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Our top choices for Windsor vacation homes

Cobb Mountain Chalet King Size Suite

Cobb Mountain Chalet King Size Suite
Cobb
9.4 out of 10, Exceptional, (27 reviews)
"The property is very clean and quiet. A lovely place to stay! "
United States
MIKE
The price is ¥11,685
¥28,745 total
includes taxes & fees
Jun 15 - Jun 16
Cobb Mountain Chalet King Size Suite

Emerald Lodge quiet efficiency

Emerald Lodge quiet efficiency
Middletown
10.0 out of 10, Exceptional, (3 reviews)
"Very homey comfortable place. Peaceful 😊"
United States
Carol
The price is ¥14,747
¥33,947 total
includes taxes & fees
Jun 8 - Jun 9
Emerald Lodge quiet efficiency

2 Hidden Wine Country Gem Upstairs Unit

2 Hidden Wine Country Gem Upstairs Unit
Scenic Brush Creek
9.8 out of 10, Exceptional, (22 reviews)
"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 ¥20,437
¥44,505 total
includes taxes & fees
Jul 5 - Jul 6
2 Hidden Wine Country Gem Upstairs Unit

2BR Bungalow | Russian River & Wine Country

2BR Bungalow | Russian River & Wine Country
Forestville
10.0 out of 10, Exceptional, (14 reviews)
"The place was beautiful! We had everything we needed for a great stay!"
United States
Jenn L.
The price is ¥25,590
¥71,907 total
includes taxes & fees
Jun 23 - Jun 24
2BR Bungalow | Russian River & Wine Country

Wine Country Cottage Escape

Wine Country Cottage Escape
Fulton
The price is ¥26,448
¥59,564 total
includes taxes & fees
Jun 10 - Jun 11
Wine Country Cottage Escape

The Cozy Pine Cone . Hot tub- Deck & Grill Forestville

The Cozy Pine Cone . Hot tub- Deck & Grill Forestville
Forestville
9.8 out of 10, Exceptional, (10 reviews)
"The house is beautiful and has everything you need to have a great time in forestville!"
United States
Nick C.
The price is ¥32,058
¥80,946 total
includes taxes & fees
Jun 9 - Jun 10
The Cozy Pine Cone . Hot tub- Deck & Grill Forestville

Relaxing Vineyard View, Rooftop Deck & Game Room

Relaxing Vineyard View, Rooftop Deck & Game Room
Sebastopol
10.0 out of 10, Exceptional, (22 reviews)
"The location was perfect if you enjoy the Russian River Wineries and the Healdsburg area. The house itself is full of charm and character. It was nice to be able to unwind with friends at the dining table and play cards after a collaboratively cooked meal. The little town of Graton has a couple of good little restaurants, too!"
United States
Jeff D.
The price is ¥24,723
¥82,822 total
includes taxes & fees
Jun 8 - Jun 9
Relaxing Vineyard View, Rooftop Deck & Game Room

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

Peaceful, charming, cottage in wine country. Beautiful yard!
Sebastopol
10.0 out of 10, Exceptional, (11 reviews)
"Great stay and location!"
United States
Brandi K.
The price is ¥31,016
¥65,449 total
includes taxes & fees
Jun 14 - Jun 15
Peaceful, charming, cottage in wine country. Beautiful yard!

Cozy cabin deep in the redwoods / WiFi & Hot Tub

Cozy cabin deep in the redwoods / WiFi & Hot Tub
Guerneville
10.0 out of 10, Exceptional, (4 reviews)
"Amazing views of redwoods. Place was really great and clean. Peace and quit. It's an amazing getaway! I will definitely be visiting again."
United States
Cody W.
The price is ¥28,051
¥48,376 total
includes taxes & fees
Jun 8 - Jun 9
Cozy cabin deep in the redwoods / WiFi & Hot Tub

Glen Ellen Retreats Sunset Cottage

Glen Ellen Retreats Sunset Cottage
Glen Ellen
10.0 out of 10, Exceptional, (78 reviews)
"Perfect for a weekend getaway with family."
United States
Tara C.
The price is ¥40,073
¥83,063 total
includes taxes & fees
Jun 9 - Jun 10
Glen Ellen Retreats Sunset Cottage

