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 1 review
Healdsburg, CA
07/09 – 11/09
£256/nighttotal: £1024 (4 )
Premier Wine Country Getaway. Exclusive Bucher Vineyard Cottage On Westside Road
1 2
cottage , Windsor
This Healdsburg dwelling offers a 9-minute drive to Healdsburg Plaza and is 14 minutes from SingleThread Farm at Dry Creek, with Johnson's Beach 21 minutes away and Armstrong Redwoods Reserve 28 minutes distant. This one-bedroom, one-bathroom cottage accommodates two guests and provides essential amenities including internet and air conditioning, ideal for exploring nearby wineries such as Matrix Winery and Bacchus Landing, and entertainment venues like the Luther Burbank Center for the Arts.
10 52 reviews
Healdsburg, CA
20/08 – 23/08
£344/nighttotal: £1032 (3 )
Guesthouse On Gated 22 Acre Family Ranch, Vineyard
2 3
house , Windsor
This Casita is located in the foothills between Healdsburg and Windsor, just a short drive from the historic Healdsburg Plaza. The property enjoys excellent user, location and cleanliness ratings. The Casita offers 830 square metres of living space plus a 320 square metre patio, accommodating up to four guests. It features a private covered terrace, a fully equipped kitchen, air conditioning, a garden, parking, and internet access.
Healdsburg, CA
07/09 – 11/09
£359/nighttotal: £1436 (4 )
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.
9.8 136 reviews
Healdsburg, CA
19/08 – 24/08
£780/nighttotal: £3900 (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.
10 1 review
Healdsburg, CA
07/09 – 11/09
£788/nighttotal: £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.
10 1 review
Healdsburg, CA
07/09 – 11/09
£409/nighttotal: £1636 (4 )
Secluded Home, Wine Tastings Included
2 2
house , Healdsburg
This Healdsburg house rental is situated 8.5km from Healdsburg Plaza and 21km from Charles M. Schulz Sonoma County Airport, offering a secluded wine country escape with mountain views. The 77 square metre property sleeps five guests in two bedrooms and one bathroom, and includes a fully equipped kitchen, Wi-Fi, air conditioning, a spa, and private parking, with opportunities for cycling nearby.
10 29 reviews
Healdsburg, CA
08/07 – 10/07
£358/nighttotal: £716 (2 )
Healdsburg Luxe Carriage House 5 Min To Plaza!
1 2
house , Healdsburg
This licensed carriage house is situated in Healdsburg's historic district at Johnson and Lincoln Streets, offering an 8-minute walk to Healdsburg Plaza. This accommodation for two guests features a king-size bed, a fully equipped kitchen with a fridge, freezer, and microwave, air conditioning, garden access with a gas fire pit, and fibre optic internet, with Bodega Bay and Napa Valley approximately 64 kilometres away.
Healdsburg, CA
20/08 – 23/08
£552/nighttotal: £1656 (3 )
Serene Riverfront Cottage In Healdsburg Views Kayaks 1 5 Mile To Downtown
1 3
house , Healdsburg
House rental listing. You will be in Healdsburg. Facilities and services: a terrace, a fridge and a washing machine. Take advantage of the Free Parking with this accommodation.
10 310 reviews
Healdsburg, CA
07/09 – 11/09
£329/nighttotal: £1316 (4 )
Luxurious, Private, Healdsburg Guest Cottage
1 2
house , Healdsburg
This charming cottage is situated in Healdsburg, just a short walk from the town's best restaurants, wineries, shops, and the Russian River, offering a peaceful escape in a vibrant setting. The cottage boasts excellent ratings for location, cleanliness, and user experience, ensuring a comfortable and enjoyable stay. The cottage comfortably accommodates two guests in one bedroom and one bathroom. Enjoy the private hot tub, a continental breakfast, and a garden area, along with access to the garage and internet.
Healdsburg, CA
07/09 – 11/09
£590/nighttotal: £2360 (4 )
New Listing Private Wine Estate - Pool And Tastings
3 2
house , Geyserville
This Geyserville holiday home is situated 26 kilometres from Luther Burbank Centre for the Arts, with Safari West a 37-kilometre drive and Old Faithful Geyser of California 32 kilometres away. This detached property offers 260 square metres of living space for up to 11 guests, featuring a private swimming pool, spa, tennis court, and complimentary WiFi, with a fully equipped kitchen including a microwave oven and dishwasher.
9.9 611 reviews
Healdsburg, CA
02/10 – 07/10
£412/nighttotal: £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.
