Photo by William E Berry Jr.
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Compare 76 Cottages in Windsor with updated reviews, rates, and availability.

Cozy Crescent Cottage
Cozy Crescent Cottage
10.0 out of 10, Exceptional, (25)

Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit
Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit
9.8 out of 10, Exceptional, (11)

Cozy 1850s home on the riverfront with mountain & river views - dog-friendly
Cozy 1850s home on the riverfront with mountain & river views - dog-friendly
9.4 out of 10, Exceptional, (16)

Brook Road Cabin
Brook Road Cabin
7.8 out of 10, Good, (9)
The price is AED 702
AED 1,128 total
includes taxes & fees
6 Apr - 7 Apr

Historic Hanover Area Home, 16 Miles to Dartmouth!
Historic Hanover Area Home, 16 Miles to Dartmouth!
10.0 out of 10, Exceptional, (1)

Woodstock Village Carriage House
Woodstock Village Carriage House
9.6 out of 10, Exceptional, (90)

Sweet vintage cottage on Mountain View Lake, 2024 updates, next to Lake Sunapee
Sweet vintage cottage on Mountain View Lake, 2024 updates, next to Lake Sunapee

Cozy Historic Hilltop Cottage with Mount Ascutney View
Cozy Historic Hilltop Cottage with Mount Ascutney View
9.8 out of 10, Exceptional, (76)
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

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, (42)

Mountain Green
Mountain Green
6.4 out of 10, (9)
The price is AED 709
AED 952 total
includes taxes & fees
7 Apr - 8 Apr

Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
9.8 out of 10, Exceptional, (204)
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

Holiday Inn Club Vacations Mount Ascutney Resort by IHG
5/5 Excellent
"Wish they had a phone signal."
A verified traveler stayed at Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Posted 2 days ago