Away

4 10
apartment , Healdsburg
This luxurious 12-acre estate is located in the Dry Creek/Lytton Springs wine country, just a 5-minute drive from the heart of Healdsburg. This property has received excellent reviews for its amenities and service. The home features a spacious 4,000 square-foot layout with 5 bedrooms and 5 bathrooms, comfortably accommodating up to 12 guests. Guests can enjoy a private pool and hot tub, a full-size bocce court, an outdoor fire pit, a gourmet kitchen, and a private in-law unit.
Escape To Dry Creek Valley In Healdsburg In A Beautifully Renovated Farm House - Healdsburg, CA
10 5 reviews
Healdsburg, CA
06/20 – 06/27
$1517/nighttotal: $10619 (7 )

Escape To Dry Creek Valley In Healdsburg In A Beautifully Renovated Farm House

4 2
apartment , Healdsburg
This Dry Creek Valley farmhouse rental is minutes from Healdsburg's downtown restaurants and galleries, and a short walk from the Dry Creek General Store.
The 4-bedroom, 4-bathroom property sleeps 8 guests and includes a pool, hot tub, party barn with a queen sofa bed, fully equipped kitchen, and a Sonos sound system.

Frequently Asked Questions about accommodations in Healdsburg, CA

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

    Healdsburg is known for its beautiful scenery and wineries. You should definitely check out the Healdsburg Plaza, a charming square with shops and restaurants. For a scenic drive, take Highway 128 to the Russian River. You can also visit the historic town of Cloverdale, about 20 miles north of Healdsburg.
  • What are the best accommodations in Healdsburg, CA?

    Among the accommodations 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 closest airport to Healdsburg is Charles M. Schulz–Sonoma County Airport (STS), about 30 miles away. You can also drive from San Francisco, which is about an hour and a half away, or from Sacramento, which is about two hours away.
  • What are the best accommodations with a pool in Healdsburg, CA?

    Hotel Trio Healdsburg, H2hotel and Harmon Guest House 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 beautiful natural areas, perfect for hiking and biking. You can explore the Healdsburg Ridge Trail, which offers stunning views of the valley, or visit the Armstrong Redwoods State Natural Reserve, where you can walk among towering redwood trees. For a more relaxing experience, you can go kayaking or canoeing on the Russian River.
  • What are the best accommodations with a jacuzzi in Healdsburg, CA?

    The best accommodations 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 the spring and fall. The weather is mild and the crowds are smaller. If you are interested in wine tasting, the harvest season in the fall is a great time to visit.
  • What are the best accommodations for families and kids in Healdsburg, CA?

    The best accommodations 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 a great place to start a walk or bike ride. You can explore the downtown area, which is full of charming shops and restaurants. For a longer ride, try the Healdsburg to Windsor Trail, which follows the Russian River for 12 miles. You can also bike to the nearby town of Sebastopol.
  • What are the best pet friendly accommodations in Healdsburg, CA?

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

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

    Healdsburg is a great base for exploring the Sonoma County region. You can easily visit the charming towns of Santa Rosa, Sebastopol, and Guerneville. For a day trip, you can drive to the coast and visit the town of Bodega Bay, known for its beautiful beaches and seafood.
  • What are the best accommodations with parking in Healdsburg, CA?

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

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

    Healdsburg offers a wide range of accommodations, from cozy bed and breakfasts to luxurious hotels. Many hotels offer amenities like pools, spas, and restaurants. You can also find vacation rentals, which are a great option for families or groups.

Destinations nearby

Best Healdsburg, CA accommodation with a garden

Homestead With Pool And Hot Tub - Wine Tastings Included - Healdsburg, CA
9.9 97 reviews
Healdsburg, CA
07/10 – 07/13
$1370/nighttotal: $4110 (3 )

Homestead With Pool And Hot Tub - Wine Tastings Included

3 2
house , Healdsburg
This Healdsburg vacation home offers a peaceful retreat in the heart of Sonoma County wine country, just minutes from the renowned Luther Burbank Center for the Arts. The house has received excellent ratings for its location, cleanliness, and user experience.
The house has three air-conditioned bedrooms and two bathrooms, and can accommodate up to seven guests. The 1,700-square-foot house has a fully equipped kitchen, a private pool, a Jacuzzi, a garden, a tennis court, and parking. Children will enjoy the on-site playground, while adults can explore the scenic Healdsburg countryside on the nearby cycling trails.
Trinite Estate - Healdsburg, CA
9.8 169 reviews
Healdsburg, CA
08/13 – 08/16
$2031/nighttotal: $6093 (3 )