Bright and modern - Water views - Close to beach

Bright and modern - Water views - Close to beach
Dillon Beach
10.0 out of 10, Exceptional, (23 reviews)
"We had a blast perfectly located next to store and beach and an absolutely beautiful home!"
United States
Donald H.
The price is ¥29,814
¥78,847 total
includes taxes & fees
Jun 8 - Jun 9
Bright and modern - Water views - Close to beach

Rustic cabin w/ decks & hot tub near river

Rustic cabin w/ decks & hot tub near river
Guerneville
9.4 out of 10, Exceptional, (3 reviews)
"It was a great place!"
United States
Lauren H.
The price is ¥25,246
¥73,697 total
includes taxes & fees
Jun 8 - Jun 9
Rustic cabin w/ decks & hot tub near river

Nature Lover's Paradise | Steps to Beach | Dogs OK

Nature Lover's Paradise | Steps to Beach | Dogs OK
Bodega Bay
8.4 out of 10, Very Good, (5 reviews)
"Property was very clean and was left alone by the owners which was great."
United States
William P.
The price is ¥45,226
¥109,384 total
includes taxes & fees
Jun 14 - Jun 15
Nature Lover's Paradise | Steps to Beach | Dogs OK

Russian River Brew-cation Home

Russian River Brew-cation Home
Northwest Santa Rosa
10.0 out of 10, Exceptional, (56 reviews)
"The house was great! We enjoyed our stay"
United States
Warren M.
The price is ¥36,867
¥88,192 total
includes taxes & fees
Jun 9 - Jun 10
Russian River Brew-cation Home

Serenity at the Russian River

Serenity at the Russian River
Mirabel Heights
10.0 out of 10, Exceptional, (37 reviews)
"Clean and comfortable place to stay, easy-check in, good amenities and location. Would definitely stay again."
United States
Scott W.
The price is ¥28,852
¥86,813 total
includes taxes & fees
Jun 10 - Jun 11
Serenity at the Russian River

Ocean & Golf Fairway view

Ocean & Golf Fairway view
Bodega Bay
8.8 out of 10, Excellent, (34 reviews)
"Location, beautiful views. "
United States
Robert S.
The price is ¥33,174
¥81,460 total
includes taxes & fees
Jun 25 - Jun 26
Ocean & Golf Fairway view

Private Vineyard Retreat • Wine Tasting Perks • Fire Pit

Private Vineyard Retreat • Wine Tasting Perks • Fire Pit
Healdsburg
10.0 out of 10, Exceptional, (14 reviews)
"This is a great property! Everything about it from the beginning to the end was amazing. Our two fur babies agree as well. Glenn is a great host, always available if needed. Definitely would stay again. "
United States
Audie P.
The price is ¥29,654
¥66,854 total
includes taxes & fees
Jun 30 - Jul 1
Private Vineyard Retreat • Wine Tasting Perks • Fire Pit

Glen Ellen Retreats Coastal Cottage

Glen Ellen Retreats Coastal Cottage
Glen Ellen
10.0 out of 10, Exceptional, (165 reviews)
"Fantastic getaway location. What a lovely town Glen Ellen is and convenient walking distance to coffee, shops and food as well as any sundries you may need. Highly recommend it as a great getaway great getaway."
United States
Randall
The price is ¥40,073
¥82,582 total
includes taxes & fees
Jun 8 - Jun 9
Glen Ellen Retreats Coastal Cottage

Float Home -Cozy 3 BR & Dog Friendly

Float Home -Cozy 3 BR & Dog Friendly
Guerneville
10.0 out of 10, Exceptional, (5 reviews)
"Fantastic place to stay in. My friends and I had a great time there and it was very close to everything we needed. "
United States
T C.
The price is ¥23,843
¥77,830 total
includes taxes & fees
Jun 9 - Jun 10
Float Home -Cozy 3 BR & Dog Friendly

Sonoma Wine Country Retreat | Near Top Wineries + Cozy Escape

Sonoma Wine Country Retreat | Near Top Wineries + Cozy Escape
Northwest Santa Rosa
9.4 out of 10, Exceptional, (23 reviews)
"very nice space "
United States
kevin c.
The price is ¥30,455
¥75,032 total
includes taxes & fees
Jun 22 - Jun 23
Sonoma Wine Country Retreat | Near Top Wineries + Cozy Escape
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

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Windsor Vacation Homes information

Number of reviews
462
Accommodation
1067 Vacation Homes
Lowest Price
¥28,745
Highest Price
¥109,384