Windsor Rentals

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Responds fast! avg. 1 hour 12 minutes

Price per night from

$243

Responds fast! avg. 1 hour 12 minutes

Price per night from

$193

Superbowl 50; February 3-10

Windsor condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$573

Responds fast! avg. 1 hour 12 minutes

Price per night from

$182

Sonoma Wine Nest - Location! Location! Location!

Windsor house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$373

Chalk Hill Cottage - 1 BR w/ Sleeper Sofa

Windsor cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$172

Tranquil vineyard retreat

Windsor house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$190

Great rentals within 20 miles that match your search

Grand Riverfront Estate with Dock, Minutes from the Beach

Monte Rio house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Price per night from

$259

Wine Country Getaway in Napa/Sonoma, Hot Tub, Redwoods and Creek Views

Santa Rosa house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$517

The Cottage

Santa Rosa cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$343

Stunning Mid-Century Modern Retreat

Guerneville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$316

Luxury secluded redwood retreat in Green Valley

Forestville house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$230

Wine Country Luxury Home-Pool, Hot Tub, Brush Creek

Santa Rosa house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Price per night from

$1,377

Wine Country apartment

Larkfield-Wikiup house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$345

Modern 2BR Condo at The Meadows at Fountaingrove

Fulton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 3 hours 15 minutes

Price per night from

$237

Spacious 5-bedroom home: hot tub, pool table, spectacular views

Bodega Bay house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 11

Price per night from

$716

Price per night from

$567

A Perfect Getaway in The Wine Country

Santa Rosa house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$366

Price per night from

$510

The Spectacular Spyglass Treehouse

Occidental tree house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 38 minutes

Price per night from

$636

Price per night from

$3,434

Bodega Breeze: Beach House w/ Studio Cottage! Privacy, Hot Tub, Walk to Beach

Bodega Bay cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$876

Price per night from

$988

The Black Nest: Romantic Getaway, Therapeutic Hottub, Soothing Redwood Forest

Guerneville log cabin

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$525

Fern Woods:Magical,Romantic Cottage/HotTub/Decks in Lush Forest!Great Reviews

Guerneville log cabin

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$389

Mi Corazon-5 STAR Upscale Bungalow Compound! Hot Tub/Walk to River/Pup OK

Guerneville house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$673

Guerneville Getaway: Craftsman Retreat! Fun! Game Room / Hot Tub / Wineries!

Guerneville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$697

Lazy Bear Lodge- Enchanting Upscale Cabin! Cozy/Private/HotTub/Decks/PupOk/

Guerneville house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$749

Price per night from

$534

Fisherman's Cottage! Classic, cute and cozy Beach Home-5 Min Walk to Ocean!

Bodega Bay log cabin

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$581

Price per night from

$1,008

Guerneville Escape: Fabulous Redwoods Retreat! Brand New Hot Tub! Pup OK!

Guerneville house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$474

Starry Nights- Updated Upscale Family Fun! Game Room/Walk to River/Pup

Forestville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$758

Lazy River- Open, Breezy and Bright Riverfront Cabin! Hot Tub/Deck/Ping Pong

Guerneville log cabin

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$874

Sonoma Coast Retreat in the quaint town of Bodega Bay! Romantic/Views/Cozy

Bodega Bay cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$348

Wine Country Retreat! Craftsman style meets Modern chic! Decks/Hot Tub

Forestville house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$718

Price per night from

$910

Cozy Creek Cabin - Romantic Magical Cottage on Austin Creek! HotTub/DogOk

Cazadero log cabin

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$750

Viewing 38 of 112
rentals in Windsor

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About Windsor

Situated within Sonoma County on California's North Coast, Windsor is a historic town dating back to the 1870s and part of the state's renowned wine country region. Today, people come from all over the globe to experience the area's exquisite natural beauty, culinary delights, outdoor activities, and of course, the unique and award-winning vineyards nearby. There are plenty of casual and fine dining restaurants to be discovered, as well as various cultural activities to enjoy downtown and within the city's parks and playgrounds. Shopping excursions for antiques, clothing, jewelry, and crafts are easy to find. Visitors will also encounter a cornucopia of fruits, vegetables, and homegrown goodies at the Windsor Farmers Market, which runs all year long.

Here are some of the town highlights you'll want to take include in your itinerary:

  • Old Downtown Windsor: This historic hub of the city is full of shops, restaurants, and cafes.
  • Windsor Town Green: As the central spot for fun family activities, this space features plenty of room for play, picnics, outdoor concerts and more.
  • Russian Hill Estate Vineyards and/or Martinelli Vineyards: These two wineries offer tastings and tours in beautiful countryside surroundings.
  • Ballooning: A hot-air balloon experience offers truly breathtaking sights of Sonoma County Wine Country.
  • The Windsor Golf Club: This former PGA tournament stop provides a challenging course in a picturesque setting.
  • Powell's Sweet Shoppe: As an old-fashioned candy store, this is the sweet spot for adults and kids alike.

After a long day of exploring all that Windsor has to offer, you can settle into your vacation rental, whether it be an apartment or condo downtown or a villa with spectacular vineyard views.

Temperatures are mild year-round, but harvest time, around September and October, is the ideal season to see all the sights. There are also several annual events that are attractive to travelers including Taste Alexander Valley in May, a food and wine event, and Summer Nights on the Green, movie showings under the stars during June, July, and August.

To continue your journey in the wine country, you can visit additional nearby attractions in Santa Rosa and Sonoma. If you are craving some big city adventure, San Francisco, is located about an hour south of Windsor.

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