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Our top choices for Windsor vacation homes

Windsor Home with Sauna & Outdoor Fire Pit

Windsor Home with Sauna & Outdoor Fire Pit
Windsor
The price is ¥23,387
¥126,116 total
includes taxes & fees
Mar 25 - Mar 26
Windsor Home with Sauna & Outdoor Fire Pit

Elegant Vineyard Living at a Private Wine Country Estate

Elegant Vineyard Living at a Private Wine Country Estate
Windsor
8.4 out of 10, Very Good, (6 reviews)
"Stayed here for a wedding "
United States
Lanna E.
The price is ¥81,462
¥167,580 total
includes taxes & fees
Mar 15 - Mar 16
Elegant Vineyard Living at a Private Wine Country Estate

One Click Away from Vacay - Full Resort Access - 2 Bedroom / 2 Bath - Sleep 6

One Click Away from Vacay - Full Resort Access - 2 Bedroom / 2 Bath - Sleep 6
Windsor
The price is ¥39,240
¥69,201 total
includes taxes & fees
Mar 8 - Mar 9
One Click Away from Vacay - Full Resort Access - 2 Bedroom / 2 Bath - Sleep 6

Cobb Mountain Chalet King Size Suite

Cobb Mountain Chalet King Size Suite
Cobb
9.2 out of 10, Wonderful, (25 reviews)
"Wonderful spot! Clean, quiet, great, shower and lovely deck. "
United States
Chloe K.
The price is ¥9,182
¥23,878 total
includes taxes & fees
Mar 15 - Mar 16
Cobb Mountain Chalet King Size Suite

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 ¥21,048
¥45,545 total
includes taxes & fees
Mar 9 - Mar 10
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, (4 reviews)
"The place was beautiful! We had everything we needed for a great stay!"
United States
Jenn L.
The price is ¥18,537
¥60,993 total
includes taxes & fees
Mar 18 - Mar 19
2BR Bungalow | Russian River & Wine Country

Glen Ellen Retreat #3 King Beds

Glen Ellen Retreat #3 King Beds
Glen Ellen
10.0 out of 10, Exceptional, (73 reviews)
"Perfect for a weekend getaway with family."
United States
Tara C.
The price is ¥39,240
¥78,825 total
includes taxes & fees
Mar 9 - Mar 10
Glen Ellen Retreat #3 King Beds

Bright and modern - Water views - Close to beach

Bright and modern - Water views - Close to beach
Dillon Beach
10.0 out of 10, Exceptional, (19 reviews)
"We had a blast perfectly located next to store and beach and an absolutely beautiful home!"
United States
Donald H.
The price is ¥22,288
¥67,923 total
includes taxes & fees
Mar 10 - Mar 11
Bright and modern - Water views - Close to beach

Cozy Riverfront Cabin - Beach Access & Wood Stove

Cozy Riverfront Cabin - Beach Access & Wood Stove
Guerneville
9.6 out of 10, Exceptional, (15 reviews)
"Wonderful location and had everything we needed! "
United States
Maryrose H.
The price is ¥21,190
¥73,599 total
includes taxes & fees
Mar 8 - Mar 9
Cozy Riverfront Cabin - Beach Access & Wood Stove

Luxury Vineyard-View Retreat, EV Charger, Near Healdsburg

Luxury Vineyard-View Retreat, EV Charger, Near Healdsburg
Healdsburg
10.0 out of 10, Exceptional, (8 reviews)
"Kitchen was great, easy area for our dog.."
United States
Brad G.
The price is ¥35,358
¥71,580 total
includes taxes & fees
Mar 10 - Mar 11
Luxury Vineyard-View Retreat, EV Charger, Near Healdsburg

Walk to Downtown Sebastopol * Luxe Vacation Living

Walk to Downtown Sebastopol * Luxe Vacation Living
Sebastopol
10.0 out of 10, Exceptional, (3 reviews)
"Amazing spot. "
United States
Anonymous traveler
The price is ¥24,721
¥50,918 total
includes taxes & fees
Mar 8 - Mar 9
Walk to Downtown Sebastopol * Luxe Vacation Living

Private Lofted Downtown Studio

Private Lofted Downtown Studio
Sebastopol
9.8 out of 10, Exceptional, (44 reviews)
"Fabulous, beautiful and within walking distance to downtown!"
United States
Jacqui S.
The price is ¥20,483
¥54,961 total
includes taxes & fees
Mar 10 - Mar 11
Private Lofted Downtown Studio

