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Healdsburg Vacation Rentals

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Price per night
Up to $100
$100 - $199
From $200
Accommodation types
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Distance to center
Max. 1 km
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Outstanding: 4.5+
Very Good: 4+
Good: 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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Save up to 47%

Best Vacation Home Deals in Healdsburg

House Healdsburg
Nov 11 - Nov 18
-24%
$689
$526 per night
House ∙ 6 guests ∙ 3 bedrooms
House in Healdsburg with Free Parking + Valley Views
5.0
"Excellent" (229 ratings)
Healdsburg, Sonoma County, California, United States
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House Healdsburg
Jan 13 - Jan 20
-47%
$1,863
$991 per night
House ∙ 8 guests ∙ 3 bedrooms
Pleasant Vacation Home in Healdsburg with Pool, Grill & Yard
5.0
"Excellent" (18 ratings)
Healdsburg, Sonoma County, California, United States
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House Healdsburg
Mar 16 - Mar 23
-17%
$614
$508 per night
House ∙ 10 guests ∙ 3 bedrooms
Lovely House in Healdsburg with Grill + Beautiful Views + Next to Beach
5.0
"Excellent" (149 ratings)
Healdsburg, Sonoma County, California, United States
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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.

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Top-Rated Rentals and Accommodations in Healdsburg

House Healdsburg
Jul 8 - Jul 15
$1,152 per night
House ∙ 10 guests ∙ 3 bedrooms
House in Healdsburg with Delightful Pool
5.0
"Excellent" (44 ratings)
Healdsburg, Sonoma County, California, United States
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House Healdsburg
May 6 - May 13
$512 per night
House ∙ 8 guests ∙ 3 bedrooms
Whole Vacation Home in Healdsburg with Yard & Grill + Vineyard Views
4.9
"Excellent" (39 ratings)
Healdsburg, Sonoma County, California, United States
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House Healdsburg
Apr 15 - Apr 22
-56%
$1,671
$740 per night
House ∙ 10 guests ∙ 3 bedrooms
House in Healdsburg with Grill & Yard + Unparalleled Views
4.6
"Outstanding" (29 ratings)
Healdsburg, Sonoma County, California, United States
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Recommended Vacation Rentals in Healdsburg

Find your perfect vacation rental in Healdsburg: from $165 per night

House Healdsburg
Nov 11 - Nov 18
-24%
$689
$525 per night
House ∙ 6 guests ∙ 3 bedrooms
House in Healdsburg with Free Parking + Valley Views
5.0
"Excellent" (229 ratings)
Healdsburg, Sonoma County, California, United States
Details
Vrbo
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House Healdsburg
Jan 13 - Jan 20
-47%
$1,863
$991 per night
House ∙ 8 guests ∙ 3 bedrooms
Pleasant Vacation Home in Healdsburg with Pool, Grill & Yard
5.0
"Excellent" (18 ratings)
Healdsburg, Sonoma County, California, United States
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Cottage Healdsburg
Sep 9 - Sep 16
$395 per night
Cottage ∙ 4 guests ∙ 1 bedroom
Cottage in Healdsburg with Romantic Fireplace + Pool View
4.9
"Excellent" (151 ratings)
Healdsburg, Sonoma County, California, United States
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House Healdsburg
Nov 11 - Nov 18
$511 per night
House ∙ 4 guests ∙ 3 bedrooms
House in Healdsburg with Decorative Fireplace + Vineyard Views
4.7
"Outstanding" (26 ratings)
Healdsburg, Sonoma County, California, United States
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House Healdsburg
Jun 2 - Jun 9
$793 per night
House ∙ 8 guests ∙ 3 bedrooms
Vacation Home in Healdsburg with Pool & Yard
5.0
"Excellent" (41 ratings)
Healdsburg, Sonoma County, California, United States
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Villa Healdsburg
Aug 4 - Aug 11
$420 per night
Villa ∙ 6 guests ∙ 2 bedrooms
Villa in Healdsburg with Yard & Grill + Spectacular Views
4.5
"Outstanding" (21 ratings)
Healdsburg, Sonoma County, California, United States
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House Healdsburg
May 6 - May 13
$575 per night
House ∙ 10 guests ∙ 3 bedrooms
Lovely House in Healdsburg with Grill + Beautiful Views + Next to Beach
5.0
"Excellent" (149 ratings)
Healdsburg, Sonoma County, California, United States
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House Healdsburg
May 6 - May 13
$1,800 per night
House ∙ 10 guests ∙ 5 bedrooms
Vacation Home in Healdsburg with Screened-In Terrace
Healdsburg, Sonoma County, California, United States
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House Healdsburg
Oct 14 - Oct 21
-17%
$1,137
$937 per night
House ∙ 8 guests ∙ 3 bedrooms
House in Healdsburg with Vegetable Garden
5.0
"Excellent" (59 ratings)
Healdsburg, Sonoma County, California, United States
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Find Fantastic yet Inexpensive Offers

