Villas and Holiday homes in Healdsburg, CA

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Healdsburg, CA holiday homes
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53 Villa rentals in Healdsburg, CA

Compare Holiday Homes with a Pool in Healdsburg, CA

A holiday home in Healdsburg, CA with a swimming pool makes enjoying a proper swim in the heart of the city remarkably convenient.

Secluded Vineyard Estate Healdsburg - Healdsburg, CA
9.8 195 reviews
Healdsburg, CA
02/10 – 07/10
£1416/nighttotal: Â£7080 (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.
Farmhouse With Pool, Hot Tub And Tastings Included - Healdsburg, CA
10 1 review
Healdsburg, CA
07/09 – 11/09
£788/nighttotal: Â£3152 (4 )

Farmhouse With Pool, Hot Tub And Tastings Included

3 2
house , Windsor
This Healdsburg farmhouse, situated 14.2 km from the Luther Burbank Center for the Arts and offering easy access to Healdsburg's wineries and cultural attractions, provides a peaceful countryside retreat amongst vineyards.
The 174 square metre property sleeps up to 11 guests in three bedrooms, one bathroom, and boasts a swimming pool, jacuzzi, tennis court, and fully equipped kitchen including a dishwasher and microwave; free Wi-Fi and parking are also included.
The Estate Villa - Healdsburg, CA
10 27 reviews
Healdsburg, CA
20/08 – 23/08
£4389/nighttotal: Â£13167 (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.
Modern Sonoma Home W Private Pool - Valley Vineyards - Healdsburg, CA
9.5 2 reviews
Healdsburg, CA
07/09 – 11/09
£610/nighttotal: Â£2440 (4 )

Modern Sonoma Home W Private Pool - Valley Vineyards

3 2
house , Healdsburg
This modern Sonoma County house is located in Healdsburg, a short drive (approximately 26km) from the Old Faithful Geyser of California, the Luther Burbank Center for the Arts, and Petrified Forest.
This 232 square metre property boasts three bedrooms, two bathrooms, sleeping up to nine guests, and features a private pool, Jacuzzi, fully equipped kitchen, and free Wi-Fi.

Best family friendly Healdsburg, CA villas and holiday home

Among the 53 accommodations in Healdsburg, CA, here are the 4 best family friendly villas and holiday homes

River View Lodge - Hot Tub And Tastings Included - Healdsburg, CA
9.5 207 reviews
Healdsburg, CA
20/08 – 23/08
£649/nighttotal: Â£1947 (3 )

River View Lodge - Hot Tub And Tastings Included

3 3
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.
Modern Farmhouse: 2021 Remodel, Great Pool, Privacy, 5min To Healdsberg - Healdsburg, CA
9.7 313 reviews
Healdsburg, CA
02/10 – 07/10
£750/nighttotal: Â£3750 (5 )

Modern Farmhouse: 2021 Remodel, Great Pool, Privacy, 5min To Healdsberg

3 4
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.
Mountain Cottage Near Russian River, Hiking & Downtown, Family And Pet Friendly - Healdsburg, CA
9.2 64 reviews
Healdsburg, CA
08/07 – 10/07
£424/nighttotal: Â£848 (2 )

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.
Serene Riverfront Cottage In Healdsburg Views Kayaks 1 5 Mile To Downtown - Healdsburg, CA
Healdsburg, CA
20/08 – 23/08
£552/nighttotal: Â£1656 (3 )

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

1 3
house , Healdsburg
Holiday house rental. You will be located in Healdsburg.
Services and facilities: a dish washer, free parking and an iron. This house also has air conditioning!

Frequently asked questions about villa rentals in Healdsburg, CA

  • What are the must-see attractions in and around Healdsburg, CA?

    Healdsburg is a charming town with plenty to offer. You've got to visit the Healdsburg Plaza, a beautiful square with shops and restaurants. The Healdsburg Museum is also a must-see, showcasing the history of the area. For a taste of the local wine scene, head to the Healdsburg Wine Country Visitor Center and the Russian River Valley.
  • What are the best holiday homes in Healdsburg, CA?

  • What types of wildlife can travelers expect to see in the area of Healdsburg, CA?

    You'll likely spot deer, rabbits, and squirrels in the area, especially in the early morning or late evening. If you're lucky, you might even catch a glimpse of a coyote or a bobcat, but they tend to be more elusive. The Russian River is also home to a variety of birds, including herons, egrets, and ducks.
  • What are the best holiday homes with a pool in Healdsburg, CA?

  • What is the best time to visit Healdsburg, CA?

    The best time to visit Healdsburg really depends on what you're looking for. For warm weather and outdoor activities, spring (April-May) and autumn (September-October) are ideal. If you're a wine enthusiast, you'll want to visit during harvest season in autumn, but be prepared for crowds. Summer can be hot and crowded, but there are plenty of events and festivals to enjoy.
  • What are the best holiday homes with a jacuzzi in Healdsburg, CA?

  • When is it easiest to book a villa rental in Healdsburg, CA?

