Holiday rentals near Waitsfield Main Street
We found 397 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:8 Aug - 15 Aug
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$16,123
NZ$16,123
NZ$2,303 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$13,946
NZ$13,946
NZ$1,992 per night
includes taxes & fees
Image gallery for Warren, VT--- Cool & funky guest house at Prickly Mountain
1010 out of 10 rating
Exceptional
(13 reviews)
Warren, VT--- Cool & funky guest house at Prickly Mountain
Warren, VT
7% off
Price is NZ$2,911
NZ$2,911
NZ$416 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$4,944
NZ$4,944
NZ$706 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
7% off
Price is NZ$8,550
NZ$8,550
NZ$1,221 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$10,393
NZ$10,393
NZ$1,485 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$4,005
NZ$4,005
NZ$572 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$12,242
NZ$12,242
NZ$1,749 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$4,188
NZ$4,188
NZ$598 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
8% off
Price is NZ$8,577
NZ$8,577
NZ$1,225 per night
includes taxes & fees
Image gallery for Nestled in the woods at the base of the Hump and along the Catamount Trail
9.89.8 out of 10 rating
Exceptional
(13 reviews)
Nestled in the woods at the base of the Hump and along the Catamount Trail
Huntington, VT
8% off
Price is NZ$5,387
NZ$5,387
NZ$770 per night
includes taxes & fees
Image gallery for Vermont Log Home with Trout Pond
9.29.2 out of 10 rating
Wonderful
(5 reviews)
Vermont Log Home with Trout Pond
Northfield, VT
23% off
Price is NZ$3,339
NZ$3,339
NZ$477 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$4,238
NZ$4,238
NZ$605 per night
includes taxes & fees
Image gallery for Peaceful Vermont Mountain Retreat on 10 Beautiful Acres
9.89.8 out of 10 rating
Exceptional
(45 reviews)
Peaceful Vermont Mountain Retreat on 10 Beautiful Acres
Moretown, VT
8% off
Price is NZ$3,419
NZ$3,419
NZ$488 per night
includes taxes & fees
Image gallery for 2BR Village Run Condo @ Sugarbush/ Lincoln Peak
9.69.6 out of 10 rating
Exceptional
(14 reviews)
2BR Village Run Condo @ Sugarbush/ Lincoln Peak
Warren, VT
12% off
Price is NZ$6,115
NZ$6,115
NZ$874 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$4,594
NZ$4,594
NZ$656 per night
includes taxes & fees
Image gallery for Located in the heart of Sugarbush Village, easy walk to slopes & mountain.
9.89.8 out of 10 rating
Exceptional
(20 reviews)
Located in the heart of Sugarbush Village, easy walk to slopes & mountain.
Warren, VT
16% off
Price is NZ$2,709
NZ$2,709
NZ$387 per night
includes taxes & fees
Image gallery for Enjoy a magical winter holiday at Sugarbush Resort/ Mad River Valley
1010 out of 10 rating
Exceptional
(28 reviews)
Enjoy a magical winter holiday at Sugarbush Resort/ Mad River Valley
Waitsfield, VT
12% off
Price is NZ$6,897
NZ$6,897
NZ$985 per night
includes taxes & fees
Image gallery for Mountainside Condo at Sugarbush Vt Walk to Resort!
9.69.6 out of 10 rating
Exceptional
(72 reviews)
Mountainside Condo at Sugarbush Vt Walk to Resort!
Warren, VT
8% off
Price is NZ$2,456
NZ$2,456
NZ$351 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$13,003
NZ$13,003
NZ$1,858 per night
includes taxes & fees
Image gallery for Mad River Sugarbush Winter and Summer fun Condo -
9.49.4 out of 10 rating
Exceptional
(54 reviews)
Mad River Sugarbush Winter and Summer fun Condo -
Waitsfield, VT
14% off
Price is NZ$4,223
NZ$4,223
NZ$603 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$9,211
NZ$9,211
NZ$1,316 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$7,372
NZ$7,372
NZ$1,053 per night
includes taxes & fees
Image gallery for Spacious Mountain Escape - just minutes from Sugarbush! Short term and seasonal!
1010 out of 10 rating
Exceptional
(23 reviews)
Spacious Mountain Escape - just minutes from Sugarbush! Short term and seasonal!
Warren, VT
6% off
Price is NZ$3,886
NZ$3,886
NZ$555 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Waitsfield Main Street
Renovated condo with fireplace, pool, tennis & sauna - near Sugarbush
Sleeps 3 · 1 bathroom
9.29.2 out of 10
Wonderfulwonderful
17 reviews(17 reviews)
Warren, VT--- Cool & funky guest house at Prickly Mountain
Sleeps 3 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
13 reviews(13 reviews)
Moonlight Woods - Gardener's Log Cabin
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
5 reviews(5 reviews)
Bright condo with pool, sauna, tennis - 2 miles from Sugarbush Resort
Sleeps 3 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
37 reviews(37 reviews)
Cozy resort condo w/ gas fireplace, wifi, w/d, TV, trails
Sleeps 4 · 1 bedroom · 1 bathroom
6.06.0 out of 10
1 review(1 review)
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