Budget-friendly Vacation Rentals in Healdsburg

Cottage Healdsburg
Mar 16 - Mar 23
-25%
$395
$295 per night
Cottage ∙ 4 guests ∙ 1 bedroom
Cottage in Healdsburg with Romantic Fireplace + Pool View
4.9
"Excellent" (150 ratings)
Healdsburg, Sonoma County, California, United States
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House Healdsburg
Jun 2 - Jun 9
$793 per night
House ∙ 8 guests ∙ 3 bedrooms
Vacation Home in Healdsburg with Pool & Yard
5.0
"Excellent" (41 ratings)
Healdsburg, Sonoma County, California, United States
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House Healdsburg
Apr 15 - Apr 22
-56%
$1,671
$740 per night
House ∙ 10 guests ∙ 3 bedrooms
House in Healdsburg with Grill & Yard + Unparalleled Views
4.6
"Outstanding" (29 ratings)
Healdsburg, Sonoma County, California, United States
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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 Yard Healdsburg
Oct 7 - Oct 14
$227 per night
House ∙ 6 guests ∙ 2 bedrooms
House in Healdsburg with Private Patio + Exquisite Views
5.0
"Excellent" (115 ratings)
Healdsburg, Sonoma County, California, United States
Yard
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House Yard Healdsburg
Jan 13 - Jan 20
$591 per night
House ∙ 4 guests ∙ 2 bedrooms
Vacation Home in Healdsburg with Yard & Grill
4.9
"Excellent" (142 ratings)
Healdsburg, Sonoma County, California, United States
Yard
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House Yard Healdsburg
Sep 9 - Sep 16
$1,080 per night
House ∙ 10 guests ∙ 5 bedrooms
Wonderful House in Healdsburg with Private Pool
5.0
"Excellent" (100 ratings)
Healdsburg, Sonoma County, California, United States
Yard
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Vacation rentals and apartments with air conditioning

Keep cool during your trip to Healdsburg and book a vacation rental with air conditioning.

House Air conditioning Healdsburg
Sep 9 - Sep 16
$339 per night
House ∙ 4 guests ∙ 2 bedrooms
House in Healdsburg with Grill + 180-Degree View
5.0
"Excellent" (306 ratings)
Healdsburg, Sonoma County, California, United States
Air conditioning
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House Air conditioning Healdsburg
May 6 - May 13
$1,096 per night
House ∙ 8 guests ∙ 4 bedrooms
Vacation Home in Healdsburg with Private Balcony + Panoramic Views
5.0
"Excellent" (10 ratings)
Healdsburg, Sonoma County, California, United States
Air conditioning
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House Air conditioning Healdsburg
Dec 2 - Dec 9
-21%
$1,079
$848 per night
House ∙ 10 guests ∙ 4 bedrooms
House in Healdsburg with Grill, Pool & Yard
4.9
"Excellent" (140 ratings)
Healdsburg, Sonoma County, California, United States
Air conditioning
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Vacation Rentals With Fireplaces

Get warm and cozy on cold winter nights in Healdsburg by booking a vacation home with a fireplace.

House Fireplace Healdsburg
Nov 11 - Nov 18
$847 per night
House ∙ 8 guests ∙ 3 bedrooms
House in Healdsburg with In-Ground Pool
4.8
"Excellent" (30 ratings)
Healdsburg, Sonoma County, California, United States
Fireplace
Details
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House Fireplace Healdsburg
Jan 13 - Jan 20
$395 per night
House ∙ 8 guests ∙ 3 bedrooms
Entire House in Healdsburg with Front Garage + Meadow Views
4.7
"Outstanding" (172 ratings)
Healdsburg, Sonoma County, California, United States
Fireplace
Details
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Cottage Fireplace Healdsburg
Nov 4 - Nov 11
$165 per night
Cottage ∙ 2 guests ∙ 1 bedroom
Cottage in Healdsburg with Gorgeous Garden
4.9
"Excellent" (105 ratings)
Healdsburg, Sonoma County, California, United States
Fireplace
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Popular Rental Amenities in Healdsburg

  • Internet (522)
  • Air conditioning (479)
  • TV (445)
  • No smoking (369)
  • Fireplace (297)
  • Pool (285)
  • Yard (277)
  • No pets (273)
  • Kitchen (252)
  • Microwave (251)
  • Grill (236)
  • Balcony/Patio (215)

The Weather in Healdsburg

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61°
36°
9 days 9
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64°
41°
9 days 9
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66°
43°
12 days 12
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72°
45°
8 days 8
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77°
48°
4 days 4
max.
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82°
50°
3 days 3
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82°
52°
3 days 3
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Min.
82°
54°
3 days 3
max.
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84°
50°
2 days 2
max.
Min.
79°
46°
7 days 7
max.
Min.
66°
41°
8 days 8
max.
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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, 1 Apr
51°
41°

15%

2 h

3 mi/h

Sun, 2 Apr
57°
39°

15%

9 h

8 mi/h

Mon, 3 Apr
53°
37°

5%

8 h

9 mi/h

Tue, 4 Apr
48°
37°

15%

3 h

7 mi/h

Wed, 5 Apr
57°
37°

0%

10 h

4 mi/h

Thu, 6 Apr
60°
41°

0%

7 h

3 mi/h

Fri, 7 Apr
66°
46°

5%

10 h

3 mi/h

Accommodations for your vacation in Healdsburg

Many of the properties (61.51%) 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 $1,139, and their size, on average, is 230 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 & Breakfast are, for example, another typical property type in this destination, with 30 listed accommodations. The average size of bed & breakfast in Healdsburg is 37 m², and the average price is $664 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 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:

Booking.com Vacation Rentals in Healdsburg TripAdvisor Vacation Rentals in Healdsburg Vrbo Vacation Rentals in Healdsburg VacationRentals.com Vacation Rentals in Healdsburg HouseTrip Vacation Rentals in Healdsburg FlipKey Vacation Rentals in Healdsburg Homestay.com Vacation Rentals in Healdsburg Only-apartments Vacation Rentals in Healdsburg Interhome Vacation Rentals in Healdsburg Novasol Vacation Rentals in Healdsburg HomeEscape Vacation Rentals in Healdsburg

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