320+ Private Villas and Holiday Rentals in Healdsburg |
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Healdsburg Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Healdsburg

Discover more than 320 vacation rentals available in Healdsburg. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Healdsburg.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Healdsburg, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Healdsburg. On average, places to stay near Healdsburg offer 1110.68 ft², with nightly prices averaging GB £574.

With Casai, finding and comparing holiday rentals in Healdsburg is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

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Top Accommodation Types in Healdsburg

Type Count
Vacation Homes 223
Cottages 25
Holiday Apartments 17
Villas 6

Use these Quick Filters to Find a Holiday Rental in Healdsburg

★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Healdsburg.

Weather in Healdsburg, CA

View the weather forecast for Healdsburg before booking your Healdsburg Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 33°F
March - May
High 73°F       Low 43°F
June - August
High 85°F       Low 51°F
September - November
High 84°F       Low 46°F

Top Attractions Around Healdsburg, CA

Casai offers a large selection of top attractions around Healdsburg . Research things to do on your vacation before you visit Healdsburg.


Healdsburg Plaza
Dry Creek Vineyard
Krug Event Center
Matrix Winery
Mazzocco Winery
Healdsburg Center for the Arts
Simi Winery
Tayman Park Golf Course
Raven Performing Arts Theater
Wilson Winery
Chalk Hill Estate Vineyard
Healdsburg Golf Club
Soda Rock Winery
Healdsburg Ridge Open Space Preserve
Pezzi King Winery
Healdsburg Museum
Hanna Winery and Vineyards
Healdsburg District Hospital
Calistoga Hot Springs
Point Reyes National Seashore

Other Places to Stay in Healdsburg, CA


Krug Event Center 274 Properties
Hanna Winery and Vineyards 270 Properties
Pezzi King Winery 267 Properties
Healdsburg Plaza 262 Properties
Healdsburg Center for the Arts 262 Properties
Healdsburg Museum 261 Properties
Healdsburg District Hospital 261 Properties
Raven Performing Arts Theater 260 Properties
Healdsburg Ridge Open Space Preserve 257 Properties
Tayman Park Golf Course 256 Properties
Healdsburg Golf Club 255 Properties
Simi Winery 255 Properties

Frequently Asked Questions About Healdsburg?

What are the top holiday rentals in Healdsburg?

With numerous options available in Healdsburg, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Healdsburg:

How many holiday rentals have private pools in Healdsburg?

Discover a selection of holiday rentals with private pools near Healdsburg with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.

Which holiday homes in Healdsburg are best for families?

If you're searching for a family-friendly holiday home in Healdsburg, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Healdsburg:

How many Casai.uk holiday rentals are available in Healdsburg?

As of 2025, Casai boasts over 320 properties listed in the Healdsburg area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Healdsburg.


People Also Ask

There are 320 Healdsburg, CA Holiday Rentals

Recently Booked Holiday Rentals in Healdsburg