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Healdsburg, CA place to stay
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219 Lodgings in Healdsburg, CA

Best family friendly Healdsburg, CA lodging

Among the 219 accommodations in Healdsburg, CA, here are the 4 best for families

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

New! The Quails Crossing- Healdsburg Vineyard Home

house, 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.
Windsor 3 Bdrm Condo Resort - Healdsburg, CA
9.8 255 reviews

Windsor 3 Bdrm Condo Resort

resort, Windsor
This apartment is located in a resort complex in Windsor, just a short distance from Windsor Castle and Legoland Windsor, making it a great base for exploring the area. It has received excellent ratings for location, cleanliness, and overall user experience.
The apartment can sleep up to six people and comes equipped with a fully fitted kitchen, a washer and dryer, and a private deck with a barbecue. Guests have access to a range of resort amenities including swimming pools, hot tubs, a fitness centre, and a playground.
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.
Wine Country Retreat: Pool, Hot Tub, Views & Ev - Healdsburg, CA
10 65 reviews

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

apartment, Windsor
This idyllic Wine Country Farmhouse is located in Windsor, just 5km from the town centre and 10km from Healdsburg square, offering easy access to local attractions, wineries, and restaurants. This property has received excellent ratings for user experience, location, and cleanliness.
The farmhouse has 4 bedrooms and 2 bathrooms, accommodating up to 8 guests. It boasts a range of amenities including a large swimming pool and spa, a fully equipped kitchen, a home gym, and a spacious outdoor area with a fire pit, barbecue, and various seating areas.

Best Healdsburg, CA lodging with a pool

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

Worldmark Windsor Three-bedroom Condo *Hot Tubs* - Healdsburg, CA
10 12 reviews

Worldmark Windsor Three-bedroom Condo *Hot Tubs*

resort, Windsor
The Worldmark Windsor Three-bedroom Condo *Hot Tubs* is situated in the Russian River Valley, Sonoma County, immediately adjacent to the Windsor Golf Course and approximately 48 kilometres from the Sonoma Coastline.
This spacious three-bedroom timeshare, accommodating up to eight guests, offers air conditioning, Wi-Fi, swimming pools, a fitness centre, and is conveniently located near the Russian River Valley's wineries, Old Downtown Windsor, and Armstrong Redwoods State Reserve, roughly 29 kilometres away.
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.
Windsor Three-bedroom Condo *Pools And Hot Tubs* - Healdsburg, CA
9.7 48 reviews

Windsor Three-bedroom Condo *Pools And Hot Tubs*

resort, Windsor
The WorldMark Windsor timeshare is located in the Russian River Valley, Sonoma County, approximately 48 kilometres from the Sonoma Coastline and close to over 400 hectares of regional parkland.
The Windsor Three-bedroom Condo offer provides accommodation for up to 8 guests with 3 bedrooms and 2 bathrooms, featuring air conditioning, Wi-Fi, multiple outdoor swimming pools, hot tubs, a fitness centre, and a children's play area, with direct elevator access to all 3-storey buildings and no cleaning fee charged.
Great Wine Country And Golfing Resort Getaway!! - Healdsburg, CA
9.2 5 reviews

Great Wine Country And Golfing Resort Getaway!!

apartment, Windsor
This apartment is located in Windsor, just a short distance from the Windsor Golf Club and within easy reach of the Russian River Valley wine country. It has received very good user ratings, indicating a high level of satisfaction from previous guests.
The apartment has two bedrooms and two bathrooms, comfortably accommodating up to six guests. Amenities include a swimming pool, a jacuzzi, a fitness centre, and a recreation room, as well as a fully equipped kitchen and access to a private deck or patio.

Frequently asked questions about accommodations in Healdsburg, CA

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

    Healdsburg is known for its stunning vineyards and wineries, so a visit to the Russian River Valley is a must. You can't miss the Healdsburg Plaza, a charming square with shops, restaurants, and the Healdsburg Museum. For a dose of nature, head to the Armstrong Redwoods State Natural Reserve, just a short drive away.
  • How can travelers reach Healdsburg, CA?

    The closest airport is Charles M. Schulz – Sonoma County Airport (STS), about 40 km away. You can also fly into San Francisco International Airport (SFO) and then drive north for around 130 km. If you're driving, Healdsburg is easily accessible via Highway 101.
  • What outdoor activities can visitors enjoy in and around Healdsburg, CA?

    Healdsburg is a haven for outdoor enthusiasts. You can hike or bike the trails at the Armstrong Redwoods State Natural Reserve, go kayaking or paddleboarding on the Russian River, or simply relax by the lake at Lake Sonoma. For a more adventurous experience, try horseback riding through the vineyards.
  • When is the ideal time to plan a trip to Healdsburg, CA?

    Spring and autumn are the most pleasant times to visit Healdsburg, with mild temperatures and beautiful scenery. If you're a wine lover, you'll want to come during harvest season in autumn. Summer can get hot, but it's a great time for outdoor activities.
  • What are the best walking or cycling routes in Healdsburg, CA?

