Fitch Mtn Lookout- Gorg & Comfy!pets-walkable Russian River-spa Under The Stars!
3 3
apartment , Healdsburg
This family-friendly house is located in Healdsburg, just 3km from the Russian River and Healdsburg Golf Club, offering a peaceful setting close to local attractions. It has received excellent user ratings, making it a popular choice for travellers. This 186 square metre property offers 3 bedrooms and 2 bathrooms, comfortably accommodating up to 8 guests. Enjoy a range of amenities including a Jacuzzi, spa, terrace, garden, and concierge services, perfect for a relaxing and luxurious stay.
10 112 reviews
Healdsburg, CA
10/07 – 13/07
SG$1071/nighttotal: SG$3213 (3 )
Modern, Secluded Retreat - Walk To The Plaza!
1 2
apartment , Healdsburg
This modern cottage is situated on Dry Creek, just 2.4 kilometres from the bustling Healdsburg Plaza, offering a peaceful escape from the town centre. It has consistently received excellent ratings for its location, cleanliness, and overall experience. The cottage spans 107 square metres and comfortably accommodates up to six guests in its two bedrooms and three bathrooms. It boasts a fully equipped kitchen, a private garden, a spacious deck, a Jacuzzi, and an EV charging station, ensuring a comfortable and enjoyable stay.
10 63 reviews
Healdsburg, CA
02/10 – 07/10
SG$2069/nighttotal: SG$10345 (5 )
Walk To Downtown Healdsburg | Luxe Vacation Rental
1 4
house , Healdsburg
This spacious house is located just on the edge of Healdsburg in the Dry Creek Valley, placing it within easy reach of the town's attractions and the surrounding wine country. The property has received excellent ratings for its location, cleanliness, and overall user experience. The house comfortably accommodates up to eight guests with three bedrooms and two bathrooms. Guests can enjoy a range of amenities, including a heated pool, a hot tub, a fully equipped kitchen, a gym, a games room, and a barbecue area, offering plenty of opportunities for relaxation and entertainment.
9.8 249 reviews
Healdsburg, CA
08/07 – 10/07
SG$460/nighttotal: SG$920 (2 )
❤The Elegant: A Healdsburg Winery Abode! Hot Tub!❤
1 2
apartment , Healdsburg
This charming cottage is situated on Dry Creek Road in Healdsburg, just 1.6km from the town centre and its wineries, restaurants, and tasting rooms. It has received excellent ratings for its location, cleanliness, and overall experience. The property offers a spacious layout with two bedrooms and two bathrooms, accommodating up to four guests. Enjoy panoramic vineyard views from the wrap-around deck, relax in the private hot tub, and make use of the fully equipped kitchen, Tesla charging station, and pet-friendly fenced yard.
10 218 reviews
Healdsburg, CA
10/07 – 13/07
SG$488/nighttotal: SG$1464 (3 )
Bee Haven Cottage
1 2
apartment , Healdsburg
This charming cottage is located just 3.8 kilometres from Healdsburg Plaza, on a historic 11-acre farm with 5 acres of Zinfandel grapes, offering a peaceful escape from the bustling town. The cottage has received excellent ratings for its location, cleanliness, and overall experience. The cottage features a fully restored interior with high-quality furnishings and can accommodate up to two guests. Enjoy the private outdoor spa, vineyard views, and a Weber gas grill, perfect for al fresco dining.
10 331 reviews
Healdsburg, CA
07/09 – 11/09
SG$397/nighttotal: SG$1588 (4 )
Rustic Cabin In Dry Creek Valley With Beautiful Views // 5 Miles To Plaza
1 2
cabin , Healdsburg
This Healdsburg cottage enjoys a peaceful rural setting, conveniently located within 9.6km of Dry Creek Vineyard, Healdsburg Plaza, and other local attractions including the Raven Performing Arts Theatre and Healdsburg Museum. The 78 square metre self-catering property sleeps two guests in one bedroom and one bathroom, boasting a fully equipped kitchen, terrace, garden, spa, and free parking.
10 14 reviews
Healdsburg, CA
02/10 – 07/10
SG$873/nighttotal: SG$4365 (5 )
Healdsburg Victorian Cottage On Vineyard Estate
2 4
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.
10 5 reviews
Healdsburg, CA
02/10 – 07/10
SG$733/nighttotal: SG$3665 (5 )
The Elegant: A Chic Healdsburg Winery Cottage! Hot Tub, Views! !
2 4
apartment , Healdsburg
This Dry Creek Road cottage, situated in Healdsburg's wine country, is approximately 1.6 kilometres from Healdsburg's tasting rooms and restaurants, offering easy access to renowned wineries by foot, bicycle, or car. The stylish, newly built barn conversion sleeps five guests across two bedrooms and two bathrooms, boasting a private hot tub, a fenced yard (pet fee applies), solar power, a Tesla charging station, and panoramic vineyard views.
