300+ stays

Stays in Windsor County

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Entire place in KILLINGTON
220 Efficiency with Sleeper Sofa only
2 guestsStudio1 bed1 bathroom
WifiKitchenFree parking
₹3,941 per night
SUPERHOST
Entire townhouse in Ludlow
Okemo Trailside Condo-On the Mountain Ski-in/out!
9 guests3 bedrooms7 beds1.5 bathrooms
WifiKitchenFree parking
₹17,526 per night
Entire residential home in Plymouth
NEW! Luxe Plymouth Chalet w/ Indoor Pool & 3 Decks
8 guests5 bedrooms9 beds6 bathrooms
WifiKitchenFree parking
₹79,684 per night
Entire villa in Brownsville
Villa Near Biking and Hiking Trails | Pool, Restaurant + Fitness Center Access!
8 guests3 bedrooms4 beds3 bathrooms
WifiKitchenFree parking
₹13,606 per night
SUPERHOST
Entire residential home in Ludlow
Ludlow Lookout: Heated Pool + Okemo Shuttle
14 guests5 bedrooms7 beds4 bathrooms
WifiKitchenFree parking
₹22,306 per night
SUPERHOST
Entire apartment in Windsor County
Castle Hill Luxury Okemo Condo (with spa on-site)
10 guests3 bedrooms5 beds2.5 bathrooms
WifiKitchenFree parking
₹26,023 per night
Entire place in Killington
207 Queen Studio on the 2nd floor w/ outdoor heated pool
4 guestsStudio2 beds1 bathroom
WifiKitchenFree parking
₹7,733 per night
Entire residential home in Quechee
Stunning Mountain View 3 Bedroom Home with 2 Person Hot Tub on Deck
6 guests3 bedrooms4 beds2 bathrooms
WifiKitchenFree parking
₹23,272 per night
Entire villa in Brownsville
Villa with a Fireplace Near the Trails | Pool + Fitness Center Access!
6 guests2 bedrooms3 beds2 bathrooms
WifiKitchenFree parking
₹14,159 per night
SUPERHOST
Private room in Windsor
Barron Hill Alpacas Farm Stay single room
1 guest1 bedroom1 bed1 shared bathroom
WifiKitchenFree parking
₹5,576 per night
Hotel room in Londonderry
Economy Room at The Upper Pass Lodge
2 guests1 bedroom1 bed1 bathroom
WifiFree parking
₹3,856 per night
SUPERHOST
Entire apartment in Killington
Come to the Mountains this Summer!
4 guests1 bedroom2 beds1 bathroom
WifiKitchenFree parking
₹5,576 per night
Entire apartment in Killington
Cozy Studio for 4 - Walk to Mountain w/Balcony
4 guestsStudio2 beds1 bathroom
WifiKitchenFree parking
₹5,078 per night
SUPERHOST
Entire rental unit in Clarendon
Vermont Horse Farm
4 guests2 bedrooms3 beds1 bathroom
WifiKitchenFree parking
₹7,191 per night
SUPERHOST
Entire apartment in Killington
Experience a Summer Mountain Getaway!
4 guests1 bedroom2 beds1 bathroom
WifiKitchenFree parking
₹5,938 per night
SUPERHOST
Entire apartment in Killington
Cozy Killington 1 bed/1bath Condo. Prime location!
4 guests1 bedroom2 beds1 bathroom
WifiKitchenFree parking
₹6,078 per night
SUPERHOST
Entire apartment in Killington
Serene Killington Condo (resort style amenities)
2 guestsStudio1 bed1 bathroom
WifiKitchenFree parking
₹6,989 per night
SUPERHOST
Entire apartment in Killington
Upscale resort clean, stay on the Mt. walk to Kill
4 guestsStudio2 beds1 bathroom
WifiKitchenFree parking
₹5,406 per night
Entire apartment in West Windsor
3 Bdrm Luxury Living at Mount Ascutney Resort
10 guests3 bedrooms5 beds2 bathrooms
WifiKitchenFree parking
₹18,514 per night
SUPERHOST
Entire townhouse in Killington
Trailside Townhouse, Ski in/out/Mountain Views
10 guests4 bedrooms8 beds4 bathrooms
WifiKitchenFree parking
₹9,889 per night
120 of 300+ places to stay
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