    The Healdsburg Plaza is perfect for a leisurely stroll, and the Healdsburg Avenue bike path offers a scenic ride through town. For a longer ride, try the Russian River Trail, which stretches for 17 km along the river.
  • What nearby towns or cities can be explored from Healdsburg, CA?

    Just a short drive away are the charming towns of Guerneville and Cloverdale. For a bigger city experience, head to Santa Rosa, about 30 km south of Healdsburg. You can also easily reach the Sonoma Valley and Napa Valley for wine tasting and sightseeing.
  • What amenities can travelers expect from accommodations in Healdsburg, CA?

    Healdsburg offers a wide range of accommodation options, from luxurious hotels and resorts to cozy bed and breakfasts and charming cottages. Many hotels offer amenities like swimming pools, hot tubs, and fitness centres. You'll also find plenty of restaurants, cafes, and shops within walking distance of most accommodations.

Popular destinations

Best Healdsburg, CA accommodations with a garden

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.
Worldmark Windsor Two-bedroom - 4 Beds, Sleeps 6 - Healdsburg, CA
9.6 33 reviews

Worldmark Windsor Two-bedroom - 4 Beds, Sleeps 6

resort, Windsor
Worldmark Windsor Two-bedroom offers a two-bedroom condominium with four beds and a capacity for six guests, situated in the Russian River Valley of Sonoma County, 2.25 kilometres from Charles M. Schulz Sonoma County Airport and 17.7 kilometres from Armstrong Redwoods State Reserve.
Guests can enjoy direct access to Windsor Golf Course, explore nearby family-owned wineries in the Russian River Valley and the new Old Downtown Windsor, or visit over 1,000 acres of regional parkland, with amenities including multiple outdoor swimming pools, outdoor spas, a fitness centre, and a basketball court.
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 is ideally located near the Windsor Golf Club, within a 5km radius of attractions such as the Pacific Coast Air Museum, Dom Whitney Tasting Lounge, Powell's Sweet Shoppe, and the Kendall-Jackson Wine Estate and Gardens.
This 57 square metre flat offers 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.
Secluded Vineyard Estate Healdsburg - Healdsburg, CA
9.8 202 reviews

Secluded Vineyard Estate Healdsburg

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.

Best Healdsburg, CA accommodations with a kitchen

Somms Rest Designed Curated Peaceful - Healdsburg, CA
10 368 reviews

Somms Rest Designed Curated Peaceful

apartment, Forestville
This charming apartment is situated in a tranquil rural area of Sonoma County, just a short walk from a grocery store, the riverfront, and a Michelin-starred restaurant, and within a 15-minute drive of world-class wineries and restaurants, charming towns like Guerneville and Healdsburg, and easy access to river beaches and redwood forests. The property consistently receives excellent ratings for location, cleanliness, and user experience.
The apartment has three bedrooms and two bathrooms, comfortably accommodating up to six guests. Enjoy a fully equipped kitchen, a spacious back deck with forest views, a game room with ping pong and darts, and family-friendly amenities like a highchair, pack and plays, baby books, and toys.
2bdm Condo Windsor Wm Resort#4 - Healdsburg, CA
9.0 4 reviews

2bdm Condo Windsor Wm Resort#4

apartment, Windsor
This two-bedroom apartment is located in Windsor, California, within the 10-acre WorldMark Windsor resort in Sonoma County's Russian River Valley, an area renowned for wine tasting.
The apartment offers accommodation for up to five guests, featuring a fully equipped kitchen, air conditioning, and access to resort amenities including outdoor pools, hot tubs, a fitness centre, and Wi-Fi internet for a fee.
Luxurious, Private, Healdsburg Guest Cottage - Healdsburg, CA
10 314 reviews

Luxurious, Private, Healdsburg Guest Cottage

house, Healdsburg
This charming cottage is situated in Healdsburg, just a short walk from the town's best restaurants, wineries, shops, and the Russian River, offering a peaceful escape in a vibrant setting. The cottage boasts excellent ratings for location, cleanliness, and user experience, ensuring a comfortable and enjoyable stay.
The cottage comfortably accommodates two guests in one bedroom and one bathroom. Enjoy the private hot tub, a continental breakfast, and a garden area, along with access to the garage and internet.
Enjoy A Slice Of Country--two Miles To Downtown Healdsburg - Healdsburg, CA
10 65 reviews

Enjoy A Slice Of Country--two Miles To Downtown Healdsburg

cottage, Healdsburg
This charming cottage is located just under 3km from the centre of Healdsburg Plaza, nestled in a peaceful rural setting with vineyard views. It has received excellent reviews from previous guests.
The cottage offers 102 square metres of space and can accommodate up to 4 guests. It comes complete with a fully equipped kitchen, a private deck, a jacuzzi, a garden and a spa, making it ideal for a relaxing getaway.
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