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Healdsburg, CA accommodations
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219 Lodgings in Healdsburg, CA

Discover Central Lodgings in Healdsburg, CA

Skip the commute by booking these central Healdsburg, CA accommodations, putting you within arm's reach of downtown nightlife and culture.

Right In The Heart Of Healdsburg Lies This Charming Two-bedroom House - Healdsburg, CA
10 7 reviews

Right In The Heart Of Healdsburg Lies This Charming Two-bedroom House

apartment, Healdsburg
This cozy Healdsburg house offers a central location, providing easy access to nearby wineries like Pezzi King and Seghesio Family Vineyards, as well as outdoor spaces such as Safari West and Healdsburg Ridge Open Space Preserve.
The two-bedroom, one-bathroom home comfortably sleeps four guests and includes amenities such as Wi-Fi, air conditioning, a fridge, and a microwave; nearby culinary destinations include SingleThread Farm at Dry Creek and Dom Whitney Tasting Lounge.
Spacious Healdsburg Home - Walk To The Square! - Healdsburg, CA
10 53 reviews

Spacious Healdsburg Home - Walk To The Square!

apartment, Healdsburg
This 3-bedroom, 2-bathroom house is located in Healdsburg, a 2-minute drive or 15-minute walk from the Healdsburg Plaza. It has excellent user, location, and cleanliness ratings.
The house features a full-sized kitchen, two spacious living rooms, a beautifully landscaped backyard with vineyard views, and modern amenities such as a 55-inch HDTV with Comcast cable and a Nespresso coffee machine. It can accommodate up to 6 guests and is pet-free, making it ideal for guests with pet allergies.
The Roost - Sun Room - Healdsburg, CA
9.9 367 reviews

The Roost - Sun Room

house, Healdsburg
The Roost is a guest room located just two blocks from Healdsburg's central plaza, in a quiet residential neighborhood. The property has received excellent ratings for location, cleanliness, and overall user experience.
The Roost is a cozy one-bedroom, one-bathroom space that comfortably accommodates two guests. Amenities include air conditioning, a private porch, a garden, access to a nearby fitness center, and parking.
Heavenly Hideaway - Wine Tastings Included - Healdsburg, CA
10 4 reviews

Heavenly Hideaway - Wine Tastings Included

house, Healdsburg
This house in Healdsburg is located a 7-minute walk from Healdsburg Plaza, 11 miles from the Luther Burbank Center for the Arts, and 17 miles from Safari West.
This 1150 sq ft home offers 2 bedrooms, a fully equipped kitchen with a dishwasher and oven, air conditioning, a private patio, a fireplace, and includes wine tastings.

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.

Dreamy Vineyard Estate- Pool, Hot Tub, Guest House - Healdsburg, CA
9.9 19 reviews

Dreamy Vineyard Estate- Pool, Hot Tub, Guest House

apartment, Healdsburg
This 7,000-square-foot Healdsburg estate is located in Dry Creek Valley, a short drive from Healdsburg Plaza and close to Dry Creek General Store and wineries.
The luxury home boasts six bedrooms, six bathrooms, a gourmet kitchen, a pool, a hot tub, and accommodates up to twelve guests, offering self check-in and EV charging.
Secluded Vineyard Estate Healdsburg - Healdsburg, CA
9.8 202 reviews

Secluded Vineyard Estate Healdsburg

house, Healdsburg
This family-friendly vacation home is located just a short drive from Healdsburg's attractions, including the Matrix Winery, Russian River, and Healdsburg Golf Club, all within 6 miles. This rental consistently receives excellent ratings for its location, cleanliness, and overall experience.
The 4-bedroom, 4-bathroom house offers 3800 square feet of living space. Enjoy the beautiful mountain views, relax in the private pool and spa tub, and take advantage of amenities like a fully equipped kitchen, fireplace, and outdoor barbecue grills.
Fitch Mtn Lookout- Gorg & Comfy!pets-walkable Russian River-spa Under The Stars! - Healdsburg, CA
9.6 180 reviews

Fitch Mtn Lookout- Gorg & Comfy!pets-walkable Russian River-spa Under The Stars!

