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Holiday Rentals in Windsor County
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Our top choices for Windsor County holiday rentals
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 €171
includes taxes & fees
27 Apr - 28 Apr
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, (8 reviews)
"The accommodations were very lovely.
The host was friendly."
Serge
The price is €264
includes taxes & fees
26 Apr - 27 Apr
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, (17 reviews)
"It was an amazing experience! "
Gruha
The price is €248
includes taxes & fees
26 Apr - 27 Apr
Ski-In/Out Condo with Mountain Views, and Washer/Dryer
Ski-In/Out Condo with Mountain Views, and Washer/DryerLudlow
9.6 out of 10, Exceptional, (18 reviews)
"Location location location!"
Britt H.
The price is €349
includes taxes & fees
26 Apr - 27 Apr
Ski-in/out mountainside condo close to everything with full kitchen - tranquil
Ski-in/out mountainside condo close to everything with full kitchen - tranquilClock Tower Base Area
9.0 out of 10, Wonderful, (79 reviews)
"Unit was as advertised. Clean and comfortable."
Ralph D.
The price is €218
includes taxes & fees
26 Apr - 27 Apr
Gnome Home Mountain Ski Chalet w/Sauna Killington
Gnome Home Mountain Ski Chalet w/Sauna KillingtonStockbridge
10.0 out of 10, Exceptional, (4 reviews)
"Nice property in a beautiful location. Host was very responsive and informative. Thanks for the stay!"
Gerald S.
The price is €410
includes taxes & fees
29 Apr - 30 Apr
Vermont Suite | 10 Min to Woodstock & Killington
Vermont Suite | 10 Min to Woodstock & KillingtonBridgewater
10.0 out of 10, Exceptional, (5 reviews)
"We had a lovely time in Woodstock Vermont. The Bridgewater Inn was cozy and perfect for our weekend get away"
Rosie L.
The price is €166
includes taxes & fees
26 Apr - 27 Apr
Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails
Condo with Seasonal Pool & Tennis Courts - Walk to Ski TrailsLudlow
7.6 out of 10, Good, (56 reviews)
"The place was very dirty. The linens were dirty, the pots/pans and all of the cooking utensils were dirty. There was a rubber band on the floor in bathroom that didn't belong to us.There was only 3 forks and a few spoons. Very little silverwear."
Leigh-Ellen F.
The price is €246
includes taxes & fees
26 Apr - 27 Apr
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 Shire Woodstock
8/10 Good
Find out more about Windsor County
Holiday Homes in Windsor County
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