Healdsburg Vacation Rentals

Compare 413 available properties from 18 providers
Healdsburg
Anytime
2 guests
Save up to 31%

Best Vacation Home Deals in Healdsburg

-28%
e.g. 11/2 - 11/9
House ∙ 4 guests ∙ 2 bedrooms
Healdsburg, Sonoma County, California, United States
from $224 $312
VRBO
5.0
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-31%
e.g. 10/26 - 11/2
House ∙ 4 guests ∙ 1 bedroom
Healdsburg, Sonoma County, California, United States
from $233 $338
VRBO
4.8
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-21%
e.g. 3/16 - 3/23
House ∙ 8 guests ∙ 3 bedrooms
Healdsburg, Sonoma County, California, United States
from $1,303 $1,639
VRBO
5.0
View deal

Find the perfect property from $68 per night by searching through the 413 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

Find your perfect vacation rental in Healdsburg: from $68 per night

House ∙ 2 guests ∙ 1 bedroom
Healdsburg, Sonoma County, California, United States
from $200
VRBO
4.7
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House ∙ 2 guests ∙ 1 bedroom
Healdsburg, Sonoma County, California, United States
from $280
VRBO
5.0
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House ∙ 2 guests ∙ 1 bedroom
Healdsburg, Sonoma County, California, United States
from $711
VRBO
5.0
View deal
House ∙ 6 guests ∙ 3 bedrooms
Healdsburg, Sonoma County, California, United States
from $424
VRBO
4.8
View deal
House ∙ 6 guests ∙ 3 bedrooms
Healdsburg, Sonoma County, California, United States
from $582
VRBO
4.7
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House ∙ 4 guests ∙ 2 bedrooms
Healdsburg, Sonoma County, California, United States
from $589
VRBO
5.0
View deal
House ∙ 4 guests ∙ 2 bedrooms
Healdsburg, Sonoma County, California, United States
from $325
VRBO
5.0
View deal
House ∙ 4 guests ∙ 2 bedrooms
Healdsburg, Sonoma County, California, United States
from $434
VRBO
4.9
View deal
House ∙ 4 guests ∙ 1 bedroom
Healdsburg, Sonoma County, California, United States
from $394
VRBO
5.0
View deal
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Vacation Rentals With Fireplaces

Fireplace
House ∙ 4 guests ∙ 2 bedrooms
Healdsburg, Sonoma County, California, United States
from $243
VRBO
5.0
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Fireplace
House ∙ 8 guests ∙ 3 bedrooms
Healdsburg, Sonoma County, California, United States
from $672
VRBO
4.9
View deal
Fireplace
House ∙ 6 guests ∙ 3 bedrooms
Healdsburg, Sonoma County, California, United States
from $602
Airbnb
5.0
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Vacation Houses With Pools

Pool
House ∙ 4 guests ∙ 1 bedroom
Healdsburg, Sonoma County, California, United States
from $355
VRBO
4.9
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Pool
House ∙ 6 guests ∙ 2 bedrooms
Healdsburg, Sonoma County, California, United States
from $966
RedAwning
5.0
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Pool
House ∙ 10 guests ∙ 4 bedrooms
Healdsburg, Sonoma County, California, United States
from $1,865
VRBO
5.0
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Dog-Friendly Vacation Rentals

Pet-friendly
House ∙ 10 guests ∙ 4 bedrooms
Healdsburg, Sonoma County, California, United States
from $1,523
VRBO
4.8
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Pet-friendly
House ∙ 10 guests ∙ 4 bedrooms
Healdsburg, Sonoma County, California, United States
from $1,596
VRBO
5.0
View deal
Pet-friendly
House ∙ 8 guests ∙ 4 bedrooms
Healdsburg, Sonoma County, California, United States
from $906
Airbnb
4.5
View deal
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Popular Rental Amenities in Healdsburg

  • Internet (354)
  • Kitchen (336)
  • TV (327)
  • AC (283)
  • Washer (267)
  • Microwave (209)
  • Fireplace (190)
  • Dishwasher (182)
  • Grill (180)
  • No smoking (175)
  • Yard (152)
  • Parking (148)
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. $690 is the highest price average in the next twelve months. The cheapest week to book a vacation rental is in March (3/14 - 3/21).

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 June, as it comprises the busiest week of the next 12 months (6/29 - 7/6). More accommodations are available in a week of November (11/30 - 12/7) as the booking rate is only 12%.

The Weather in Healdsburg

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36°
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41°
66°
43°
72°
45°
77°
48°
82°
50°
82°
52°
82°
54°
84°
50°
79°
46°
66°
41°
59°
37°
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
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 December while the driest month is September.

Accommodations in Healdsburg

Many of the properties (61.89%) 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 $883, and their size, on average, is 2,170 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 53 listed accommodations. The average size of hotel rooms in Healdsburg is 590 ft², and the average price is $549 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 413 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 600 providers, including:

Booking.com Vacation Rentals in Healdsburg VRBO Vacation Rentals in Healdsburg HomeAway Vacation Rentals in Healdsburg Airbnb 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