Holiday rentals near Sugar Shack
We found 1,447 holiday rentals — enter your dates for availability
If you'd like to stay close to Sugar Shack, scroll through and discover holiday rentals to choose your home away from home. Whether you're staying in a holiday rental with family or friends, you'll have the best amenities for spending time at your home away from home, including Wi-Fi and parking. What you'll find is a property to rent to meet everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Sugar Shack
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$18,032
AU$18,032
AU$2,576 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$3,496
AU$3,496
AU$499 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$10,490
AU$10,490
AU$1,499 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$9,224
AU$9,224
AU$1,318 per night
includes taxes & fees
Image gallery for Grateful Getaway - 5BR, 3.5B Home Sleeps 10 - Close to Mount Snow!
1010 out of 10 rating
Exceptional
(6 reviews)
Grateful Getaway - 5BR, 3.5B Home Sleeps 10 - Close to Mount Snow!
Wilmington, VT
8% off
Price is AU$11,544
AU$11,544
AU$1,649 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$5,218
AU$5,218
AU$745 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$33,693
AU$33,693
AU$4,813 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$8,107
AU$8,107
AU$1,158 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$10,616
AU$10,616
AU$1,517 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$9,517
AU$9,517
AU$1,360 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$2,206
AU$2,206
AU$315 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$16,886
AU$16,886
AU$2,412 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$17,339
AU$17,339
AU$2,477 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$6,377
AU$6,377
AU$911 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$3,538
AU$3,538
AU$505 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$6,274
AU$6,274
AU$896 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$4,473
AU$4,473
AU$639 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$13,931
AU$13,931
AU$1,990 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$4,033
AU$4,033
AU$576 per night
includes taxes & fees
Image gallery for Stunning Ski Chalet minutes from Mt. Snow
1010 out of 10 rating
Exceptional
(63 reviews)
Stunning Ski Chalet minutes from Mt. Snow
West Dover, VT
8% off
Price is AU$11,561
AU$11,561
AU$1,652 per night
includes taxes & fees
Image gallery for Cozy ski retreat on Mt Snow - True Ski On/Off
9.69.6 out of 10 rating
Exceptional
(7 reviews)
Cozy ski retreat on Mt Snow - True Ski On/Off
West Dover, VT
8% off
Price is AU$15,532
AU$15,532
AU$2,219 per night
includes taxes & fees
Image gallery for Ski House nestled between Mount Snow/Stratton
1010 out of 10 rating
Exceptional
(5 reviews)
Ski House nestled between Mount Snow/Stratton
Wardsboro, VT
14% off
Price is AU$4,294
AU$4,294
AU$613 per night
includes taxes & fees
Image gallery for Spacious Corner Townhouse Across the Street from Mt. Snow!
1010 out of 10 rating
Exceptional
(33 reviews)
Spacious Corner Townhouse Across the Street from Mt. Snow!
West Dover, VT
16% off
Price is AU$4,450
AU$4,450
AU$636 per night
includes taxes & fees
Image gallery for Post and Beam Style house w/ Hot Tub - Minutes to Mt. Snow/Golf/Bars/Restaurants
1010 out of 10 rating
Exceptional
(10 reviews)
Post and Beam Style house w/ Hot Tub - Minutes to Mt. Snow/Golf/Bars/Restaurants
West Dover, VT
11% off
Price is AU$7,028
AU$7,028
AU$1,004 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Sugar Shack
Mountain Sanctuary Dome Rustic Solitude 5BR
Sleeps 12 · 5 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
6 reviews(6 reviews)
Peaceful Stay at Birds of a Feather Farm & Spa
Sleeps 4 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
19 reviews(19 reviews)
Spacious Mount Snow condo near slopes with private hot tub, sauna & fireplace
Sleeps 10 · 3 bedrooms · 3 bathrooms
8.48.4 out of 10
Very goodvery good
12 reviews(12 reviews)
Family Home w/ Great Yard, Fireplace, Kayaks, AC & WiFi - Near Skiing/Lakes
Sleeps 10 · 4 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
23 reviews(23 reviews)
Cool Barn renovation with views. 5 mins to hikes, restaurants, fishing and more!
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
59 reviews(59 reviews)
Room for the whole family 8 minutes to Manchester
Sleeps 10 · 5 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
3 reviews(3 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