Holiday rentals near Challenger Ski Lift
We found 1,616 holiday rentals — enter your dates for availability
Choose the right private holiday rental that's near Challenger Ski Lift. Holiday homes offer the best amenities for your stay with friends, family or just your pet, such as parking and a TV. Whatever you're looking for, you'll be sure to find a property to rent to meet everyone's needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Challenger Ski Lift
Showing deals for:19 Sept - 26 Sept
Image gallery for Stratton Spectacular - Memorial Day Still Available !
1010 out of 10 rating
Exceptional
(22 reviews)
Stratton Spectacular - Memorial Day Still Available !
Jamaica, VT
8% off
Price is AU$17,947
AU$17,947
AU$2,564 per night
includes taxes & fees
Image gallery for Authentic Vermont Log Cabin Between Mount Snow and Stratton - No monthly rentals
9.89.8 out of 10 rating
Exceptional
(20 reviews)
Authentic Vermont Log Cabin Between Mount Snow and Stratton - No monthly rentals
Wardsboro, VT
8% off
Price is AU$3,479
AU$3,479
AU$497 per night
includes taxes & fees
Image gallery for The Shred Chalet, Walk to Lifts and Ski-in!
1010 out of 10 rating
Exceptional
(5 reviews)
The Shred Chalet, Walk to Lifts and Ski-in!
West Dover, VT
8% off
Price is AU$10,440
AU$10,440
AU$1,491 per night
includes taxes & fees
Image gallery for Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.
1010 out of 10 rating
Exceptional
(6 reviews)
Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.
West Dover, VT
7% off
Price is AU$9,181
AU$9,181
AU$1,312 per night
includes taxes & fees
Image gallery for Summer Ready! Play Area, Crib, 11 Acre Farmhouse
1010 out of 10 rating
Exceptional
(7 reviews)
Summer Ready! Play Area, Crib, 11 Acre Farmhouse
Whitingham, VT
7% off
Price is AU$3,657
AU$3,657
AU$522 per night
includes taxes & fees
Image gallery for Dog Friendly Chalet in the Woods w/ Pool, Mt. Snow, VT
9.89.8 out of 10 rating
Exceptional
(7 reviews)
Dog Friendly Chalet in the Woods w/ Pool, Mt. Snow, VT
Wilmington, VT
8% off
Price is AU$5,193
AU$5,193
AU$742 per night
includes taxes & fees
Image gallery for Beautiful Lakeview Log Cabin on 60-Acre Property
1010 out of 10 rating
Exceptional
(67 reviews)
Beautiful Lakeview Log Cabin on 60-Acre Property
Peru, VT
8% off
Price is AU$33,534
AU$33,534
AU$4,791 per night
includes taxes & fees
Image gallery for One of a Kind Post and Beam Home on Private 100 acre Island
9.89.8 out of 10 rating
Exceptional
(46 reviews)
One of a Kind Post and Beam Home on Private 100 acre Island
Jamaica, VT
8% off
Price is AU$8,638
AU$8,638
AU$1,234 per night
includes taxes & fees
Image gallery for Mount Snow Area Home with a Hot Tub, Fire Pit, Set Back in the Woods!
1010 out of 10 rating
Exceptional
(31 reviews)
Mount Snow Area Home with a Hot Tub, Fire Pit, Set Back in the Woods!
Wardsboro, VT
8% off
Price is AU$8,068
AU$8,068
AU$1,153 per night
includes taxes & fees
Image gallery for Hidden Pond Farm 300 Acre Paradise directly on Famed Batten Kill River
9.69.6 out of 10 rating
Exceptional
(13 reviews)
Hidden Pond Farm 300 Acre Paradise directly on Famed Batten Kill River
Arlington, VT
8% off
Price is AU$10,566
AU$10,566
AU$1,509 per night
includes taxes & fees
Image gallery for Walk To Mt. Snow - Recently updated - Open concept - Mountain views
1010 out of 10 rating
Exceptional
(28 reviews)
Walk To Mt. Snow - Recently updated - Open concept - Mountain views
West Dover, VT
12% off
Price is AU$9,472
AU$9,472
AU$1,353 per night
includes taxes & fees
Image gallery for 4 BR, 2BA: Comfy, Clean & Family Friendly - 15 mins to Mount Snow!
9.89.8 out of 10 rating
Exceptional
(49 reviews)
4 BR, 2BA: Comfy, Clean & Family Friendly - 15 mins to Mount Snow!
Wilmington, VT
14% off
Price is AU$2,195
AU$2,195
AU$314 per night
includes taxes & fees
Image gallery for Farmhouse at Viking Nordic, 5 minutes from Londonderry on a quiet country road.
9.89.8 out of 10 rating
Exceptional
(26 reviews)
Farmhouse at Viking Nordic, 5 minutes from Londonderry on a quiet country road.
