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Windsor Holiday Rentals

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Check prices for these dates

Tonight
2 Dec - 3 Dec
Tomorrow
3 Dec - 4 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Holiday Rentals in Windsor

Exterior
Sip, Taste, Hot Tub, Repeat - Full Resort Access - Sleeps 6

Condo in Windsor

9.2 out of 10, Wonderful, (43)
"Check-in was a little difficult, but the condo itself was convenient and a great stay."
United States
SB L.
The price is HK$1,752
HK$4,367 total
includes taxes & fees
3 Dec - 4 Dec
Sip, Taste, Hot Tub, Repeat - Full Resort Access - Sleeps 6
Outdoor spa tub
Private Vineyard Estate | Sleeps 10

Holiday Home in Windsor

9.4 out of 10, Exceptional, (3)
"Stayed here for a wedding "
United States
Lanna E.
The price is HK$3,659
HK$8,061 total
includes taxes & fees
3 Dec - 4 Dec
Private Vineyard Estate | Sleeps 10
Front of property
The Ranch at Lake Sonoma

Camping in Geyserville

1.0 star property
10.0 out of 10, Exceptional, (1)
"The location is fantastic, with a spectacular view on the lake if you choose a lakeview. A very genuine welcome from The Ranch team, with all detailed explanations, a map to help you to navigate around. For our first time going camping, we want definitely to come back there !"
United States
Tamara
The price is HK$462
HK$527 total
includes taxes & fees
4 Dec - 5 Dec
The Ranch at Lake Sonoma
Exterior
Enchanting Retreat in the heart of Redwoods

Mobile Home in Guerneville

8.8 out of 10, Excellent, (12)
"The property/rental itself is vety nice and well appointed. However, the location leaves a little to be desired. It's essentially a trailer park and not the "nestled in the redwoods" place we were thinking it would be. Property owner/manager was very responsive throughout the rental process."
United States
Tim L.
The price is HK$1,312
HK$2,657 total
includes taxes & fees
3 Dec - 4 Dec
Enchanting Retreat in the heart of Redwoods
Fridge, microwave, oven, stovetop
Creekside Under the Redwoods

Mobile Home in Guerneville

10.0 out of 10, Exceptional, (16)
"Very enjoyable stay at this place. Very cute and charming and had everything we needed. Close to restaurants and shopping. I'd definitely stay here again."
United States
Anonymous traveller
The price is HK$1,312
HK$2,657 total
includes taxes & fees
3 Dec - 4 Dec
Creekside Under the Redwoods
Terrace/patio
Rouge Cobb Mountain Hotel - Cabin 1

Aparthotel in Cobb

2.0 star property
The price is HK$855
HK$1,648 total
includes taxes & fees
8 Dec - 9 Dec
Rouge Cobb Mountain Hotel - Cabin 1
Outdoor dining
The Tiny Tipsy Turtle

Cabin in Guerneville

2.0 star property
10.0 out of 10, Exceptional, (40)
"Great location to walk to town!"
United States
Brenda R.
The price is HK$763
HK$1,508 total
includes taxes & fees
8 Dec - 9 Dec
The Tiny Tipsy Turtle
Fridge, microwave, oven, stovetop
Emerald Lodge quiet efficiency

Holiday Home in Middletown

10.0 out of 10, Exceptional, (1)
"Very homey comfortable place. Peaceful 😊"
United States
Carol
The price is HK$716
HK$1,688 total
includes taxes & fees
3 Dec - 4 Dec
Emerald Lodge quiet efficiency
Property grounds
Sebastopol Lux Walk toTown Guest Suite

Aparthotel in Sebastopol

9.0 out of 10, Wonderful, (2)
"This is a wonderful place to stay in Sebastopol. It is comfortable, cosy, quiet and well appointed - comparable to a suite in a nice hotel. There is good access, parking and a great location. Everything worked perfectly. The only issue is that entry to the room is via a spiral stair case that would be difficult for some people with disabilities. "
United States
Joe B.
The price is HK$948
HK$1,841 total
includes taxes & fees
3 Dec - 4 Dec
Sebastopol Lux Walk toTown Guest Suite
Meeting facility
Mandala Springs Wellness Retreat Center

Aparthotel in Kelseyville

3.5 star property
8.6 out of 10, Excellent, (27)
"Beautiful quiet retreat "
United States
Belwadi
The price is HK$1,254
HK$1,963 total
includes taxes & fees
14 Dec - 15 Dec
Mandala Springs Wellness Retreat Center
Property grounds
Backyard Garden Oasis

Cottage in Middletown

3.0 star property
9.6 out of 10, Exceptional, (51)
"Cute garden area, quiet, nice all inclusive spot"
United States
Jodi
The price is HK$1,510
HK$1,684 total
includes taxes & fees
3 Dec - 4 Dec
Backyard Garden Oasis
Smart TV
Cobb Mountain Chalet King Size Suite

Holiday Home in Cobb

9.2 out of 10, Wonderful, (25)
"Wonderful spot! Clean, quiet, great, shower and lovely deck. "
United States
Chloe K.
The price is HK$483
HK$1,216 total
includes taxes & fees
3 Dec - 4 Dec
Cobb Mountain Chalet King Size Suite
Dining
Comfort and Style in Our Queen Cottage

