Holiday rentals near South Main Street
We found 739 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:17 Oct - 24 Oct
Image gallery for Cozy 2-bedroom cabin near Mount Snow 3 min drive
9.69.6 out of 10 rating
Exceptional
(7 reviews)
Cozy 2-bedroom cabin near Mount Snow 3 min drive
West Dover, VT
7% off
Price is AU$2,753
AU$2,753
AU$393 per night
includes taxes & fees
Image gallery for Beautifully decorated large private log home 10 minutes from the mountain.
1010 out of 10 rating
Exceptional
(6 reviews)
Beautifully decorated large private log home 10 minutes from the mountain.
West Dover, VT
8% off
Price is AU$8,506
AU$8,506
AU$1,215 per night
includes taxes & fees
Image gallery for The dreamiest place in Southern Vermont!
1010 out of 10 rating
Exceptional
(5 reviews)
The dreamiest place in Southern Vermont!
Wilmington, VT
11% off
Price is AU$4,488
AU$4,488
AU$641 per night
includes taxes & fees
Image gallery for Contemporary 4-BR Alpine Chalet 10-min to Mt. Snow
9.29.2 out of 10 rating
Wonderful
(5 reviews)
Contemporary 4-BR Alpine Chalet 10-min to Mt. Snow
West Dover, VT
7% off
Price is AU$4,571
AU$4,571
AU$653 per night
includes taxes & fees
Image gallery for Modern Luxury Villa Near Mount Snow. Your Vermont Retreat Awaits!
8.48.4 out of 10 rating
Very good
(5 reviews)
Modern Luxury Villa Near Mount Snow. Your Vermont Retreat Awaits!
West Dover, VT
8% off
Price is AU$5,659
AU$5,659
AU$808 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$4,555
AU$4,555
AU$651 per night
includes taxes & fees
Image gallery for 8 minutes to Mount Snow, Dog Friendly, Fire Pit, Hot Tub, Game Room, Private
1010 out of 10 rating
Exceptional
(18 reviews)
8 minutes to Mount Snow, Dog Friendly, Fire Pit, Hot Tub, Game Room, Private
West Dover, VT
8% off
Price is AU$5,834
AU$5,834
AU$833 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 AU$3,473
AU$3,473
AU$496 per night
includes taxes & fees
Image gallery for Welcome to Dancing Bear Lodge...The Rustic Charm of Southern Vermont
9.49.4 out of 10 rating
Exceptional
(11 reviews)
Welcome to Dancing Bear Lodge...The Rustic Charm of Southern Vermont
Wilmington, VT
7% off
Price is AU$5,053
AU$5,053
AU$722 per night
includes taxes & fees
Image gallery for Spacious Three-level Home , Well-Furnished, Fun Playroom, Minutes to Mt. Snow
1010 out of 10 rating
Exceptional
(132 reviews)
Spacious Three-level Home , Well-Furnished, Fun Playroom, Minutes to Mt. Snow
Wilmington, VT
5% off
Price is AU$5,950
AU$5,950
AU$850 per night
includes taxes & fees
Image gallery for Nestled in the Woods of Chimney Hill--Very Close to Wilmington VT/Mt Snow
1010 out of 10 rating
Exceptional
(18 reviews)
Nestled in the Woods of Chimney Hill--Very Close to Wilmington VT/Mt Snow
Wilmington, VT
8% off
Price is AU$4,632
AU$4,632
AU$662 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$9,570
AU$9,570
AU$1,367 per night
includes taxes & fees
Image gallery for Luxurious log home with stunning views
1010 out of 10 rating
Exceptional
(35 reviews)
Luxurious log home with stunning views
Wilmington, VT
16% off
Price is AU$10,960
AU$10,960
AU$1,566 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
(32 reviews)
Beautiful log home close to Mt. Snow with hot tub and sauna.
