Holiday Rentals in Healdsburg, CA

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Healdsburg, CA holiday rentals
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114 Holiday rentals and Airbnb in Healdsburg, CA

Best family friendly Healdsburg, CA holiday rentals

Among the 114 accommodations in Healdsburg, CA, here are the 4 best family friendly rentals

Stunning Dry Creek Road Estate - Healdsburg, CA
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.
Windsor Home With Sauna & Outdoor Fire Pit - Healdsburg, CA
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.
River Retreat - Hot Tub And Tastings Included - Healdsburg, CA
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.
The Estate Villa - Healdsburg, CA
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

Secluded Vineyard Estate Healdsburg - Healdsburg, CA
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.
Walk To Downtown Healdsburg--luxury Healdsburg Vacation Rental - Healdsburg, CA
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.
Luxurious Enchanting Healdsburg Estate Style Retreat, Sleeps 12, Pool, Firepit - Healdsburg, CA
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.
Rivers Breeze - Wine Tastings Included - Healdsburg, CA
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

Destinations nearby

Best Healdsburg, CA holiday rentals with a balcony

The Roost - Sun Room - Healdsburg, CA
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.
Healdsburg Vineyard Farmhouse With Game Barn - Healdsburg, CA
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.
Alexander Valley Modern Farmhouse With Vintage Charm  - Newly Renovated Pool - Healdsburg, CA
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.
Serene Riverfront Cottage In Healdsburg Views Kayaks 1 5 Mile To Downtown - Healdsburg, CA
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

Tandatula, Wine Country Sanctuary With Pool, Hot Tub, Bocce, Fire Pits And More! - Healdsburg, CA
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.
Farmhouse With Pool, Hot Tub And Tastings Included - Healdsburg, CA
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.
Hbg Plaza Gem - Hot Tub & Wine Tastings Included - Healdsburg, CA
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.
Rendezvous Under The Oaks-pool & Hot Spa - Healdsburg, CA
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.
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