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.
10 52 reviews
Healdsburg, CA
19/08 – 24/08
671 €/nighttotal: 3355 € (5 )
Downtown Healdsburg Perch
1 2
apartment , Healdsburg
This Healdsburg apartment, situated above the main street, offers easy access to numerous restaurants, tasting rooms, and shops. The one-bedroom flat boasts a spa-like bathroom, a convenient kitchenette, and sleeps two guests, enjoying unique features such as its location in a converted Quonset hut above Healdsburg's main street and proximity to a world-class gallery.
9.2 64 reviews
Healdsburg, CA
10/07 – 13/07
484 €/nighttotal: 1452 € (3 )
Mountain Cottage Near Russian River, Hiking & Downtown, Family And Pet Friendly
3 2
cottage , Healdsburg
This charming cottage is located just 5 kilometres from the Russian River and a 10-minute drive from Healdsburg town centre, offering a peaceful escape surrounded by redwood trees. The property has received excellent user ratings, highlighting its comfortable and convenient nature. The cottage spans 102 square metres and comfortably accommodates up to six guests across three bedrooms and two bathrooms. Guests can enjoy modern amenities, a fully equipped kitchen, a private garden, a spa, and a terrace perfect for relaxing and enjoying the beautiful surroundings.
Healdsburg, CA
08/07 – 10/07
513 €/nighttotal: 1026 € (2 )
Rio Lindo River Retreat
2 2
house , Healdsburg
Rio Lindo River Retreat, a Healdsburg holiday home, is situated 19 km from Safari West wildlife park and 19 km from the Luther Burbank Center for the Arts. This 93 square metre property sleeps seven guests in two bedrooms and two bathrooms, boasting a well-equipped kitchen, private patio with mountain views, a children's playground, and an outdoor fireplace; disabled access is also provided.
Healdsburg, CA
02/10 – 07/10
394 €/nighttotal: 1970 € (5 )
River Retreat - Hot Tub And Tastings Included
2 4
house , Healdsburg
This Healdsburg holiday home is situated 22 kilometres from Safari West and 14 kilometres from the Luther Burbank Centre for the Arts. This 158 square metre property accommodates up to 11 guests, offering two bedrooms, one bathroom, a fully equipped kitchen with a microwave and dishwasher, a hot tub, spa, garden, and on-site parking, with free WiFi and mountain views from the patio.
9.9 77 reviews
Healdsburg, CA
19/08 – 24/08
578 €/nighttotal: 2890 € (5 )
Downtown Healdsburg Hideaway
2 2
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.
10 101 reviews
Healdsburg, CA
07/09 – 11/09
374 €/nighttotal: 1496 € (4 )
Luxuriously Appointed Private Large Guest Suite In A Landmark Victorian
1 2
apartment , Healdsburg
This Geyserville holiday home offers a peaceful retreat, situated within 2km of Medlock Ames and Starlite Vineyards, and 3km of Silver Oak Alexander Valley. The one-bedroom, one-bathroom property sleeps two guests and includes a patio, fireplace, Smart TV, DVD player, refrigerator, microwave, coffee maker, free Wi-Fi, and a video library, plus limited housekeeping.
9.9 34 reviews
Healdsburg, CA
10/07 – 13/07
653 €/nighttotal: 1959 € (3 )
Vintage Retreat With Spa Near Healdsburg
1 2
apartment , Healdsburg
This Healdsburg apartment, situated 3.2 kilometres from the town centre and close to Dry Creek Valley vineyards, offers easy access to Healdsburg's attractions. The 150 square metre self-catering property sleeps six, boasting three bedrooms, two bathrooms, a private redwood deck with a six-person hot tub, a well-equipped kitchen with a double oven, and free parking for three cars.
9.9 97 reviews
Healdsburg, CA
02/10 – 07/10
691 €/nighttotal: 3455 € (5 )
Heron House - Hot Tub And Wine Tastings Included
3 4
house , Healdsburg
This charming cottage is situated just 0.16 kilometres from the Russian River and within 5 kilometres of Healdsburg's main attractions, including the hospital, golf club, museum and arts centre. The cottage enjoys excellent user, location and cleanliness ratings. The 102 square metre property has three bedrooms and two bathrooms, and offers a range of amenities to ensure a comfortable stay. Guests can enjoy the on-site spa, tennis court, garden and barbecue, as well as access to the beach.
