
Holiday rentals near Waitsfield Main Street
We found 392 holiday rentals — enter your dates for availability
Scroll through and discover private holiday rentals within easy reach of Waitsfield Main Street that are perfect for your trip. Whether you're travelling with your children or with friends, holiday rentals have the amenities that you need and want for your stay, which might include a garden and pool. You'll be sure to find a property to rent for everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Waitsfield Main Street
Showing deals for:26 Sept - 3 Oct
Image gallery for NEWLY RENOVATED EAST WARREN LUXURY FARMHOUSE

1010 out of 10 rating
Exceptional
(25 reviews)
NEWLY RENOVATED EAST WARREN LUXURY FARMHOUSE
Warren, VT
8% off
Price is NZ$16,241
NZ$16,241
NZ$2,320 per night
includes taxes & fees
Image gallery for Custom Built Luxury Log Home, Best on property Trout Fishing!

9.29.2 out of 10 rating
Wonderful
(5 reviews)
Custom Built Luxury Log Home, Best on property Trout Fishing!
Northfield, VT
15% off
Price is NZ$3,767
NZ$3,767
NZ$538 per night
includes taxes & fees
Image gallery for NEWLY RENOVATED Private Chic Modern Mountain Home with fiber optic internet!

1010 out of 10 rating
Exceptional
(73 reviews)
NEWLY RENOVATED Private Chic Modern Mountain Home with fiber optic internet!
Warren, VT
8% off
Price is NZ$13,667
NZ$13,667
NZ$1,952 per night
includes taxes & fees
Image gallery for Classic Mountain Ski Lodge @ Sugarbush

1010 out of 10 rating
Exceptional
(7 reviews)
Classic Mountain Ski Lodge @ Sugarbush
Warren, VT
8% off
Price is NZ$12,254
NZ$12,254
NZ$1,751 per night
includes taxes & fees
Image gallery for Beautiful Fayston/Waitsfield Home Close to Sugarbush, MRG Slopes, Catamount XC

1010 out of 10 rating
Exceptional
(17 reviews)
Beautiful Fayston/Waitsfield Home Close to Sugarbush, MRG Slopes, Catamount XC
Waitsfield, VT
8% off
Price is NZ$4,857
NZ$4,857
NZ$694 per night
includes taxes & fees
Image gallery for Sun-soaked, spacious post & beam home w/ views, fire-pit, garage. Dog friendly!

1010 out of 10 rating
Exceptional
(12 reviews)
Sun-soaked, spacious post & beam home w/ views, fire-pit, garage. Dog friendly!
Waitsfield, VT
8% off
Price is NZ$13,016
NZ$13,016
NZ$1,859 per night
includes taxes & fees
Image gallery for Modern luxury home on 40 acres w/ stunning views 15 min. from Sugarbush Ski Area

1010 out of 10 rating
Exceptional
(15 reviews)
Modern luxury home on 40 acres w/ stunning views 15 min. from Sugarbush Ski Area
Waitsfield, VT
8% off
Price is NZ$13,960
NZ$13,960
NZ$1,994 per night
includes taxes & fees
Image gallery for Moonlight Woods - Alchemist's Log Cabin

1010 out of 10 rating
Exceptional
(5 reviews)
Moonlight Woods - Alchemist's Log Cabin
Duxbury, VT
8% off
Price is NZ$4,105
NZ$4,105
NZ$586 per night
includes taxes & fees
Image gallery for SugarBush Valley, Mad River Valley, Warren VT; Weekly, Monthly Discounted rates

9.49.4 out of 10 rating
Exceptional
(30 reviews)
SugarBush Valley, Mad River Valley, Warren VT; Weekly, Monthly Discounted rates
Warren, VT
8% off
Price is NZ$9,221
NZ$9,221
NZ$1,317 per night
includes taxes & fees
Image gallery for 4-minutes to Sugarbush, steps to Warren Village!

1010 out of 10 rating
Exceptional
(14 reviews)
4-minutes to Sugarbush, steps to Warren Village!
Warren, VT
7% off
Price is NZ$7,825
NZ$7,825
NZ$1,118 per night
includes taxes & fees
Image gallery for Comfortable, Charming Mountain Chalet. Ski, Golf, Tennis

9.89.8 out of 10 rating
Exceptional
(50 reviews)
Comfortable, Charming Mountain Chalet. Ski, Golf, Tennis
Waitsfield, VT
8% off
Price is NZ$3,148
NZ$3,148
NZ$450 per night
includes taxes & fees
Image gallery for Updated riverfront condo w/deck near MRG/Sugarbush

9.89.8 out of 10 rating
Exceptional
(15 reviews)
Updated riverfront condo w/deck near MRG/Sugarbush
Waitsfield, VT
8% off
Price is NZ$3,716
NZ$3,716
NZ$531 per night
includes taxes & fees
Image gallery for Sugarbush Tiny House/Cabin on 3.2 Acres at the base of Sugarbush-Mount Ellen

