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Healdsburg Vacation Rentals

Find 475 available offers from 6 partners
Healdsburg
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Price per night
Up to $100
$100 - $199
From $200
Accommodation types
Condo
Cabin
House
Distance to center
1 km
2 km
5 km
Rating
4.5+
4+
3.5+

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.

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Best Vacation Home Deals in Healdsburg

Save up to 55%

House Healdsburg
Nov 11 - Nov 18
-18%
$566
$465 per night
House ∙ 8 guests ∙ 3 bedrooms
Charming Vacation Home in Healdsburg with Pool & Yard
5.0
Outstanding (1 rating)
Healdsburg, Sonoma County, California, United States
Details
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House Healdsburg
Jan 19 - Jan 26
-55%
$1,335
$607 per night
House ∙ 4 guests ∙ 2 bedrooms
Vacation Home in Healdsburg with Grill + Vineyard Views
4.9
Outstanding (56 ratings)
Healdsburg, Sonoma County, California, United States
Details
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House Healdsburg
Dec 9 - Dec 16
-36%
$1,042
$670 per night
House ∙ 8 guests ∙ 3 bedrooms
Vacation Home in Healdsburg with Free Parking
4.9
Outstanding (24 ratings)
Healdsburg, Sonoma County, California, United States
Details
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Find the perfect property from $139 per night by searching through the 475 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

Book Vacation Rental Offers with the Highest User Rating

House Healdsburg
Jan 13 - Jan 20
$227 per night
House ∙ 6 guests ∙ 2 bedrooms
House in Healdsburg with Private Patio + Exquisite Views
4.9
Outstanding (113 ratings)
Healdsburg, Sonoma County, California, United States
Details
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House Healdsburg
Dec 16 - Dec 23
$847 per night
House ∙ 8 guests ∙ 3 bedrooms
House in Healdsburg with In-Ground Pool
4.8
Outstanding (27 ratings)
Healdsburg, Sonoma County, California, United States
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House Healdsburg
Oct 6 - Oct 13
$421 per night
House ∙ 6 guests ∙ 3 bedrooms
Lovely House in Healdsburg with Yard & Grill + River Views
4.8
Outstanding (23 ratings)
Healdsburg, Sonoma County, California, United States
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Recommended Vacation Rentals in Healdsburg

Find your perfect vacation rental in Healdsburg: from $139 per night

House Healdsburg
Dec 9 - Dec 16
-40%
$1,008
$600 per night
House ∙ 8 guests ∙ 3 bedrooms
Wonderful House in Healdsburg with Grill, Hot Tub
5.0
Outstanding
Healdsburg, Sonoma County, California, United States
Details
Vacasa
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House Healdsburg
Feb 3 - Feb 10
-39%
$1,193
$734 per night
House ∙ 8 guests ∙ 3 bedrooms
Vacation Home in Healdsburg with Grill & Yard
5.0
Outstanding (8 ratings)
Healdsburg, Sonoma County, California, United States
Details
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House Healdsburg
Nov 4 - Nov 11
$582 per night
House ∙ 10 guests ∙ 4 bedrooms
Vacation Home in Healdsburg with Free Parking
5.0
Outstanding (5 ratings)
Healdsburg, Sonoma County, California, United States
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Cottage Healdsburg
Nov 11 - Nov 18
-50%
$777
$385 per night
Cottage ∙ 6 guests ∙ 2 bedrooms
Wonderful Cottage in Healdsburg with Yard & Grill
4.9
Outstanding (44 ratings)
Healdsburg, Sonoma County, California, United States
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House Healdsburg
Jul 6 - Jul 13
$1,080 per night
House ∙ 10 guests ∙ 5 bedrooms
Wonderful House in Healdsburg with Private Pool
5.0
Outstanding (102 ratings)
Healdsburg, Sonoma County, California, United States
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House Healdsburg
Dec 1 - Dec 8
-21%
$1,079
$848 per night
House ∙ 10 guests ∙ 4 bedrooms
House in Healdsburg with Grill, Pool & Yard
5.0
Outstanding (127 ratings)
Healdsburg, Sonoma County, California, United States
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House Healdsburg
Dec 9 - Dec 16
-27%
$830
$608 per night
House ∙ 10 guests ∙ 3 bedrooms
House in Healdsburg with Grill & Yard + Unparalleled Views
4.7
Excellent (31 ratings)
Healdsburg, Sonoma County, California, United States
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House Healdsburg
Jan 27 - Feb 3
-41%
$1,501
$885 per night
House ∙ 6 guests ∙ 3 bedrooms
House in Healdsburg with Private Patio
Healdsburg, Sonoma County, California, United States
Free cancellation
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House Healdsburg
Nov 4 - Nov 11
-42%
$1,152
$672 per night
House ∙ 6 guests ∙ 3 bedrooms
House in Healdsburg with Delightful Pool
5.0
Outstanding (39 ratings)
Healdsburg, Sonoma County, California, United States
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Budget-friendly Vacation Rentals in Healdsburg