Trinite Estate

1 10
house , Windsor
This exceptional vineyard estate is located in the Chalk Hill district of the Russian River Valley appellation, just a short drive from the charming town of Windsor. The property has excellent user, location, and cleanliness ratings.
The villa offers four private bedrooms and a detached guest suite, accommodating up to 10 guests. Amenities include a private wine tasting, a tour of the estate's vineyard and winery, outdoor living spaces, and private chef services.
5 Bedroom, 6.5 Bath Luxury Home On 3+ Acres, 5 Min To Square - Healdsburg, CA
10 196 reviews
Healdsburg, CA
07/10 – 07/13
$2617/nighttotal: $7851 (3 )

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

5 2
apartment , Healdsburg
This family-friendly vacation home is located in a peaceful rural setting just outside of Healdsburg, within a 3km radius of the Healdsburg Plaza, Museum, and Raven Performing Arts Theater. This property has received excellent user ratings and is perfect for families or groups of friends.
The home features 5 bedrooms and 7 bathrooms, spanning 4,600 square feet, and comfortably accommodates up to 12 guests. Enjoy a private pool, fenced yard, sauna, spa tub, fully equipped kitchen, fireplace, and other modern amenities for a relaxing and enjoyable stay.
Bee Haven Cottage - Healdsburg, CA
10 218 reviews
Healdsburg, CA
07/10 – 07/13
$380/nighttotal: $1140 (3 )

Bee Haven Cottage

1 2
apartment , Healdsburg
This cottage is located in Healdsburg and has received excellent user, location, and cleanliness ratings. It is ideal for a couple, featuring one bedroom and one bathroom.
The cottage comes with a kitchen equipped with a fridge and microwave, air conditioning, a jacuzzi, a garden, and parking. Guests can enjoy the peace and quiet of the garden or take advantage of the nearby attractions.

Best Healdsburg, CA accommodation with a kitchen

Healdsburg Gorgeous Farmhouse For 10, Pool,spa,bbq - Healdsburg, CA
10 2 reviews
Healdsburg, CA
08/13 – 08/16
$1527/nighttotal: $4581 (3 )

Healdsburg Gorgeous Farmhouse For 10, Pool,spa,bbq

4 10
apartment , Windsor
This Healdsburg vacation home, near Porter Creek Vineyards (2.4 miles) and the Russian River (3.1 miles), offers easy access to renowned wineries like Russian River Vineyard and Hartford Family Winery within a 6-mile radius.
This 2,500-square-foot house boasts four bedrooms, three bathrooms, and accommodates up to 12 guests, featuring a private pool, hot tub, outdoor barbecue grills, and in-house laundry facilities.
Five-star Resort-like Property - Healdsburg, CA
Healdsburg, CA
06/20 – 06/27
$2406/nighttotal: $16842 (7 )

Five-star Resort-like Property

1 2
apartment , Healdsburg
This Healdsburg apartment is tucked away in a peaceful and secure neighborhood, just a short drive from the town's charming downtown with its award-winning wineries, restaurants, and shops. The apartment is located on a two-acre property and includes a kitchen garden, offering plenty of space for relaxation and exploration.
This two-bedroom, two-bathroom rental comfortably accommodates four guests. The apartment has a spacious layout and features a swimming pool, jacuzzi, fitness center, and parking.
Luxurious Enchanting Healdsburg Estate Style Retreat, Sleeps 12, Pool, Firepit - Healdsburg, CA
10 2 reviews
Healdsburg, CA
06/20 – 06/27
$2810/nighttotal: $19670 (7 )

Luxurious Enchanting Healdsburg Estate Style Retreat, Sleeps 12, Pool, Firepit

6 2
apartment , Healdsburg
This Healdsburg estate rental, near the Russian River and a 5-minute drive (1.83 miles) from Healdsburg Plaza, offers unparalleled privacy on a gated property with river views.
The 5300+ square-foot family compound features six bedrooms, seven bathrooms, and accommodates up to twelve guests, boasting a solar-heated pool (seasonal), hot tub, and various recreational amenities including a bocce ball court, horseshoe pit, and basketball hoop.
Petunia's Place: Landmark 1857 Farmhouse With Hot Tub, Across From Sunset Beach - Healdsburg, CA
9.8 15 reviews
Healdsburg, CA
08/13 – 08/16
$1096/nighttotal: $3288 (3 )

Petunia's Place: Landmark 1857 Farmhouse With Hot Tub, Across From Sunset Beach

5 10
farm , Forestville
Petunia's Place is a charming farmhouse located in Forestville, just across the highway from Sunset Beach and a short drive from the Russian River and Armstrong Redwoods State Park. The area offers a peaceful escape with easy access to the natural beauty of the Sonoma Coast.
This 1470 square foot farmhouse comfortably accommodates up to 10 guests in its 5 bedrooms and 3 bathrooms. Enjoy unique features like a Foosball Funroom bedroom, a private backyard with a wooden deck and gas BBQ, and a blend of vintage charm and modern amenities.
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