apartment, Healdsburg
This family-friendly vacation home in Healdsburg is located by the sea, within 2 miles of the Russian River and Healdsburg Golf Club. It has an excellent user rating and can accommodate up to 8 guests in its 2000 square feet, 3 bedrooms, and 2 bathrooms.
The house features a kitchen with a fridge, microwave oven, and dishwasher, as well as air conditioning, a Jacuzzi, a terrace/balcony, a garden, a spa, a concierge, and parking. It also has stunning ocean views and offers concierge services, limo/town car service, and a spa tub for a luxurious stay.
Sonoma | Wine Country Getaway | Pool & Vineyard Days - Healdsburg, CA
9.2 5 reviews

Sonoma | Wine Country Getaway | Pool & Vineyard Days

apartment, Windsor
This Windsor apartment rental is conveniently located near the Windsor Golf Club, within three miles of the Pacific Coast Air Museum and Dom Whitney Tasting Lounge.
The 610-square-foot unit features one bedroom, one bathroom, sleeps two guests, and includes a fully equipped kitchen, in-unit laundry, a fireplace, and access to a swimming pool, jacuzzi, and concierge services.

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.

Popular destinations

Best Healdsburg, CA accommodation with a kitchen

7 Acre Hilltop Compound - Healdsburg, CA
9.9 68 reviews

7 Acre Hilltop Compound

apartment, Healdsburg
Immerse yourself in the serene beauty of Healdsburg's Dry Creek Valley at this elevated cottage, where breathtaking vineyard views and a sense of seclusion await. Just a short bike ride or drive from the town's charming center, this highly-rated cottage offers an idyllic escape with excellent user, location, and cleanliness ratings.
The cottage boasts a spacious open concept design with an abundance of natural light, creating a welcoming and airy living space. Step outside to the sheltered courtyard adorned with citrus trees, perfect for al fresco dining or relaxing under the shade of majestic redwoods. Enjoy a complimentary glass of local wine on the property, surrounded by the picturesque vineyards. The cottage also offers tech-free tranquility, a unique hilltop setting, and convenient bike rentals for exploring the surrounding area.
Cottage & Water Tower - Healdsburg, CA
9.2 5 reviews

Cottage & Water Tower

cottage, Healdsburg
This unique Healdsburg house rental, a converted water tower combined with a main house, sits on four acres amidst Sonoma vineyards, offering seclusion yet proximity to Healdsburg's wineries.
The two-bedroom, one-bathroom dwelling sleeps four guests and boasts a swimming pool, full kitchen with dishwasher, air conditioning, and private parking; explore Sonoma's wildlife or enjoy the distinctive architectural design of the water tower.
Top Host - Vacation Memories Just Waiting To Be Made - 2 Bedroom - Sleeps 6 - Healdsburg, CA
No reviews

Top Host - Vacation Memories Just Waiting To Be Made - 2 Bedroom - Sleeps 6

apartment, Windsor
This two-bedroom condo in Windsor offers convenient access to local attractions like the Pacific Coast Air Museum, located a short drive away, and the Charles M. Schulz Museum, also a short drive from the property.
This condo accommodates up to six guests with a well-appointed kitchen featuring full-size appliances, and guests have full access to resort amenities including pools, spas, a fitness center, and a sport court, with a portion of proceeds supporting at-risk youth for educational needs.
2bdm Condo Windsor Wm Resort#4 - Healdsburg, CA
9.0 4 reviews

2bdm Condo Windsor Wm Resort#4

apartment, Windsor
This two-bedroom, two-bathroom condo in the WorldMark Windsor resort, located in Windsor, California within the Russian River Valley, provides easy access to Sonoma County wineries.
The 5-guest unit features a fully equipped kitchen, private balcony with gas barbecue, resort amenities including pools, a fitness center, and is close to golf courses and the Russian River Valley's recreational activities.

