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Holiday Rentals in Windsor County
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Our top choices for Windsor County holiday rentals
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)
"The accommodations were very lovely.
The host was friendly."
Serge
The price is €297
includes taxes & fees
30 Jul - 31 Jul
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, (20 reviews)
"We had a great stay. The hot tub was perfect after a long day of skiing."
Michael L.
The price is €271
includes taxes & fees
27 Jul - 28 Jul
Addie's Place: A Quiet and Quirky Guesthouse
Addie's Place: A Quiet and Quirky GuesthouseHartford
9.6 out of 10, Exceptional, (13 reviews)
"Nice cottage setting in a quiet neighborhood, my dogs loved it!"
Victor R.
The price is €231
includes taxes & fees
2 Aug - 3 Aug
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
8.8 out of 10, Excellent, (81 reviews)
"Lots of steps but great space. Blankets were dirty, which was the only downside. "
serena m.
The price is €228
includes taxes & fees
31 Jul - 1 Aug
Hawk Mountain retreat near Okemo with wifi, washer/dryer & deck
Hawk Mountain retreat near Okemo with wifi, washer/dryer & deckPlymouth
9.8 out of 10, Exceptional, (24 reviews)
"convenient to okemo"
marcus l.
The price is €610
includes taxes & fees
2 Aug - 3 Aug
Beautiful 3-bedroom house with AC in charming Bridgewater
Beautiful 3-bedroom house with AC in charming BridgewaterBridgewater
The price is €430
includes taxes & fees
27 Jul - 28 Jul
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 €208
includes taxes & fees
2 Aug - 3 Aug
Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street
Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the StreetLudlow
9.0 out of 10, Wonderful, (26 reviews)
"Great location - walkable to small town. Very close drive to slopes"
Keath
The price is €233
includes taxes & fees
1 Aug - 2 Aug
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
Norwich Inn
10/10 Excellent
Find out more about Windsor County
Holiday Homes in Windsor County
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