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Vacation Homes in Windsor

Two Luxurious Junior Suite with Elegant Furnishings Near Sonoma Wineries

The price is ¥33,151
¥43,239 total
includes taxes & fees
Nov 3 - Nov 4
Two Luxurious Junior Suite with Elegant Furnishings Near Sonoma Wineries

Luxury Estate Awaits: Your Ultimate Vineyard Escape

The price is ¥87,597
¥175,825 total
includes taxes & fees
Oct 9 - Oct 10
Luxury Estate Awaits: Your Ultimate Vineyard Escape

Cobb Mountain Chalet King Size Suite

9.4 out of 10, Exceptional, (24)
"Perfect place to stay, nice and cozy!"
The price is ¥7,167
¥20,807 total
includes taxes & fees
Oct 7 - Oct 8
Cobb Mountain Chalet King Size Suite

Emerald Lodge quiet efficiency

10.0 out of 10, Exceptional, (1)
"Very homey comfortable place. Peaceful 😊"
The price is ¥14,600
¥39,319 total
includes taxes & fees
Oct 10 - Oct 11
Emerald Lodge quiet efficiency

Garden house with gas fireplace

10.0 out of 10, Exceptional, (1)
"We were not originally planning on staying in Middletown but were pleasantly surprised on arrival. The Garden House is very comfortable and convenient to many things in town. Linda, our host had special little touches that made the stay relaxing. Number one the shower is amazing! I looked forward to it every evening the pressure and hot water is perfect and the quality shampoos and soaps provides smelled wonderful! The kitchen is well stocked if you are cooking during your stay. And there is...
The price is ¥14,452
¥33,778 total
includes taxes & fees
Oct 15 - Oct 16
Garden house with gas fireplace

Peaceful, charming, cottage in wine country. Beautiful yard!

9.8 out of 10, Exceptional, (6)
"Kitchen overhead light broken, kitchen sink sprayer broken, window lock broken, complicated unfamiliar coffee maker with no instructions. "
The price is ¥20,056
¥49,243 total
includes taxes & fees
Oct 29 - Oct 30
Peaceful, charming, cottage in wine country. Beautiful yard!

Charming Wine Country Getaway: Cozy Hot Tub, BBQ, & Mini Golf Fun

9.8 out of 10, Exceptional, (55)
"We loved the house! Very clean and perfect lay out. Walking distance to Starbucks! "
The price is ¥32,443
¥85,783 total
includes taxes & fees
Oct 7 - Oct 8
Charming Wine Country Getaway: Cozy Hot Tub, BBQ, & Mini Golf Fun

Charming 2-bedroom cabin with Wi-Fi included in Loch Lomond

The price is ¥20,793
¥37,854 total
includes taxes & fees
Nov 2 - Nov 3
Charming 2-bedroom cabin with Wi-Fi included in Loch Lomond

Secret Garden: 1BR Oasis, Dog Friendly

9.8 out of 10, Exceptional, (9)
"Beautifully appointed and quiet. Very comfortable. Great jump off point for exploring local area. Neighbors a little noisy but quiet in the house"
The price is ¥18,106
¥58,268 total
includes taxes & fees
Oct 7 - Oct 8
Secret Garden: 1BR Oasis, Dog Friendly

Creekside Cozy 2BR 1BA + 2 Acres

2.0 star property
9.0 out of 10, Wonderful, (2)
"It was well set up. Enjoyed the stay very much. "
The price is ¥22,967
¥63,391 total
includes taxes & fees
Oct 7 - Oct 8
Creekside Cozy 2BR 1BA + 2 Acres

Lovely Russian River Bungalow-2BR 1 BA New Remodel

10.0 out of 10, Exceptional, (3)
"Darling small bungalow style home that was nicely decorated and comfortable. Bonus outdoor patio that we really enjoyed. Good location. Road to home had some twist and turns. Just be cautious and drive slowly. Definitely recommend! We loved our stay here."
The price is ¥18,835
¥59,277 total
includes taxes & fees
Oct 7 - Oct 8
Lovely Russian River Bungalow-2BR 1 BA New Remodel

