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Cottages in Windsor County
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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)
"Perfect size and location! "
Lyn H.
The price is AED 489
AED 867 total
includes taxes & fees
26 May - 27 May
Woodstock Village Carriage House
Woodstock Village Carriage HouseWoodstock
9.6 out of 10, Exceptional, (108 reviews)
"Great place and great host!"
jeffhankin
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)
"The house, its location, and dock are real nice. Would come here again."
Wendy G.
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)
"We loved the place and will stay again"
Michelle
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)
"Beautiful country! Very laid back atmosphere!Easy to check in and out. Great experience!"
Paul H.
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)
"The property was lovely, peaceful, and quiet, surrounded by trees on a quiet country drive. It was the perfect weekend getaway and we really enjoyed sitting on the porch and out under the string lights, watching the sun go down through the trees. The house itself is lovely, cozy, and comfortable. Our hosts were very sweet, everything was very thoughtfully laid out and clean and easy to access. We also loved meeting the goats, Ozzy and Coco, and the chickens! This was such a pleasant stay, I...
Angela
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)
"Such a beautiful place and we loved the area. It was our first trip to Vermont. "
Mark G.
The price is AED 826
AED 2,205 total
includes taxes & fees
11 May - 12 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
The Quechee Inn at Marshland Farm
4/10 Poor
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