9.4 3 reviews
Healdsburg, CA
10/07 – 13/07
564 €/nighttotal: 1692 € (3 )
Riverbend Retreat - Hot Tub And Tastings Included
2 2
apartment , Healdsburg
This Healdsburg holiday home is located a short drive from Healdsburg Plaza and offers direct access to the Russian River's sandy beachfront across the street. The 158 square metre property boasts two bedrooms, two bathrooms, sleeps six guests, and includes a fully equipped kitchen, Jacuzzi, private hot tub, and high-speed internet.
9.9 175 reviews
Healdsburg, CA
20/08 – 23/08
507 €/nighttotal: 1521 € (3 )
Updated Russian River Cabin (Beach/river Access!)
1 3
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.
10 112 reviews
Healdsburg, CA
10/07 – 13/07
721 €/nighttotal: 2163 € (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.
Best family friendly Healdsburg, CA holiday rentals
Among the 114 accommodations in Healdsburg, CA, here are the 4 best family friendly rentals
10 6 reviews
Healdsburg, CA
10/07 – 13/07
3212 €/nighttotal: 9636 € (3 )
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.
10 1 review
Healdsburg, CA
20/08 – 23/08
612 €/nighttotal: 1836 € (3 )
Windsor Home With Sauna & Outdoor Fire Pit
3 3
apartment , Windsor
This 3-bedroom Windsor property is located approximately 15 minutes by car from Charles M. Schulz–Sonoma County Airport, a short drive from Windsor Town Green, and offers proximity to the Russian River and Sonoma County's wineries. This spacious 167 square meter holiday home accommodates up to 8 guests and features a fully equipped kitchen, air conditioning, a private sauna, an ice bath, a BBQ grill, and an outdoor fire pit, with pets permitted for a fee.
9.6 21 reviews
Healdsburg, CA
20/08 – 23/08
496 €/nighttotal: 1488 € (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.
10 27 reviews
Healdsburg, CA
19/08 – 24/08
4454 €/nighttotal: 22270 € (5 )
The Estate Villa
4 2
house , Healdsburg
The Estate Villa at NewTree Ranch is a 120-acre private estate located just 4.7 miles outside of Healdsburg, California, offering easy access to the town's restaurants, wineries, and shops. This luxurious property has received excellent user ratings and provides a secluded and tranquil escape from the hustle and bustle of Healdsburg. This spacious villa spans 437 square metres and comfortably accommodates up to eight guests. The villa offers a range of amenities, activities, and features, including a private lake, a solar-heated swimming pool, a well-equipped gym, a chef's kitchen, and a dedicated concierge team to curate personalised experiences.
Best Healdsburg, CA holiday rentals with parking
9.8 195 reviews
Healdsburg, CA
02/10 – 07/10
1641 €/nighttotal: 8205 € (5 )
Secluded Vineyard Estate Healdsburg
4 4
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.
10 38 reviews
Healdsburg, CA
07/09 – 11/09
1139 €/nighttotal: 4556 € (4 )
Walk To Downtown Healdsburg--luxury Healdsburg Vacation Rental
3 2
apartment , Healdsburg
This family-friendly house is located in Healdsburg, just 2km from the Russian River and Healdsburg Plaza. It has received excellent ratings from previous guests. This spacious house sleeps up to 8 guests and includes a well-equipped kitchen, a private pool, a patio, a fitness centre, and a games room. Guests can enjoy the beautiful garden, the terrace, and the spa, and can also take advantage of the tennis court and the parking facilities.
10 2 reviews
Healdsburg, CA
20/08 – 23/08
2744 €/nighttotal: 8232 € (3 )
Luxurious Enchanting Healdsburg Estate Style Retreat, Sleeps 12, Pool, Firepit
6 3
apartment , Healdsburg
This Healdsburg estate, near the Russian River, is a 3km drive from Healdsburg Plaza, offering easy access to shops and restaurants. This six-bedroom, seven-bathroom property sleeps twelve guests and boasts a swimming pool, jacuzzi, and extensive grounds including a bocce ball court and fire pit.