Best Healdsburg, CA accommodation with parking

Wine Country Retreat: Pool, Hot Tub, Views & Ev - Healdsburg, CA
10 65 reviews

Wine Country Retreat: Pool, Hot Tub, Views & Ev

apartment, Windsor
This spacious country farmhouse is located in Windsor, just minutes from the downtown area and about 10 minutes from the Healdsburg square, offering a peaceful escape with easy access to local attractions. The property boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
This 4-bedroom, 2-bathroom home comfortably accommodates up to 8 guests. Enjoy a variety of amenities, including a saltwater pool, spa, fire pit, outdoor dining area, fully equipped kitchen, home gym, and family-friendly features, making it ideal for both relaxing and entertaining.
Healdsburg Luxe Reserve For 8, Pool, Spa, Firepit - Healdsburg, CA
10 19 reviews

Healdsburg Luxe Reserve For 8, Pool, Spa, Firepit

apartment, Healdsburg
This luxurious Healdsburg home, located 3.5 miles from Healdsburg Plaza and under ten minutes from Windsor, offers convenient access to both towns' shopping, wine tasting, and events.
The three-bedroom, three-and-a-half-bathroom house sleeps eight comfortably, boasting a gourmet kitchen with Wolf appliances, a heated inground pool (May-October), hot tub, outdoor kitchen, and stunning vineyard views.
A Historical Royal Retreat House - Healdsburg, CA
9.0 124 reviews

A Historical Royal Retreat House

apartment, Geyserville
This Geyserville apartment is highly-rated by previous guests for its excellent location and cleanliness. It features a garden, swimming pool, and Jacuzzi for guests to enjoy during their stay.
With five bedrooms and two bathrooms, this apartment can accommodate up to 10 guests comfortably. It comes fully equipped with a kitchen, air conditioning, and Wi-Fi, ensuring a convenient and enjoyable stay for all visitors.
Windsor 3 Bdrm Condo Resort - Healdsburg, CA
9.8 255 reviews

Windsor 3 Bdrm Condo Resort

resort, Windsor
This Windsor apartment is located within a resort complex, offering easy access to various amenities and attractions. Guests rave about its excellent location, cleanliness, and user experience.
The apartment comfortably sleeps six with a king-size bed in the master bedroom, a queen or twin beds in the second bedroom, and a queen-size Murphy bed in the living area. Enjoy resort amenities like outdoor pools, hot tubs, a fitness center, a children's playground, a business center, and a recreation center with games and a big-screen TV.

Best Healdsburg, CA lodging with a pool

Among the 219 accommodations in Healdsburg, CA, here are the 4 best ones with a pool

Alexander Valley Estate - Healdsburg, CA
10 87 reviews

Alexander Valley Estate

house, Healdsburg
Wine Country Estate - Healdsburg, CA
10 12 reviews

Wine Country Estate

house, Healdsburg
Farm Stay Villa On 55 Acres // Pool, Hot Tub & Complimentary Wine Tasting - Healdsburg, CA
10 80 reviews

Farm Stay Villa On 55 Acres // Pool, Hot Tub & Complimentary Wine Tasting

apartment, Healdsburg
New! The Quails Crossing- Healdsburg Vineyard Home - Healdsburg, CA
10 115 reviews

New! The Quails Crossing- Healdsburg Vineyard Home

house, Windsor

Check Out Luxury Lodgings in Healdsburg, CA

A city-center luxury lodging in Healdsburg, CA sets a wonderful tone from the moment you arrive, offering 5-star comfort throughout.

Vinarosa Resort & Spa - Healdsburg, CA
9.4 963 reviews

Vinarosa Resort & Spa

resort, Fulton

Best Pet-Friendly Lodgings in Healdsburg, CA

Bringing your dog to Healdsburg, CA? Every lodging here is set up for pets, with dog parks nearby and city walks right on the doorstep.

House ∙ 2 Bedrooms ∙ 6 Guests - Healdsburg, CA
9.3 3 reviews

House ∙ 2 Bedrooms ∙ 6 Guests

house, Guerneville
Bermudes Family Vineyard View Healdsburg House - Healdsburg, CA
10 2 reviews

Bermudes Family Vineyard View Healdsburg House

apartment, Healdsburg
The Starlite - Winery Hot Tub Alexander Valley - Healdsburg, CA
No reviews

The Starlite - Winery Hot Tub Alexander Valley

house, Healdsburg
Cottages At Little Saint - Healdsburg, CA
No reviews

Cottages At Little Saint

resort, Healdsburg
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