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53 Villa rentals in Healdsburg, CA
9.8 133 reviews
Healdsburg, CA
07/10 – 07/13
$1418/nighttotal: $4254 (3 )
Haven With Pool, Hot Tub And Tastings Included
2 2
house , Healdsburg
Private Vineyard Haven is located in Healdsburg, California, just a short drive from the Charles M. Schulz Sonoma County Airport and the Luther Burbank Center for the Arts. The property has earned excellent ratings for its location, cleanliness, and overall user experience. This 2-bedroom house features a fully equipped kitchen, air conditioning, and a private patio and balcony with mountain views. Guests can enjoy amenities like a swimming pool, Jacuzzi, tennis court, and a spa, as well as nearby cycling trails and easy access to local attractions.
10 52 reviews
Healdsburg, CA
08/20 – 08/23
$460/nighttotal: $1380 (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 minutes from the historic Healdsburg Plaza, offering easy access to wine tasting opportunities. It has excellent ratings for user experience, location, and cleanliness. The house is a spacious 830 square foot home with a 320 square foot patio, accommodating up to 4 guests. It offers a serene ranch setting with a vineyard, oak groves, winter creeks, and unique rock formations, plus a private covered terrace, a friendly Great Pyrenees dog, and colorful chickens.
9.5 207 reviews
Healdsburg, CA
08/20 – 08/23
$870/nighttotal: $2610 (3 )
River View Lodge - Hot Tub And Tastings Included
3 3
house , Healdsburg
River View Lodge is located near Healdsburg, offering beachfront access and mountain views, approximately 14 miles from the Luther Burbank Center for the Arts. This house has consistently received excellent ratings for its location, cleanliness, and overall user experience. The home features three bedrooms and can comfortably accommodate up to eight guests. Amenities include a fully equipped kitchen, a hot tub, a terrace, a garden, a spa, a tennis court, and free parking.
10 1 review
Healdsburg, CA
09/07 – 09/11
$343/nighttotal: $1372 (4 )
Premier Wine Country Getaway. Exclusive Bucher Vineyard Cottage On Westside Road
1 2
cottage , Windsor
This Healdsburg cottage offers a prime location, situated within a 30-minute drive of natural attractions like Armstrong Redwoods and Johnson's Beach, and conveniently located 9 minutes from Healdsburg Plaza and 14 minutes from SingleThread Farm at Dry Creek. This 1-bedroom, 1-bathroom rental accommodates up to 2 guests and includes essential amenities such as internet, air conditioning, a dryer, and a hairdryer, with easy access to nearby wineries and cultural venues.
Healdsburg, CA
10/02 – 10/07
$586/nighttotal: $2930 (5 )
Private Acre With Bbq Patio 5min To Healdsburg Plaza
1 4
house , Healdsburg
This Healdsburg rental house is located on a private acre, offering seclusion and is situated 5 minutes from the Healdsburg Plaza. This 960 sq ft house accommodates up to 7 guests and includes a fully equipped kitchen, 2 bathrooms, air conditioning, and on-site casino and proximity to cycling routes.
9.9 175 reviews
Healdsburg, CA
08/20 – 08/23
$586/nighttotal: $1758 (3 )
Updated Russian River Cabin (Beach/river Access!)
1 3
cabin , Healdsburg
This charming Healdsburg cabin sits on the banks of the Russian River, just a short drive from the town's wineries and a scenic 75-minute drive from San Francisco. The cabin has consistently received excellent ratings for its location, cleanliness, and overall experience, making it a popular choice for travelers. The cozy cabin has two bedrooms, comfortably accommodating up to six guests. Enjoy modern amenities, a private beach with access to the Russian River, and a spacious outdoor deck with stunning views, perfect for relaxing and soaking up the California sunshine.
10 27 reviews
Healdsburg, CA
08/20 – 08/23
$5882/nighttotal: $17646 (3 )
The Estate Villa
4 3
house , Healdsburg
The Estate Villa at NewTree Ranch is a luxurious 120-acre property just 4.7 miles from downtown Healdsburg, offering a secluded escape amidst a working farm with a private lake, hiking trails, and the opportunity to interact with farm animals. Guests consistently rate this property as excellent, praising its exceptional amenities and personalized service. This spacious villa features four bedrooms and four bathrooms, accommodating up to eight guests, and provides a total of 4700 square feet of living space. The villa offers a world-class gym, outdoor fit course, hiking trails, a toxin-free environment, and a dedicated concierge team to arrange transportation, curate experiences, and handle every detail.
