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

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.
Farmstay With Pool And Wine Tastings Included - Healdsburg, CA
10 3 reviews
Healdsburg, CA
07/09 – 11/09
565 €/nighttotal: 2260 € (4 )

Farmstay With Pool And Wine Tastings Included

3 2
apartment , Geyserville
This historic winery estate flat in Geyserville offers vineyard views and is located just 200 metres from Trentadue Winery, with Healdsburg Plaza a short drive away.
This family-friendly accommodation sleeps six guests and features three bedrooms, three bathrooms, air conditioning, a private swimming pool, a garden, parking, and complimentary wine tastings at four local wineries.
Riverside Cottage: Access And River Views- 1 Miles From Downtown Healdsburg - Healdsburg, CA
9.8 132 reviews
Healdsburg, CA
02/10 – 07/10
458 €/nighttotal: 2290 € (5 )

Riverside Cottage: Access And River Views- 1 Miles From Downtown Healdsburg

1 4
apartment , Healdsburg
This charming cottage is situated just a short drive from Healdsburg's downtown Plaza, offering easy access to the town's restaurants, shops, and wineries. The property enjoys excellent ratings for location, cleanliness, and overall user experience.
The two-bedroom dwelling comfortably accommodates up to six guests and boasts a well-equipped kitchen, a private hot tub, and a wraparound veranda with stunning views of the Russian River. Guests can enjoy the vintage charm of the cottage, complete with modern amenities, and take advantage of the seasonal river access during the summer months.
Historic Queen Anne Victorian In The Heart Of Windsor - Healdsburg, CA
10 159 reviews
Healdsburg, CA
30/08 – 06/09
457 €/nighttotal: 3199 € (7 )

Historic Queen Anne Victorian In The Heart Of Windsor

3 2
apartment , Windsor
This holiday home is ideally situated in central Windsor, just a short walk from the Dom Whitney Tasting Lounge and Powell's Sweet Shoppe, and 4.3 km from Windsor Golf Club. The property has received excellent ratings for location, cleanliness and overall experience.
The three-bedroom house, with a floor area of 169 square metres, comfortably accommodates up to six guests. The house offers a range of amenities, including a fully equipped kitchen, a private garden with a terrace, a Jacuzzi, a spa, and free Wi-Fi.

Best Healdsburg, CA holiday rentals with parking

Vinehaven - 3bd Healdsburg Retreat With Spa - Healdsburg, CA
9.8 6 reviews
Healdsburg, CA
07/09 – 11/09
563 €/nighttotal: 2252 € (4 )

Vinehaven - 3bd Healdsburg Retreat With Spa

3 2
apartment , Healdsburg
This Healdsburg apartment, situated 3.2km from the town centre, offers easy access to Dry Creek Valley vineyards and is within easy reach of restaurants, shops, and the Raven Performing Arts Theatre.
The 150 sq m property boasts three bedrooms, two bathrooms, sleeps six, and includes a well-equipped kitchen, a private redwood deck with a hot tub, and parking; two dogs are welcome.
Private Acre+bbq Patio | 5min To Healdsburg Plaza - Healdsburg, CA
10 1 review
Healdsburg, CA
20/08 – 23/08
565 €/nighttotal: 1695 € (3 )

Private Acre+bbq Patio | 5min To Healdsburg Plaza

2 3
apartment , Healdsburg
Casa Campo is a secluded two-bedroom, two-bathroom cottage situated on a one-acre property just 5 minutes from Healdsburg's Downtown Plaza and the wineries of Dry Creek Valley.
This 89-square-metre cottage comfortably accommodates four guests with a fully equipped kitchen, private patio with a gas BBQ, and in-unit laundry, all within easy reach of Healdsburg's attractions.
Spectacular Healdsburg Manor-4br/4.5ba, Pool+2 Spa! - Healdsburg, CA
9.4 11 reviews
Healdsburg, CA
30/08 – 06/09
2318 €/nighttotal: 16226 € (7 )

Spectacular Healdsburg Manor-4br/4.5ba, Pool+2 Spa!

