AllTheRooms.

Healdsburg Vacation Rentals

  1. Vacation Rental Search
  2. United States of America
  3. California
  4. Healdsburg

Check prices for these upcoming dates

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.

More+

Price and Availability in Healdsburg

Most expensive
Most availability
, , , , , , , , , , , Jan , Feb , Mar , Apr , May , Jun , Jul , Aug , Sep , Oct , Nov , Dec 1 , 0.9 , 0.8 , 0.7 , 0.6 , 0.5 , 0.4 , 0.3 , 0.2 , 0.1 , 0 , , , , , , , , , , , , , , , , , , , , , , Jan , Feb , Mar , Apr , May , Jun , Jul , Aug , Sep , Oct , Nov , Dec 1 , 0.9 , 0.8 , 0.7 , 0.6 , 0.5 , 0.4 , 0.3 , 0.2 , 0.1 , 0 , , , , , , , , , , , , , , , , , , , , , , Jan , Feb , Mar , Apr , May , Jun , Jul , Aug , Sep , Oct , Nov , Dec 1 , 0.9 , 0.8 , 0.7 , 0.6 , 0.5 , 0.4 , 0.3 , 0.2 , 0.1 , 0
Powered by:
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 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.
More+

The Weather in Healdsburg

Rainy days
95° 42°
0
105° 38°
0
102° 47°
0
102° 46°
0
99° 44°
0
92° 38°
9
74° 39°
3
74° 32°
7
75° 27°
4
75° 32°
2
81° 32°
3
89° 32°
0
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Jan
Feb
Mar
Apr
Rainy days

This climate histogram shows you the weather patterns in Healdsburg. The hottest month in Healdsburg is July, when temperatures peak at 105 ˚F. The coolest month is December, when temperatures drop to 27 ˚F. The wettest month in Healdsburg is March with 8.71 inches of rain, while the driest month is September with 0.28 inches of rain.

More+

What Expert Travelers Think

  • — When I plan a trip, I no longer waste time visiting multiple websites in search of the best accommodations. Now, I just go to AllTheRooms and immediately find everything from luxury villas to pet-friendly rentals! All in one place

    Whitney Wear
    Whitney WearTravel Better Guide
    Travel Better Guide

  • — Packed full of information, from the best time of year to visit (I love NYC in Spring) to top tips from locals, All The Rooms provides the best accommodation, whether you are looking to enjoy your first time visit to New York or want to experience a new location

    Jaz
    JazThe Life of a Social Butterfly
    The Life of a Social Butterfly

  • — My favorite thing about AllTheRooms is that it combines both rentals and hotels available so you can see an entire view of what is available in a certain area. I was able to see listings on AllTheRooms that I never even saw on other travel sites!

    Daniella Flores
    Daniella FloresILIKETODABBLE
    Visit ILIKETODABBLE

Vacation Rentals in Healdsburg

Browse accommodations from all the leading providers including Airbnb, Priceline, RedAwning and more at AllTheRooms.com. We have 670 vacation rentals, hotels and other accommodation types in Healdsburg ranging from low-cost options to extravagant places to stay. For those traveling on a budget, the cheapest place to stay in Healdsburg is available at $23 per night. On average, a place to stay in Healdsburg will cost you $584 per night.

If you need to stay connected during your vacation, then you can choose from over 224 accommodations in Healdsburg that have WiFi. We have 42 accommodations that include a breakfast included. Fitness addicts can get a workout in during their stay by choosing from 22 accommodations that have gym facilities. Driving to Healdsburg? Then choose one of the 226 places to stay that comes with a parking spot included. We track 75 places to stay that have a pool or jacuzzi.

AllTheRooms has 54 pet-friendly places to stay in Healdsburg, so if you're traveling with your cat or dog you won't have any trouble.

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 4 providers, including 204 places to stay from Airbnb, 24 accommodations from Priceline and 7 places to stay from RedAwning.

390 of our rentals in Healdsburg have been rated by previous guests. They rated 68% as excellent or good. 196 accommodations allow instant booking.