Glen Ellen Retreat #2 King Beds

Glen Ellen Retreat #2 King Beds
Glen Ellen
10.0 out of 10, Exceptional, (161 reviews)
"Absolutely loved our time at the Glen Ellen retreat. The home is so cozy and welcoming. "
United States
Amanda D.
The price is ¥39,240
¥81,023 total
includes taxes & fees
Mar 16 - Mar 17
Glen Ellen Retreat #2 King Beds

Glen Ellen Retreat #1 Hot Tub and King Beds

Glen Ellen Retreat #1 Hot Tub and King Beds
Glen Ellen
10.0 out of 10, Exceptional, (83 reviews)
"Great house in a perfect location. Short distance to Jack London State Park, various wineries, and walking distance to lovely restaurants near by. We enjoyed our long weekend and will definitely stay here again when we're up in the area!"
United States
sandra h.
The price is ¥39,240
¥81,337 total
includes taxes & fees
Mar 30 - Mar 31
Glen Ellen Retreat #1 Hot Tub and King Beds

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, (2 reviews)
"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!!!"
United States
Laine & Guy H.
The price is ¥23,544
¥42,191 total
includes taxes & fees
Mar 11 - Mar 12
Cozy cabin deep in the redwoods / WiFi & Hot Tub

Winemaker's Delight: 3BD/3BA Russian River Valley

Winemaker's Delight: 3BD/3BA Russian River Valley
Northwest Santa Rosa
9.8 out of 10, Exceptional, (72 reviews)
"The absolutely perfect home and location! We enjoyed the Graton Casino, shopping and wineries! The photos were on-point for the comfort, beauty and spaciousness of this home. We truly appreciated the amenities, fully-stocked home and especially the en-suite accommodations for every room. It was the perfect getaway for me and my family. Thank you! "
United States
Monica M.
The price is ¥38,141
¥85,216 total
includes taxes & fees
Mar 8 - Mar 9
Winemaker's Delight: 3BD/3BA Russian River Valley

Russian River Retreat! Woodsy Guerneville Bungalow

Russian River Retreat! Woodsy Guerneville Bungalow
Guerneville
10.0 out of 10, Exceptional, (1 review)
"Owner communication timely and professional "
United States
Mike H.
The price is ¥24,015
¥67,553 total
includes taxes & fees
Mar 11 - Mar 12
Russian River Retreat! Woodsy Guerneville Bungalow

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

Charming Wine Country Getaway: Cozy Hot Tub, BBQ, & Mini Golf Fun
Southwest Santa Rosa
9.8 out of 10, Exceptional, (59 reviews)
"Great place to launch your stay in Santa Rosa."
United States
Deirdre F.
The price is ¥35,787
¥92,855 total
includes taxes & fees
Mar 16 - Mar 17
Charming Wine Country Getaway: Cozy Hot Tub, BBQ, & Mini Golf Fun

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

The Cozy Pine Cone . Hot tub- Deck & Grill Forestville
Forestville
10.0 out of 10, Exceptional, (7 reviews)
"The house is beautiful and has everything you need to have a great time in forestville!"
United States
Nick C.
The price is ¥25,114
¥70,507 total
includes taxes & fees
Mar 9 - Mar 10
The Cozy Pine Cone . Hot tub- Deck & Grill Forestville

Modern House w. Fast Internet in 1 Acre Land

Modern House w. Fast Internet in 1 Acre Land
Occidental
8.8 out of 10, Excellent, (19 reviews)
"We enjoyed our stay! Everything was in working order and clean upon arrival. We enjoyed the open kitchen/living space area. We had to do some cleaning of the patio furniture but once that was taken care of, we enjoyed the back patio each day. Bathrooms and kitchen were stocked with everything we needed, although it would be helpful to include foil and saran wrap in the kitchen. Bottom line, we would stay here again. "
United States
Jill C.
The price is ¥29,665
¥65,053 total
includes taxes & fees
Mar 17 - Mar 18
Modern House w. Fast Internet in 1 Acre Land
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

Windsor Vacation Homes information

Number of reviews
579
Accommodation
1063 Vacation Homes
Lowest Price
¥23,878
Highest Price
¥167,580