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Compare 782 Vacation Homes in Cuttingsville with updated reviews, rates, and availability.

Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi
Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi
9.8 out of 10, Exceptional, (22)

Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable
Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable
8.0 out of 10, Very Good, (39)

Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge
Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge
9.8 out of 10, Exceptional, (206)

Walk to Okemo Ski Lift - Private Classic VT Ski Chalet w/ Fire Pit & Pool Table
Walk to Okemo Ski Lift - Private Classic VT Ski Chalet w/ Fire Pit & Pool Table
10.0 out of 10, Exceptional, (107)

☆ SKI ON & OFF! ☆ Spruce Glen D on Great Eastern Trail w/AC, Sauna, Fireplace
☆ SKI ON & OFF! ☆ Spruce Glen D on Great Eastern Trail w/AC, Sauna, Fireplace
9.2 out of 10, Wonderful, (36)

Dog-friendly house with picturesque mountain view & near skiing - close to Okemo
Dog-friendly house with picturesque mountain view & near skiing - close to Okemo
10.0 out of 10, Exceptional, (51)

Ground-floor apartment with pool, hot tub, tennis & gym access - near skiing
Ground-floor apartment with pool, hot tub, tennis & gym access - near skiing
9.2 out of 10, Wonderful, (5)

Dog-friendly house w/ deck, EV charger, fireplace, partial a/c, BBQ, w/d, wifi
Dog-friendly house w/ deck, EV charger, fireplace, partial a/c, BBQ, w/d, wifi
10.0 out of 10, Exceptional, (3)
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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Other property types in Cuttingsville

Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
9.0 out of 10, Wonderful, (42)

Mountain Green
Mountain Green
6.4 out of 10, (9)
The price is SAR 815
SAR 1,093 total
includes taxes & fees
15 Apr - 16 Apr

Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
9.8 out of 10, Exceptional, (205)
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.
Recent reviews of Cuttingsville hotels
Recent reviews of Cuttingsville hotels

Sleep Woodstock Motel
5/5 Excellent
"Easy check-in, nice room, great art on the wall, very clean. "
A verified traveler stayed at Sleep Woodstock Motel
Posted 10 hours ago
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