More+

Destinations near Healdsburg

  • Los Angeles14,729 Properties
  • Mammoth Lakes14,637 Properties
  • Big Bear Lake13,138 Properties
  • Palm Springs9,182 Properties
  • San Diego8,739 Properties
  • La Quinta5,923 Properties
  • Palm Desert5,586 Properties
  • Big Bear City5,309 Properties
  • San Francisco5,144 Properties
  • Indio4,407 Properties
  • Venice3,973 Properties
  • Oceanside3,905 Properties
  • South Lake Tahoe3,407 Properties
  • Anaheim3,314 Properties
  • Hollywood2,963 Properties
  • San Jose2,674 Properties
  • Napa2,535 Properties
  • Santa Monica2,533 Properties
  • Cathedral City2,373 Properties
  • Carlsbad2,211 Properties
  • Lake Arrowhead2,202 Properties
  • Santa Cruz2,106 Properties
  • Mountain View1,947 Properties
  • Sunnyvale1,853 Properties
  • Truckee1,824 Properties
  • Rancho Mirage1,785 Properties
  • Santa Clara1,735 Properties
  • Santa Barbara1,707 Properties
  • Yosemite National Park1,696 Properties
  • Olympic Valley1,637 Properties
  • Beverly Hills1,635 Properties
  • Solana Beach1,574 Properties
  • Sea Ranch1,549 Properties
  • Oakland1,541 Properties
  • Pismo Beach1,483 Properties
  • Joshua Tree1,475 Properties
  • Huntington Beach1,471 Properties
  • San Clemente1,386 Properties
  • Sacramento1,381 Properties
  • Malibu1,361 Properties
  • Groveland1,334 Properties
  • Idyllwild1,321 Properties
  • Laguna Beach1,319 Properties
  • Santa Rosa1,267 Properties
  • Encinitas1,233 Properties
  • Arnold1,221 Properties
  • Costa Mesa1,214 Properties
  • Sonoma1,174 Properties
  • Newport Beach1,150 Properties
  • Carmel-by-the-Sea1,149 Properties
  • Redding1,139 Properties
  • Berkeley1,125 Properties
  • Daly City1,123 Properties
  • Pacific Grove1,109 Properties
  • Ventura1,106 Properties
  • Oxnard1,082 Properties
  • Temecula1,073 Properties
  • Desert Hot Springs1,068 Properties
  • Garden Grove1,043 Properties
  • San Luis Obispo1,010 Properties
  • Oakhurst1,008 Properties
  • Tahoe City1,006 Properties
  • Inglewood1,003 Properties
  • Monterey977 Properties
  • Morro Bay966 Properties
  • Cambria963 Properties
  • Orange958 Properties
  • Carnelian Bay954 Properties
  • Guerneville941 Properties
  • Bermuda Dunes921 Properties
  • Bakersfield918 Properties
  • Redwood City917 Properties
  • Menlo Park896 Properties
  • Yucca Valley879 Properties
  • Coronado870 Properties
  • Irvine863 Properties
  • Burbank841 Properties
  • Tahoe Vista835 Properties
  • Palo Alto835 Properties
  • Windsor824 Properties
  • Coachella808 Properties
  • South San Francisco798 Properties
  • Fort Bragg782 Properties
  • West Hollywood776 Properties
  • Milpitas769 Properties
  • Aptos766 Properties
  • Sherman Oaks761 Properties
  • Avalon756 Properties
  • Cupertino740 Properties
  • Chico727 Properties
  • Mill Valley712 Properties
  • Seaside703 Properties
  • Mariposa692 Properties
  • Twentynine Palms687 Properties
  • Fawnskin686 Properties
  • Fullerton674 Properties
  • Eureka664 Properties
  • Woodland Hills657 Properties
  • Shaver Lake654 Properties
  • Mendocino634 Properties
  • Escondido633 Properties
  • Alameda625 Properties
  • Indian Wells624 Properties
  • Bass Lake621 Properties
  • Arcata614 Properties
  • Paso Robles604 Properties
  • Marina del Rey599 Properties
  • Vallejo597 Properties
  • Pasadena590 Properties
  • Three Rivers586 Properties
  • Westminster577 Properties
  • Calistoga571 Properties
  • Cayucos570 Properties
  • Borrego Springs568 Properties
  • Long Beach564 Properties
  • Vista557 Properties
  • St. Helena554 Properties
  • Hawthorne547 Properties
  • Imperial Beach543 Properties
  • San Rafael539 Properties
  • Studio City539 Properties
  • Rancho Cucamonga535 Properties
  • Trinidad523 Properties
  • Manhattan Beach518 Properties
  • Avila Beach515 Properties
  • San Bruno510 Properties
  • Salinas508 Properties
  • Hermosa Beach502 Properties
  • Del Mar501 Properties
  • Goleta494 Properties
  • Topanga490 Properties
  • Nevada City488 Properties
  • Newport Coast482 Properties
  • Alhambra482 Properties
  • La Mesa481 Properties
  • Chula Vista477 Properties
  • Crescent City475 Properties
  • Pacifica472 Properties
  • Arcadia466 Properties
  • Solvang465 Properties
  • Modesto462 Properties
  • Visalia460 Properties
  • Murrieta452 Properties
  • Culver City450 Properties
  • Sebastopol450 Properties
  • June Lake449 Properties
  • Santa Ana446 Properties
  • Oceano444 Properties
  • El Segundo440 Properties