10 1 review
Healdsburg, CA
09/07 – 09/11
$549/nighttotal: $2196 (4 )
Secluded Home, Wine Tastings Included
2 2
house , Healdsburg
This Healdsburg vacation rental is located 5.3 miles from the Healdsburg Plaza, offering easy access to downtown while maintaining a secluded setting near cycling routes and attractions like the Luther Burbank Center for the Arts (16 miles away). This 830-square-foot house features two bedrooms, one bathroom, and accommodates up to seven guests, complete with a fully equipped kitchen, air conditioning, Wi-Fi, and a private patio; a tennis court is also available on the property.
9.5 2 reviews
Healdsburg, CA
08/20 – 08/23
$1024/nighttotal: $3072 (3 )
Modern Sonoma Home W Private Pool - Valley Vineyards
3 3
house , Healdsburg
This modern Sonoma County home is located in Healdsburg, 14 miles from Charles M. Schulz Sonoma County Airport, 16 miles from Old Faithful Geyser of California, and 18 miles from the Luther Burbank Center for the Arts. This 2,500-square-foot house features three bedrooms, two bathrooms, sleeps nine guests, and includes a private pool, Jacuzzi, and fully equipped kitchen with modern appliances; free Wi-Fi and in-house laundry are also provided.
9.9 611 reviews
Healdsburg, CA
10/02 – 10/07
$553/nighttotal: $2765 (5 )
Healdsburg Cottage Walk To The Plaza, Workspace
1 4
cottage , Healdsburg
This charming Healdsburg cottage is located within walking distance of the Healdsburg Museum, Russian River, and downtown Healdsburg, offering easy access to shops, restaurants, and attractions. The cottage boasts excellent ratings for location, cleanliness, and user experience. This cozy home offers a comfortable 600 square feet of space with one bedroom, one bathroom, and a capacity for four guests. The cottage is equipped with a fully equipped kitchen, a private yard, a spa, a tennis court, and a variety of other amenities for a relaxing and enjoyable stay.
9.8 223 reviews
Healdsburg, CA
09/07 – 09/11
$460/nighttotal: $1840 (4 )
Stay Surrounded By Fitch Mountain Park And Open Space Preserve.
1 2
house , Healdsburg
This Healdsburg house is located just a short walk from the Russian River, offering easy access to scenic beauty, water activities, and nearby wineries. The house is also conveniently close to the Healdsburg Golf Club and Healdsburg District Hospital, making it a great base for exploring the area. The house has received excellent ratings for user experience, location, and cleanliness. This 2-bedroom, 2-bathroom house spans 1520 square feet. It comes with a fully equipped kitchen, a private fenced yard, a fireplace, free WiFi, and housekeeping services upon request.
9.9 363 reviews
Healdsburg, CA
09/07 – 09/11
$352/nighttotal: $1408 (4 )
The Roost - Sun Room
1 2
house , Healdsburg
The Roost is a guest room located just two blocks from Healdsburg's central plaza, in a quiet residential neighborhood. The property has received excellent ratings for location, cleanliness, and overall user experience. The Roost is a cozy one-bedroom, one-bathroom space that comfortably accommodates two guests. Amenities include air conditioning, a private porch, a garden, access to a nearby fitness center, and parking.
Best Holiday Houses with Swimming Pool in Healdsburg, CA
Choosing a vacation home in Healdsburg, CA with a pool means a private swim is always available.
9.7 313 reviews
Healdsburg, CA
10/02 – 10/07
$1005/nighttotal: $5025 (5 )
Modern Farmhouse: 2021 Remodel, Great Pool, Privacy, 5min To Healdsberg
3 4
farm , Windsor
This family-friendly farmhouse is located near Windsor, within a 5km radius of the Russian River, Dom Whitney Tasting Lounge, Powell's Sweet Shoppe, and Pezzi King Winery. This farmhouse has received excellent ratings for cleanliness, location, and user experience. The farmhouse has 3 bedrooms, a capacity for 6 guests, and a total floor area of 1250 square feet. This farmhouse includes amenities like air conditioning, a swimming pool, a terrace, a garden, parking, a kitchen with a fridge, microwave oven, and dishwasher, internet access, and a game room.
