Healdsburg Vacation Rentals

Compare 240 available properties from 16 providers
Healdsburg
Save up to 46%

Best Vacation Home Deals in Healdsburg

-46%
e.g. 12/1 - 12/8
House ∙ 2 guests ∙ 1 bedroom
Healdsburg, Sonoma County, California, United States
from $442 $823
RedAwning
4.6
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-24%
e.g. 12/1 - 12/8
House ∙ 6 guests ∙ 2 bedrooms
Healdsburg, Sonoma County, California, United States
from $1,159 $1,532
RedAwning
4.7
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-42%
e.g. 1/12 - 1/19
House ∙ 6 guests ∙ 3 bedrooms
Healdsburg, Sonoma County, California, United States
from $646 $1,107
RedAwning
View deal

Find the perfect property from $98 per night by searching through the 240 options being offered in Healdsburg. By directly analyzing these properties, HomeToGo highlights the lowest prices as well as the highest rated properties in Healdsburg.

Recommended Vacation Rentals in Healdsburg

Rent a vacation accommodation in Healdsburg: from $99 per night

House ∙ 6 guests ∙ 2 bedrooms
Healdsburg, Sonoma County, California, United States
from $349
VRBO
4.8
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House ∙ 4 guests ∙ 1 bedroom
Healdsburg, Sonoma County, California, United States
from $372
VRBO
5.0
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House ∙ 2 guests ∙ 1 bedroom
Healdsburg, Sonoma County, California, United States
from $684
VRBO
5.0
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House ∙ 2 guests ∙ 1 bedroom
Healdsburg, Sonoma County, California, United States
from $161
VRBO
4.7
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House ∙ 4 guests ∙ 1 bedroom
Healdsburg, Sonoma County, California, United States
from $338
VRBO
4.8
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House ∙ 6 guests ∙ 2 bedrooms
Healdsburg, Sonoma County, California, United States
from $356
VRBO
4.9
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House ∙ 8 guests ∙ 3 bedrooms
Healdsburg, Sonoma County, California, United States
from $430
VRBO
5.0
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House ∙ 2 guests ∙ 1 bedroom
Healdsburg, Sonoma County, California, United States
from $250
VRBO
4.9
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House ∙ 4 guests ∙ 2 bedrooms
Healdsburg, Sonoma County, California, United States
from $330
VRBO
5.0
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Vacation Rentals With Fireplaces

Fireplace
House ∙ 6 guests ∙ 3 bedrooms
Healdsburg, Sonoma County, California, United States
from $315
VRBO
4.9
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Fireplace
House ∙ 4 guests ∙ 1 bedroom
Healdsburg, Sonoma County, California, United States
from $252
VRBO
4.9
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Fireplace
House ∙ 4 guests ∙ 1 bedroom
Healdsburg, Sonoma County, California, United States
from $250
VRBO
4.9
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Vacation Homes With Fishing Spots Nearby

Fishing
House ∙ 4 guests ∙ 2 bedrooms
Healdsburg, Sonoma County, California, United States
from $369
VRBO
5.0
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Fishing
House ∙ 4 guests ∙ 2 bedrooms
Healdsburg, Sonoma County, California, United States
from $392
VRBO
4.9
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Fishing
House ∙ 4 guests ∙ 1 bedroom
Healdsburg, Sonoma County, California, United States
from $140
VRBO
4.7
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Vacation Houses With Pools

Pool
House ∙ 6 guests ∙ 3 bedrooms
Healdsburg, Sonoma County, California, United States
from $406
VRBO
4.7
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Pool
House ∙ 6 guests ∙ 3 bedrooms
Healdsburg, Sonoma County, California, United States
from $795
VRBO
4.9
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Pool
House ∙ 8 guests ∙ 4 bedrooms
Healdsburg, Sonoma County, California, United States
from $716
VRBO
4.5
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Popular Rental Amenities in Healdsburg

  • Internet (169)
  • No smoking (168)
  • Kitchen (156)
  • TV (154)
  • Parking (148)
  • Microwave (138)
  • AC (134)
  • Dishwasher (125)
  • Washer (125)
  • Grill (125)
  • No pets (108)
  • Fireplace (101)
Select a filter to look for an offer matching your criteria among all of the rentals in Healdsburg. You can easily find a rental fitting your expectations in Healdsburg if you can't imagine a vacation without internet or you want to tune out with some TV time, as most accommodations provide "internet" and "TVs." Plan your vacation in advance if you want to sweat it out in a sauna or you want a rental with a jacuzzi. There are just 3 listed accommodations with "saunas" and 12 accommodations with "Jacuzzis."

