Photo by Jennifer Hill

Search Vacation Homes in Windsor

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In one month
In two months
In three months

Vacation Homes in Windsor

Luxury Estate Awaits: Your Ultimate Vineyard Escape
The price is ¥98,525
¥191,415 total
includes taxes & fees
Nov 3 - Nov 4
Luxury Estate Awaits: Your Ultimate Vineyard Escape
Emerald Lodge quiet efficiency
10.0 out of 10, Exceptional, (1)
"Very homey comfortable place. Peaceful 😊"
The price is ¥13,967
¥39,139 total
includes taxes & fees
Oct 20 - Oct 21
Emerald Lodge quiet efficiency
Cobb Mountain Chalet King Size Suite
9.4 out of 10, Exceptional, (24)
"Perfect place to stay, nice and cozy!"
The price is ¥7,241
¥21,265 total
includes taxes & fees
Oct 20 - Oct 21
Cobb Mountain Chalet King Size Suite
Glen Ellen Retreat #3 King Beds
10.0 out of 10, Exceptional, (63)
"Wonderful time in this home. Well appointed great location would stay here again for sure "
The price is ¥22,772
¥59,540 total
includes taxes & fees
Oct 27 - Oct 28
Glen Ellen Retreat #3 King Beds
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 ¥19,389
¥61,629 total
includes taxes & fees
Oct 22 - Oct 23
Lovely Russian River Bungalow-2BR 1 BA New Remodel
Vineyard Oasis: Luxury Home in the Heart of Sonoma.
10.0 out of 10, Exceptional, (7)
"We had a great time!The house was perfect for our needs!"
The price is ¥19,128
¥50,826 total
includes taxes & fees
Nov 10 - Nov 11
Vineyard Oasis: Luxury Home in the Heart of Sonoma.
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 ¥22,658
¥47,433 total
includes taxes & fees
Oct 26 - Oct 27
2 Hidden Wine Country Gem Upstairs Unit
Secret Garden: 1BR Oasis, Dog Friendly
9.6 out of 10, Exceptional, (10)
"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 ¥18,639
¥60,742 total
includes taxes & fees
Oct 16 - Oct 17
Secret Garden: 1BR Oasis, Dog Friendly
Glen Ellen Retreat #2 King Beds
10.0 out of 10, Exceptional, (154)
"Everything was amazing! The house was welcoming and clean, Leann kept in close communication and went above and beyond to help us navigate closed streets during the town fair, and the outside was gorgeous. Our chef friend even said the kitchen was set up and stocked well for him to cook us dinner. We will definitely stay there again if we go back to Glen Ellen."
The price is ¥22,772
¥59,540 total
includes taxes & fees
Oct 27 - Oct 28
Glen Ellen Retreat #2 King Beds
Peaceful, charming, cottage in wine country. Beautiful yard!
9.8 out of 10, Exceptional, (7)
"Kitchen overhead light broken, kitchen sink sprayer broken, window lock broken, complicated unfamiliar coffee maker with no instructions. "
The price is ¥19,675
¥49,604 total
includes taxes & fees
Oct 16 - Oct 17
Peaceful, charming, cottage in wine country. Beautiful yard!
Creekside Cozy 2BR 1BA + 2 Acres
2.0 star property
9.4 out of 10, Exceptional, (3)
"Cute place. Great location. Property manager was helpful and responsive. Can't wait to return!"
The price is ¥23,643
¥65,257 total
includes taxes & fees
Oct 16 - Oct 17
Creekside Cozy 2BR 1BA + 2 Acres
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 ¥19,735
¥35,948 total
includes taxes & fees
Nov 5 - Nov 6
Cozy cabin deep in the redwoods / WiFi & Hot Tub
Russian River Retreat with Hot Tub, BBQ, & Deck
3.5 star property
10.0 out of 10, Exceptional, (3)
"We had a great time visiting the Russian River Valley. This property was as advertised and very comfortable. We had plenty of space and really enjoyed the kitchen, back deck, and hot tub. We had a toddler with us and found the place to be relatively toddler friendly, just had to hide some breakables and barricade the stairs, but she had a great time! Our only complaint was the level of road noise, but that probably comes with any property that is along River Road. "
The price is ¥20,494
¥64,246 total
includes taxes & fees
Oct 16 - Oct 17
Russian River Retreat with Hot Tub, BBQ, & Deck
Private Lofted Downtown Studio
9.8 out of 10, Exceptional, (42)
"My wife and I very much enjoyed our 2 night stay. Property was beautifully appointed, well maintained and in a quiet neighborhood close to restaurants, stores and the Barlow. Communications with owner and check-in/check-out process were effortless. We really loved it and would absolutely stay here again! "
The price is ¥19,128
¥52,696 total
includes taxes & fees
Oct 16 - Oct 17
Private Lofted Downtown Studio
NEW Gurneville Backyard Oasis + Spa + Firepit + Dog Friendly + Wi-Fi
10.0 out of 10, Exceptional, (1)
"The cabin is thoughtfully and beautifully appointed. Perfectly cozy for our group of three (two adults, one tween) and a dog. We really enjoyed our stay. Very close to a lot of fun activities and peaceful. Host Mike was awesome and communicative."
The price is ¥23,910
¥61,817 total
includes taxes & fees
Oct 16 - Oct 17
NEW Gurneville Backyard Oasis + Spa + Firepit + Dog Friendly + Wi-Fi
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 ¥16,699
¥59,084 total
includes taxes & fees
Oct 27 - Oct 28
Walk to Russian River - Casa Del Rio - Unit A
Spacious 3BR 2BA Villa with Bocce Court near Matanzas Creek Winery
9.4 out of 10, Exceptional, (20)
"Clean house, beautiful backyard! Thank you for the great comfortable stay! "
The price is ¥28,965
¥74,948 total
includes taxes & fees
Nov 10 - Nov 11
Spacious 3BR 2BA Villa with Bocce Court near Matanzas Creek Winery
Somms Rest ⎮ Designed. Curated. Peaceful.
10.0 out of 10, Exceptional, (29)
"Enjoyed our stay. Lovely home. Perfect for relaxing family getaway. "
The price is ¥25,049
¥78,006 total
includes taxes & fees
Oct 20 - Oct 21
Somms Rest ⎮ Designed. Curated. Peaceful.
Winemaker's Delight: 3BD/3BA Russian River Valley
9.8 out of 10, Exceptional, (70)
"Excellent location to Sonoma Valley, good size rooms, quiet location, very comfy home."
The price is ¥32,791
¥74,100 total
includes taxes & fees
Oct 21 - Oct 22
Winemaker's Delight: 3BD/3BA Russian River Valley
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 ¥32,639
¥80,453 total
includes taxes & fees
Oct 20 - Oct 21
Bright and modern - Water views - Close to beach
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Windsor Hotel Reviews

Find out more about Windsor

Windsor Vacation Homes information

Number of reviews
468
Accommodation
1118 Vacation Homes
Lowest Price
¥21,265
Highest Price
¥191,415