Search Healdsburg, CA accommodations

219 available accommodation offers

7 nights
2
1
  • airbnb
  • booking
  • stayz
  • expedia
  • hotelscom
  • tripadvisor
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelopia
Healdsburg, CA accommodation
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

219 Best accommodations in Healdsburg, CA

Top-Rated Accommodations in the CBD of Healdsburg, CA, United States

Stay within easy walking distance of the best local bakeries, markets, and squares from central accommodation in Healdsburg, CA, United States.

Spacious Healdsburg Home - Walk To The Square! - Healdsburg, CA
10 53 reviews

Spacious Healdsburg Home - Walk To The Square!

apartment, Healdsburg
This charming three-bedroom house is situated just 2 kilometres from the Healdsburg Plaza, offering easy access to wine tasting rooms, shops, and restaurants. It has received excellent ratings for location, cleanliness, and overall user experience.
The property can accommodate up to six guests and includes two spacious living areas, a fully equipped kitchen with bar seating, and a beautifully landscaped garden. Amenities include a 55-inch television, a Nespresso coffee machine, and air conditioning, making it perfect for relaxing and enjoying the vineyard views.
Heart Of Healdsburg Cottage For 4, Pool, Spa, Fire Pit, Wifi, Bbq - Healdsburg, CA
9.0 49 reviews

Heart Of Healdsburg Cottage For 4, Pool, Spa, Fire Pit, Wifi, Bbq

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.
Downtown Healdsburg Hideaway - Healdsburg, CA
10 81 reviews

Downtown Healdsburg Hideaway

apartment, Healdsburg
This Healdsburg apartment, situated in the downtown business district, is a two-block walk from the Plaza and offers easy access to Dry Creek, Alexander Valley, and Russian River wine regions.
The two-bedroom, one-bathroom flat sleeps four adults (no children under 12), features a semi-open kitchen with modern appliances, in-room laundry, and street parking; a flat-screen TV and Nespresso machine are also provided.
Downtown Healdsburg Nest - Healdsburg, CA
9.9 109 reviews

Downtown Healdsburg Nest

apartment, Healdsburg
This Healdsburg apartment, a two-bedroom flat, is located in the town centre, just 0.32 kilometres from the Plaza, offering easy access to Healdsburg's restaurants and shops.
The self-catering property sleeps four, boasting a king-size and a queen-size bedroom, a modern kitchen with dishwasher and Nespresso machine, a private patio, and high-speed internet; nearby attractions include numerous wineries and tasting rooms.

Best Healdsburg, CA accommodations with parking

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

House ∙ 2 Bedrooms ∙ 6 Guests

house, Guerneville
This Guerneville cottage is ideally located near the Russian River, offering easy access to its recreational activities.
Sleeping six, this two-bedroom house boasts a private hot tub, games room with foosball and ping pong, gas grill, fire table, and fully equipped kitchen including fridge, freezer and microwave; Wi-Fi and a flat-screen TV are also provided.
Updated Russian River Cabin (Beach/river Access!) - Healdsburg, CA
9.9 181 reviews

Updated Russian River Cabin (Beach/river Access!)

cabin, Healdsburg
This charming riverside retreat is located just a short drive from Healdsburg and the Dry Creek Valley wineries, offering a peaceful escape from the hustle and bustle of city life. The property has received excellent ratings for its location, cleanliness and overall experience.
The cottage offers a flexible layout with two bedrooms and a spacious living area, comfortably accommodating up to six guests. Guests can enjoy a range of amenities including a fully equipped kitchen, a private outdoor area with a terrace and garden, and a range of water sports equipment such as a canoe, kayak and paddleboards.
Windsor, Ca, *3 Bedroom #1 - Healdsburg, CA
10 16 reviews

Windsor, Ca, *3 Bedroom #1

apartment, Windsor
This resort condominium in Windsor is located approximately 160 kilometres from San Francisco, adjacent to the Windsor Golf Club and near coastal hiking trails.
This three-bedroom, two-bathroom unit accommodates up to eight guests and offers resort amenities including swimming pools, a fitness centre, and a queen Murphy bed in the living area, alongside in-unit features like a washer/dryer and gas barbecue.
Cottage & Water Tower - Healdsburg, CA
9.2 5 reviews

Cottage & Water Tower

cottage, Healdsburg
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.

