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Healdsburg Vacation Rentals

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Our Favorite Vacation Rentals in Healdsburg

  • Dreamy Wine Country Family Estate
    Dreamy Wine Country Family Estate
     4br Home/Apartment
    HolidayLettingsFrom $2261
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  • Dog-friendly home with a deck, patios & hot tub, in the heart of wine country!
    Dog-friendly home with a deck, patios & hot tub, in the heart of wine country!
     2br Home/Apartment
    HolidayLettingsFrom $615
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  • Sweet cabin beneath towering redwoods w/ enclosed yard - near river, 2 dogs OK!
    Sweet cabin beneath towering redwoods w/ enclosed yard - near river, 2 dogs OK!
     2br Home/Apartment
    HolidayLettingsFrom $340
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  • Cosmo Beach Riverfront Sanctuary
    Cosmo Beach Riverfront Sanctuary
    Good1br Home/Apartment
    HolidayLettingsFrom $423
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  • Pratiz Chalet
    Pratiz Chalet
     2br Home/Apartment
    HolidayLettingsFrom $426
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  • Serene creekside home w/ private hot tub & deck - close to river/woods, dogs OK!
    Serene creekside home w/ private hot tub & deck - close to river/woods, dogs OK!
     2br Home/Apartment
    HolidayLettingsFrom $470
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  • Spacious Studio in Sonoma wine country
    Spacious Studio in Sonoma wine country
    Excellent-1br Home/Apartment
    FlipkeyFrom $276
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  • NEW! Guerneville Home, Walk to the Russian River!
    NEW! Guerneville Home, Walk to the Russian River!
     2br Home/Apartment
    HolidayLettingsFrom $317
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See all 656 deals in Healdsburg

Healdsburg Vacation Rentals with a Pool

  • Urban Luxe Loft--Extended Stay or Getaway
    Urban Luxe Loft--Extended Stay or Getaway
    Excellent1br Home/Apartment
    AirbnbFrom $859
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  • Wine Country Getaway
    Wine Country Getaway
    Excellent2br Home/Apartment
    AirbnbFrom $336
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  • NEW LISTING! Wonderful estate with private pool & hot tub! Wine tasting nearby!
    NEW LISTING! Wonderful estate with private pool & hot tub! Wine tasting nearby!
    Nice3br Home/Apartment
    AirbnbFrom $839
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  • Wine Country Condo - Food, Wine & Hot Tubs - Slp 6
    Wine Country Condo - Food, Wine & Hot Tubs - Slp 6
    Excellent2br Home/Apartment
    AirbnbFrom $458
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See all deals in Healdsburg with a pool

Healdsburg Vacation Rentals with Wi-Fi

  • Affordable Fitch Mountain Cabin
    Affordable Fitch Mountain Cabin
    Good2br Cabin
    AirbnbFrom $402
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  • Chix Villa- on our family century+ Zin vineyard
    Chix Villa- on our family century+ Zin vineyard
    Excellent1br Home/Apartment
    AirbnbFrom $517
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  • Modern Home in Hburg Wine Country
    Modern Home in Hburg Wine Country
    Excellent3br Home/Apartment
    AirbnbFrom $864
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  • Stunning vineyard views from the private deck at this wine-lovers house!
    Stunning vineyard views from the private deck at this wine-lovers house!
    Nice3br Cottage
    AirbnbFrom $556
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See all deals in Healdsburg with WiFis

Healdsburg Pet-Friendly Vacation Rentals

  • Quiet Guerneville Cottage w/ Redwood Forest Views!
    Quiet Guerneville Cottage w/ Redwood Forest Views!
     1br Cottage
    HolidayLettingsFrom $254
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  • Riverfront Wine Country Cottage With Views and Spa
    Riverfront Wine Country Cottage With Views and Spa
    Excellent2br Home/Apartment
    AirbnbFrom $349
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  • Family Friendly WineCountry Retreat
    Family Friendly WineCountry Retreat
    Excellent4br Home/Apartment
    AirbnbFrom $2014
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  • Great Geyserville Apartment
    Great Geyserville Apartment
    Excellent2br Home/Apartment
    AirbnbFrom $193
    View Deal
See all deals in Healdsburg that allow pets

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

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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

104º 51º
0
103º 50º
0
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
93º 44º
0.15
103º 45º
0
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Rainy days
This climate histogram shows you the weather patterns in Healdsburg. The warmest months in Healdsburg are June and July, when temperatures reach 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

Vacation Rentals in Healdsburg

Browse accommodations from all your favorite providers including Airbnb, RedAwning, Priceline and more at AllTheRooms.com. We have 656 vacation rentals, hotels and other places to stay in Healdsburg ranging from low-cost options to extravagant places to stay. A trip to Healdsburg can be affordable - our lowest price accommodation is available at $32 per night. The average price of an accommodation is around $624 per night.

If you have to have an internet connection during your stay in Healdsburg, then you can choose from over 260 accommodations that provide WiFi internet. 35 of our accommodations come with breakfast in the price. You can maintain your workout routine by staying at one of 17 accommodations that provide gym facilities. Driving to Healdsburg? Then choose one of the 260 places to stay that comes with a parking spot included. 65 accommodations have a a pool or jacuzzi

If you're traveling with your best friend, then be sure to select one of the 72 pet-friendly accommodations available.

AllTheRooms compares vacation rentals, hotels and other bespoke accommodation types from loads of providers in Healdsburg, including 174 places to stay from Airbnb, 8 accommodations from RedAwning and 5 places to stay from Priceline

368 of our accommodations in Healdsburg have been reviewed by previous guests. They rated 70% as excellent or good. You can instantly book any of 154 places to stay right now.

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