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Vacation rentals in Healdsburg

Search and compare Healdsburg, CA vacation rentals from hundreds of travel sites on HotelsCombined and save.

Healdsburg, United States
2 May — 3 May2
...and more

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Travel insights for vacation rentals in Healdsburg

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

What is the cheapest month to book a vacation rental in Healdsburg?

The cheapest month to book a vacation rental in Healdsburg is January (C$ 316). Conversely, the most expensive month to stay in Healdsburg is December (C$ 2,618).

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

The cheapest day to stay in Healdsburg is Monday (C$ 234). On the other hand, travelers can expect to pay the most on Thursday, when the average nightly price is C$ 2,182.

Cheapest vacation 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 C$ 434 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 25 April 2025
These Healdsburg properties charge the lowest price per night of those we've come across. If you have flexibility with arrival and departure, use the search form to compare prices for other dates.
Show all 246 vacation rentals
Healdsburg, CA, United States
0.3 km from city centre
Air Conditioning
Free Wi-Fi
C$ 434
Avg. per night

Other accommodations in Healdsburg

Find the perfect vacation rental for your stay in Healdsburg. There are 246 hotels in Healdsburg and price data was last updated on 25 April 2025. The average price for a hotel in Healdsburg is C$ 854/night.
Show all 246 stays
Healdsburg, CA, United States
0.3 km from city centre
Air Conditioning
Free Wi-Fi
C$ 434
Avg. per night
74 Healdsburg Avenue, Healdsburg, CA, United States
0.7 km from city centre
Free Wi-Fi
Parking
C$ 209
Avg. per night
25 West Grant Street, Healdsburg, CA, United States
0.8 km from city centre
Free Wi-Fi
Air Conditioning
C$ 367
Avg. per night
68 Front Street, Healdsburg, CA, United States
0.8 km from city centre
Free Wi-Fi
Air Conditioning
C$ 710
Avg. per night
211 North Street, Healdsburg, CA, United States
0.3 km from city centre
Free Wi-Fi
Air Conditioning
C$ 317
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 25 April 2025.
Utilize the map to find properties close to the Healdsburg area(s) or attractions you plan on visiting. Clicking on a vacation rental name will take you to a page with pricing, reviews, and more useful information.

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 25 April 2025.
  • How much does a vacation rental in Healdsburg cost?

    Healdsburg vacation rentals are C$ 855/night on average. However, you may find that prices fluctuate depending on the time of year. For example, December is the most expensive month to book a vacation rental in Healdsburg, and February is often the cheapest month to book. Recently, our users found rentals for C$ 140/night - which is currently the cheapest price. Keep in mind that anything C$ 780/night or less is still considered a good deal.

  • What part of Healdsburg is best to stay in?

    Downtown is the best part of Healdsburg to stay in based on our user data. Out of all our users who looked at Healdsburg vacation rentals, 95% of them looked for stays in the Downtown neighbourhood in the last year. The Cottages at Healdsburg happens to be the most popular vacation rental in the Downtown neighbourhood of Healdsburg.

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

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

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