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! The Healdsburg Plaza is a lovely spot to wander, with charming shops and restaurants. The Russian River is a must-see, where you can go kayaking, fishing, or just enjoy the scenery. If you're looking for something a little more adventurous, you can head to the Armstrong Redwoods State Natural Reserve, a beautiful forest with towering redwood trees.
  • 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 easiest way to get to Healdsburg is by car, as it's about 130 kilometres north of San Francisco. You can also fly into Charles M. Schulz–Sonoma County Airport, which is about 40 kilometres away. If you're coming from further afield, you can take a train to Santa Rosa and then a bus or taxi to Healdsburg.
  • 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 a great place to get outdoors. You can go hiking or biking on the Healdsburg Ridge Trail, which offers stunning views of the surrounding area. The Russian River is perfect for swimming, kayaking, or simply relaxing on the banks. And if you're feeling adventurous, you can go rock climbing at the Dry Creek Canyon.
  • 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 a great place to visit year-round, but the best time to go is during the spring or autumn. The weather is mild and pleasant, and the crowds are smaller than in the summer. If you're a wine lover, you'll want to visit during the harvest season in the autumn.
  • 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 lovely spot for a stroll, with charming shops and restaurants. For a longer walk or bike ride, you can try the Healdsburg Ridge Trail, which offers stunning views of the surrounding area. The Russian River is also a great place for a leisurely bike ride.
  • 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?

    From Healdsburg, you can easily explore nearby towns like Santa Rosa, Sebastopol, and Guerneville. If you're feeling adventurous, you can even take a day trip to San Francisco, which is about a 1.5-hour drive.
  • 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 has a wide range of accommodation options, from charming bed and breakfasts to luxury hotels. Most accommodations offer amenities such as swimming pools, hot tubs, and complimentary breakfast. Some also have on-site restaurants and bars.

Popular destinations

View Our Guest-Favourite Family Accommodations in Healdsburg, CA, United States

Book a spacious home base with multiple bedrooms and a full kitchen at family accommodation in Healdsburg, CA, United States.

Private Vineyard Residence - 10 Minutes From Healdsburg - Healdsburg, CA
10 1 review

Private Vineyard Residence - 10 Minutes From Healdsburg

farm, Windsor
This farm stay is located in Windsor, California, just a short distance from the Russian River and Safari West, offering a tranquil country setting amidst a 40-acre vineyard. It has received excellent user ratings, making it a popular choice for travellers.
The property features a spacious four-bedroom residence, perfect for families and groups of up to eight guests. Amenities include a fully equipped kitchen, a media room, a game room with a pool table, an expansive deck with vineyard views, and access to bicycles for exploring the surrounding countryside.
Family-friendly Dry Creek Valley Retreat W/amazing Views <15 Minutes To Square - Healdsburg, CA
10 14 reviews

Family-friendly Dry Creek Valley Retreat W/amazing Views <15 Minutes To Square

apartment, Healdsburg
This family-friendly holiday home is located just 5 kilometres from Dry Creek Vineyard, SingleThread Farm, and Unti Vineyards, making it an ideal choice for wine enthusiasts. It enjoys a peaceful mountain setting, offering breathtaking views and a tranquil escape from the bustling city. The property has received excellent reviews from previous guests, highlighting its comfortable and well-equipped nature.
The house spans 223 square metres and comfortably accommodates up to 6 guests in its three bedrooms and four bathrooms. Guests can enjoy a range of amenities, including a fully-equipped kitchen, a spa tub, a fitness centre, a garden, and a terrace, providing everything needed for a relaxing and enjoyable stay.
Private Wine Country-river Bungalow! Sunny Treetop Views - Pets Stay Free - Healdsburg, CA
9.2 12 reviews

Private Wine Country-river Bungalow! Sunny Treetop Views - Pets Stay Free

house, Forestville
This Forestville holiday home is conveniently located 10km from the Charles M. Schulz–Sonoma County Airport, 16km from the Luther Burbank Center for the Arts, and 31km from Safari West.
The 79 square metre property boasts two bedrooms, one bathroom, sleeps eleven guests, and includes a fully equipped kitchen, fitness centre, bar, and private garden with outdoor play equipment.
Worldmark Windsor - Healdsburg, CA
9.4 1485 reviews

Worldmark Windsor

resort, Windsor
Worldmark Windsor is located in the Russian River Valley, close to the Santa Rosa Airport and J Vineyards, making it a convenient base for exploring the area. The hotel consistently receives excellent ratings for its location, cleanliness, and overall experience.
The resort offers a range of apartments with kitchens and balconies, perfect for families or groups. Guests can enjoy a variety of amenities, including swimming pools, a spa, a fitness center, and a tennis court.