West Dover, VT
8% off
Price is AU$10,536
AU$10,536
AU$1,505 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$11,346
AU$11,346
AU$1,621 per night
includes taxes & fees
Image gallery for 6 Bedrooms/3 Baths Farmhouse-Wilmington-Mount Snow
9.69.6 out of 10 rating
Exceptional
(9 reviews)
6 Bedrooms/3 Baths Farmhouse-Wilmington-Mount Snow
Wilmington, VT
20% off
Price is AU$6,278
AU$6,278
AU$897 per night
includes taxes & fees
Image gallery for Mount Snow Post and Beam House
1010 out of 10 rating
Exceptional
(38 reviews)
Mount Snow Post and Beam House
Wilmington, VT
16% off
Price is AU$7,079
AU$7,079
AU$1,011 per night
includes taxes & fees
Image gallery for Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included
1010 out of 10 rating
Exceptional
(43 reviews)
Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included
Whitingham, VT
8% off
Price is AU$3,476
AU$3,476
AU$497 per night
includes taxes & fees
Image gallery for ❄️Chimney Hill. Mt. Snow ski home-Cozy Family home sleeps 6❄️
1010 out of 10 rating
Exceptional
(16 reviews)
❄️Chimney Hill. Mt. Snow ski home-Cozy Family home sleeps 6❄️
Wilmington, VT
12% off
Price is AU$4,029
AU$4,029
AU$576 per night
includes taxes & fees
Image gallery for HotTub&GameRm&Traeger Smoker-Across from Golf, 5 min to Lake, 15 min 2 Mt Snow
1010 out of 10 rating
Exceptional
(5 reviews)
HotTub&GameRm&Traeger Smoker-Across from Golf, 5 min to Lake, 15 min 2 Mt Snow
Wilmington, VT
15% off
Price is AU$4,386
AU$4,386
AU$627 per night
includes taxes & fees
Image gallery for 4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House
9.69.6 out of 10 rating
Exceptional
(16 reviews)
4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House
West Dover, VT
7% off
Price is AU$2,541
AU$2,541
AU$363 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$5,751
AU$5,751
AU$822 per night
includes taxes & fees
Image gallery for Outdoor Enthusiasts Paradise in Beautiful Vermont!
1010 out of 10 rating
Exceptional
(13 reviews)
Outdoor Enthusiasts Paradise in Beautiful Vermont!
Wilmington, VT
6% off
Price is AU$2,656
AU$2,656
AU$379 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
8% off
Price is AU$5,375
AU$5,375
AU$768 per night
includes taxes & fees
Find spaces that suit your style
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Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find properties near top attractions in South Main Street
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Find the best place to stay - South Main Street
Showing deals for: 11 Oct - 14 Oct
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
49 reviews(49 reviews)
The current price is AU$2,175
AU$2,175
for 3 nights, 1 cottage
AU$725 per night
includes taxes & fees
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)
The current price is AU$1,815
AU$1,815
for 3 nights, 1 chalet
AU$605 per night
includes taxes & fees
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)
The current price is AU$4,493
AU$4,493
for 3 nights, 1 home
AU$1,498 per night
includes taxes & fees
The Brown House. Indoor pool - Spa - Sauna - Gameroom
Sleeps 22 · 9 bedrooms · 10 bathrooms
8.08.0 out of 10
Very goodvery good
24 reviews(24 reviews)
The current price is AU$12,584
AU$12,584
for 3 nights, 1 villa
AU$4,195 per night
includes taxes & fees
Wellness Getaway with a Personal Sauna, and Private River Beach!
Sleeps 2 · 1 bedroom · 0+ bathrooms
1010 out of 10
Exceptionalexceptional
1 review(1 review)
The current price is AU$1,614
AU$1,614
for 3 nights, 1 cabin
AU$538 per night
includes taxes & fees
Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.
Sleeps 16 · 5 bedrooms · 3+ bathrooms
1010 out of 10
Exceptionalexceptional
6 reviews(6 reviews)
The current price is AU$4,900
AU$4,900
for 3 nights, 1 home
AU$1,633 per night
includes taxes & fees
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