Windsor, CA Vacation Rentals

Check prices for these upcoming dates

Windsor Travel Guide

Windsor is a beautiful larger town in central California just a few miles north of Santa Rosa. Windsor was settled in the mid 1800s by Europeans and soon after it started to grow into a larger town. It is named Windsor because Hiram Lewis, the postmaster from England, said the town reminded him of the grounds of Windsor Castle. Unfortunately, the blooming city was destroyed in a fire in 1905, and it was in dire need of repair. The town was saved by highway construction investors and soon the town was connected to major cities. Windsor was and still is a farming town where a large part of the area is dedicated to crops, apple farms, and grape yards. Due to this agricultural production there are a lot of wineries and farmer's markets in the area, so if you like to sit down and enjoy a great glass of wine or attend to a wine tasting event, this is a good place to do so. For the more active types, there are tons more activities here in Windsor.

Things to Do in Windsor

Lots of amazing things await visitors at Windsor! This town has two main categories of activities: outdoor exploration, and culinary tourism. If you like either of those then Windsor is an excellent spot for you! Moreover, if you would like to combine these two activities check out the Ace It Bike Tours where visitors bike around the grape vineyards, and at the end of the tour visitors will try the various types of wines. Moreover, the Foothill Regional Park is a beautiful hilly park where trails and ponds are ready for exploration. Go on an amazing horseback riding tour and have a wonderful time in the gorgeous California setting. Additionally, if you like water sports make sure to try out the Russian River Paddle Boards Adventures where you can go on a tour and explore the river and the surrounding area on a paddle board. Furthermore, since this region is famous for the great wineries, attend an amazing wine tasting where you can learn about the production process, the different types of grapes, and how to tell the difference between various wines. Da Vine Wine Tours is an excellent tour to attend where you can enjoy the breathtaking views while sipping on various wines.

Best Places to Stay in Windsor

The best area to stay is the Foothill area where you can be close to a beautiful park and nearby restaurants. Plenty of shops and stores are also just a few miles away so you do not have to go very far for anything. There are many vacation rentals in Windsor, so if you are looking for the perfect vacation home you do not have to worry. Rental homes most often feature full kitchens, nice dining areas, and a great location. Furthermore, if you are looking for a house rental with your family and friends, check out the options for luxury condo rentals too. Plenty of great vacation home rentals await you, so just browse our listings and find your favorite one.

Best Time to Visit Windsor

The average yearly temperature is 64 degrees in Windsor, so it is a pretty great place to visit all year around. However, if you are going for summer activities and want to visit the nearby beaches and waterparks, plan your trip in August or September when the average temperature is 78 degrees and there is very little chance for rain. The rest of the year is pretty rainy, so if you are traveling outside of the summer months pack up some raincoats.

Price and Availability in Windsor

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 Windsor tends to be Tuesday, while the most expensive day tends to be Saturday. Vacation homes in Windsor tend to be busiest on Saturdays, while it tends to be much quieter on Mondays.
The most expensive month to stay in a vacation rental in Windsor is in November, while the cheapest month is in April. The most popular time to book a vacation rental in Windsor is in the high season in June. Windsor has its low season in November, when less people are visiting and the vacation home occupancy rate drops.

The Weather in Windsor

Rainy days
0
93° 30°
0
84° 26°
2
66° 30°
13
70° 27°
9
60° 29°
18
80° 32°
10
98° 42°
1
85° 40°
3
104° 46°
0
99° 48°
0
105° 50°
0
Sep
Oct
Nov
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Rainy days

This climate histogram shows you the weather patterns in Windsor. The hottest month in Windsor is May, when temperatures peak at 105 ˚F. The coolest month is February, when temperatures drop to 26 ˚F. The wettest month in Windsor is November with 18.48 inches of rain, while the driest month is September with 1.32 inches of rain.