Best Healdsburg, CA accommodations with a garden

Windsor, Ca, 3-bedroom #1 - Healdsburg, CA
10 1 review

Windsor, Ca, 3-bedroom #1

apartment, Windsor
This three-bedroom Windsor condo, near the Windsor Golf Club and approximately 80 kilometres from San Francisco, offers easy access to coastal hiking trails and vineyards.
Sleeping up to eight guests, this self-catering apartment boasts a king, queen, twin, and queen Murphy beds, a fully equipped kitchen including a dishwasher, plus resort amenities such as a swimming pool, Jacuzzi, fitness centre, and parking.
Riverstone Estate Sleeps 12 Pool Bocce Spa - Healdsburg, CA
10 38 reviews

Riverstone Estate Sleeps 12 Pool Bocce Spa

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.
Heavenly Hideaway - Wine Tastings Included - Healdsburg, CA
10 8 reviews

Heavenly Hideaway - Wine Tastings Included

apartment, Healdsburg
This two-bedroom flat is located two blocks from Healdsburg Plaza, offering easy access to the town's restaurants, shops, and wine tasting rooms.
Guests can enjoy a remodelled kitchen with a dishwasher and microwave, air conditioning, a garden, parking, and complimentary wine tasting for up to six people at Croix Estate Winery, with Wi-Fi and a drip coffee maker also provided.
Bermudes Family Vineyard View Healdsburg House - Healdsburg, CA
10 2 reviews

Bermudes Family Vineyard View Healdsburg House

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.

Best Healdsburg, CA accommodations with a kitchen

Luxury 1-br Cottage On 30-acre Healdsburg Vineyard - Healdsburg, CA
9.9 38 reviews

Luxury 1-br Cottage On 30-acre Healdsburg Vineyard

apartment, 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
Worldmark Windsor Two-bedroom Condo - Sleeps 6! - Healdsburg, CA
9.8 59 reviews

Worldmark Windsor Two-bedroom Condo - Sleeps 6!

resort, Windsor
Family Favorite-hot Tub -Walk To River - Healdsburg, CA
9.5 471 reviews

Family Favorite-hot Tub -Walk To River

apartment, Forestville

Top-Rated Accommodations with a Pool in Healdsburg, CA, United States

Make a splash under the summer sun or swim peaceful morning laps at accommodation with a pool in Healdsburg, CA, United States.

Alexander Valley Modern Farmhouse With Vintage Charm  - Newly Renovated Pool - Healdsburg, CA
10 87 reviews

Alexander Valley Modern Farmhouse With Vintage Charm - Newly Renovated Pool

apartment, Healdsburg
A Historical Royal Retreat House - Healdsburg, CA
9.0 124 reviews

A Historical Royal Retreat House

apartment, Geyserville
Stunning Dry Creek Road Estate - Healdsburg, CA
10 7 reviews

Stunning Dry Creek Road Estate

apartment, Healdsburg
Vinarosa Resort & Spa - Healdsburg, CA
9.4 963 reviews

Vinarosa Resort & Spa

resort, Fulton

Award-Winning Luxury Stays in Healdsburg, CA, United States

Experience high-end hospitality and immersive local charm at premium accommodation in a historic setting in Healdsburg, CA, United States.

Wooded Restful Retreat, With Broad Scenic Views, Outdoor Dining - Healdsburg, CA
10 334 reviews

Wooded Restful Retreat, With Broad Scenic Views, Outdoor Dining

apartment, Healdsburg

View Pet-Friendly Accommodations in Healdsburg, CA, United States

Treat your pup to an unforgettable holiday at pet-friendly accommodation with plenty of walking routes nearby in Healdsburg, CA, United States.

Cozy Av View Cabin With Hot Tub - Healdsburg, CA
No reviews

Cozy Av View Cabin With Hot Tub

cabin, Geyserville
Rio Vista-river Gem With Hot Tub & Vineyard Views - Healdsburg, CA
9.5 172 reviews

Rio Vista-river Gem With Hot Tub & Vineyard Views

apartment, Forestville
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
Healdsburg Escape Free Wine Tasting Close To Plaza - Healdsburg, CA
9.7 90 reviews

Healdsburg Escape Free Wine Tasting Close To Plaza

apartment, Healdsburg
©2026 cozycozy.com