9.9 98 reviews
Healdsburg, CA
07/08 – 07/10
$1076/nighttotal: $2152 (2 )
Homestead With Pool And Hot Tub - Wine Tastings Included
3 2
house , Healdsburg
This Healdsburg vacation home offers a peaceful retreat in the heart of Sonoma County wine country, just minutes from the renowned Luther Burbank Center for the Arts. The house has received excellent ratings for its location, cleanliness, and user experience. The house has three air-conditioned bedrooms and two bathrooms, and can accommodate up to seven guests. The 1,700-square-foot house has a fully equipped kitchen, a private pool, a Jacuzzi, a garden, a tennis court, and parking. Children will enjoy the on-site playground, while adults can explore the scenic Healdsburg countryside on the nearby cycling trails.
9.6 24 reviews
Healdsburg, CA
10/02 – 10/07
$703/nighttotal: $3515 (5 )
130 M² House ∙ 2 Bedrooms ∙ 6 Guests
2 4
house , Healdsburg
This AvantStay Healdsburg house rental is located in Mill Creek, Sonoma County, a six-minute drive from Healdsburg Plaza and 90 minutes from San Francisco, near the Russian River, Dry Creek, and Alexander Valleys wine regions. The 1,400-square-foot home features two ensuite bedrooms, accommodating six guests, a private hot tub, sauna, and a swimming pool, plus easy access to Michelin-starred restaurants and world-class wineries.
Healdsburg, CA
10/02 – 10/07
$2329/nighttotal: $11645 (5 )
Exclusive Wine Country Estate - The Haven
4 4
house , Healdsburg
This Healdsburg wine country estate with mountain views is located 6.9 miles from Healdsburg Plaza and 15 miles from Charles M. Schulz Sonoma County Airport. This 3000 square foot vacation home accommodates 12 guests in 4 bedrooms and 3 bathrooms, featuring a private swimming pool, Jacuzzi, garden, and fully equipped kitchen with a fridge, microwave, and dishwasher, plus complimentary WiFi.
Best family friendly Healdsburg, CA villas and beach houses
Among the 53 accommodations in Healdsburg, CA, here are the 4 best family friendly villas and beach houses
9.8 195 reviews
Healdsburg, CA
10/02 – 10/07
$1897/nighttotal: $9485 (5 )
Secluded Vineyard Estate Healdsburg
4 4
house , Healdsburg
This family-friendly vacation home is located just a short drive from Healdsburg's attractions, including the Matrix Winery, Russian River, and Healdsburg Golf Club, all within 6 miles. This rental consistently receives excellent ratings for its location, cleanliness, and overall experience. The 4-bedroom, 4-bathroom house offers 3800 square feet of living space. Enjoy the beautiful mountain views, relax in the private pool and spa tub, and take advantage of amenities like a fully equipped kitchen, fireplace, and outdoor barbecue grills.
10 58 reviews
Healdsburg, CA
10/02 – 10/07
$961/nighttotal: $4805 (5 )
Villa With Pool, Hot Tub And Tastings Included
2 4
house , Windsor
The Dragonfly is a luxurious vacation rental located in Healdsburg, just 6 minutes from the Healdsburg Plaza and close to wineries, boutiques, and restaurants. This rental has excellent user, location, and cleanliness ratings. The Dragonfly is a 4-bedroom, 4-bathroom rental that can accommodate up to 4 guests. It features a private pool, outdoor kitchen, hot tub, fitness center, and a Tesla car charger.
9.5 208 reviews
Healdsburg, CA
10/02 – 10/07
$497/nighttotal: $2485 (5 )
Serene Riverfront Cottage In Healdsburg Views Kayaks 1 5 Mile To Downtown
2 4
house , Healdsburg
Redwood River Lodge is located in Healdsburg, just 14 miles from the Luther Burbank Center for the Arts and 11 miles from Charles M. Schulz Sonoma County Airport. The lodge has earned excellent ratings from previous guests for its cleanliness, location, and overall experience. The two-bedroom, one-bathroom home spans 1190 square feet and comfortably accommodates six guests. Enjoy a fully equipped kitchen, private parking, and a range of amenities including a jacuzzi, a tennis court, and a garden.
