Holiday rentals near South Main Street
We found 748 holiday rentals — enter your dates for availability
Find the perfect private holiday rental within easy reach of South Main Street. Holiday rentals provide the amenities that you need and want for your stay with friends, family or just your pet, such as Wi-Fi and a hot tub. What you'll find is a property to rent to meet everyone's needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - South Main Street
Showing deals for:15 Aug - 22 Aug
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 NZ$11,450
NZ$11,450
NZ$1,636 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 NZ$14,013
NZ$14,013
NZ$2,002 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 NZ$13,123
NZ$13,123
NZ$1,875 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 NZ$5,747
NZ$5,747
NZ$821 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 NZ$10,402
NZ$10,402
NZ$1,486 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 NZ$17,900
NZ$17,900
NZ$2,557 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 NZ$6,630
NZ$6,630
NZ$947 per night
includes taxes & fees
Image gallery for MOUNT SNOW VERMONT - Privacy-Jacuzzi - 2 minutes to North Access Road
1010 out of 10 rating
Exceptional
(14 reviews)
MOUNT SNOW VERMONT - Privacy-Jacuzzi - 2 minutes to North Access Road
West Dover, VT
8% off
Price is NZ$14,247
NZ$14,247
NZ$2,035 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 NZ$14,597
NZ$14,597
NZ$2,085 per night
includes taxes & fees
Image gallery for Two minutes to Mount Snow! Spacious, beautiful home.
1010 out of 10 rating
Exceptional
(14 reviews)
Two minutes to Mount Snow! Spacious, beautiful home.
West Dover, VT
8% off
Price is NZ$15,523
NZ$15,523
NZ$2,218 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 NZ$5,540
NZ$5,540
NZ$791 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 NZ$6,902
NZ$6,902
NZ$986 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 NZ$3,928
NZ$3,928
NZ$561 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
7% off
Price is NZ$13,143
NZ$13,143
NZ$1,878 per night
includes taxes & fees
Image gallery for Easy walk to village and lake
1010 out of 10 rating
Exceptional
(23 reviews)
Easy walk to village and lake
Wilmington, VT
16% off
Price is NZ$1,439
NZ$1,439
NZ$206 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 NZ$7,013
NZ$7,013
NZ$1,002 per night
includes taxes & fees
Image gallery for Walk to Mt. Snow! Hot tub! Sauna! Sleeps 16
9.69.6 out of 10 rating
Exceptional
(26 reviews)
Walk to Mt. Snow! Hot tub! Sauna! Sleeps 16
West Dover, VT
12% off
Price is NZ$13,279
NZ$13,279
NZ$1,897 per night
includes taxes & fees
Image gallery for True Vermont Log Cabin Home at Mount Snow
1010 out of 10 rating
Exceptional
(22 reviews)
True Vermont Log Cabin Home at Mount Snow
West Dover, VT
8% off
Price is NZ$9,743
NZ$9,743
NZ$1,392 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 NZ$8,390
NZ$8,390
NZ$1,199 per night
includes taxes & fees
Image gallery for WE ARE BACK! COME AND ENJOY YOUR STAY AT OUR TREE HOUSE LIKE! CHECK LOW RATES.
9.89.8 out of 10 rating
Exceptional
(35 reviews)
WE ARE BACK! COME AND ENJOY YOUR STAY AT OUR TREE HOUSE LIKE! CHECK LOW RATES.
West Dover, VT
8% off
Price is NZ$7,563
NZ$7,563
NZ$1,080 per night
includes taxes & fees
Image gallery for *Classic VT Getaway* Newly renovated- Close to golf/hiking/lake/restaurants/bars
1010 out of 10 rating
Exceptional
(6 reviews)
*Classic VT Getaway* Newly renovated- Close to golf/hiking/lake/restaurants/bars
West Dover, VT
8% off
Price is NZ$8,664
NZ$8,664
NZ$1,238 per night
includes taxes & fees
Image gallery for ❄️Chimney Hill. Winter is here! Mt. Snow ski home-Cozy Family home ❄️
1010 out of 10 rating
Exceptional
(16 reviews)
❄️Chimney Hill. Winter is here! Mt. Snow ski home-Cozy Family home ❄️
Wilmington, VT
12% off
Price is NZ$4,509
NZ$4,509
NZ$644 per night
includes taxes & fees
Image gallery for Stunning views of Lake Whitingham+ Minutes from downtown Wilmington!
1010 out of 10 rating
Exceptional
(6 reviews)
Stunning views of Lake Whitingham+ Minutes from downtown Wilmington!
Wilmington, VT
7% off
Price is NZ$4,178
NZ$4,178
NZ$597 per night
includes taxes & fees
Image gallery for Beautiful log home close to Mt. Snow with hot tub and sauna.
1010 out of 10 rating
Exceptional
(31 reviews)
Beautiful log home close to Mt. Snow with hot tub and sauna.
West Dover, VT
7% off
Price is NZ$12,246
NZ$12,246
NZ$1,749 per night
includes taxes & fees
Find spaces that suit your style
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Find properties near top attractions in South Main Street
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Find the best place to stay - South Main Street
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)
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)
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)
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)
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)
Luxurious, Dramatically Designed w/Game Room, 2 Living Rooms, Decks, West Dover
Sleeps 15 · 6 bedrooms · 4 bathrooms
9.49.4 out of 10
Exceptionalexceptional
60 reviews(60 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