Glen Ellen Retreat #2 King Beds

10.0 out of 10, Exceptional, (151)
"Had lovely stay. Home was cozy, clean, and close to everything. We would love to stay again :)"
The price is ¥22,121
¥57,838 total
includes taxes & fees
Oct 14 - Oct 15
Glen Ellen Retreat #2 King Beds

Glen Ellen Retreat #1 Hot Tub and King Beds

10.0 out of 10, Exceptional, (71)
"Extremely nice property in lovely quaint Glen Ellen."
The price is ¥27,282
¥63,471 total
includes taxes & fees
Oct 8 - Oct 9
Glen Ellen Retreat #1 Hot Tub and King Beds

Walk to Russian River - Casa Del Rio - Unit A

9.2 out of 10, Wonderful, (37)
"Bright and cheerful home, 1 minute walk to the river. Our family had such a great trip. Thanks!"
The price is ¥16,222
¥57,396 total
includes taxes & fees
Oct 27 - Oct 28
Walk to Russian River - Casa Del Rio - Unit A

Bright and modern - Water views - Close to beach

10.0 out of 10, Exceptional, (15)
"Our stay at Kellie's Dillon Beach home was so very comfortable and had everything we needed. Super comfortable bed, awesome kitchen and loved the patios!"
The price is ¥25,365
¥69,892 total
includes taxes & fees
Oct 14 - Oct 15
Bright and modern - Water views - Close to beach

2 Hidden Wine Country Gem Upstairs Unit

9.6 out of 10, Exceptional, (20)
"We enjoyed our stay and would certainly use this rental again if we're ever in the area. "
The price is ¥22,010
¥46,077 total
includes taxes & fees
Oct 27 - Oct 28
2 Hidden Wine Country Gem Upstairs Unit

Wine Country 1-bedroom retreat with WiFi, AC in charming Cloverdale

6.0 out of 10, (2)
"Close to downtown...easy walking. Unit attached to the main house. Street parking close to entrance. Minimal kitchen supplies. Good value."
The price is ¥14,201
¥25,999 total
includes taxes & fees
Oct 9 - Oct 10
Wine Country 1-bedroom retreat with WiFi, AC in charming Cloverdale

Serene Retreat with Hot Tub - Fire Pit - Deck

10.0 out of 10, Exceptional, (3)
"Very relaxing"
The price is ¥24,185
¥68,125 total
includes taxes & fees
Oct 7 - Oct 8
Serene Retreat with Hot Tub - Fire Pit - Deck

Cozy cabin deep in the redwoods / WiFi & Hot Tub

10.0 out of 10, Exceptional, (1)
"We stayed the weekend with friends at this beautiful hideaway in the woods and had a wonderful time. The house was spotless, the jacuzzi was perfect, the lighting was fun and ethereal, the fireplace was cozy, tv was easy to operate and had Netflix (thanks!). The beds are on the soft side, and curtains are sheer, which didn’t bother us, but that might be hard for some folks. We had a great time! Thank you so much!!!"
The price is ¥20,646
¥36,868 total
includes taxes & fees
Nov 5 - Nov 6
Cozy cabin deep in the redwoods / WiFi & Hot Tub

Vineyard Oasis: Luxury Home in the Heart of Sonoma.

10.0 out of 10, Exceptional, (6)
"Great place to stay. Near enough to town for convenience but far enough away to feel privacy. Nice kitchen with needed tools to cook. "
The price is ¥18,979
¥49,670 total
includes taxes & fees
Nov 2 - Nov 3
Vineyard Oasis: Luxury Home in the Heart of Sonoma.
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

Find out more about Windsor

Find out more about Windsor

Windsor Vacation Homes information

Number of reviews
376
Accommodation
1118 Vacation Homes
Lowest Price
¥20,807
Highest Price
¥175,825