Healdsburg, CA
09/07 – 09/11
$1302/nighttotal: $5208 (4 )
Modern Wine Country Home On 10 Acres With Vineyard
3 2
house , Healdsburg
This 3-bedroom Healdsburg villa is located 5 miles from Healdsburg Plaza and 12 miles from Charles M. Schulz–Sonoma County Airport, offering easy access to attractions like Safari West and Petrified Forest within a 25-mile radius. The 10-acre property features a vineyard with stunning views, a fully equipped kitchen, a private balcony, free Wi-Fi, parking, and accommodates up to 11 guests.
Frequently Asked Questions about villa rentals in Healdsburg, CA
What are the must-see attractions in and around Healdsburg, CA?
Healdsburg is known for its wineries, so a visit to the Healdsburg Wine Country is a must. You can also check out the Healdsburg Museum, which showcases the history of the area. If you want to enjoy the outdoors, the Russian River is a great spot for swimming, kayaking, or just relaxing by the water.
What are the best villa rentals in Healdsburg, CA?
What types of wildlife can travelers expect to see in the area of Healdsburg, CA?
You'll see plenty of birds, like red-tailed hawks and hummingbirds, in the area. You might also spot deer, rabbits, and squirrels in the forests and parks. If you're lucky, you could even see a coyote or a bobcat, but they're usually shy and avoid humans.
What are the best villa rentals with a pool in Healdsburg, CA?
The best time to visit Healdsburg is in the spring or fall. The weather is perfect for outdoor activities, and the crowds are smaller than during the summer months. Plus, the fall foliage is gorgeous, and the spring brings beautiful wildflowers.
What are the best villa rentals with a jacuzzi in Healdsburg, CA?
When is it easiest to book a villa rental in Healdsburg, CA?
You'll have the best chance of finding a great deal on a villa rental in Healdsburg during the shoulder seasons, like spring and fall. The prices are lower, and there are fewer crowds. But if you want to visit during the peak season, like summer, you'll need to book your villa well in advance.
What are the best villa rentals for families and kids in Healdsburg, CA?
What are the top hiking trails near Healdsburg, CA?
There are some great hiking trails in the area, like the Healdsburg Ridge Trail, the Fitch Mountain Trail, and the Trione-Annadel State Park trails. You can also find some beautiful hikes along the Russian River.
What are the best pet friendly villa rentals in Healdsburg, CA?
What are the advantages of renting a house or a villa in Healdsburg, CA
Renting a house or villa in Healdsburg gives you more space and privacy than staying in a hotel. You can cook your own meals, relax in your own private outdoor space, and enjoy a more comfortable and personalized experience.
What are the best villa rentals with parking in Healdsburg, CA?
Are there popular destinations near Healdsburg, CA?
Yes, there are several popular destinations near Healdsburg. You can visit the charming town of Sonoma, explore the Redwood National Park, or take a day trip to the coast. You can also visit the small town of Cloverdale, which is known for its wineries and its beautiful scenery.
Destinations nearby
Best Healdsburg, CA houses with parking
9.8 136 reviews
Healdsburg, CA
08/20 – 08/23
$1231/nighttotal: $3693 (3 )
Hbg Plaza Gem - Hot Tub & Wine Tastings Included
2 3
house , Healdsburg
This Healdsburg Plaza Gem is situated in the heart of Healdsburg, just a short drive from the Luther Burbank Center for the Arts, Safari West, and the Petrified Forest. The property enjoys excellent user, location, and cleanliness ratings. This 2-bedroom, 1-bathroom home offers 1420 square feet of comfortable living space. Guests can enjoy amenities such as a private patio, free Wi-Fi, air-conditioned bedrooms, a fully equipped kitchen, and a spa, making it an ideal choice for families or groups.
