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Windsor Rentals

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Number of reviews

100 Houses

Price per night from

$355

Price per night from

$192

Superbowl 50; February 3-10

Windsor condo

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$573

Price per night from

$220

Sonoma Wine Nest - Location! Location! Location!

Windsor house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$373

Great rentals within 20 miles that match your search

"Royal Pacific" Luxury Ocean And Golf Course Home

Bodega Bay house

4 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 2 hours 1 minutes

Price per night from

$1,088

Romantic Modern Wine Country Carriage House

Forestville cottage

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$338

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

$453

Ranch Home in the Heart of Napa Valley Vineyards

St. Helena house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 37 minutes

Price per night from

$802

Secluded Hillside Hideaway Offers Elegance/Comfort

Forestville house

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 51 minutes

Price per night from

$257

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

Sally's Garden Cottage, Sleeps 2-6, Walk to Shops

Santa Rosa cottage

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$224

The TreeHouse- Charming Cabin in the Redwoods

Monte Rio house

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$166

Wine Country Home On 5 Acres By The Russian River

Geyserville farmhouse

3 bedrooms / 2 bathrooms / sleeps 7

Price per night from

$573

Cosmo Beach Riverfront Sanctuary

Forestville house

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 51 minutes

Price per night from

$457

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

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

Spectacular Ocean Views! ****SPECIAL Stay 4 Nights & The 5th Night is FREE

Bodega Bay house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 7 minutes

Price per night from

$682

Mandolin Wind - Private retreat with hot tub and partial ocean view

Bodega Bay house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$287

Hillside Vineyard Estate on 6 Gated Acres Beautiful Retreat with Amazing Views

Penngrove house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$745

Owl Hill Cottage- In the West Sonoma Wine Country

Sebastopol house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$224

Healdsburg Relaxing Wine Country Farmhouse

Forestville farmhouse

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$344

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

Responds fast! avg. 3 hours 9 minutes

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

Deja Blu-Magical Ocean Front Property (Beach View)

Bodega Bay house

3 bedrooms / 3 bathrooms / sleeps 7

Responds fast! avg. 3 hours 52 minutes

Price per night from

$796

Secluded Wine Country Home - 2 acre Orchard Estate

Sebastopol house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$445

Cabin Compound on the Creek in the Redwoods

Cazadero log cabin

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$132

AMAZING cottage! Perfectly located in Santa Rosa

Santa Rosa studio

Studio / 1 bathroom / sleeps 2

Responds fast! avg. 5 minutes

Price per night from

$148

RIVER VIEW LODGE

Healdsburg house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$373

Howard's Place on the Russian River

Duncans Mills house

2 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 3 hours 5 minutes

Price per night from

$441

Villa LaFleur Sonoma

Kenwood villa

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 46 minutes

Price per night from

$2,004

Newly Remodeled "Vineyard's Found" Vacation Home

Santa Rosa house

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$170

Cozy Cottage by the River ***Pet Friendly***

Forestville house

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$217

Viewing 38 of 100
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.

Top Destination reviews

Windsor, CA Cottage in Sonoma's Wine Country
Perfect Location-quaint and sweet

Just outside of Windsor and only a 10 min drive to Healdsburg, what a great place to stay. Roomy, light, and the kitchen was really convienient. The proprieter is so nice, and helped steer us to the best wineries! You can't go wrong. And the price is right. :) … see more

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