  • El Cajon432 Properties
  • Buena Park432 Properties
  • Gualala430 Properties
  • Hacienda Heights430 Properties
  • Burlingame429 Properties
  • Campbell426 Properties
  • Watsonville425 Properties
  • Carpinteria423 Properties
  • Arroyo Grande423 Properties
  • Pebble Beach411 Properties
  • Ojai409 Properties
  • Grass Valley407 Properties
  • Capitola404 Properties
  • Dana Point404 Properties
  • Carmel Valley403 Properties
  • Rancho Cordova400 Properties
  • Templeton399 Properties
  • Atascadero399 Properties
  • Clovis398 Properties
  • Walnut Creek397 Properties
  • Pacific Palisades396 Properties
  • Bodega Bay390 Properties
  • Los Gatos389 Properties
  • Julian388 Properties
  • Crestline383 Properties
  • Dublin381 Properties
  • Roseville376 Properties
  • Livermore373 Properties
  • Thousand Oaks368 Properties
  • Kings Beach367 Properties
  • Union City364 Properties
  • Santa Maria357 Properties
  • Mount Shasta356 Properties
  • Lancaster356 Properties
  • Concord355 Properties
  • Petaluma354 Properties
  • Fresno353 Properties
  • Seal Beach353 Properties
  • Los Altos348 Properties
  • Hayward345 Properties
  • Angels Camp344 Properties
  • Altadena342 Properties
  • Cardiff-by-the-Sea341 Properties
  • Glen Ellen340 Properties
  • Newark339 Properties
  • Fallbrook338 Properties
  • Palmdale327 Properties
  • North Hollywood322 Properties
  • Pomona321 Properties
  • Lodi320 Properties
  • Merced319 Properties
  • Running Springs318 Properties
  • Lake Forest314 Properties
  • Novato311 Properties
  • Bishop305 Properties
  • Grover Beach305 Properties
  • Victorville300 Properties
  • Chino Hills299 Properties
  • Elk Grove298 Properties
  • Twain Harte295 Properties
  • Davis290 Properties
  • Corona290 Properties
  • Murphys289 Properties
  • Encino286 Properties
  • San Carlos285 Properties
  • El Cerrito282 Properties
  • Richmond282 Properties
  • Monte Rio280 Properties
  • Laguna Niguel278 Properties
  • Sonora277 Properties
  • Tarzana275 Properties
  • Castro Valley275 Properties
  • Whittier272 Properties
  • Marina270 Properties
  • Fontana270 Properties
  • Fairfield266 Properties
  • San Marcos265 Properties
  • Belmont265 Properties
  • Playa Vista265 Properties
  • Stinson Beach264 Properties
  • Barstow260 Properties
  • Sausalito257 Properties
  • San Mateo254 Properties
  • Riverside254 Properties
  • San Ramon251 Properties
  • Morgan Hill250 Properties
  • National City249 Properties
  • Mission Viejo247 Properties
  • Placerville246 Properties
  • San Pedro243 Properties
  • San Leandro243 Properties
  • Pleasanton243 Properties
  • Foster City236 Properties
  • Stockton235 Properties
  • Diamond Bar234 Properties
  • Redondo Beach234 Properties
  • Redlands231 Properties
  • Camarillo231 Properties
  • Tahoma231 Properties
  • Vacaville228 Properties
  • Ramona228 Properties
  • Forestville222 Properties
  • Tustin219 Properties
  • Little River219 Properties
  • McKinleyville214 Properties
  • Kirkwood214 Properties
  • Ukiah212 Properties
  • Gilroy212 Properties
  • Lake Elsinore210 Properties
  • Lompoc196 Properties
  • Folsom195 Properties
  • Fremont195 Properties
  • West Covina188 Properties
  • Half Moon Bay188 Properties
  • Cazadero188 Properties
  • Blythe187 Properties
  • Woodland186 Properties
  • San Anselmo186 Properties
  • Port Hueneme181 Properties
  • Monrovia180 Properties
  • Glendale177 Properties
  • Santa Clarita177 Properties
  • Hemet176 Properties
  • San Bernardino169 Properties
  • Agoura Hills162 Properties
  • Torrance161 Properties
  • Albany155 Properties
  • Kelseyville153 Properties
  • Lakeshore152 Properties
  • Rohnert Park151 Properties
  • Wrightwood145 Properties
  • Westlake Village133 Properties
  • Blairsden-Graeagle132 Properties
  • Lakeport132 Properties
  • Ridgecrest129 Properties
  • Westwood128 Properties
  • Santa Ynez127 Properties
  • Squaw Valley122 Properties
  • Kernville118 Properties
  • Los Olivos108 Properties
  • Santee105 Properties
  • San Gabriel105 Properties
  • Playa Del Rey100 Properties
  • Big Sur98 Properties
  • Gardena97 Properties
  • Homewood90 Properties
  • El Centro84 Properties
  • Van Nuys79 Properties
  • Needles64 Properties
  • Emeryville63 Properties
  • Moorpark57 Properties
  • San Simeon53 Properties
  • Shasta Lake36 Properties
  • Angelus Oaks31 Properties
  • Long Barn21 Properties
  • Warner Springs20 Properties
  • La Jolla18 Properties