10 75 reviews
Healdsburg, CA
02/10 – 07/10
SG$585/nighttotal: SG$2925 (5 )
Healdsburg Wine Country Oasis, Hot Tub & Bocce
2 4
apartment , Healdsburg
This two-bedroom apartment is situated in Alexander Valley, just a few kilometres from the centre of Healdsburg and Geyserville, surrounded by vineyards and offering a peaceful retreat. It consistently receives excellent ratings for its location, cleanliness, and overall guest experience. The property comfortably sleeps up to four guests and features a private backyard with a hot tub, bocce court, and a fire pit. The apartment is equipped with modern amenities, including a fully equipped kitchen, a dedicated workspace, and a private deck.
9.0 4 reviews
Healdsburg, CA
20/08 – 23/08
SG$1135/nighttotal: SG$3405 (3 )
Magnolia Ranch Vineyards
2 3
house , Healdsburg
This Healdsburg holiday home is conveniently located near Safari West (30.6 km), the Luther Burbank Center for the Arts (19.3 km), and Charles M. Schulz Sonoma County Airport (15 km). This two-bedroom, two-bathroom property offers 155 square metres of living space, accommodating up to seven guests and boasting a fully equipped kitchen, private patio with mountain views, and a relaxing garden; free Wi-Fi is available throughout.
Healdsburg, CA
10/07 – 13/07
SG$679/nighttotal: SG$2037 (3 )
Private Acre With Bbq Patio 5min To Healdsburg Plaza
1 2
house , Healdsburg
This detached property in Healdsburg is set on 4,048 square meters of private land, located 800 metres from Healdsburg Plaza, a hub for shops and restaurants. This accommodation sleeps up to seven guests across two bedrooms and two bathrooms, offering 89 square meters of living space with a fully equipped kitchen, air conditioning, a garden, Wi-Fi, and on-site casino entertainment, plus proximity to cycling routes.
9.9 175 reviews
Healdsburg, CA
02/10 – 07/10
SG$611/nighttotal: SG$3055 (5 )
Updated Russian River Cabin (Beach/river Access!)
1 4
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.
Best family friendly Healdsburg, CA lodging
Among the 157 accommodations in Healdsburg, CA, here are the 4 best for families
10 80 reviews
Healdsburg, CA
20/08 – 23/08
SG$3333/nighttotal: SG$9999 (3 )
Farm Stay Villa On 55 Acres // Pool, Hot Tub & Complimentary Wine Tasting
4 3
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.
10 196 reviews
Healdsburg, CA
10/07 – 13/07
SG$3365/nighttotal: SG$10095 (3 )
5 Bedroom, 6.5 Bath Luxury Home On 3+ Acres, 5 Min To Square
5 2
apartment , Healdsburg
This family-friendly house is located in a peaceful rural setting just 3km from Healdsburg Plaza, Healdsburg Museum, and Raven Performing Arts Theater. It has received excellent user ratings, making it a popular choice for travellers. The house is spacious, covering 427 square metres and comfortably accommodating up to 12 guests. It offers a range of amenities, including a private pool, a fenced yard, a sauna, a spa tub, a fully equipped kitchen, free Wi-Fi, barbecue grills, and a tennis court.
9.6 21 reviews
Healdsburg, CA
20/08 – 23/08
SG$737/nighttotal: SG$2211 (3 )
River Retreat - Hot Tub And Tastings Included
2 3
apartment , Healdsburg
This Healdsburg bungalow, situated in a peaceful neighbourhood approximately 3.2 kilometres from Healdsburg's town centre and directly opposite the Russian River, offers easy access to kayaking and riverside picnics. Sleeping up to six guests, this two-bedroom, one-bathroom property boasts a fully equipped kitchen, a private hot tub, a gas BBQ, ping pong table, and high-speed internet; washer/dryer available for stays of four nights or more.
9.7 313 reviews
Healdsburg, CA
07/09 – 11/09
SG$1098/nighttotal: SG$4392 (4 )
Modern Farmhouse: 2021 Remodel, Great Pool, Privacy, 5min To Healdsberg
3 2
farm , Windsor
This family-friendly farmhouse is located just 5 kilometres from Windsor, close to the Russian River, Dom Whitney Tasting Lounge, and Powell's Sweet Shoppe, offering a peaceful escape from the hustle and bustle of town. Guests have consistently rated the property excellent for its cleanliness, location, and overall experience. The 116 square metre farmhouse has three bedrooms, sleeping up to six guests, and is equipped with a fully equipped kitchen, air conditioning, a private swimming pool, a terrace, a garden, and a barbecue. Guests can also enjoy the games room and benefit from housekeeping services on request.