Find Fantastic yet Inexpensive Offers

House Healdsburg
Jul 20 - Jul 27
-21%
$652
$516 per night
House ∙ 6 guests ∙ 3 bedrooms
House in Healdsburg with Free Parking + Valley Views
5.0
Outstanding (242 ratings)
Healdsburg, Sonoma County, California, United States
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House Healdsburg
Mar 2 - Mar 9
$591 per night
House ∙ 4 guests ∙ 2 bedrooms
Vacation Home in Healdsburg with Yard & Grill
4.9
Outstanding (141 ratings)
Healdsburg, Sonoma County, California, United States
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House Healdsburg
Dec 16 - Dec 23
-26%
$1,110
$822 per night
House ∙ 4 guests ∙ 2 bedrooms
House in Healdsburg with Yard & Grill + Vineyard Views
5.0
Outstanding (6 ratings)
Healdsburg, Sonoma County, California, United States
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Vacation Houses With Pools

Make a splash on your next vacation! Over 55% of in Healdsburg vacation rentals have a swimming pool.

House  Healdsburg
Jul 6 - Jul 13
$1,180 per night
House ∙ 6 guests ∙ 3 bedrooms
House in Healdsburg with Private Pool
5.0
Outstanding (56 ratings)
Healdsburg, Sonoma County, California, United States
Pool
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House  Healdsburg
Feb 3 - Feb 10
-46%
$1,856
$1,005 per night
House ∙ 8 guests ∙ 3 bedrooms
Pleasant Vacation Home in Healdsburg with Pool, Grill & Yard
5.0
Outstanding (26 ratings)
Healdsburg, Sonoma County, California, United States
Pool
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House  Healdsburg
Nov 4 - Nov 11
-29%
$1,700
$1,200 per night
House ∙ 12 guests ∙ 4 bedrooms
House in Healdsburg with Outside Terrace
4.8
Outstanding (128 ratings)
Healdsburg, Sonoma County, California, United States
Pool
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Best vacation rentals with a balcony

Looking for a home with a balcony? Check out these vacation homes in Healdsburg with their own private patios and balconies.

Villa  Healdsburg
Jul 20 - Jul 27
$420 per night
Villa ∙ 6 guests ∙ 2 bedrooms
Villa in Healdsburg with Yard & Grill + Spectacular Views
4.6
Excellent (30 ratings)
Healdsburg, Sonoma County, California, United States
Balcony
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House  Healdsburg
Jan 13 - Jan 20
$339 per night
House ∙ 4 guests ∙ 2 bedrooms
House in Healdsburg with Grill + 180-Degree View
5.0
Outstanding (335 ratings)
Healdsburg, Sonoma County, California, United States
Balcony
Details
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House  Healdsburg
Nov 4 - Nov 11
$765 per night
House ∙ 8 guests ∙ 3 bedrooms
House in Healdsburg with Private Balcony
5.0
Outstanding (4 ratings)
Healdsburg, Sonoma County, California, United States
Balcony
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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.

