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Vacation Rentals in Windsor County
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Our top choices for Windsor County vacation rentals
1. Perfect Getaway! Cozy, Modern & Convenience to Everything!
Perfect Getaway! Cozy, Modern & Convenience to Everything!Ludlow
9.8 out of 10, Exceptional, (86 reviews)
"Great place to stay, very easy to get to. A cozy and comfortable place, that is always clean. There are postings and labels throughout, which is very helpful. Hosts are great and make the experience very easy. Oh and the bed is amazing!!"
Vanessa W.
The price is ￥16,130
￥21,829 total
includes taxes & fees
Aug 15 - Aug 16
2. Escape to this private and peaceful tiny home with hot tub in Sharon, VT!
Escape to this private and peaceful tiny home with hot tub in Sharon, VT!Sharon
10.0 out of 10, Exceptional, (13 reviews)
"Very welcoming, awesome weekend getaway."
Zachary B.
The price is ￥23,921
￥50,903 total
includes taxes & fees
Sep 7 - Sep 8
3. Addie's Place: A Quiet and Quirky Guesthouse
Addie's Place: A Quiet and Quirky GuesthouseHartford
9.4 out of 10, Exceptional, (15 reviews)
"Nice cottage setting in a quiet neighborhood, my dogs loved it!"
Victor R.
The price is ￥23,921
￥41,267 total
includes taxes & fees
Aug 20 - Aug 21
9.8 out of 10, Exceptional, (13 reviews)
"Woman who runs the place is great, such a nice little cabin beautiful views! "
Jessica
The price is ￥30,381
￥41,807 total
includes taxes & fees
Sep 1 - Sep 2
5. Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit
Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire PitCavendish
10.0 out of 10, Exceptional, (23 reviews)
"We had a great stay. The hot tub was perfect after a long day of skiing."
Michael L.
The price is ￥27,413
￥49,093 total
includes taxes & fees
Aug 19 - Aug 20
6. Beautiful 3-bedroom house with AC in charming Bridgewater
Beautiful 3-bedroom house with AC in charming BridgewaterBridgewater
10.0 out of 10, Exceptional, (1 review)
"Great house with fun decorations. Comfortable with lots of room; full kitchen with ample dining area. Loved the coffee available and the sound machine in the bedroom- great conveniences! Communication around booking were great with easy check in and check out."
Susan S.
The price is ￥34,764
￥87,159 total
includes taxes & fees
Sep 14 - Sep 15
7. Ski-In/Out condo with patio, mountain views, washer/dryer, & cable
Ski-In/Out condo with patio, mountain views, washer/dryer, & cableClock Tower Base Area
9.2 out of 10, Wonderful, (30 reviews)
"The slope side condo was wonderful, warm and had everything we needed. Thank you, Amy"
AMY K.
The price is ￥8,205
￥37,013 total
includes taxes & fees
Sep 9 - Sep 10
8. 2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route
2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle RouteLudlow
9.8 out of 10, Exceptional, (109 reviews)
"Great location right in town and close to Okemo."
Justin P.
The price is ￥30,618
￥65,024 total
includes taxes & fees
Sep 14 - Sep 15
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
Align Inn Vermont
10/10 Excellent
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Vacation Apartments in Windsor County
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