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Our top choices for Windsor vacation homes

Cobb Mountain Chalet Main Floor

Cobb Mountain Chalet Main Floor
Cobb
9.4 out of 10, Exceptional, (19 reviews)
"A always a great stay this is my fourth stay."
United States
Richard D.
The price is AED 294
AED 729 total
includes taxes & fees
25 May - 26 May
Cobb Mountain Chalet Main Floor

2BR Bungalow | Russian River & Wine Country

2BR Bungalow | Russian River & Wine Country
Forestville
10.0 out of 10, Exceptional, (11 reviews)
"The place was beautiful! We had everything we needed for a great stay!"
United States
Jenn L.
The price is AED 434
AED 1,427 total
includes taxes & fees
19 May - 20 May
2BR Bungalow | Russian River & Wine Country

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 AED 426
AED 994 total
includes taxes & fees
18 May - 19 May
2 Hidden Wine Country Gem Upstairs Unit

Emerald Lodge quiet efficiency

Emerald Lodge quiet efficiency
Middletown
10.0 out of 10, Exceptional, (2 reviews)
"Very homey comfortable place. Peaceful 😊"
United States
Carol
The price is AED 422
AED 898 total
includes taxes & fees
31 May - 1 Jun
Emerald Lodge quiet efficiency

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 AED 657
AED 1,400 total
includes taxes & fees
11 Jun - 12 Jun
Peaceful, charming, cottage in wine country. Beautiful yard!

Bright and modern - Water views - Close to beach

Bright and modern - Water views - Close to beach
Dillon Beach
10.0 out of 10, Exceptional, (21 reviews)
"We had a blast perfectly located next to store and beach and an absolutely beautiful home!"
United States
Donald H.
The price is AED 724
AED 1,845 total
includes taxes & fees
20 May - 21 May
Bright and modern - Water views - Close to beach

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, (9 reviews)
"The house is beautiful and has everything you need to have a great time in forestville!"
United States
Nick C.
The price is AED 735
AED 1,811 total
includes taxes & fees
9 Jun - 10 Jun
The Cozy Pine Cone . Hot tub- Deck & Grill Forestville

Cozy Riverfront Cabin - Beach Access & Wood Stove

Cozy Riverfront Cabin - Beach Access & Wood Stove
Guerneville
9.6 out of 10, Exceptional, (17 reviews)
"Great location on the river. Can't wait to come back in the summer."
United States
Gregg B.
The price is AED 511
AED 1,805 total
includes taxes & fees
19 May - 20 May
Cozy Riverfront Cabin - Beach Access & Wood Stove

Somms Rest ⎮ Designed. Curated. Peaceful.

Somms Rest ⎮ Designed. Curated. Peaceful.
Mirabel Heights
9.8 out of 10, Exceptional, (33 reviews)
"Cute house with a very well appointed kitchen, lots of games and puzzles for kids, and fun murals in the smallest bedroom. "
United States
Flynne N.
The price is AED 606
AED 1,760 total
includes taxes & fees
19 May - 20 May
Somms Rest ⎮ Designed. Curated. Peaceful.

Fireside Sips & Oak Dreams in Sonoma Valley

Fireside Sips & Oak Dreams in Sonoma Valley
Glen Ellen
9.6 out of 10, Exceptional, (5 reviews)
"Each spring, a few friends and myself take a week long trip to Sonoma to recoup after a busy Easter week (we’re classical musicians) and Tara’s house has been the best find to date…and we’ve been doing this since 2003!! Spacious, well appointed, easy communication/check-in, quiet neighborhood along a gorgeous drive. Couldn’t be more perfect. Thank you!!"
United States
Donald M.
The price is AED 1,025
AED 2,047 total
includes taxes & fees
18 May - 19 May
Fireside Sips & Oak Dreams in Sonoma Valley

Glen Ellen Retreats Coastal Cottage

Glen Ellen Retreats Coastal Cottage
Glen Ellen
10.0 out of 10, Exceptional, (163 reviews)
"Absolutely loved our time at the Glen Ellen retreat. The home is so cozy and welcoming. "
United States
Amanda D.
The price is AED 918
AED 1,892 total
includes taxes & fees
18 May - 19 May
Glen Ellen Retreats Coastal Cottage

Glen Ellen Retreats Hot Tub Cottage

Glen Ellen Retreats Hot Tub Cottage
Glen Ellen
10.0 out of 10, Exceptional, (85 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 AED 1,010
AED 2,006 total
includes taxes & fees
18 May - 19 May
Glen Ellen Retreats Hot Tub Cottage

Glen Ellen Retreats Sunset Cottage

Glen Ellen Retreats Sunset Cottage
Glen Ellen
10.0 out of 10, Exceptional, (77 reviews)
"Perfect for a weekend getaway with family."
United States
Tara C.
The price is AED 1,050
AED 2,070 total
includes taxes & fees
20 May - 21 May
Glen Ellen Retreats Sunset Cottage

Lodge Room for 2-3 people

Lodge Room for 2-3 people
Geyserville
The price is AED 444
AED 571 total
includes taxes & fees
18 May - 19 May
Lodge Room for 2-3 people

Redwood Riverfront - Hot Tub and Tastings Included

Redwood Riverfront - Hot Tub and Tastings Included
Healdsburg
9.2 out of 10, Wonderful, (67 reviews)
"We had a decent stay at Riverfront. Having the house by the river was pleasant. We were a bit disappointed to find that the hot tub was below the deck and we couldnt use it at night since there seem to be no outdoor light. Overall it was nice secluded stay."
United States
Kenneth M.
The price is AED 918
AED 2,905 total
includes taxes & fees
19 May - 20 May
Redwood Riverfront - Hot Tub and Tastings Included

Walk to Downtown Sebastopol * Luxe Vacation Living

Walk to Downtown Sebastopol * Luxe Vacation Living
Sebastopol
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful view of the valley from a cozy and quiet nest in the trees."
United States
Tawnie S.
The price is AED 694
AED 1,336 total
includes taxes & fees
18 May - 19 May
Walk to Downtown Sebastopol * Luxe Vacation Living

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)
"enjoyed our stay, no surprises and a good value"
United States
Craig M.
The price is AED 569
AED 1,554 total
includes taxes & fees
18 May - 19 May
Sonoma Wine Country Retreat | Near Top Wineries + Cozy Escape

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 AED 753
AED 1,225 total
includes taxes & fees
1 Jun - 2 Jun
Cozy cabin deep in the redwoods / WiFi & Hot Tub

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 AED 661
AED 1,920 total
includes taxes & fees
18 May - 19 May
Serenity at the Russian River

Sonoma Wine Country Retreat | Hot Tub, BBQ & Mini Golf Fun

Sonoma Wine Country Retreat | Hot Tub, BBQ & Mini Golf Fun
Southwest Santa Rosa
9.8 out of 10, Exceptional, (61 reviews)
"The house is beautiful and clean and very accommodating!"
United States
Marcie N.
The price is AED 867
AED 2,393 total
includes taxes & fees
25 May - 26 May
Sonoma Wine Country Retreat | Hot Tub, BBQ & Mini Golf Fun
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