Price and Availability Index in Healdsburg

Vacation Rental Price Information in Healdsburg

In the above graph, you will find information on average prices of the vacation homes & apartments in Healdsburg. $656 is the highest price average in the next twelve months. The cheapest week to book a vacation rental is in January (1/26 - 2/2).

Rental Availability Information in Healdsburg

This graph shows the vacation rental availability rate for the next twelve months. Be careful if you plan to go to Healdsburg in November, as it comprises the busiest week of the next 12 months (11/17 - 11/24). More accommodations are available in a week of March (3/30 - 4/6) as the booking rate is only 9%.

The Weather in Healdsburg

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82°
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37°
Jan.
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July
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Oct.
Nov.
Dec.
- Rainy days

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 35° low. The rainiest month is September while the driest month is September.

Accommodations in Healdsburg

Many of the properties (67.46%) in Healdsburg are house rentals. They are the most prevalent vacation accommodations in this destination. Additionally, the median nightly price of house rentals in this destination is $1,020, and their size, on average, is 2,070 ft². Moreover, if you are going in a group of 7, house rentals are a great accommodation type in Healdsburg, as they usually accommodate this exact group size. You can also compare other property types in Healdsburg. Hotel rooms are, for example, another typical property type in this destination, with 39 listed accommodations. The average size of hotel rooms in Healdsburg is 590 ft², and the average price is $570 a night.

Hole up in Healdsburg vacation homes with superb local vintages

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.

Show all 240 properties
Food & Drinks

Local independent culture

There is so much to appreciate about the culture of Healdsburg. Its small town charm and individuality does not impair it from enjoying world class shopping, famous art and sculpture and a smattering of independent bookstores. Regular poetry and novel readings bring the local literary community together and well known names also draw crowds. Healdsburg is a trendy hotspot on California's wine tour map, where the local bars and sizzling restaurants are complimented with live jazz and laughter.

Art & Culture

Great grapes

California's wineries are famed the world over, so while you are here a trip to these verdant vineyards is well worth it. Sample some of your favourite vintages in the picturesque setting of their creation, as your friendly hosts explain the process and individual character of the local wines. You can also enjoy a meal overlooking the rolling green hills, as you sup your new favourite bottle. Healdsburg's wineries are some of the loveliest around, home to passionate winemakers. Try local Lambert Bridge Winery, or venture to any of around a hundred world class wineries in the immediate vicinity, including those at Alexander Valley, Chalk HIll, Dry Creek and Russian River valleys.

Local Attractions

Soar over Healdsburg or hike its hills

This idyllic corner of the state can be experienced with a hot air balloon ride. Rise into the brilliant blue sky that stretches over Healdsburg for a truly unforgettable aerial experience of the state. You can also explore via canoe, or hike and bike through the grand redwoods that jut into that same radiant sky.

We compare more than 300 providers, including:

Booking.com Vacation Rentals in Healdsburg VRBO Vacation Rentals in Healdsburg HomeAway Vacation Rentals in Healdsburg TripAdvisor Vacation Rentals in Healdsburg VacationRentals.com Vacation Rentals in Healdsburg HouseTrip Vacation Rentals in Healdsburg FlipKey Vacation Rentals in Healdsburg 9flats.com Vacation Rentals in Healdsburg VaycayHero Vacation Rentals in Healdsburg PerfectPlaces.com Vacation Rentals in Healdsburg Homestay.com Vacation Rentals in Healdsburg Only-apartments Vacation Rentals in Healdsburg Interhome Vacation Rentals in Healdsburg Bedycasa Vacation Rentals in Healdsburg Novasol Vacation Rentals in Healdsburg HomeEscape Vacation Rentals in Healdsburg

Vacation Destinations Near Healdsburg