Photo by Stacey Strykowski 🌾
Search Vacation Homes in Windsor
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for Windsor vacation homes
Elegant Vineyard Living at a Private Wine Country Estate
Elegant Vineyard Living at a Private Wine Country EstateWindsor
8.4 out of 10, Very Good, (6 reviews)
"Stayed here for a wedding "
Lanna E.
The price is AED 1,906
AED 3,966 total
includes taxes & fees
24 Feb - 25 Feb
Glen Ellen Retreat #3 King Beds
Glen Ellen Retreat #3 King BedsGlen Ellen
10.0 out of 10, Exceptional, (73 reviews)
"Perfect for a weekend getaway with family."
Tara C.
The price is AED 606
AED 1,451 total
includes taxes & fees
24 Feb - 25 Feb
Cobb Mountain Chalet King Size Suite
Cobb Mountain Chalet King Size SuiteCobb
9.2 out of 10, Wonderful, (25 reviews)
"Wonderful spot! Clean, quiet, great, shower and lovely deck. "
Chloe K.
The price is AED 218
AED 562 total
includes taxes & fees
4 Mar - 5 Mar
Glen Ellen Retreat #1 Hot Tub and King Beds
Glen Ellen Retreat #1 Hot Tub and King BedsGlen Ellen
10.0 out of 10, Exceptional, (83 reviews)
"Such an easy experience from booking to check in and out. Beautiful home and area of Glen Ellen and proximity to cute shops/cafes and all of what wine country has to offer. "
M A.
The price is AED 643
AED 1,543 total
includes taxes & fees
24 Feb - 25 Feb
2 Hidden Wine Country Gem Upstairs Unit
2 Hidden Wine Country Gem Upstairs UnitScenic 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. "
Glen M.
The price is AED 426
AED 983 total
includes taxes & fees
1 Mar - 2 Mar
Cozy cabin deep in the redwoods / WiFi & Hot Tub
Cozy cabin deep in the redwoods / WiFi & Hot TubGuerneville
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!!!"
Laine & Guy H.
The price is AED 588
AED 1,032 total
includes taxes & fees
25 Feb - 26 Feb
Emerald Lodge quiet efficiency
Emerald Lodge quiet efficiencyMiddletown
10.0 out of 10, Exceptional, (2 reviews)
"Very homey comfortable place. Peaceful 😊"
Carol
The price is AED 375
AED 819 total
includes taxes & fees
16 Mar - 17 Mar
Bright and modern - Water views - Close to beach
Bright and modern - Water views - Close to beachDillon 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!"
Donald H.
The price is AED 602
AED 1,693 total
includes taxes & fees
3 Mar - 4 Mar
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.
Find vacation rentals that suit your style
Aparthotels
Villas
Save an average of 15% on thousands of hotels when you're signed in
Top Windsor Hotel Reviews
Oxford Suites Sonoma County
10/10 Excellent