9.8 50 reviews
Healdsburg, CA
07/09 – 11/09
462 €/nighttotal: 1848 € (4 )
Rivers Breeze - Wine Tastings Included
3 2
apartment , Healdsburg
This charming riverside property is located just 5.6 kilometres from Healdsburg Plaza and a short drive from local farms, offering a peaceful escape from the town centre. The apartment has received excellent ratings for its cleanliness, location, and overall experience. The property features three bedrooms and two bathrooms, comfortably accommodating up to six guests. Enjoy the well-equipped kitchen, a spacious living area, a garden, a fitness centre, and two kayaks for exploring the river.
Frequently asked questions about holiday rentals in Healdsburg, CA
What are some interesting places to visit in or near Healdsburg, CA?
Healdsburg is a great base for exploring the Sonoma County wine region. There are plenty of vineyards to visit, like the stunning Alexander Valley Vineyards, or the historic Castello di Amorosa. If you're looking for something a little different, the Healdsburg Museum is worth a visit, or head to the Russian River for kayaking or fishing.
What are the best Airbnb and holiday rentals in Healdsburg, CA?
Which walking or cycling routes are the best in Healdsburg, CA?
The Healdsburg Plaza is lovely for a stroll and you can pick up a map from the Healdsburg Chamber of Commerce. For a longer walk or cycle, the Healdsburg to Windsor Trail is a great option. If you're feeling adventurous, the Healdsburg to Cloverdale Rail Trail is a longer, but scenic, cycle route.
What are the most popular Airbnbs in Healdsburg, CA?
What sports or outdoor activites can visitors enjoy in and around Healdsburg, CA?
Healdsburg is a great place for outdoor activities. There are plenty of hiking trails in the surrounding hills, like the Fitch Mountain Trail. You can also go kayaking or canoeing on the Russian River, or go fishing. The Healdsburg Golf Course is a good option for a round of golf.
What are the best holiday rentals with a pool in Healdsburg, CA?
What other towns or cities can be easily accessed from Healdsburg, CA?
Healdsburg is well-positioned for exploring Sonoma County. You can easily get to Santa Rosa, which is about 20km away, or head west to the Pacific coast and visit towns like Bodega Bay or Jenner. If you want to explore further afield, San Francisco is about a 1.5-hour drive.
What are the best rentals for families and kids in Healdsburg, CA?
What amenities are commonly available in vacation rentals in Healdsburg, CA?
Vacation rentals in Healdsburg are typically well-equipped, with most offering things like kitchens, laundry facilities, and Wi-Fi. Many also have private patios or decks, and some even have swimming pools or hot tubs. You'll find a variety of sizes and styles to choose from, so there's something for everyone.
What are the best rentals or Airbnbs with a jacuzzi in Healdsburg, CA?
What time of year is best to rent a vacation rental Healdsburg, CA?
Healdsburg is a great place to visit year-round, but the best time to visit depends on your preferences. Spring and autumn are lovely for mild weather and beautiful scenery. Summer is warm and sunny, perfect for swimming and outdoor activities. Winter can be rainy, but it's also a good time for wine tasting and exploring the local shops and restaurants.
Destinations nearby
Best Healdsburg, CA holiday rentals with a balcony
10 4 reviews
Healdsburg, CA
07/09 – 11/09
302 €/nighttotal: 1208 € (4 )
The Roost - Sun Room
1 2
apartment , Healdsburg
This Healdsburg apartment is conveniently located near the Raven Performing Arts Theatre, Healdsburg Centre for the Arts, and the Healdsburg Museum, all within easy walking distance, and approximately 2.4km from Healdsburg Plaza and Pezzi King Winery. The one-bedroom, one-bathroom flat sleeps two guests and includes air conditioning, Wi-Fi, a terrace, hairdryer, and iron and ironing board; enjoy nearby cultural attractions and wine tasting opportunities.
10 17 reviews
Healdsburg, CA
02/10 – 07/10
534 €/nighttotal: 2670 € (5 )
Healdsburg Vineyard Farmhouse With Game Barn
3 4
apartment , Healdsburg
This farmhouse, located amidst vineyards in Healdsburg, is 200 metres from Aperture Cellars and 800 metres from Christopher Creek Winery, with Healdsburg Plaza 3.7 kilometres away. This 144 square metre dwelling accommodates up to six guests, featuring three bedrooms, two bathrooms, a converted barn game room with a ping-pong table, a bocce ball court, outdoor dining, two living areas with fireplaces, and an EV charger.
