Photo by William E Berry Jr.
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Compare 864 Vacation Homes in Windsor with updated reviews, rates, and availability.

Beautifully renovated with fireplace and coffee bar
Beautifully renovated with fireplace and coffee bar
10.0 out of 10, Exceptional, (99)

Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi
Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi
9.8 out of 10, Exceptional, (21)

Dog-friendly townhome with views, AC & fireplace - walk to Village of Quechee
Dog-friendly townhome with views, AC & fireplace - walk to Village of Quechee
9.4 out of 10, Exceptional, (42)

Our Quechee Escape: Spacious 5 - bedroom home in breathtaking central Vermont
Our Quechee Escape: Spacious 5 - bedroom home in breathtaking central Vermont
10.0 out of 10, Exceptional, (2)

Charming Lakefront Cottage on Lake Mascoma
Charming Lakefront Cottage on Lake Mascoma
10.0 out of 10, Exceptional, (5)
The price is SAR 1,032
SAR 2,182 total
includes taxes & fees
30 Mar - 31 Mar

Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable
Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable
8.2 out of 10, Very Good, (37)

Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge
Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge
9.8 out of 10, Exceptional, (205)

Walk to Okemo Ski Lift - Private Classic VT Ski Chalet w/ Fire Pit & Pool Table
Walk to Okemo Ski Lift - Private Classic VT Ski Chalet w/ Fire Pit & Pool Table
10.0 out of 10, Exceptional, (105)
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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Other property types in Windsor

Mountain Green
Mountain Green
6.4 out of 10, (9)
The price is SAR 749
SAR 1,005 total
includes taxes & fees
8 Apr - 9 Apr

Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
9.0 out of 10, Wonderful, (41)

Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
9.8 out of 10, Exceptional, (203)
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.
Recent reviews of Windsor hotels
Recent reviews of Windsor hotels

The Mountain Inn at Killington
5/5 Excellent
"Great outdoor pool. "
A verified traveler stayed at The Mountain Inn at Killington
Posted 15 hours ago
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