Londonderry, Vt
8% off
Price is AU$4,616
AU$4,616
AU$659 per night
includes taxes & fees
Image gallery for Your own Private Lake - Breathtaking Views - Gym - Sauna - Hot Tub
1010 out of 10 rating
Exceptional
(26 reviews)
Your own Private Lake - Breathtaking Views - Gym - Sauna - Hot Tub
Peru, VT
8% off
Price is AU$16,806
AU$16,806
AU$2,401 per night
includes taxes & fees
Image gallery for Hot Tub - Fire Place - Sauna - Gym - 4 min to Bromley on a Private Lake
1010 out of 10 rating
Exceptional
(40 reviews)
Hot Tub - Fire Place - Sauna - Gym - 4 min to Bromley on a Private Lake
Peru, VT
8% off
Price is AU$17,257
AU$17,257
AU$2,465 per night
includes taxes & fees
Image gallery for Spacious pet & family-friendly, fastest wifi! Giant playset, fire pit, & games!
1010 out of 10 rating
Exceptional
(40 reviews)
Spacious pet & family-friendly, fastest wifi! Giant playset, fire pit, & games!
Wilmington, VT
8% off
Price is AU$7,649
AU$7,649
AU$1,093 per night
includes taxes & fees
Image gallery for Wonderful Retreat! HotTub Rec Room Firepit Garden Fireplace!
1010 out of 10 rating
Exceptional
(76 reviews)
Wonderful Retreat! HotTub Rec Room Firepit Garden Fireplace!
West Dover, VT
8% off
Price is AU$6,347
AU$6,347
AU$907 per night
includes taxes & fees
Image gallery for Charming Chalet w. Hot Tub - 1 mile to Mt. Snow
1010 out of 10 rating
Exceptional
(11 reviews)
Charming Chalet w. Hot Tub - 1 mile to Mt. Snow
West Dover, VT
7% off
Price is AU$3,521
AU$3,521
AU$503 per night
includes taxes & fees
Image gallery for The comforts of home with a dash of luxury & whimsy Lakes, Trails, Golf min away
1010 out of 10 rating
Exceptional
(35 reviews)
The comforts of home with a dash of luxury & whimsy Lakes, Trails, Golf min away
West Dover, VT
12% off
Price is AU$6,244
AU$6,244
AU$892 per night
includes taxes & fees
Image gallery for Peaceful Getaway near Mt. Snow Ski Area
1010 out of 10 rating
Exceptional
(8 reviews)
Peaceful Getaway near Mt. Snow Ski Area
West Dover, VT
8% off
Price is AU$5,993
AU$5,993
AU$856 per night
includes taxes & fees
Image gallery for ⛷️2BR/2BA on Mount Snow - Ski On/Ski Off⛷️
1010 out of 10 rating
Exceptional
(18 reviews)
⛷️2BR/2BA on Mount Snow - Ski On/Ski Off⛷️
West Dover, VT
8% off
Price is AU$4,452
AU$4,452
AU$636 per night
includes taxes & fees
Image gallery for Private 6 bedroom Chalet 5min to Mt Snow
9.89.8 out of 10 rating
Exceptional
(13 reviews)
Private 6 bedroom Chalet 5min to Mt Snow
West Dover, VT
8% off
Price is AU$13,865
AU$13,865
AU$1,981 per night
includes taxes & fees
Image gallery for Enjoy cool evenings by the outdoor fire with an unlimited view of the stars.
9.89.8 out of 10 rating
Exceptional
(111 reviews)
Enjoy cool evenings by the outdoor fire with an unlimited view of the stars.
Wilmington, VT
8% off
Price is AU$9,604
AU$9,604
AU$1,372 per night
includes taxes & fees
Image gallery for Secluded Cottage
1010 out of 10 rating
Exceptional
(6 reviews)
Secluded Cottage
Peru, VT
7% off
Price is AU$4,014
AU$4,014
AU$573 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Challenger Ski Lift
SLEEPS 32+ Indoor-pool, spa, sauna, fire pit & more! At the foot of MOUNT SNOW!
Sleeps 32 · 12 bedrooms · 12 bathrooms
8.88.8 out of 10
Excellentexcellent
43 reviews(43 reviews)
Mt. Snow Condo with Pool-Mountain Views <1/2 mile to mtn
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
4 reviews(4 reviews)
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
Sleeps 3 · 2 bedrooms · 2 bathrooms
8.88.8 out of 10
Excellentexcellent
47 reviews(47 reviews)
Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms
Sleeps 30 · 9 bedrooms · 4+ bathrooms
9.49.4 out of 10
Exceptionalexceptional
22 reviews(22 reviews)
Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake
Sleeps 6 · 3 bedrooms · 1+ bathroom
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
Beautiful Lodging at Mount Snow with Hot Tub on Deck
Sleeps 12 · 4 bedrooms · 2 bathrooms
9.29.2 out of 10
Wonderfulwonderful
40 reviews(40 reviews)
Top rated rentals - Challenger Ski Lift
We loved staying here
1010 out of 10
Exceptionalexceptional
144 reviews(144 reviews)
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value