    You'll find the best deals on villa rentals in Healdsburg during the shoulder seasons, like spring or autumn. Summer and autumn are peak season, so booking in advance is essential. If you're flexible with your dates, you might find better deals during the week compared to weekends.
  • What are the best holiday homes for families and kids in Healdsburg, CA?

  • What are the top hiking trails near Healdsburg, CA?

    There are some great hiking trails around Healdsburg. The Armstrong Redwoods State Natural Reserve is a must-visit for its towering redwood trees. The Fitch Mountain Trail offers stunning views of the surrounding countryside. For a shorter walk, the Healdsburg Ridge Trail is a great option.
  • What are the best pet friendly holiday homes in Healdsburg, CA?

  • What are the advantages of renting a house or a villa in Healdsburg, CA

    Renting a villa in Healdsburg gives you more space and privacy than a hotel. You'll have access to a fully equipped kitchen, so you can save money by cooking some of your meals. Many villas also offer outdoor living spaces, perfect for relaxing and enjoying the beautiful surroundings.
  • What are the best holiday homes with parking in Healdsburg, CA?

  • Are there popular destinations near Healdsburg, CA?

    Yes, there are plenty of popular destinations near Healdsburg. You can easily visit the charming towns of Guerneville, Cloverdale, and Sebastopol. For a day trip, head to the coast and explore the beaches and tide pools of Bodega Bay. If you're looking for a more adventurous outing, visit the Armstrong Redwoods State Natural Reserve, just a short drive from Healdsburg.

Destinations nearby

Best Healdsburg, CA villas and holiday homes with parking

Completely Remodeled Farmhouse With Stunning Views Of Dry Creek Valley - Healdsburg, CA
10 71 reviews
Healdsburg, CA
10/07 – 13/07
£780/nighttotal: Â£2340 (3 )

Completely Remodeled Farmhouse With Stunning Views Of Dry Creek Valley

3 2
house , Healdsburg
Vineyard Vue, a three-bedroom house in Healdsburg, is conveniently located a 13km drive from Charles M. Schulz Sonoma County Airport and a 19-minute walk from Healdsburg Plaza.
This 158 square metre property offers a fully equipped kitchen, terrace, garden, tennis court, free parking, Wi-Fi, and sleeps up to six guests, with nearby attractions including Safari West and the Luther Burbank Center for the Arts.
Stay Surrounded By Fitch Mountain Park And Open Space Preserve. - Healdsburg, CA
9.8 223 reviews
Healdsburg, CA
07/09 – 11/09
£343/nighttotal: Â£1372 (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.
Healdsburg Cottage  Walk To The Plaza, Workspace - Healdsburg, CA
9.9 611 reviews
Healdsburg, CA
02/10 – 07/10
£412/nighttotal: Â£2060 (5 )

Healdsburg Cottage Walk To The Plaza, Workspace

1 4
cottage , Healdsburg
This charming one-bedroom cottage is located just 1.6 kilometres from the Healdsburg Museum and the Russian River, offering a peaceful retreat close to the town's attractions. The property has consistently received excellent ratings for location, cleanliness, and overall experience.
This cosy holiday home, spanning 56 square metres, comfortably accommodates up to four guests. The cottage offers a range of amenities including a fully equipped kitchen, a private garden with a barbecue, and a spa, perfect for a relaxing getaway.
Private Acre With Bbq Patio 5min To Healdsburg Plaza - Healdsburg, CA
Healdsburg, CA
20/08 – 23/08
£460/nighttotal: Â£1380 (3 )

Private Acre With Bbq Patio 5min To Healdsburg Plaza

1 3
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.

Best Healdsburg, CA villas and holiday homes with a garden

Heart Of Healdsburg Cottage For 4, Pool, Spa, Fire Pit, Wifi, Bbq - Healdsburg, CA
9.0 49 reviews
Healdsburg, CA
20/08 – 23/08
£1121/nighttotal: Â£3363 (3 )

Heart Of Healdsburg Cottage For 4, Pool, Spa, Fire Pit, Wifi, Bbq

2 3
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.
Heron House - Hot Tub And Wine Tastings Included - Healdsburg, CA
9.9 97 reviews
Healdsburg, CA
20/08 – 23/08
£772/nighttotal: Â£2316 (3 )

Heron House - Hot Tub And Wine Tastings Included

3 3
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.
Mediterranean Getaway With Breakfast Healdsburg - Healdsburg, CA
9.9 189 reviews
Healdsburg, CA
08/07 – 10/07
£166/nighttotal: Â£332 (2 )

Mediterranean Getaway With Breakfast Healdsburg

1 2
house , Healdsburg
This Healdsburg guesthouse is situated in a peaceful wooded area of Northern Sonoma County, near the base of Fitch Mountain, approximately 1.4 kilometres from Healdsburg Plaza and 0.8 kilometres from the Russian River.
The self-catering unit offers a queen-sized bed, private patio with a translucent roof and gas heater, a gourmet continental breakfast, and is within walking distance of the 173-acre Fitch Mountain Nature Preserve, accommodating up to two guests.
Mill Creek By Avantstay Modern Design Patio Hot Tub - Healdsburg, CA
9.0 1 review
Healdsburg, CA
02/10 – 07/10
£601/nighttotal: Â£3005 (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).
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