Healdsburg Vacation Rentals

Our Favorite Vacation Rentals in Healdsburg

Historic Guernville Bungalow - Walk to Town!

RedAwningFrom $711
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Urban Luxe Loft
Excellent
Booking.comFrom $550
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River View - Riverfront Getaway in Healdsburg - Hot tub, Kayaks, River Access

HolidayLettingsFrom $739
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Infinity Ranch House 26000

RedAwningFrom $881
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Adventure on the River

Booking.comFrom $125
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Dreamy Wine Country Family Estate

HolidayLettingsFrom $2090
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Vino Velo Retreat

Booking.comFrom $308
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New Contemporary Wine County Home

HolidayLettingsFrom $1022
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Healdsburg Vacation Rentals with a Pool

Family Friendly WineCountry Retreat
Excellent
AirbnbFrom $1961
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Visit Famous Wineries from a Country House with a Pool
Excellent
AirbnbFrom $999
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Bella Terra Healdsburg

AirbnbFrom $1080
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"Dry Creek Villa" at Lavender Hill Vineyards
Excellent
AirbnbFrom $453
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Healdsburg Vacation Rentals with Wi-Fi

Cypress House & Studio, Easy walk to plaza
Excellent
AirbnbFrom $1021
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Dry Creek Valley Cottage
Excellent
AirbnbFrom $193
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Paxton Guesthouse
Excellent
AirbnbFrom $280
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Vineyard views close to town
Excellent
AirbnbFrom $380
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Healdsburg Pet-Friendly Vacation Rentals

Dog-friendly home with a deck, patios & hot tub, in the heart of wine country!

HolidayLettingsFrom $486
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Close to Healdsburg Plaza with Vineyard Views!
Excellent
HolidayLettingsFrom $514
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Cozy Cottage by the River ***Pet Friendly***

HolidayLettingsFrom $220
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Spacious Studio in Sonoma wine country
Excellent
FlipkeyFrom $279
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Healdsburg Travel Guide

In California Wine Country is the vibrant city of Healdsburg, which is known as one of the best small towns in the United States and is home to three of the best wineries in the country. This calls for some wine tasting! Foodies will also love the fine-dining restaurants in Healdsburg too. The downtown area is perfect for a leisurely stroll, with shopping boutiques and art galleries around every corner, as well as cafés.

Things to Do in Healdsburg

One of the top places to go in Healdsburg is Ferrari-Carano Winery and Gardens. Of course, the tasting of wine is why everyone comes here but the gardens are truly stunning. Visitors can admire the tulip and daffodil displays in the spring, as well as waterfalls and foot bridges over streams. To learn more about Healdsburg, there is the Healdsburg Museum, with the building being amazing architecture from 1910.

Best Time to Visit Healdsburg

The best time to visit Healdsburg is during the spring, summer and fall months.

Price and Availability in Healdsburg

Most expensive

Most availability

The most expensive month to stay in a vacation rental in Healdsburg is in June, while the cheapest month is in November. The most popular time to book a vacation rental in Healdsburg is in the high season in September. Healdsburg has its low season in January, when less people are visiting and the vacation home occupancy rate drops.

The cheapest day to stay at a vacation rental in Healdsburg tends to be Tuesday, while the most expensive day tends to be Saturday. Vacation homes in Healdsburg tend to be busiest on Saturdays, while it tends to be much quieter on Tuesdays.

The Weather in Healdsburg

SEE FULL WEATHER FORECAST:

93º 44º

0.15

103º 45º

104º 51º

103º 50º

98º 44º

0.1

91º 44º

1.06

91º 32º

4.7

69º 35º

3.26

74º 37º

5.9

84º 27º

0.21

91º 33º

6.04

86º 36º

2.76

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Jan

Feb

Mar

Apr

Rainy days

SEE FULL WEATHER FORECAST:

This climate histogram shows you the weather patterns in Healdsburg. The hottest month in Healdsburg is June, when temperatures peak at 104 ˚F. The coolest month is February, when temperatures drop to 27 ˚F. The wettest month in Healdsburg is March with 6.04 inches of rain, while the driest month is September with 0.1 inches of rain.

What Expert Travelers Think

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Vacation Rentals in Healdsburg

Browse vacation rentals from all your favorite providers including Airbnb, VRBO, RedAwning and many more at AllTheRooms.com. Healdsburg has 703 hotels, vacation rentals and other special places to stay, with prices to suit budget travelers, extravagant travelers and everything in between. A trip to Healdsburg can be affordable - the cheapest price vacation rental is available at $26 a night. In general, an accommodation in Healdsburg will cost you $591 per night.

If you want an internet connection during your time in Healdsburg, then you can choose from over 259 places to stay that provide WiFi internet. We have 33 accommodations that include a breakfast included. Choose from 18 accommodations that provide gym facilities, so you don't miss a single workout. Driving to Healdsburg? Then choose one of the 260 places to stay that comes with a parking spot included. We track 63 vacation rentals that have a pool or jacuzzi.

Those traveling with a dog, cat or some other animal can stay in one of 72 accommodations that are designated as pet-friendly.

We combine a wide variety of Healdsburg accommodations including vacation rentals, home stays, hostels and other unique places to stay into one easy search. We show results from more than 9 providers, including 168 places to stay from Airbnb, 81 accommodations from VRBO and 8 places to stay from RedAwning.

358 accommodations in Healdsburg have been reviewed; 67% are rated excellent or good. You can instantly book any of 153 places to stay right now.