Holiday rentals near Skylight Pond Trailhead
We found 570 holiday rentals — enter your dates for availability
Take a look at private holiday rentals near Skylight Pond Trailhead that provide the perfect home base for your trip. Whether you’re travelling with friends, family or even pets, holiday rentals have the best amenities for spending time at your holiday home, which might include a garden and hot tub. You'll be able to choose a property to rent to meet everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Skylight Pond Trailhead
Showing deals for:19 Sept - 26 Sept
Image gallery for Pristine Mountain Farm
1010 out of 10 rating
Exceptional
(26 reviews)
Pristine Mountain Farm
Rochester, VT
19% off
Price is AU$9,311
AU$9,311
AU$1,330 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 AU$10,932
AU$10,932
AU$1,562 per night
includes taxes & fees
Image gallery for Beautiful 4 Bedroom Home Available this Summer
1010 out of 10 rating
Exceptional
(10 reviews)
Beautiful 4 Bedroom Home Available this Summer
Ripton, VT
12% off
Price is AU$10,365
AU$10,365
AU$1,481 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 AU$4,127
AU$4,127
AU$590 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 AU$12,289
AU$12,289
AU$1,756 per night
includes taxes & fees
Image gallery for MapleDreams - Cozy Ski Chalet w/Hot Tub on Wooded Lot
9.89.8 out of 10 rating
Exceptional
(45 reviews)
MapleDreams - Cozy Ski Chalet w/Hot Tub on Wooded Lot
Stockbridge, VT
8% off
Price is AU$6,947
AU$6,947
AU$992 per night
includes taxes & fees
Image gallery for FAMILY FRIENDLY 4 Season Home for Large Groups, With Hot Tub
9.89.8 out of 10 rating
Exceptional
(12 reviews)
FAMILY FRIENDLY 4 Season Home for Large Groups, With Hot Tub
Roxbury, VT
9% off
Price is AU$20,746
AU$20,746
AU$2,964 per night
includes taxes & fees
Image gallery for "Whispering Pines" Ski House in the heart of the Green Mountains
1010 out of 10 rating
Exceptional
(62 reviews)
"Whispering Pines" Ski House in the heart of the Green Mountains
Stockbridge, VT
8% off
Price is AU$6,058
AU$6,058
AU$865 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 AU$12,568
AU$12,568
AU$1,795 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 AU$4,566
AU$4,566
AU$652 per night
includes taxes & fees
Image gallery for Cottage @ Waterhouses
1010 out of 10 rating
Exceptional
(22 reviews)
Cottage @ Waterhouses
Salisbury, VT
12% off
Price is AU$2,672
AU$2,672
AU$382 per night
includes taxes & fees
Image gallery for Vermont Farmhouse in the Heart of the Green Mountains
1010 out of 10 rating
Exceptional
(62 reviews)
Vermont Farmhouse in the Heart of the Green Mountains
Granville, VT
8% off
Price is AU$4,236
AU$4,236
AU$605 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 AU$4,570
AU$4,570
AU$653 per night
includes taxes & fees
Image gallery for The Cabana, a Studio apt. w/ private deck on Lake Dunmore w/ beach. Generator.
1010 out of 10 rating
Exceptional
(37 reviews)
The Cabana, a Studio apt. w/ private deck on Lake Dunmore w/ beach. Generator.
Salisbury, VT
12% off
Price is AU$2,448
AU$2,448
AU$350 per night
includes taxes & fees
Image gallery for Keewaydin Suite @ Waterhouses
9.69.6 out of 10 rating
Exceptional
(23 reviews)
Keewaydin Suite @ Waterhouses
Salisbury, VT
7% off
Price is AU$3,608
AU$3,608
AU$515 per night
includes taxes & fees
Image gallery for Four Season KILLINGTON Getaway!
9.89.8 out of 10 rating
Exceptional
(19 reviews)
Four Season KILLINGTON Getaway!
Pittsfield, VT
19% off
Price is AU$2,197
AU$2,197
AU$314 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 AU$5,700
AU$5,700
AU$814 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 AU$3,421
AU$3,421
AU$489 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
8% off
Price is AU$2,687
AU$2,687
AU$384 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 AU$5,653
AU$5,653
AU$808 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 AU$4,204
AU$4,204
AU$601 per night
includes taxes & fees
Image gallery for Sun-filled, quiet country home on 27 acres with mountain views
1010 out of 10 rating
Exceptional
(7 reviews)
Sun-filled, quiet country home on 27 acres with mountain views
Middlebury, VT
9% off
Price is AU$6,235
AU$6,235
AU$891 per night
includes taxes & fees
Image gallery for Killington area home - 4-seasons & hot tub. Sleeps 13+
9.89.8 out of 10 rating
Exceptional
(118 reviews)
Killington area home - 4-seasons & hot tub. Sleeps 13+
Pittsfield, VT
11% off
Price is AU$3,342
AU$3,342
AU$477 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 AU$3,769
AU$3,769
AU$538 per night
includes taxes & fees
Find spaces that suit your style
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Chalet
Find the best place to stay - Skylight Pond Trailhead
Cozy Cottage on Beautiful Lake Champlain.
Sleeps 3 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
173 reviews(173 reviews)
Magnificent Lakefront Lodge Panoramic View Lake Champlain Kayaks/Fishing/Pk ball
Sleeps 14 · 4 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
38 reviews(38 reviews)
Absolutely Fantastic Family Vacation Spot - Fox Meadow Lakefront
Sleeps 13 · 4 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
105 reviews(105 reviews)
Classic Vermont Cabin on 2.5 acres Lake Frontage
Sleeps 4 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
108 reviews(108 reviews)
Unplug at Davey Fallls! Water view, Private waterfall & large swimming area.
Sleeps 6 · 1 bedroom · 1+ bathroom
9.09.0 out of 10
Wonderfulwonderful
10 reviews(10 reviews)
Breathtaking New Premier Lake Champlain Waterfront Beach,Foliage,Ski Escape!
Sleeps 2 · 1 bedroom · 2 bathrooms
1010 out of 10
Exceptionalexceptional
182 reviews(182 reviews)
Top rated rentals - Skylight Pond Trailhead
Cozy, private, and well equipped accommodation.
1010 out of 10
Exceptionalexceptional
496 reviews(496 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