House  Healdsburg
Dec 24 - Dec 31
$425 per night
House ∙ 6 guests ∙ 2 bedrooms
House in Healdsburg with Grill & Yard
5.0
Outstanding (3 ratings)
Healdsburg, Sonoma County, California, United States
Yard
Details
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House  Healdsburg
Nov 4 - Nov 11
$675 per night
House ∙ 4 guests ∙ 2 bedrooms
Pleasant Vacation Home in Healdsburg with Patio, Grill & Yard
5.0
Outstanding (28 ratings)
Healdsburg, Sonoma County, California, United States
Yard
Details
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Farmhouse  Healdsburg
Sep 23 - Sep 30
-35%
$2,850
$1,853 per night
Farmhouse ∙ 10 guests ∙ 6 bedrooms
Lovely Farm in Healdsburg with Grill, Pool & Yard
Healdsburg, Sonoma County, California, United States
Yard
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Popular Rental Amenities in Healdsburg

  • Pet-friendly (96)
  • Pool (273)
  • WiFi (490)
  • Washing machine (232)
  • No smoking (329)
  • Kitchen (221)
  • Hot tub (53)
  • Fireplace (279)
  • Air conditioning (447)
  • TV (409)
  • Parking (38)
  • Balcony/patio (208)

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 travel with your pet or you want a rental with a pool, as most accommodations provide "Pets allowed" and "Pool." Plan your vacation in advance if you need a fenced-in backyard or you need a crib for your baby. There are just 30 listed accommodations with "Fenced" and 52 accommodations with "Crib."

The Weather in Healdsburg

max.
Min.
61°
36°
9 days 9
max.
Min.
64°
41°
9 days 9
max.
Min.
66°
43°
12 days 12
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72°
45°
8 days 8
max.
Min.
77°
48°
4 days 4
max.
Min.
82°
50°
3 days 3
max.
Min.
82°
52°
3 days 3
max.
Min.
82°
54°
3 days 3
max.
Min.
84°
50°
2 days 2
max.
Min.
79°
46°
7 days 7
max.
Min.
66°
41°
8 days 8
max.
Min.
59°
37°
13 days 13
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 36° low. The rainiest month is December while the driest month is September.

7-Day Weather Forecast in Healdsburg

Sat, 23 Sep
77°
48°

15%

4 h

5 mi/h

Sun, 24 Sep
77°
57°

0%

1 h

4 mi/h

Mon, 25 Sep
73°
59°

15%

1 h

4 mi/h

Tue, 26 Sep
82°
62°

15%

5 h

6 mi/h

Wed, 27 Sep
87°
57°

0%

8 h

5 mi/h

Thu, 28 Sep
91°
62°

10%

11 h

4 mi/h

Fri, 29 Sep
75°
55°

10%

4 h

7 mi/h

Accommodations for your vacation in Healdsburg

More than half of the properties (51.04%) in Healdsburg are house rental. They are the most prevalent vacation accommodations in this destination. Additionally, the median nightly price of house rental in this destination is $984, and their size, on average, is 231 m². Moreover, if you are going in a group of 7, house rental are a great accommodation type in Healdsburg, as they usually accommodate this exact group size. You can also compare other property types in Healdsburg. Bed and breakfast rental are, for example, another typical property type in this destination, with 45 listed accommodations. The average size of bed and breakfast rental in Healdsburg is 35 m², and the average price is $593 a night.
Where to find the best food in Healdsburg?

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.

What are the best places to discover the arts and culture of Healdsburg?

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.

Where are the unique attractions in Healdsburg?

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.

Information about vacation rentals in Healdsburg

🏡 Vacation rentals available 475 homes
💳 Possible discounts up to 47%
🌙 Nightly prices starting at $139
⭐ Popular amenities Pets allowed, Pool and Internet
🐾 Pet friendly homes 94 homes
🏊 Vacation rentals with pools 260 homes

Frequently Asked Questions

What is the average nightly price for a vacation home in Healdsburg?

The nightly price of accommodations in Healdsburg starts at $139. If you are looking for a house rental, the nightly price is $984 on average. A bed and breakfast rental Healdsburg will cost $593 per night on average.

How many vacation homes are available to book in Healdsburg?

There are currently 475 vacation homes available for booking for your next trip.

What are the most popular amenities for vacation rentals in Healdsburg?

Three most popular amenities for vacation rentals in Healdsburg include accommodations that have: Pool, Pets allowed, and Internet.

How many vacation homes with pools are there in Healdsburg?

There are 260 vacation rentals from 6 providers in Healdsburg.

Are dogs allowed in vacation homes in Healdsburg?

In case if you are traveling with a dog in Healdsburg - 20% of vacation homes are pet-friendly.

What's the best month to travel to Healdsburg?

Healdsburg has its warmest time of year in September and June, with average nightly prices of $139.

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