10 1 review
Healdsburg, CA
07/08 – 07/10
$702/nighttotal: $1404 (2 )
Bird And Barrel Vineyard Farmhouse
3 2
house , Healdsburg
Bird and Barrel Vineyard Farmhouse offers a 1550-square-foot Healdsburg home conveniently located near the Luther Burbank Center for the Arts (8.7 miles), Safari West Wildlife Preserve (15 miles), and Charles M. Schulz Sonoma County Airport (5.6 miles). This three-bedroom, two-bathroom vacation rental sleeps up to 11 guests and features a fully equipped kitchen, free Wi-Fi, air conditioning, a fireplace, a garden, parking, and a washer/dryer.
10 71 reviews
Healdsburg, CA
07/10 – 07/13
$1045/nighttotal: $3135 (3 )
Completely Remodeled Farmhouse With Stunning Views Of Dry Creek Valley
3 2
house , Healdsburg
Vineyard Vue, a Healdsburg house rental, is conveniently located a 19-minute walk from Healdsburg Plaza and a 20-mile drive from Safari West. This 1700-square-foot home features three bedrooms, a fully equipped kitchen with a dishwasher, a terrace, a garden, a tennis court, free parking, and Wi-Fi, comfortably accommodating families or groups.
Healdsburg, CA
10/02 – 10/07
$1081/nighttotal: $5405 (5 )
Luxury 2-br Cottage On 30-acre Vineyard Property In Enchanting Healdsburg
2 4
cottage , Healdsburg
This Dry Creek Valley cottage, located in Geyserville near Healdsburg, offers easy access to wineries like Unti Vineyards and Truett Hurst, as well as cultural attractions such as the Raven Performing Arts Theater and Healdsburg Museum. The 1,000+ square-foot home features two bedrooms, two bathrooms, and accommodates four guests, boasting a spacious open floor plan, Viking appliances, Restoration Hardware furniture, a private covered porch overlooking vineyards, and the unique opportunity to witness nighttime grape harvesting in the fall.
Best Healdsburg, CA houses with a garden
Healdsburg, CA
09/07 – 09/11
$644/nighttotal: $2576 (4 )
Riverfront Getaway With Wine Tastings Included
3 2
house , Healdsburg
The Healdsburg Riverfront Cabin Surrounded By Redwoods is located in Healdsburg, just 13 miles from the Luther Burbank Center for the Arts and 22 miles from Safari West. This 1,250-square-foot cabin features three bedrooms, a fully equipped kitchen, and a private patio with stunning river views, comfortably accommodating up to six guests.
10 156 reviews
Healdsburg, CA
07/08 – 07/10
$585/nighttotal: $1170 (2 )
Luxe Guest Suite In Dry Creek 5 Mins From Town!
1 2
house , Healdsburg
This guest suite is located on a hill in Dry Creek, just five minutes from downtown Healdsburg, surrounded by stunning vineyard views. The property has received excellent ratings for location, cleanliness, and user experience. This private and secluded one-bedroom suite can accommodate up to two guests. Enjoy the convenience of a fully equipped kitchen, a private hot tub, a washer and dryer, and a private lanai with vineyard views.
10 248 reviews
Healdsburg, CA
09/07 – 09/11
$284/nighttotal: $1136 (4 )
Bunkhouse At Side Road Farm
1 2
house , Healdsburg
The Bunkhouse at Side Road Farm is a charming one-bedroom suite located on a three-acre property within walking distance of three wineries in Healdsburg. This former horse ranch turned fruit and vegetable farm offers a unique and relaxing ambiance for guests. The suite has received excellent ratings for its cleanliness, location, and user experience. It features a queen-size Casper bed, a walk-in closet, a stall shower with toiletries, and a Smart TV. Guests can also enjoy an outdoor seating area, a Keurig coffeemaker, and access to the farm's fruit and vegetable gardens.
10 310 reviews
Healdsburg, CA
09/07 – 09/11
$441/nighttotal: $1764 (4 )
Luxurious, Private, Healdsburg Guest Cottage
1 2
house , Healdsburg
1083 Guest House is a private, gated cottage located in a wooded area in Healdsburg, within walking distance of the city's renowned restaurants, wineries, and boutiques. It has an excellent user rating, location rating, and cleanliness rating. The cottage has one bedroom, one bathroom, and a guest capacity of two. It features a fridge, microwave oven, dishwasher, air conditioning, jacuzzi, garden, and parking. Guests can enjoy a private hot tub, continental breakfast, garage and garden area access, and potential sightings of wildlife.