What Expert Travelers Think

  • — I love AllTheRooms because it enables me to compare a range of providers in just one search. I'd normally spend time checking prices across a range of platforms by visiting different websites one-by-one, so this helps me to save time on my accommodation searches while planning my upcoming trips

    Kacie Morgan
    Kacie MorganThe Rare Welsh Bit
  • — AllTheRooms.com makes travel easier, enjoyable and inexpensive through its provision of ample information, data and every possible accommodation available to choose from

    ArtMatters.Info
    ArtMatters.InfoArtMatters.Info
  • — I love that AllTheRooms has everything in one place when I need to find accommodations that fit my family. Plus it provides all the details I need to help me make the best choice. I often recommend AllTheRooms to friends and family visiting NYC and they agree that it’s a great. Such a time saver!

    Monica
    MonicaNYCTechMommy

Vacation Rentals in Windsor

Find the perfect rental for your trip at AllTheRooms.com. We compare Airbnb, Priceline, RedAwning and more. We have 824 vacation rentals, hotels and other places to stay in Windsor ranging from cheap options to extravagant places to stay. A vacation in Windsor can be affordable - the cheapest price rental is available at $38 a night. An average vacation rental in Windsor costs on average $269 a night.

Those looking to get some work done during their trip to Windsor can choose from 533 places to stay that include WiFi. We have 47 accommodations that come with breakfast included. Choose from 422 places to stay that provide gym options, so you don't miss a single workout. If you are driving to Windsor, you'll want to pick from 558 places to stay that provide parking. 445 places to stay come with a pool or jacuzzi

AllTheRooms has 36 pet-friendly places to stay in Windsor, so if you're traveling with your cat or dog you won't have any problems.

601 of our accommodations in Windsor have been reviewed and rated. 60% are rated excellent or good. 275 places to stay in are instantly bookable.

Destinations near Windsor

  • 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
  • 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
  • Healdsburg670 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
  • Studio City539 Properties
  • San Rafael539 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
  • Buena Park432 Properties
  • El Cajon432 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
  • Atascadero399 Properties
  • Templeton399 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
  • Seal Beach353 Properties
  • Fresno353 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
  • Corona290 Properties
  • Davis290 Properties
  • Murphys289 Properties
  • Encino286 Properties
  • San Carlos285 Properties
  • Richmond282 Properties
  • El Cerrito282 Properties
  • Monte Rio280 Properties
  • Laguna Niguel278 Properties
  • Sonora277 Properties
  • Castro Valley275 Properties
  • Tarzana275 Properties
  • Whittier272 Properties
  • Fontana270 Properties
  • Marina270 Properties
  • Fairfield266 Properties
  • Belmont265 Properties
  • San Marcos265 Properties
  • Playa Vista265 Properties
  • Stinson Beach264 Properties
  • Barstow260 Properties
  • Sausalito257 Properties
  • Riverside254 Properties
  • San Mateo254 Properties
  • San Ramon251 Properties
  • Morgan Hill250 Properties
  • National City249 Properties
  • Mission Viejo247 Properties
  • Placerville246 Properties
  • Pleasanton243 Properties
  • San Pedro243 Properties
  • San Leandro243 Properties
  • Foster City236 Properties
  • Stockton235 Properties
  • Redondo Beach234 Properties
  • Diamond Bar234 Properties
  • Camarillo231 Properties
  • Tahoma231 Properties
  • Redlands231 Properties
  • Vacaville228 Properties
  • Ramona228 Properties
  • Forestville222 Properties
  • Little River219 Properties
  • Tustin219 Properties
  • McKinleyville214 Properties
  • Kirkwood214 Properties
  • Ukiah212 Properties
  • Gilroy212 Properties
  • Lake Elsinore210 Properties
  • Lompoc196 Properties
  • Folsom195 Properties
  • Fremont195 Properties
  • Cazadero188 Properties
  • Half Moon Bay188 Properties
  • West Covina188 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
  • Lakeport132 Properties
  • Blairsden-Graeagle132 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