Vacation rentals in Healdsburg

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Travel insights for holiday rentals in Healdsburg

Use these up-to-date, data-driven insights about booking a holiday rental in Healdsburg including ideal times to book, pricing trends, and more.

What is the cheapest day to stay in a vacation rental in Healdsburg?

The cheapest day to stay in Healdsburg is Thursday ($97). On the other hand, travelers can expect to pay the most on Friday, when the average nightly price is $1,662.

Cheapest holiday rentals in Healdsburg, California

Discover affordable stays in Healdsburg that provide a quality experience without breaking the bank. Hotels in Healdsburg can be found for as low as $326 per night. There is currently one property in Healdsburg that can be booked for this price. Cottages at Healdsburg is one of the hotels that can be booked for the lowest price in Healdsburg. Price data was last updated on 30 January 2026
For those on a budget, these are the cheapest vacation rentals available in Healdsburg for the selected dates. If you have flexibility with arrival and departure, use the search form to compare prices for other dates.
425 Foss Street, Healdsburg, CA, United States
0.3 km from city centre
Free Wi-Fi
Air conditioning
$326
Avg. per night

Other accommodations in Healdsburg

Find the perfect holiday rental for your stay in Healdsburg. There are 202 hotels in Healdsburg and price data was last updated on 30 January 2026. The average price for a hotel in Healdsburg is .
178 Dry Creek Road, Healdsburg, CA, United States
1.8 km from city centre
Free Wi-Fi
Parking
$84
Avg. per night

Where to stay in Healdsburg

Explore different neighbourhoods and areas within Healdsburg to find the perfect location for your stay. Map data was last updated on 30 January 2026.
Navigate to the areas in Healdsburg you plan to visit to find vacation rentals that are close by. Clicking a property's name will unlock more information and allow you to book that particular vacation rental.

Facts about staying in Healdsburg

Find useful tips and insights about staying in Healdsburg to help you make the most of your experience. FAQs were last updated on 30 January 2026.
  • How much does a holiday rental in Healdsburg cost?

    The average cost for a holiday rental in Healdsburg is $461/night. A good holiday rental deal in Healdsburg would be for $443/night or less. The cheapest rental deal found recently by our users was $97/night. If you’re flexible with your travel dates, then try to avoid booking August, the most expensive month of the year. Booking January is the cheapest month to book a holiday rental in Healdsburg.

  • Are there any Bed & Breakfast holiday rentals in Healdsburg?

    Yes, there are 4 Bed & Breakfast holiday rentals in Healdsburg. According to our data, Calderwood Inn is currently the most popular Bed & Breakfast rental in the city.

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