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 (S$ 123). On the other hand, travelers can expect to pay the most on Friday, when the average nightly price is S$ 2,097.

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 S$ 411 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 29 January 2026
Out of the vacation rentals in Healdsburg we've come across, these properties are priced the lowest. Prices will typically fluctuate depending on the dates selected, star rating of vacation rental, and vacation rental location.
425 Foss Street, Healdsburg, CA, United States
0.3 km from city centre
Free Wi-Fi
Air conditioning
S$ 411
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 29 January 2026. The average price for a hotel in Healdsburg is .
25 West Grant Street, Healdsburg, CA, United States
0.8 km from city centre
Free Wi-Fi
Air conditioning
S$ 232
Avg. per night
539 Johnson Street, Healdsburg, CA, United States
0.6 km from city centre
Free Wi-Fi
Air conditioning
S$ 283
Avg. per night
211 North Street, Healdsburg, CA, United States
0.3 km from city centre
Free Wi-Fi
Air conditioning
S$ 250
Avg. per night
112 Matheson, Healdsburg, CA, United States
0.1 km from city centre
Free Wi-Fi
Air conditioning
S$ 266
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 29 January 2026.
Utilize the map to find properties close to the Healdsburg area(s) or attractions you plan on visiting. As an added benefit, users can click a vacation rental they're interesting in to find helpful information and deals for that 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 29 January 2026.
  • How much does a holiday rental in Healdsburg cost?

    On average, it costs S$ 582 per night for a Healdsburg holiday rental, but S$ 559 per night or less would be considered a good deal. The cheapest holiday rental price our users have found recently in Healdsburg was for S$ 123 per night. If you can, try to avoid booking your rental August (as this is the most expensive month). Booking January (the cheapest month) may end up saving you money.

  • What part of Healdsburg is best to stay in?

    The most popular neighbourhood for holiday rentals in Healdsburg is Downtown, with 97% of our users searching for rentals in this area over the last 12 months. The Cottages at Healdsburg is a popular holiday rental in Downtown that might be available for your travel dates, though there are other great properties in the area as well.

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

    There are 4 holiday rentals in Healdsburg that fall under the Bed & Breakfast category, the most popular is Calderwood Inn.

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