Healdsburg Vacation Rentals - HomeToGo base64Hash Healdsburg Vacation Rentals - HomeToGo

Healdsburg Vacation Rentals

Find 529 available offers from 15 partners
Healdsburg
Anytime
Guests
Healdsburg
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Guests

Popular Filters to find the Perfect Home Rental in Healdsburg

2 Adults
1 Bedroom
Pool
House
Pets allowed
4 Adults
Cabin

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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Vacation rentals with Wi-Fi

Stay connected while traveling and book a Healdsburg accommodation with high-speed internet.

House  Healdsburg
Oct 24 - Oct 31
-28%
$1,132
$812 per night
House ∙ 7 guests ∙ 4 bedrooms

House in Healdsburg with In-Ground Pool + Hill Views

5.0
Outstanding (21 ratings)
Healdsburg, Sonoma County, California, United States
Internet
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House  Healdsburg
Nov 29 - Dec 6
-16%
$850
$712 per night
House ∙ 8 guests ∙ 3 bedrooms

Whole House in Healdsburg with Private Patio + Amazing Views

4.9
Outstanding (31 ratings)
Healdsburg, Sonoma County, California, United States
Internet
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House  Healdsburg
Apr 16 - Apr 23
$424 per night
House ∙ 8 guests ∙ 3 bedrooms

Entire House in Healdsburg with Front Garage + Meadow Views

4.8
Outstanding (197 ratings)
Healdsburg, Sonoma County, California, United States
Internet
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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.

Cottage  Healdsburg
Nov 29 - Dec 6
$562 per night
Cottage ∙ 6 guests ∙ 2 bedrooms

Wonderful Cottage in Healdsburg with Patio, Yard & Grill

4.9
Outstanding (49 ratings)
Healdsburg, Sonoma County, California, United States
Air conditioning
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House  Healdsburg
Dec 21 - Dec 28
$426 per night
House ∙ 4 guests ∙ 2 bedrooms

Vacation Home in Healdsburg with Patio, Grill & Yard

5.0
Outstanding (7 ratings)
Healdsburg, Sonoma County, California, United States
Air conditioning
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House  Healdsburg
Apr 22 - Apr 29
$1,223 per night
House ∙ 12 guests ∙ 4 bedrooms

House in Healdsburg with Outside Terrace

4.9
Outstanding (138 ratings)
Healdsburg, Sonoma County, California, United States
Air conditioning
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Apartments and vacation rentals with a kitchen

Cook up a feast on your next vacation and book a Healdsburg rental with full kitchen.

House  Healdsburg
Oct 24 - Oct 31
-20%
$593
$477 per night
House ∙ 8 guests ∙ 3 bedrooms

Vacation Home in Healdsburg with Yard, Grill & Patio + River View

4.7
Excellent (81 ratings)
Healdsburg, Sonoma County, California, United States
Kitchen
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House  Healdsburg
Nov 29 - Dec 6
$655 per night
House ∙ 6 guests ∙ 3 bedrooms

House in Healdsburg with Patio, Yard & Grill + Amazing Views

5.0
Outstanding (51 ratings)
Healdsburg, Sonoma County, California, United States
Kitchen
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House  Healdsburg
Nov 29 - Dec 6
-24%
$1,126
$861 per night
House ∙ 8 guests ∙ 3 bedrooms

Vacation Home in Healdsburg with Pool & Grill

5.0
Outstanding (4 ratings)
Healdsburg, Sonoma County, California, United States
Kitchen
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Best Vacation Home Deals in Healdsburg

Save up to 32%

House Healdsburg
Oct 24 - Oct 31
-32%
$533
$364 per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Healdsburg with Patio

5.0
Outstanding (5 ratings)
Healdsburg, Sonoma County, California, United States
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House Healdsburg
Oct 24 - Oct 31
-21%
$480
$379 per night
House ∙ 6 guests ∙ 3 bedrooms

Lovely Vacation Home in Healdsburg with Grill & Patio + Picturesque Views

5.0
Outstanding (8 ratings)
Healdsburg, Sonoma County, California, United States
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House Healdsburg
Jul 6 - Jul 13
-19%
$850
$688 per night
House ∙ 8 guests ∙ 3 bedrooms

Whole House in Healdsburg with Private Patio + Amazing Views

4.9
Outstanding (31 ratings)
Healdsburg, Sonoma County, California, United States
Free cancellation
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Find the perfect property from $151 per night by searching through the 529 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 $151 per night

House Healdsburg
Oct 24 - Oct 31
$889 per night
House ∙ 10 guests ∙ 3 bedrooms

House in Healdsburg with Grill, Patio & Yard + Unparalleled Views

4.8
Outstanding (32 ratings)
Healdsburg, Sonoma County, California, United States
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Cabin Healdsburg
Oct 24 - Oct 31
$407 per night
Cabin ∙ 6 guests ∙ 2 bedrooms

Pleasant Cabin in Healdsburg with Grill & Patio + Great Views

5.0
Outstanding (58 ratings)
Healdsburg, Sonoma County, California, United States
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House Healdsburg
Nov 29 - Dec 6
-22%
$1,955
$1,530 per night
House ∙ 8 guests ∙ 4 bedrooms

Beautiful Vacation Home in Healdsburg with Overnight Parking + Hill Views

4.9
Outstanding (25 ratings)
Healdsburg, Sonoma County, California, United States
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House Healdsburg
May 1 - May 8
$960 per night
House ∙ 10 guests ∙ 5 bedrooms

