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Vacation Rentals in Windsor, California

$155 $166
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

My favorite pairings include: irish cheddar cheese with Pipin' Hot Pepper Jam & Relish, Truffle Salt on top. Also, the best sweet cheese I've had is more


Tara Bella Winery & Vineyards

Cute vineyard, fantastic wine! We stopped by Tara Bella after a morning hike near Bodega Bay. It's appointment only, so be sure to call ahead of time 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

Super fun. Stop-reading-and-book-your-tickets-now fun. Want-to-do-it-again-immediately fun. The tour was great and included a fun, bumpy safari ride more


Napa Sonoma Wine Tasting Driver

Jim was great and very thoughtful! He gave us some of his cheese while we were wine tasting from his lunch! Also, brought water. Very nice day and more


Christopher Creek Winery

Net/net - go somewhere else if you want to be respected. I liked the 'have fun' vibe they give off. Liam is a good dude and brings great energy to more


ACORN Winery

Can't believe I didn't write a review after my first time at Acorn. Shame on me! I recently went back to Healdsburg and made a point to visit Acorn more


De La Montanya Winery & Vineyards

What a wonderful way to spend an afternoon! I originally made reservations for our party of 6 with Michelle via email. The day of, we ended up being 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


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


Valet of the Moon Wine Tours

Sharon at Valet of the Moon was absolutely amazing. My sister and I wanted to do something special for my parents' 40th anniversary as we were more


Portalupi Wine

We made our first visit just shy of a year ago. We were walking through Healdsburg and stubbed upon this place. We walked I and were met by a very big more

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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

26 reviews write a review

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

4 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

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

47 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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