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.
9.0 1 review
Healdsburg, CA
02/10 – 07/10
£601/nighttotal: £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).
10 63 reviews
Healdsburg, CA
02/10 – 07/10
£1201/nighttotal: £6005 (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.
Healdsburg, CA
02/10 – 07/10
£1738/nighttotal: £8690 (5 )
Exclusive Wine Country Estate - The Haven
4 4
house , Healdsburg
This exclusive wine country estate is located 11.1 kilometres from Healdsburg Plaza, offering mountain views and a private escape. This four-bedroom holiday home, covering 279 square metres, accommodates up to 12 guests and features a swimming pool, jacuzzi, garden, and a well-equipped kitchen with a dishwasher and oven.
9.0 49 reviews
Healdsburg, CA
10/07 – 13/07
£1192/nighttotal: £3576 (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.
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
10 27 reviews
Healdsburg, CA
20/08 – 23/08
£4389/nighttotal: £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.
9.5 208 reviews
Healdsburg, CA
20/08 – 23/08
£502/nighttotal: £1506 (3 )
Serene Riverfront Cottage In Healdsburg Views Kayaks 1 5 Mile To Downtown
2 3
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.
9.6 24 reviews
Healdsburg, CA
02/10 – 07/10
£525/nighttotal: £2625 (5 )
130 M² House ∙ 2 Bedrooms ∙ 6 Guests
2 4
house , Healdsburg
This Mill Creek house rental, six minutes from Healdsburg's town centre and 1.5 hours from San Francisco, offers a tranquil setting near Sonoma County's renowned vineyards and Michelin-starred restaurants. The 130 square metre property boasts a modern open-plan layout, sleeping six guests across two ensuite bedrooms, and includes a private hot tub, sauna, swimming pool, and ample parking.
9.9 189 reviews
Healdsburg, CA
08/07 – 10/07
£166/nighttotal: £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.
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?
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
10 65 reviews
Healdsburg, CA
19/08 – 24/08
£341/nighttotal: £1705 (5 )
Enjoy A Slice Of Country--two Miles To Downtown Healdsburg
2 2
cottage , Healdsburg
This charming cottage is located just under 3km from the centre of Healdsburg Plaza, nestled in a peaceful rural setting with vineyard views. It has received excellent reviews from previous guests. The cottage offers 102 square metres of space and can accommodate up to 4 guests. It comes complete with a fully equipped kitchen, a private deck, a jacuzzi, a garden and a spa, making it ideal for a relaxing getaway.
9.9 97 reviews
Healdsburg, CA
02/10 – 07/10
£597/nighttotal: £2985 (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.
10 1 review
Healdsburg, CA
08/07 – 10/07
£524/nighttotal: £1048 (2 )
Bird And Barrel Vineyard Farmhouse
3 2
house , Healdsburg
The Bird and Barrel Vineyard Farmhouse is located in Healdsburg, 14.6 kilometres from the Luther Burbank Center for the Arts, offering convenient access to Safari West Wildlife Park and other attractions such as Petrified Forest and Old Faithful Geyser of California. This three-bedroom, two-bathroom property boasts 144 square metres of floor space, sleeping up to 11 guests and featuring a fully equipped kitchen, air conditioning, a garden, parking, and free Wi-Fi.
Healdsburg, CA
08/07 – 10/07
£442/nighttotal: £884 (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.
Best Healdsburg, CA villas and holiday homes with a garden
9.2 64 reviews
Healdsburg, CA
10/07 – 13/07
£417/nighttotal: £1251 (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.
10 248 reviews
Healdsburg, CA
19/08 – 24/08
£241/nighttotal: £1205 (5 )
Bunkhouse At Side Road Farm
1 2
house , Healdsburg
The Bunkhouse at Side Road Farm is a charming one-bedroom suite situated in Healdsburg, just a short walk from three wineries and nestled on a three-acre site that was once a horse ranch. The property has excellent user, location, and cleanliness ratings. The suite offers a comfortable living space for two guests, and it features a spacious bedroom with a queen-sized bed and a walk-in closet. Guests can enjoy a range of amenities including a Smart TV, a comfortable couch, a kitchen nook with a mini fridge, microwave, and Keurig coffee maker, as well as a private outdoor seating area.
9.7 313 reviews
Healdsburg, CA
07/09 – 11/09
£637/nighttotal: £2548 (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.
10 316 reviews
Healdsburg, CA
07/09 – 11/09
£197/nighttotal: £788 (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.