Windsor Vacation Rentals

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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 CA $217
CA $1,117 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 CA $707
CA $1,511 total
includes taxes & fees
Mar 11 - Mar 12
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 CA $342
CA $597 total
includes taxes & fees
Mar 10 - Mar 11
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 CA $80
CA $208 total
includes taxes & fees
Mar 10 - Mar 11
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 CA $159
CA $367 total
includes taxes & fees
Mar 5 - Mar 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, (4 reviews)
"The place was beautiful! We had everything we needed for a great stay!"
United States
Jenn L.
The price is CA $162
CA $537 total
includes taxes & fees
Mar 22 - Mar 23
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 CA $342
CA $709 total
includes taxes & fees
Mar 10 - Mar 11
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 CA $224
CA $634 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 CA $185
CA $673 total
includes taxes & fees
Mar 5 - Mar 6
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 CA $306
CA $624 total
includes taxes & fees
Mar 11 - Mar 12
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 traveller
The price is CA $215
CA $442 total
includes taxes & fees
Mar 5 - Mar 6
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 CA $148
CA $444 total
includes taxes & fees
Mar 5 - Mar 6
Private Lofted Downtown Studio

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 CA $342
CA $709 total
includes taxes & fees
Mar 24 - Mar 25
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 CA $205
CA $370 total
includes taxes & fees
Mar 11 - Mar 12
Cozy cabin deep in the redwoods / WiFi & Hot Tub

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 CA $226
CA $562 total
includes taxes & fees
Mar 10 - Mar 11
Glen Ellen Retreat #2 King Beds

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 CA $310
CA $810 total
includes taxes & fees
Mar 5 - Mar 6
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 CA $219
CA $620 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 CA $258
CA $567 total
includes taxes & fees
Mar 9 - Mar 10
Modern House w. Fast Internet in 1 Acre Land

Cobb Mountain Chalet Main For

Cobb Mountain Chalet Main For
Cobb
9.6 out of 10, Exceptional, (14 reviews)
"A always a great stay this is my fourth stay."
United States
Richard D.
The price is CA $91
CA $236 total
includes taxes & fees
Mar 9 - Mar 10
Cobb Mountain Chalet Main For

Wine Country Cottage Escape

Wine Country Cottage Escape
Fulton
The price is CA $171
CA $435 total
includes taxes & fees
Mar 5 - Mar 6
Wine Country Cottage 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

Find out more about Windsor

Windsor Vacation Homes information

Number of reviews
502
Accommodation
1063 Vacation Homes
Lowest Price
CA $208
Highest Price
CA $1,511

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