Best Healdsburg, CA lodgings with a pool
Among the 157 accommodations in Healdsburg, CA, here are the 4 best ones with a pool
10 121 reviews
Healdsburg, CA
02/10 – 07/10
SG$2558/nighttotal: SG$12790 (5 )
Luxury Retreat W/ Pool, Hot Tub & Sauna
1 4
apartment , Healdsburg
This luxury villa is located in the rolling hills of Healdsburg's wine country, just a short drive from the Dry Creek and Alexander Valley Vineyards, as well as the town's bustling Healdsburg Plaza. The property boasts a spacious three-bedroom, three-bathroom layout with a capacity of six guests, and offers a range of amenities including a private vineyard, a gourmet kitchen, a cedar sauna, a spa, a fire pit, a game room, and a large outdoor kitchen with a gas grill.
9.8 133 reviews
Healdsburg, CA
12/10 – 17/10
SG$1664/nighttotal: SG$8320 (5 )
Haven With Pool, Hot Tub And Tastings Included
2 2
house , Healdsburg
Private Vineyard Haven is situated in Healdsburg, California, just 13 kilometres from Charles M. Schulz Sonoma County Airport and a short drive from both the Luther Burbank Center for the Arts (19 kilometres) and Safari West (32 kilometres). This property has received excellent ratings for its location, cleanliness, and overall experience. The house has two bedrooms and is located in a private vineyard, offering a tranquil and secluded atmosphere. It features a fully equipped kitchen, air conditioning, free parking, free Wi-Fi, a swimming pool, a Jacuzzi, a terrace, a garden, a spa, and a tennis court, ensuring a comfortable and enjoyable stay.
10 6 reviews
Healdsburg, CA
08/07 – 10/07
SG$4916/nighttotal: SG$9832 (2 )
Stunning Dry Creek Road Estate
4 2
apartment , 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.
9.0 49 reviews
Healdsburg, CA
10/07 – 13/07
SG$2053/nighttotal: SG$6159 (3 )
Heart Of Healdsburg Cottage For 4, Pool, Spa, Fire Pit, Wifi, Bbq
2 2
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.
Frequently asked questions about accommodations in Healdsburg, CA
What are the must-see sites in or near Healdsburg, CA?
Healdsburg is a charming town, so you'll want to explore the Healdsburg Plaza and the Healdsburg Museum. For some stunning scenery, visit the Russian River, and for a bit of adventure, head to the Armstrong Redwoods State Natural Reserve.
What are the best accommodations in Healdsburg, CA?
The nearest airport is Charles M. Schulz - Sonoma County Airport (STS), about 40km away. You can also drive in from San Francisco, which is about 120km away, or from Sacramento, about 160km away. Healdsburg is also on the Amtrak line, so you can take the train from cities like San Francisco and Oakland.
What 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 for outdoor activities. You can go hiking or biking on the Healdsburg Ridge Trail, kayaking or canoeing on the Russian River, or go wine tasting at one of the many vineyards in the area. You can also visit the Healdsburg Farmers Market, which is held every Sunday morning.
What are the best accommodations with a jacuzzi in Healdsburg, CA?
When is the ideal time to plan a trip to Healdsburg, CA?
The best time to visit Healdsburg is in the spring or autumn when the weather is mild and the crowds are smaller. Summer can be hot, and winter can be rainy, but there are still plenty of things to do in Healdsburg year-round.
What are the best accommodations for families and kids in Healdsburg, CA?
What are the best walking or cycling routes in Healdsburg, CA?
For a scenic walk, try the Healdsburg Plaza to the Healdsburg Museum. For a longer walk or bike ride, follow the Healdsburg Ridge Trail. It's a great way to see the beautiful countryside and enjoy the fresh air.
What are the best pet friendly accommodations in Healdsburg, CA?
What nearby towns or cities can be explored from Healdsburg, CA?
You can easily visit nearby towns like Santa Rosa, Sebastopol, and Cloverdale. For a bigger city experience, head to San Francisco, which is about a two-hour drive from Healdsburg.
What 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 budget-friendly motels to luxurious hotels and resorts. Most accommodations offer amenities such as swimming pools, hot tubs, fitness centres, and restaurants. Some also offer complimentary breakfast and wine tastings.
Destinations nearby
Best Healdsburg, CA accommodations with a garden
9.9 43 reviews
Healdsburg, CA
02/10 – 07/10
SG$992/nighttotal: SG$4960 (5 )
Cypress House & Studio, Walk To Healdsburg Plaza
1 4
apartment , Healdsburg
This Healdsburg studio apartment, a Mediterranean-style property, is situated in the town centre, just 0.32 kilometres from Healdsburg's restaurants, wine tasting rooms, and shops. The three-bedroom, three-bathroom apartment sleeps four guests, boasting three private decks with 360-degree views, a gourmet kitchen, a gated entrance, a three-car garage with an EV charger, and access to rooftop and garden patios.