Wonderful House in Healdsburg with Private Pool

5.0
Outstanding (103 ratings)
Healdsburg, Sonoma County, California, United States
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House Healdsburg
Dec 21 - Dec 28
$711 per night
House ∙ 4 guests ∙ 2 bedrooms

Beautiful House in Healdsburg with Yard & Patio

Healdsburg, Sonoma County, California, United States
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House Healdsburg
Dec 21 - Dec 28
$227 per night
House ∙ 6 guests ∙ 2 bedrooms

House in Healdsburg with Private Patio + Exquisite Views

4.9
Outstanding (160 ratings)
Healdsburg, Sonoma County, California, United States
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House Healdsburg
Oct 24 - Oct 31
$285 per night
House ∙ 6 guests ∙ 2 bedrooms

Vacation Home in Healdsburg with Yard, Grill & Patio

4.6
Excellent (51 ratings)
Healdsburg, Sonoma County, California, United States
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House Healdsburg
Dec 21 - Dec 28
$1,037 per night
House ∙ 10 guests ∙ 4 bedrooms

House in Healdsburg with Patio, Grill & Pool

5.0
Outstanding (159 ratings)
Healdsburg, Sonoma County, California, United States
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Villa Healdsburg
Oct 24 - Oct 31
$366 per night
Villa ∙ 6 guests ∙ 2 bedrooms

Villa in Healdsburg with Patio, Yard & Grill + Spectacular Views

4.6
Excellent (42 ratings)
Healdsburg, Sonoma County, California, United States
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Budget-friendly Vacation Rentals in Healdsburg

Find Fantastic yet Inexpensive Offers

House Healdsburg
Apr 27 - May 4
-25%
$1,027
$770 per night
House ∙ 8 guests ∙ 3 bedrooms

House in Healdsburg with In-Ground Pool

4.8
Outstanding (49 ratings)
Healdsburg, Sonoma County, California, United States
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House Healdsburg
Nov 29 - Dec 6
$485 per night
House ∙ 8 guests ∙ 3 bedrooms

House in Healdsburg with Decorative Fireplace + Vineyard Views

4.8
Outstanding (57 ratings)
Healdsburg, Sonoma County, California, United States
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House Healdsburg
Oct 24 - Oct 31
$400 per night
House ∙ 6 guests ∙ 2 bedrooms

House in Healdsburg with Patio, Yard & Grill + Vineyard Views

5.0
Outstanding (32 ratings)
Healdsburg, Sonoma County, California, United States
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Top-Rated Rentals and Accommodations in Healdsburg

Book Vacation Rental Offers with the Highest User Rating

House Healdsburg
Dec 21 - Dec 28
$642 per night
House ∙ 6 guests ∙ 3 bedrooms

House in Healdsburg with Free Parking + Valley Views

4.9
Outstanding (269 ratings)
Healdsburg, Sonoma County, California, United States
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House Healdsburg
Nov 29 - Dec 6
-17%
$699
$579 per night
House ∙ 8 guests ∙ 3 bedrooms

Vacation Home in Healdsburg with Free Parking

5.0
Outstanding (42 ratings)
Healdsburg, Sonoma County, California, United States
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House Healdsburg
Nov 29 - Dec 6
$987 per night
House ∙ 8 guests ∙ 3 bedrooms

House in Healdsburg with Vegetable Garden

5.0
Outstanding (107 ratings)
Healdsburg, Sonoma County, California, United States
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Popular Rental Amenities in Healdsburg

  • Pet-friendly (111)
  • Pool (281)
  • WiFi (518)
  • Washing machine (260)
  • No smoking (514)
  • Kitchen (250)
  • Hot tub (107)
  • Fireplace (327)
  • Air conditioning (497)
  • TV (456)
  • Parking (35)
  • Balcony/patio (322)

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'd like to have a fenced-in yard or you want a rental providing a crib. There are just 34 listed accommodations with "Fenced" and 108 accommodations with "Crib."

The Weather in Healdsburg

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13 days 13
Jan.
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June
July
Aug.
Sep.
Oct.
Nov.
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- 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

Fri, 19 Apr
68°
62°

0%

6 h

8 mi/h

Sat, 20 Apr
73°
68°

0%

6 h

9 mi/h

Sun, 21 Apr
78°
73°

0%

6 h

5 mi/h

Mon, 22 Apr
78°
71°

10%

6 h

5 mi/h

Tue, 23 Apr
64°
62°

0%

6 h

7 mi/h

Wed, 24 Apr
69°
66°

10%

6 h

7 mi/h

Thu, 25 Apr
66°
60°

0%

5 h

9 mi/h

Accommodations for your vacation in Healdsburg

More than half of the properties (52.65%) 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 $850, and their size, on average, is 226 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 50 listed accommodations. The average size of bed and breakfast rental in Healdsburg is 35 m², and the average price is $586 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 529 rentals
💳 Possible discounts up to 31%
🌙 Nightly prices starting at $151
⭐ Popular amenities Pets allowed, Pool and Internet
🐾 Pet friendly homes 112 homes
🏊 Vacation rentals with pools 281 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 $151. If you are looking for a house rental, the nightly price is $850 on average. A bed and breakfast rental Healdsburg will cost $586 per night on average.

How many vacation homes are available to book in Healdsburg?

There are currently 529 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 281 vacation rentals from 15 providers in Healdsburg.

Are dogs allowed in vacation homes in Healdsburg?

In case if you are traveling with a dog in Healdsburg - 21% 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 $151.

Find the perfect Healdsburg home to match your style

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