10 85 reviews
Healdsburg, CA
02/10 – 07/10
1558 €/nighttotal: 7790 € (5 )
Alexander Valley Modern Farmhouse With Vintage Charm - Newly Renovated Pool
3 4
apartment , Healdsburg
This Healdsburg apartment is situated just 1.4 kilometres from Jordan Vineyard & Winery and within 5 kilometres of the Russian River, offering easy access to renowned wineries and scenic landscapes. The apartment has consistently received excellent ratings for its cleanliness, location, and overall experience. The apartment features three bedrooms and four bathrooms across 274 square metres of living space. Guests can enjoy a range of amenities including a private pool, a fenced garden, a fitness centre, a bar, and a terrace with stunning lake views.
Healdsburg, CA
20/08 – 23/08
640 €/nighttotal: 1920 € (3 )
Serene Riverfront Cottage In Healdsburg Views Kayaks 1 5 Mile To Downtown
1 3
house , Healdsburg
Holiday house. This accommodation is based in Healdsburg. Facilities and services: a fridge, a kitchen and a dish washer. This house is ideal for families.
Best pet friendly Healdsburg, CA holiday rentals
Among the 114 accommodations in Healdsburg, CA, here are the 4 best pet friendly rentals
10 130 reviews
Healdsburg, CA
02/10 – 07/10
1899 €/nighttotal: 9495 € (5 )
Tandatula, Wine Country Sanctuary With Pool, Hot Tub, Bocce, Fire Pits And More!
4 4
apartment , Healdsburg
This Healdsburg holiday home, situated in the Dry Creek Valley of Northern Sonoma County, is an hour's drive (approximately 80km) north of San Francisco and minutes from Dry Creek Vineyard and Healdsburg's attractions. This 288-square-metre property comprises a main house, cottage, and studio, sleeping up to 10 guests, and boasts a pool, hot tub, tennis court, fitness centre, and 1.25 acres of landscaped grounds with vineyards, offering bocce ball, croquet, and a games barn.
9.6 28 reviews
Healdsburg, CA
02/10 – 07/10
858 €/nighttotal: 4290 € (5 )
Farmhouse With Pool, Hot Tub And Tastings Included
3 4
apartment , Windsor
This Sonoma County farmhouse, a self-catering holiday home, is situated approximately 16km from Healdsburg Plaza, offering easy access to shops and restaurants. This three-bedroom, three-bathroom property sleeps six guests and boasts a private pool, hot tub, spacious gourmet kitchen with high-end appliances, and a serene garden; a backup generator ensures uninterrupted power.
9.8 136 reviews
Healdsburg, CA
19/08 – 24/08
904 €/nighttotal: 4520 € (5 )
Hbg Plaza Gem - Hot Tub & Wine Tastings Included
2 2
house , Healdsburg
This charming house is located in Healdsburg Plaza, just 19 kilometres from the Luther Burbank Center for the Arts, 32 kilometres from Safari West, and 34 kilometres from Petrified Forest. The property has received excellent ratings for location, cleanliness, and user experience, making it a popular choice for travellers. The house offers 2 bedrooms and 1 bathroom in a 132 square metre space. It comes equipped with a fully equipped kitchen, air conditioning, a private patio, and a garden, perfect for enjoying the California sunshine and exploring the local area.
9.5 114 reviews
Healdsburg, CA
02/10 – 07/10
1050 €/nighttotal: 5250 € (5 )
Rendezvous Under The Oaks-pool & Hot Spa
3 4
apartment , Healdsburg
This modern ranch house is located on Alexander Valley Road, just 4 km north of Healdsburg's town centre and the Healdsburg Plaza, surrounded by vineyards. The property has consistently received excellent ratings from previous guests for its cleanliness, location, and overall experience. The spacious single-storey property offers 186 square metres of living space, comfortably accommodating up to 8 guests. Enjoy a range of amenities including a private pool, a hot tub, a fully equipped kitchen, a large entertainment area, and a garden, perfect for relaxing and enjoying the beautiful surroundings.