Windsor Rentals

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Responds fast! avg. 1 hour 43 minutes

Price per night from

$243

Responds fast! avg. 1 hour 43 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 43 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

$189

Great rentals within 20 miles that match your search

Deja Blu-Magical Ocean Front Property (Beach View)

Bodega Bay house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Price per night from

$911

Cabin Compound on the Creek in the Redwoods

Cazadero log cabin

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$132

"Royal Pacific" Luxury Ocean And Golf Course Home

Bodega Bay house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

Price per night from

$1,088

Enchanted Forest Estate

Guerneville house

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 28

“Best place to stay with a large group” We had the best time staying at the two side-by-side houses in Russian river. We have 6 families and way too many kids =) The layout and set up of the houses was perfect. The downstairs play rooms for the kids was ideal. The park-like backyard and easy access to the river made this place one of the best we have ever stayed at. In addition, they have everything you could ever need during your stay from the Bbq's, well stocked kitchens to the canoe and kayak's. We will definitely come back.

Price per night from

$1,827

Upscale Wine Country,SPA,Sauna,Essentials-30% OFF

Forestville house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“Great RRV Getaway -- Quiet & Remote, yet Conveniently Located to” We rented this updated house for Thanksgiving.We were a party of 6: grandparents,adult children & 2 grandchildren.We stayed in the downstairs, and the kids and grandkids stayed in the upstairs 2 BR with one large bathroom (with jacuzzi tub, shower stall & sauna) and a separate 1/2 bath.The house itself has one large living & kitchen area, with an eating bar,upstairs,with a second living area and kitchenette downstairs, which has an additional exterior door). We did not realize that the upstairs & downstairs aren't connected "inside"-you have to use the outside stairs to go from one area to the other. It's not a big deal and it provided a bit of separation from the noise and commotion of the kiddos.Overall,the house updated: updates in the kitchen,bathrooms,downstairs,central heat, Wifi,etc.Yet very comfortable and quaint with electric fireplaces (no wood burning),views of the redwoods from every window & large outdoor decks.The decks wrap around the house and provide privacy if you choose to use the hot tub or sit outside and enjoy the porch views of the trees & the RR. With latching gates at the top of the stairs, it was safe for the 3 yr old.The kitchen is a bit tight,but it is fully equipped with a nice frig,new gas range,new dishwasher.We cooked a full Thanksgiving dinner(always a challenge in someone else's kitchen),there were plenty of dishes,utensils,service wear, pots,pans,etc.The upstairs:full bath and half bath are adjacent to the living area.The upstairs beds are very comfy,with nice furniture and finishing.The sheets and towels are all very new and fluffy.The primary bathroom is huge, with a large Jacuzzi and the separate shower.The bathroom has a zen vibe-very relaxing.The half-bath is convenient with a crowd.We walked down the steps to the river,enjoyed the scenic fall views of the RR.Fun!The owner was delightful to work with & gave us plenty of info,good directions.Very helpful!

Price per night from

$567

WALK to Wineries from this Gorgeous Designer Home!

Kenwood house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$567

Ranch Home in the Heart of Napa Valley Vineyards

St. Helena house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$802

The Ranch Above St Helena ~ 5 bedroom 8 1/2 bath Overlooking St. Helena

St. Helena house

  • 5 bedrooms
  • 8 bathrooms
  • sleeps 12

Price per night from

$6,870

The Stone Lodge in Kenwood ~ 5 bedroom/5 bath

Kenwood house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Price per night from

$4,008

Kenya's Kastle

Healdsburg house

  • 3 bedrooms
  • 6 bathrooms
  • sleeps 8

Price per night from

$210

The TreeHouse- Charming Cabin in the Redwoods

Monte Rio house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$212

Spa, Bocce, Bbq Kitchen, Walk or Bike to Wineries

Kenwood house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$384

Downtown B&B close to Arts, Food, Wine great beer

Santa Rosa house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$479

Spacious Studio in Sonoma wine country

Santa Rosa studio

  • Studio
  • 1 bathroom
  • sleeps 3

Price per night from

$218

Urban Retreat in the Heart of St. Helena

St. Helena house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$287

Lovely Country Cottage in Heart of Wine Country

Petaluma cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$172

Casa Tranquilo

Forestville house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

Price per night from

$1,260

Price per night from

$745

Villa LaFleur Sonoma

Kenwood villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$2,004

Healdsburg Downtown Cottage

Healdsburg cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$287

Heiter House - the perfect getaway in Wine Country

Kenwood house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$431

Price per night from

$682

Romantic Wine Country Cottage with View, Hot Tub & Pool

Sebastopol guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Price per night from

$188

Wine Country Redwood Estate

Santa Rosa villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 15

Price per night from

$1,598

Alexander Valley Lodge on 54 acres with Pool and Hot Tub

Geyserville house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

Price per night from

$1,031

Grand Riverfront Estate with Dock, Minutes from the Beach

Monte Rio house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Price per night from

$258

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

Bodega Bay house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 11

Price per night from

$716

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

$516

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

$315

Luxury secluded redwood retreat in Green Valley

Forestville house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$229

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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