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Vacation Rentals in Windsor, California

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about Windsor

Search vacation deals on homes, villas, cabins, cottages, apartments and condos in destinations all over the world. Click the "rental results" tab to browse Windsor, California vacation rentals and inquire about your favorites. If you cant find what youre looking for, consider nearby destinations, or come back for a visit - vacation home rentals in Windsor are added and updated every week!

Compared to hotels, Windsor vacation rentals are much more family-friendly and flexible, offering a lot more space, a lot more savings, and a lot more amenities - like private pools, gourmet kitchens, and pet-friendly accommodations! Tip: Save money by taking advantage of cheap weekly rates.

Windsor, California Vacation Rentals and Tourism

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Windsor things to do


Up and Away Ballooning

My wife surprised me with this 5:30AM wake up call to just blindly follow her directions until we arrived at the airfield and I saw the vans/trucks of more


Wine Country Journeys

Booking was so easy and we had an amazing tour with Jerry!!! He is so knowledgable of the area and the wineries but not pretentious in any way and made more


Williamson Wines

One of the best wine tasting rooms I've ever been to. Actually, I take that back. It IS the BEST wine tasting room I've ever been to. Why it's it more


Christopher Creek Winery

Hands down my favorite wine in California! I stumbled across this place a year ago on a wine tour, joined the club because I loved the wines and I felt more


Wine Country Bikes

Everyone here is amazing!!! I felt like they truely cared about what we wanted on this trip, they were also very enthusiastic about they trip.pointing more


Safari West

My husband and I signed up for this tour through the Mastick Senior Center last month, and I am glad (very satisfied) that we took this tour. Cost more


Tara Bella Winery & Vineyards

A winery that has all 5 star reviews???? How is that even possible! Im not sure but that's why I decided to head up there and see what all the fuss more


Kendall-Jackson Wine Estate & Gardens

As a seasoned wine drinker, I'm very experienced going to tasting rooms. I'm not a wine snob, but a wine lover. Many times in the past I've resorted to more


De La Montanya Winery & Vineyards

Tucked away under a bridge, this is a fabulous small family run winery. Italian style, yummy and wonderful personalized service. I continue to savor more


ACORN Winery

You have to set up an appointment, but Bill and Betsy will take great care of you if you do! It's not the sexiest wine tasting experience, but you more


Portalupi Wine

I've been visiting Portalupi for two years now. There are things I have come to really appreciate about this winery: * it's got a great location a more


Chalk Hill Estate Vineyards & Winery

Chalk Hill came highly recommended on our hunt for a wedding venue. After an extensive tour, I'd venture to say that this is the most stunning property I' more


SOAR Inflatables & Russian River Adventures

This company does a great job of creating a fun river experience! However, be warned that because of low water levels, you might be prone to Swimmer' more


Arista Winery

This is a beautiful winery. The gardens are nice and well maintained. We went inside and were helped by Matt. He wasn't very interactive and was more



Thank you, VML, for introducing me to a rosé that I not only found palatable but actually enjoyed! I have the hardest time with rosé - something about more

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* Nightly rates and average rates per bedroom are based on actual rates in this area. Learn More .

Spacious Comfortable Home In The Middle Of The Wine Country. With Solar Panels!
Windsor House Rental Picture
  • bedrooms 4
  • rental type House
  • sleeps 10
  • baths
  • rates (USD) $500 - $550 /nt
    $3,325 /wk

1 reviews write a review

Windrose Romantic Cottages
Windsor Cottage Rental Picture
  • bedrooms 1
  • rental type Cottage
  • owner badgeowner badge
  • sleeps 2
  • baths 1
  • rates (USD) $155 - $245 /nt

3 reviews write a review

Beautiful 4BR Home in the Heart of the Sonoma Wine Country
Windsor House Rental Picture
  • bedrooms 4
  • rental type House
  • owner badgeowner badge
  • sleeps 8
  • baths
  • rates (USD) $600 /nt
    $5,250 /mth

25 reviews write a review

Amazing Turn-of-Century Remodeled Stable Vacation Rental 13 min to Healdsburg
Windsor House Rental Picture
  • bedrooms 5
  • rental type House
  • owner badgeowner badge
  • sleeps 17
  • baths 4
  • rates (USD) $900 - $1,250 /nt
    $4,900 - $6,475 /wk

11 reviews write a review

Elegant French Country Estate with pool and spectacular views in Wine Country
Windsor House Rental Picture
  • bedrooms 3
  • rental type House
  • owner badgeowner badge
  • sleeps 6
  • baths
  • rates (USD) $825 /nt

45 reviews write a review

Wine Or Golf Or Time & Space To Decompress 3 Bed/ 2 Bath Sleep 8
Windsor House Rental Picture
  • bedrooms 3
  • rental type House
  • sleeps 8
  • baths 2
  • rates (USD) $340 /nt

2 reviews write a review

Villa Montebello, 4BR/3BA on 12 acres near Mayacama
Windsor House Rental Picture
  • bedrooms 4
  • rental type House
  • sleeps 10
  • baths 3
  • rates (USD)

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