6 2
apartment , Healdsburg
This Healdsburg mountainside property is situated within 3.2km of Ridge Vineyards, Mazzocco Winery, and Simi Winery, and 4.8km from the Krug Event Center.
This six-bedroom, six-bathroom house boasts 288 square metres of living space, a private pool, jacuzzi, and game room, accommodating up to ten guests and offering self-catering facilities.
Serene Riverfront Cottage In Healdsburg Views Kayaks 1 5 Mile To Downtown - Healdsburg, CA
9.5 208 reviews
Healdsburg, CA
19/08 – 24/08
547 €/nighttotal: 2735 € (5 )

Serene Riverfront Cottage In Healdsburg Views Kayaks 1 5 Mile To Downtown

2 2
house , Healdsburg
Redwood River Lodge is a beachfront property located just 14 miles from the Luther Burbank Center for the Arts in Healdsburg, with Safari West and the Petrified Forest both a short drive away. The lodge has received excellent ratings for its location, cleanliness, and overall user experience.
This two-bedroom holiday home spans 111 square metres and comfortably sleeps up to six guests. Amenities include a fully equipped kitchen, a private patio, a Jacuzzi, a tennis court, and free parking, making it ideal for a relaxing and enjoyable stay.

Frequently asked questions about holiday rentals in Healdsburg, CA

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Best Healdsburg, CA holiday rentals with a balcony

Cottages At Little Saint - Healdsburg, CA
Healdsburg, CA
07/09 – 11/09
504 €/nighttotal: 2016 € (4 )

Cottages At Little Saint

1 2
resort , Healdsburg
The Cottages at Healdsburg is conveniently located in the centre of Healdsburg, just a short walk from the town square and its shops and restaurants. The charming atmosphere of the surrounding area provides a relaxing and enjoyable experience for visitors.
The cottages offer comfortable accommodation for up to two guests. Guests can enjoy a range of amenities, including a swimming pool, a restaurant, and a terrace or balcony.
Mill Creek By Avantstay Modern Design Patio Hot Tub - Healdsburg, CA
9.0 1 review
Healdsburg, CA
02/10 – 07/10
697 €/nighttotal: 3485 € (5 )

Mill Creek By Avantstay Modern Design Patio Hot Tub

2 4
house , Healdsburg
Mill Creek by AvantStay, a modern Healdsburg property, is situated 5.3km from Healdsburg Plaza and 17.7km from the Charles M. Schulz Sonoma County Airport.
This two-bedroom, two-bathroom house boasts 130 square metres of living space, accommodating up to 10 guests and featuring a private plunge pool, hot tub, sauna, and free Wi-Fi; nearby attractions include the Luther Burbank Center for the Arts (22.5km) and Safari West (37km).
Stunning Dry Creek Road Estate - Healdsburg, CA
10 6 reviews
Healdsburg, CA
02/10 – 07/10
3186 €/nighttotal: 15930 € (5 )

Stunning Dry Creek Road Estate

4 4
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.
The Estate Villa - Healdsburg, CA
10 27 reviews
Healdsburg, CA
20/08 – 23/08
5088 €/nighttotal: 15264 € (3 )

The Estate Villa

4 3
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 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
10 131 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.
Creekside Cottage - Healdsburg, CA
9.9 89 reviews
Healdsburg, CA
07/09 – 11/09
438 €/nighttotal: 1752 € (4 )

Creekside Cottage

1 2
apartment , Healdsburg
This two-bedroom cottage is situated just a short drive from Healdsburg’s town centre, offering easy access to the region’s wineries and restaurants. The property features a private guest house, an expansive deck with a pergola, and a tranquil creekside setting, ideal for families or groups of up to six guests.
The Barn Villa - Healdsburg, CA
10 1 review
Healdsburg, CA
30/08 – 06/09
2559 €/nighttotal: 17913 € (7 )

The Barn Villa

2 2
apartment , Healdsburg
This modern barn villa is situated in the countryside near Healdsburg, California, just 12-15 minutes from the town centre and a short drive from the Healdsburg Ridge Open Space Preserve. The villa is a peaceful retreat, offering a unique farm stay experience.
The property has two bedrooms and two bathrooms, accommodating up to four guests. It features a 111 square metre living space with a fully equipped kitchen, a spacious garden, an outdoor Balinese tub, and a Japanese tea garden.
❤The Elegant: A Healdsburg Winery Abode! Hot Tub!❤ - Healdsburg, CA
9.8 251 reviews
Healdsburg, CA
19/08 – 24/08
416 €/nighttotal: 2080 € (5 )

❤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.
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