Vacation Rentals in Healdsburg

Start comparing over 46 rentals in Healdsburg and book at the best price!

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Vacation houseVacation apartmentPoolInternetPets allowed

4.0

& higher

Free cancellation

Vacation Rentals in Healdsburg

Vacation rental for 2 people, with balcony

1 bedroom

from $138 / night

Vacation rental for 2 people, with yard

1 bedroom

5.0

(7 reviews)

from $494 / nightFREE cancellation

Vacation rental for 2 people, with yard

1 bedroom

3.0

(2 reviews)

from $143 / night

Vacation rental for 2 people, with yard

Vacation Rentals with Internet

Internet

Vacation rental for 4 people, with hot tub and yard

2 bedrooms

5.0

(10 reviews)

from $189 / night

Internet

Vacation rental for 4 people, with terrace and hot tub as well as pool

2 bedrooms

from $267 / night

Internet

Vacation rental for 4 people

2 bedrooms

5.0

(2 reviews)

from $250 / night

Internet

Vacation rental for 6 people, with balcony and pool

2 bedrooms

4.9

(9 reviews)

from $169 / night

Find Vacation Rentals in Healdsburg

Best Vacation Rentals in Healdsburg

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Healdsburg, Russian River

Vacation Rental • 1496 ft² • 3 Bedrooms

Healdsburg, Russian River

Super location of this newly completed home is a 5 minute walk to downtown where there are wine tasting rooms, wonderful dining, bakeries, galleries, shopping, so close you don't even need a car. Big John's Gourmet Grocery/Deli store is also a short walk for all your picnic or in home dining needs.This home was designed for a relaxing stay and is tastefully decorated with your comforts in mind. The open floor plan as you enter is inviting with how light it is. The high ceilings make for a spacious feeling and the entry with hardwood floors and designer lighting along with Wine Country Art t...

from $223 / night

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Healdsburg, Russian River

Vacation Rental • 1496 ft² • 2 Bedrooms

Healdsburg, Russian River

4.9

(9 reviews)

Just an easy and scenic drive north of the Golden Gate Bridge and you will find yourself in Healdsburg, a charming yet quite upscale city with a small town feel and the gateway to the award-winning Sonoma County wine region. The Alexander Valley and the Dry Creek Valley are home to many of the finest wineries and vineyards in Sonoma County.This beautiful Healdsburg home offers over 1,500 sq ft of living space with a private 2 car garage and 2 decks for relaxing with a glass of Sonoma County wine. In keeping with the high quality of design, the home includes climate controlled heating and ai...

from $169 / night

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Healdsburg, Russian River

Vacation Rental • 1399 ft² • 2 Bedrooms

Healdsburg, Russian River

5.0

(10 reviews)

Come home to a gated, fenced, one acre country setting, 1.5 miles from Healdsburg's charming wine country plaza. Step through the large living room French doors onto a deck that wraps around this private house with it's level fenced lawn with views across the Russian River and a sunset vista to the western hills, shaded by large Redwoods. Relax on the covered porch with peaceful fountains, large fenced private deck with Jacuzzi Spa and Weber barbecue, outdoor dining table with umbrellWi Fi in house and deck area.Enjoy the fully equipped kitchen.Two queen bedrooms, two bathrooms, (one in the...

from $189 / night

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Prices and availability

Current Vacation rental prices Healdsburg

$581for 17 Jun - 24 Jun

$629 annual average

Jun

Jul

Aug

Sep

Oct

Jan

Average price per week

Current vacation rental availability Healdsburg

3%for 17 Jun - 24 Jun

8% annual average

Jun

Jul

Aug

Sep

Oct

Jan

Percentage of available rentals

FAQs: Vacation Rentals in Healdsburg

How much do the vacation rentals in Healdsburg cost on average?

With an average cost of $429 per night, Healdsburg lies at the upper end of the price range for vacation rentals in the USA.

Which months allow you to save the most on vacation rentals?

If you want to save as much as possible during your visit to Healdsburg, pack your bags and travel there in June ($298 per night on average), April ($332), or March ($407), to find the lowest prices for the whole year.

When are vacation rentals more expensive in Healdsburg?

When it comes to looking for a vacation rental in Healdsburg, the months when you will pay the most are, in order of highest to lowest, September, November and October, with average prices per night of $505, $487, and $466, respectively.

Is Healdsburg a good location for a last-minute getaway?

If you decide to put Healdsburg on your bucket list, we suggest organizing your vacation ahead of time because it is usually very high in demand, with an annual average of 92% of rentals booked the previous year.

Which months offer the highest availability?

The months when it's easiest to find free accommodation in Healdsburg are January (the average amount of properties that are available reached 28% of the total last year), December (14%), and March (12%).

Are there many rentals in Healdsburg?

Holidu offers around 110 properties in Healdsburg from 2 different providers, so find the perfect type of accommodation you are looking for. We have everything you need!