Search accommodations in Healdsburg, CA

219 available accommodation offers

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

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

Cottages On River Road - Healdsburg, CA
9.3 2028 reviews

Cottages On River Road

resort, Guerneville
Cottages On River Road is located just off Highway 116, a short drive from both Northwood Golf Club and Armstrong Redwoods State Preserve, offering a peaceful retreat in the heart of Guerneville. The resort enjoys excellent user ratings for cleanliness and location, making it a popular choice for travellers.
Each cottage and studio features a private outdoor space, perfect for enjoying the fresh air and beautiful surroundings. Guests can enjoy a range of amenities, including a seasonal outdoor pool, evening campfires, complimentary continental breakfast, free Wi-Fi, and convenient in-room amenities.
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.
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.
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 Dry Creek Valley estate, near Healdsburg Plaza and other Dry Creek Valley attractions, offers convenient access to local wineries and the Dry Creek General Store.
This 7000 sq ft property boasts six bedrooms, six bathrooms, and sleeps twelve, featuring a pool, hot tub, private beach access on Dry Creek, and a gourmet kitchen; BBQ facilities and a fire pit complete the outdoor area.

Best Healdsburg, CA lodging with a pool

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

Spectacular View Estate 5min Away - Healdsburg, CA
10 25 reviews

Spectacular View Estate 5min Away

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

Stunning Dry Creek Road Estate

house, Healdsburg
This stunning four-bedroom property is situated in the Dry Creek Valley, just eight minutes from Healdsburg's town square, offering easy access to the area's charming shops, restaurants, and wineries. The house consistently receives excellent ratings for its location, cleanliness, and overall guest experience.
The property spans 390 square metres and comfortably accommodates up to 10 guests. It features a heated swimming pool, a Jacuzzi, a spacious terrace, a garden, and a well-equipped kitchen, perfect for hosting large gatherings or enjoying a relaxing getaway.
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.

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! You've got to visit the Healdsburg Plaza, a beautiful central square with shops and restaurants. If you're into wine, the Healdsburg Museum is a must-see, and the Russian River Valley is just a short drive away with dozens of wineries to explore.
  • What are the best accommodations in Healdsburg, CA?

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

  • How can travelers reach Healdsburg, CA?

    The easiest way to get to Healdsburg is by car. It's about a 1.5-hour drive from San Francisco International Airport (SFO). You can also fly into Charles M. Schulz – Sonoma County Airport (STS), which is about a 30-minute drive from Healdsburg.
  • What are the best accommodations with a pool in Healdsburg, CA?

    Hotel Trio Healdsburg, H2hotel and Best Western Dry Creek Inn 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 stunning natural beauty. You can go hiking in the Armstrong Redwoods State Natural Reserve, or take a bike ride along the Russian River. If you're feeling adventurous, try kayaking or paddleboarding on the river.
  • What are the best accommodations with a jacuzzi in Healdsburg, CA?

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

    Healdsburg is lovely year-round, but the best time to visit is during the spring or autumn. The weather is mild, and the crowds are smaller. Plus, you'll get to enjoy the beautiful colours of the changing leaves 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 Modern Farmhouse: 2021 Remodel - Great Pool - Privacy - 5min To Healdsberg.

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

    Santa Rosa is just a short drive from Healdsburg and is a great place to visit for a day trip. It's home to the Charles M. Schulz Museum and the Sonoma County Museum. You can also visit the charming town of Guerneville, which is known for its beautiful redwood forests and its vibrant arts scene.
  • 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 amenities can travelers expect from accommodations in Healdsburg, CA?

    Healdsburg has a wide range of accommodation options, from luxurious hotels to cozy bed and breakfasts. Most hotels offer amenities like swimming pools, fitness centres, and restaurants. Many also have complimentary breakfast and Wi-Fi.
  • What are the best accommodations with parking in Healdsburg, CA?

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

Popular destinations

Best Healdsburg, CA accommodation with a garden

Windsor Two-bedroom Condo - 4 Beds, Sleeps 6! - Healdsburg, CA
9.7 47 reviews

Windsor Two-bedroom Condo - 4 Beds, Sleeps 6!

resort, Windsor
The WorldMark Windsor resort is located in the Russian River Valley, 18 kilometres from Armstrong Redwoods State Reserve, 11 kilometres from Safari West Wildlife Preserve, and 48 kilometres from the Sonoma Coastline.
The Windsor Two-bedroom Condo, offering accommodation for up to six guests, features two bedrooms and two bathrooms, with amenities including air conditioning, Wi-Fi, a swimming pool, hot tub, garden, fitness centre, and parking, alongside on-site entertainment such as a pool table and arcade games.
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.
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.
Healdsburg Victorian Cottage On Vineyard Estate - Healdsburg, CA
10 14 reviews

Healdsburg Victorian Cottage On Vineyard Estate

apartment, Healdsburg
This 1895 Victorian cottage in Alexander Valley offers an authentic wine country experience, located 2.1 kilometres from Healdsburg Plaza's tasting rooms and restaurants, and within walking distance of Tongue Dancer Wines (400 metres) and Arnot-Roberts (0.8 kilometres).
This two-bedroom, two-bathroom holiday home, spanning 155 square metres and accommodating up to four guests, features two sitting areas with brick fireplaces, a modernised kitchen with marble counters and an induction oven, and two furnished patios with vineyard and mountain views, alongside central air conditioning.

Best Healdsburg, CA accommodation with a kitchen

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
This luxurious villa is situated in the Dry Creek Valley, just 16 kilometres from Healdsburg town centre and a kilometre past the Dry Creek General Store, offering a peaceful escape in the heart of the wine country. The property has received excellent reviews from previous guests, highlighting its unique charm and exceptional service.
This spacious four-bedroom villa, spanning 316 square metres, comfortably accommodates eight guests. It features a range of amenities, including a private swimming pool, a hot tub, a fully equipped kitchen, and a garden, perfect for relaxing and enjoying the stunning views of the Dry Creek Valley.
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.
Cozy Av View Cabin With Hot Tub - Healdsburg, CA
No reviews

Cozy Av View Cabin With Hot Tub

cabin, Geyserville
This Geyserville lodge is located a 5-10 minute drive from Geyserville town centre and 10-15 minutes from Healdsburg town centre, with Trione, Trentadue and Coppola wineries all within 3.2 kilometres.
This pet-friendly cabin accommodates up to 8 guests across 3 bedrooms and offers a kitchen, Wi-Fi, a hot tub, and a large deck with views, though an all-wheel drive or 4x4 vehicle is recommended for access.
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.
©2026 cozycozy.com