1010 out of 10 rating
Exceptional
(48 reviews)
Sugarbush Tiny House/Cabin on 3.2 Acres at the base of Sugarbush-Mount Ellen
Waitsfield, VT
8% off
Price is NZ$2,047
NZ$2,047
NZ$292 per night
includes taxes & fees
Image gallery for Modern home, minutes to Waterbury, Stowe, and Sugarbush

9.89.8 out of 10 rating
Exceptional
(8 reviews)
Modern home, minutes to Waterbury, Stowe, and Sugarbush
Waterbury, VT
8% off
Price is NZ$6,947
NZ$6,947
NZ$992 per night
includes taxes & fees
Image gallery for Crossett Hill Lodge: Loft

1010 out of 10 rating
Exceptional
(18 reviews)
Crossett Hill Lodge: Loft
Waterbury, VT
10% off
Price is NZ$4,632
NZ$4,632
NZ$662 per night
includes taxes & fees
Image gallery for Bayou Chalet – Your Perfect Getaway Near Sugarbush Resort

1010 out of 10 rating
Exceptional
(22 reviews)
Bayou Chalet – Your Perfect Getaway Near Sugarbush Resort
Warren, VT
20% off
Price is NZ$4,952
NZ$4,952
NZ$707 per night
includes taxes & fees
Image gallery for The Terraces: Mountain retreat, two bedrooms, two baths

1010 out of 10 rating
Exceptional
(38 reviews)
The Terraces: Mountain retreat, two bedrooms, two baths
Waterbury, VT
8% off
Price is NZ$4,504
NZ$4,504
NZ$643 per night
includes taxes & fees
Image gallery for Orchard Cottage - A mountain retreat

1010 out of 10 rating
Exceptional
(78 reviews)
Orchard Cottage - A mountain retreat
Warren, VT
8% off
Price is NZ$4,950
NZ$4,950
NZ$707 per night
includes taxes & fees
Image gallery for Stunning Views, Exquisite 6 BR Sugarbush Escape, 1 Minute to ski

9.69.6 out of 10 rating
Exceptional
(95 reviews)
Stunning Views, Exquisite 6 BR Sugarbush Escape, 1 Minute to ski
Warren, VT
8% off
Price is NZ$10,404
NZ$10,404
NZ$1,486 per night
includes taxes & fees
Image gallery for 3 bedroom four season condo one mile from Sugarbush

1010 out of 10 rating
Exceptional
(7 reviews)
3 bedroom four season condo one mile from Sugarbush
Warren, VT
16% off
Price is NZ$4,962
NZ$4,962
NZ$709 per night
includes taxes & fees
Image gallery for Ski In/Ski out Sugarbush

1010 out of 10 rating
Exceptional
(9 reviews)
Ski In/Ski out Sugarbush
Warren, VT
16% off
Price is NZ$6,170
NZ$6,170
NZ$881 per night
includes taxes & fees
Image gallery for Ski Mountain Getaway in Heart of Sugarbush&Mad River AVAILABLE FOR SEASON Rental

9.09.0 out of 10 rating
Wonderful
(16 reviews)
Ski Mountain Getaway in Heart of Sugarbush&Mad River AVAILABLE FOR SEASON Rental
Waitsfield, VT
8% off
Price is NZ$4,641
NZ$4,641
NZ$663 per night
includes taxes & fees
Image gallery for Ski On-Ski Off on the Sugarbush Property-Next to Claybrook

1010 out of 10 rating
Exceptional
(34 reviews)
Ski On-Ski Off on the Sugarbush Property-Next to Claybrook
Warren, VT
8% off
Price is NZ$7,379
NZ$7,379
NZ$1,054 per night
includes taxes & fees
Image gallery for Sugarbush Ski vacation home, IDEAL proximity to ski resort, Golf & MRV events.

9.89.8 out of 10 rating
Exceptional
(123 reviews)
Sugarbush Ski vacation home, IDEAL proximity to ski resort, Golf & MRV events.
Warren, VT
21% off
Price is NZ$4,557
NZ$4,557
NZ$651 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Waitsfield Main Street
Modern Mountain Getaway ~ Ski-in Ski-Out ~ Lakefront 4 Season Rental!
Sleeps 10 · 3 bedrooms · 2+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
37 reviews(37 reviews)
Romantic Cabin: Pet Friendly, Close to Town, Wood stove, 1 Bdrm + Loft
Sleeps 5 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
209 reviews(209 reviews)
Beautiful Teeny Tiny Cottage On Lake Eden, directly on the water front
Sleeps 2 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
88 reviews(88 reviews)
Clean & Bright Condo near Slopes & Lakes with Amazing Walkable Locale
Sleeps 6 · 2 bedrooms · 1+ bathroom
8.68.6 out of 10
Excellentexcellent
61 reviews(61 reviews)
The Annex
Sleeps 4 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
50 reviews(50 reviews)
Classic Stowe Ski Chalet by RedAwning
Sleeps 6 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
47 reviews(47 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