Photo by Rachel Samanyi

Cottages in Windsor County
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Top Cities in Windsor County

Cavendish
Our top choices for Windsor County cottages

Addie's Place: A Quiet and Quirky Guesthouse
Addie's Place: A Quiet and Quirky GuesthouseHartford
10.0 out of 10, Exceptional, (10 reviews)
The price is HK$1,042
HK$1,851 total
includes taxes & fees
26 May - 27 May

Woodstock Village Carriage House
Woodstock Village Carriage HouseWoodstock
9.6 out of 10, Exceptional, (108 reviews)

Cozy cottage on the river, minutes from skiing, horse events, and so much more!
Cozy cottage on the river, minutes from skiing, horse events, and so much more!Reading
9.8 out of 10, Exceptional, (16 reviews)

Cozy Historic Hilltop Cottage with Mount Ascutney View
Cozy Historic Hilltop Cottage with Mount Ascutney ViewWest Windsor
9.6 out of 10, Exceptional, (84 reviews)

Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit
Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepitLudlow
9.4 out of 10, Exceptional, (23 reviews)

Peaceful Brookside Getaway ~10 Mi to Okemo Slopes!
Peaceful Brookside Getaway ~10 Mi to Okemo Slopes!Chester
10.0 out of 10, Exceptional, (2 reviews)

Terrific 3-bedroom cottage with AC in charming Cavendish
Terrific 3-bedroom cottage with AC in charming CavendishCavendish
10.0 out of 10, Exceptional, (2 reviews)
The price is HK$1,763
HK$4,704 total
includes taxes & fees
3 May - 4 May

Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
Ludlow Cabin on Lake Pauline w/ Outdoor Fire PitLudlow
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 County Hotel Reviews

Hotel Coolidge
10/10 Excellent
Find out more about Windsor County
Windsor County Cottages information
Number of reviews | 137 |
|---|---|
Accommodation | 54 Cottages |
Lowest Price | HK$1,851 |
Highest Price | HK$4,704 |















































































