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Vacation Holiday homes and Chalet Rentals in Healdsburg

Search among 14 available vacation houses in Healdsburg from 50+ providers

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8 adults
3 bedrooms
5 beds
View on map3.1 mi from City Center300 yd from Rodney Strong Vineyards
Offering a kitchen complete with a microwave oven, a dishwasher and a fridge, this villa is located close to Rodney Strong Vineyards.
From   US$ 986 /nightSelect
Not available
6 adults
2 bedrooms
3 beds
View on map5.0 mi from City Center1.8 mi from Healdsburg Municipal Airport
Offering a kitchen complete with a microwave, a dishwasher and a refrigerator, this villa is located close to Family Wineries Dry Creek.
From   US$ 308 /nightSelect
Not available
8 adults
3 bedrooms
3 beds
2.6 mi from City Center800 yd from Rodney Strong Vineyards
Offering a kitchen equipped with a refrigerator, a toaster and a cooktop, this villa is set near Healdsburg Plaza.
From   US$ 500 /nightSelect
Not available
6 adults
3 bedrooms
3 beds
3.1 mi from City Center1.5 mi from Healdsburg Municipal Airport
Offering a kitchen equipped with a microwave oven, coffee/tea making facilities and a refrigerator, this villa is set near Dry Creek Vineyard.
From   US$ 699 /nightSelect
Not available
1.6 mi from City Center1400 yd from Dry Creek Shopping Center
Alley 6 Craft Distillery is 0.4 miles from this villa that offers 4 bedrooms along with a kitchen.
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Not available
6 adults
2 bedrooms
3 beds
1400 yd from City Center1300 yd from Healdsburg Plaza
Composed of 2 bedrooms and 3 bathrooms, this villa is set only 0.7 miles from paul mahder gallery.
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Not available
4 adults
2 bedrooms
2 beds
1000 yd from City Center900 yd from Healdsburg Plaza
Set within walking distance of The Christopher Hill Gallery, this vacation home includes 2 bedrooms and an equipped kitchen for guests' convenience.
From   US$ 669 /nightSelect
Not available
6 adults
2 bedrooms
3 beds
1.7 mi from City Center1500 yd from Dry Creek Shopping Center
Set within walking distance of Krug Event Center, this villa includes 2 bedrooms and a kitchen for guests' convenience.
From   US$ 450 /nightSelect
Not available
8 adults
3 bedrooms
4 beds
2.9 mi from City Center1100 yd from Rodney Strong Vineyards
This villa include 3 bathrooms together with heated swimming pool, and is set near River Rock Casino and Windsor Town Green.
From   US$ 828 /nightSelect
Not available
8 adults
3 bedrooms
3 beds
3.3 mi from City Center1.9 mi from Healdsburg Municipal Airport
River Rock Casino is 3.1 miles from this villa that offers 3 bedrooms along with an equipped kitchenette area.
From   US$ 565 /nightSelect
Not available
6 adults
2 bedrooms
2 beds
1400 yd from City Center1300 yd from Healdsburg Plaza
This is a 2-bedroom villa, set in proximity to Russian River Adventures SOAR Inflatables.
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Not available
4 adults
2 bedrooms
2 beds
1000 yd from City Center900 yd from Healdsburg Plaza
Featuring a patio and a garden, this venue with a fully equipped kitchen is situated close to Healdsburg Plaza.
From   US$ 705 /nightSelect
Not available
8 adults
3 bedrooms
4 beds
6.2 mi from City Center
Situated a 30-minute drive to Healdsburg Plaza, this villa features the garden and a terrace.
From   US$ 1 018 /nightSelect
Not available
8 adults
3 bedrooms
4 beds
1.4 mi from City Center1.4 mi from Healdsburg Museum
This 3-bedroom property includes a private swimming pool, and lies in proximity to Ramey Wine Cellars.
From   US$ 1 655 /nightSelect
Not available

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14 hotels found

FAQs about vacation houses and cabins in Healdsburg

In these 8 answers, you will find our recommendations about different properties for rent. We hope you'll like your stay at these highly rated country houses, cabins, bungalows, cottages, chalets or other Healdsburg houses.

What are the top pet-friendly vacation houses in Healdsburg?

You can find out Choice Getaway With Hot Tub - Near Wineries, Dining Home, the best villa located 5-minute walk from Thumbprint Cellars Tasting Room & Art Gallery. It costs 487US$ per night and offers a golf course, hiking and cycling on site.

What are the best cheap holiday homes in Healdsburg?

For those looking for a budget stay, Booked.net offers 11 accommodations to choose from. One of the best holiday homes is Armida Vineyards Cottage at the price of 501US$ per night. As an alternative, book Vineyard Views At The Kc House at a reasonable price of 699US$ per night.

What are the best vacation houses in Healdsburg providing hot tubes?

Booked.net offers 6 deals providing jacuzzi to choose from. You may like 788 Magnolia Dr Entire Property Home offering a golf course, hiking and cycling at the price of 1655US$ per one night.

What are the best lakefront vacation houses in Healdsburg?

One of the top accommodations is The Eastside - Family Farmhouse Home at the cost of 954US$ per night, it offers a free private parking lot and a free parking lot.

What are the top vacation houses in Healdsburg that are good for couples?

According to Booked.net travel data, there are 14 deals for couples. Enjoy staying at The Eastside - Family Farmhouse Home (rating: 8.0/10) at the cost of 954US$ per night. It's situated 1200 feet from Young & Yonder Spirits and offers a free private parking lot and a free parking lot.

Which cheap vacation houses in Healdsburg have free parking?

According to Booked.net travel data, there are 10 apartments to choose from. For instance, you may book The Eastside - Family Farmhouse Home rated 7.4/10with a free private parking lot and a free parking lot. It costs 954US$ per night.

What are the best vacation houses in Healdsburg not far from Tayman Park?

According to Booked.net travel data, there are 6 deals to choose from. For instance, book Ru'S Outpost, a top apartment, which is set a 15-minute walk from Tayman Park. Also you may like Camellia Inn (rating: 7.4/10) with an outdoor swimming pool, wedding services and newspaper service. It costs 362US$ per night and is set 15 minutes' walk away.

What are the top luxury vacation houses in Healdsburg?

According to Booked.net travel data, one of the top villas is Ru'S Outpost set 1200 feet from The Christopher Hill Gallery. It costs 683US$ per night.