9.8 223 reviews
Healdsburg, CA
07/09 – 11/09
SG$591/nighttotal: SG$2364 (4 )
Stay Surrounded By Fitch Mountain Park And Open Space Preserve.
1 2
house , Healdsburg
This charming villa is located in Healdsburg, just 1 kilometre from the Russian River and within 5 kilometres of Healdsburg Golf Club and Healdsburg District Hospital, offering a peaceful retreat in a quiet neighbourhood. The property has received excellent ratings for its cleanliness, location, and user experience. The 141 square metre villa has 2 bedrooms and 2 bathrooms, offering comfortable accommodation for up to four guests. The villa features a fully equipped kitchen, a private garden with a barbecue, a terrace, and free Wi-Fi, ensuring a relaxing and enjoyable stay.
9.0 16 reviews
Healdsburg, CA
12/10 – 17/10
SG$712/nighttotal: SG$3560 (5 )
Riverfront Healdsburg Home, Private Dock
2 2
apartment , Healdsburg
This riverfront holiday flat, offering two bedrooms and two bathrooms for four guests, is situated 3.9 kilometres from central Healdsburg, placing you close to its Michelin-starred restaurants and wine country attractions. This two-level property features separate entrances, private patios, a full kitchen in the upper unit, a kitchenette with laundry in the lower, and direct access to the Russian River with a kayak, alongside outdoor amenities like a bocce ball court and firepit.
9.4 76 reviews
Healdsburg, CA
08/07 – 10/07
SG$746/nighttotal: SG$1492 (2 )
Cottages At Little Saint
1 2
resort , Healdsburg
Cottages At Healdsburg is situated in the heart of Healdsburg, just a short walk from the Raven Performing Arts Theater and Russian River, close to the Healdsburg Center for the Arts and Healdsburg Plaza. The resort consistently receives excellent guest ratings for its location, cleanliness, and overall experience. Each cottage comfortably accommodates two guests and features a private pool, fireplace, and furnished balcony. Guests can enjoy a seasonal outdoor pool, free Wi-Fi, concierge services, and a restaurant on-site, along with a range of other amenities and activities.
Best Healdsburg, CA accommodations with a kitchen
9.5 207 reviews
Healdsburg, CA
02/10 – 07/10
SG$861/nighttotal: SG$4305 (5 )
River View Lodge - Hot Tub And Tastings Included
3 4
house , Healdsburg
River View Lodge is located in Healdsburg, just 23 kilometres from Safari West and 18 kilometres from Charles M. Schulz Sonoma County Airport. The lodge has received excellent ratings for its cleanliness, location, and overall experience. This three-bedroom lodge spans 149 square metres and comfortably accommodates up to eight guests. The lodge offers a range of amenities, including a fully equipped kitchen, a hot tub, a garden, a tennis court, and free parking.
10 316 reviews
Healdsburg, CA
07/09 – 11/09
SG$339/nighttotal: SG$1356 (4 )
Alexander Valley: Wine Lover And Cycling Paradise
1 2
house , Healdsburg
This Healdsburg studio apartment is located in Alexander Valley, just 1.2km from Healdsburg's town centre and 1.6km from Highway 101, offering easy access to local amenities and attractions. The 576 sq ft self-catering apartment features a queen-size bed, a sofa bed, a private garden with three patios, and in-unit laundry facilities; it sleeps up to three adults and includes access to a gas grill and farm animals.
10 29 reviews
Healdsburg, CA
07/09 – 11/09
SG$595/nighttotal: SG$2380 (4 )
The Roost - Garden Studio
1 2
studio , Healdsburg
This Healdsburg studio apartment is situated just 0.16km from the Plaza, offering easy access to restaurants, wine tasting rooms, the Raven Performing Arts Theatre, and the Healdsburg Museum. The 42-square-metre self-catering unit sleeps two guests and includes a kitchen with a fridge, air conditioning, a garden, internet access, and a pet-friendly policy.
9.9 481 reviews
Healdsburg, CA
07/09 – 11/09
SG$284/nighttotal: SG$1136 (4 )
Dry Creek Valley Cottage
1 2
apartment , Healdsburg
This charming cottage is located just a few kilometres from Healdsburg's historic downtown plaza, nestled in the peaceful Dry Creek Valley amidst vineyards and wineries. This accommodation has consistently received excellent ratings for its cleanliness, location, and overall experience. The cottage features one bedroom and one bathroom, comfortably accommodating two guests. Guests can enjoy a private entrance, parking, a garden with fruit trees, and a peaceful setting perfect for relaxing walks and bike rides through the surrounding vineyards.