Your charming homestead in Healdsburg, California is the ideal place to rent a vacation home if you are an avid wine affictionado. The town is full of indie charm, including sculpture, music and poetry but the majority of its visitors make their journeys in pursuit of its fabulous wineries.

Choose the perfect vacation rental
Best Vacation Home Deals in Healdsburg
Find the perfect property from $165 per night by searching through the 603 options being offered in Healdsburg. By directly analyzing these properties, HomeToGo highlights the lowest prices as well as the highest rated properties in Healdsburg.
Top-Rated Rentals and Accommodations in Healdsburg
Recommended Vacation Rentals in Healdsburg
Find your perfect vacation rental in Healdsburg: from $165 per night
Budget-friendly Vacation Rentals in Healdsburg
Vacation homes and rentals with a yard
Looking for vacation homes with a little extra outdoor space? Check out these accommodations in Healdsburg with private yards.
Vacation rentals and apartments with air conditioning
Keep cool during your trip to Healdsburg and book a vacation rental with air conditioning.
Vacation Rentals With Fireplaces
Get warm and cozy on cold winter nights in Healdsburg by booking a vacation home with a fireplace.
Popular Rental Amenities in Healdsburg
The Weather in Healdsburg
This is the climate diagram in Healdsburg. On average, the warmest month is September. No heat wave is expected in January, where minimum average temperatures usally hit a 36° low. The rainiest month is December while the driest month is September.
7-Day Weather Forecast in Healdsburg
Accommodations for your vacation in Healdsburg
Information about vacation rentals in Healdsburg
🏡 Vacation rentals | 603 properties |
---|---|
💳 Possible discounts | up to 26% |
🌙 Nightly prices starting at | $165 |
⭐ Popular amenities | Internet, Air conditioning and TV |
🐾 Pet friendly accommodations | 118 properties |
🏊 Vacation rentals with pools | 318 properties |
Frequently Asked Questions
What is the price per night for a vacation rental in Healdsburg?
The price of a night's stay in Healdsburg starts at $165. If you are looking for a house rental, the nightly price is $1,139 on average. A bed & breakfast Healdsburg will cost on average $664 per night.
How many vacation rentals are available for booking in Healdsburg?
There are 603 rentals from 6 different providers in Healdsburg.
What are the most popular amenities for vacation homes in Healdsburg?
The most popular amenities for home rentals in Healdsburg include accommodations with: Internet, Air conditioning, and TV.
How many vacation homes with a pool are there in Healdsburg?
There are 318 rentals across 6 providers in Healdsburg.
Are pets allowed in vacation homes in Healdsburg?
If traveling with a pet in Healdsburg, 20% of rentals are pet-friendly.
What's the best time to travel to Healdsburg?
When choosing a vacation rental in Healdsburg, consider that rainy season is usually in December or March, with September often being the driest.
We list offers from thousands of providers, including:











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