Cottage in Calistoga

9.8 out of 10, Exceptional, (49)
"Great place to stay. Clean and well appointed and in a great location for access to sites, vineyards, and restaurants "
United States
Robert
The price is HK$1,316
HK$3,314 total
includes taxes & fees
3 Dec - 4 Dec
Comfort and Style in Our Queen Cottage
Outdoor pool
2 Hidden Wine Country Gem Upstairs Unit

Holiday Home in Scenic Brush Creek

9.8 out of 10, Exceptional, (21)
"We enjoyed our stay and would certainly use this rental again if we're ever in the area. "
United States
Glen M.
The price is HK$1,162
HK$2,409 total
includes taxes & fees
3 Dec - 4 Dec
2 Hidden Wine Country Gem Upstairs Unit
Outdoor dining
Glen Ellen Retreat #3 King Beds

Holiday Home in Glen Ellen

10.0 out of 10, Exceptional, (70)
"Wonderful time in this home. Well appointed great location would stay here again for sure "
United States
Bridget S.
The price is HK$1,168
HK$3,014 total
includes taxes & fees
3 Dec - 4 Dec
Glen Ellen Retreat #3 King Beds
Outdoor dining
Bright and modern - Water views - Close to beach

Holiday Home in Dillon Beach

10.0 out of 10, Exceptional, (17)
"We had a blast perfectly located next to store and beach and an absolutely beautiful home!"
United States
Donald H.
The price is HK$1,277
HK$3,588 total
includes taxes & fees
3 Dec - 4 Dec
Bright and modern - Water views - Close to beach
Outdoor dining
Peaceful, charming, cottage in wine country. Beautiful yard!

Holiday Home in Sebastopol

9.8 out of 10, Exceptional, (10)
"Quaint cottage in a very peaceful location. Very comfortable four poster bed. Great communication with Martha. It had everything I needed for a lovely stay. "
United States
Christina C.
The price is HK$897
HK$2,387 total
includes taxes & fees
10 Dec - 11 Dec
Peaceful, charming, cottage in wine country. Beautiful yard!
Outdoor dining
True Wine Country Living: 2BR Converted Milkbarn on Family Vineyard

Cottage in Forestville

10.0 out of 10, Exceptional, (11)
"Ideal for a relaxing time in wine country! The winery on property is fantastic and highly recommend it!"
United States
Paul H.
The price is HK$1,557
HK$3,851 total
includes taxes & fees
3 Dec - 4 Dec
True Wine Country Living: 2BR Converted Milkbarn on Family Vineyard
Outdoor dining
Redwood Cabin w/ Hot Tub | Canyon View | Dogs OK

Cabin in Guerneville

10.0 out of 10, Exceptional, (1)
"Our stay was fantastic! The cabin was everything we needed for a few days; cozy, and quiet. The outdoor spaces were great and the hot tub was perfect at the end of the day. The host was super helpful and responded to my questions almost immediately. "
United States
Rosa N.
The price is HK$1,075
HK$3,589 total
includes taxes & fees
8 Dec - 9 Dec
Redwood Cabin w/ Hot Tub | Canyon View | Dogs OK
Interior
Walk to Russian River - Casa Del Rio - Unit A

Holiday Home in Forestville

9.2 out of 10, Wonderful, (38)
"Would definitely go back"
United States
liz n.
The price is HK$856
HK$2,999 total
includes taxes & fees
3 Dec - 4 Dec
Walk to Russian River - Casa Del Rio - Unit A
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Windsor Hotel Reviews

Hampton Inn & Suites Rohnert Park - Sonoma County

Hampton Inn & Suites Rohnert Park - Sonoma County

10/10 Excellent
"Always a great stay"
Lisa 1-night trip
Posted 4 days ago
Hampton Inn & Suites Rohnert Park - Sonoma County

Find out more about Windsor

Search for holiday rentals in Windsor on Expedia! You can easily find your home rentals, villas, holiday apartments in Windsor using one of the methods below:

  • View our selection of featured holiday rentals in Windsor
  • Use the map to find apartments and other holiday homes in the Windsor neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Windsor while they last

Look no further and take a look at our great range of rental properties in Windsor!

Frequently asked questions

Can I find holiday rentals in Windsor?

Yes, there are holiday rentals in Windsor close to Dom Whitney Tasting Lounge, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Windsor has a good selection of top-notch restaurants and wineries. Make sure you have time to check out the festivals while you're in the area.

What are some of the best holiday rentals that Windsor has to offer?

ON A BLUFF WITH 180 DEGREE CLOSE WATER VIEWS SHORT WALK TO THE BEACH: This holiday home rental outside of Windsor is located by the ocean, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and 1 hot tub.

How many holiday rentals are there in Windsor?

Choose from 30 Expedia holiday rentals in Windsor for a memorable holiday.

What can I see and do in Windsor?

Family-friendly attractions include Dom Whitney Tasting Lounge and Powell's Sweet Shoppe - Windsor, whereas Russian River is a spot to enjoy the outdoors. Windsor Golf Club and Windsor Oaks Vineyards are other places to visit while you're in town.

What are holiday rentals like in Windsor?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Windsor. Holiday rentals feature extras like laundry facilities and kitchens so you'll have a home away from home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of safety away from shared hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive choice for families.