Holiday rentals near Skylight Pond Trailhead
We found 567 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:1 Aug - 8 Aug
Image gallery for Pristine Mountain Farm
1010 out of 10 rating
Exceptional
(26 reviews)
Pristine Mountain Farm
Rochester, VT
19% off
Price is NZ$10,120
NZ$10,120
NZ$1,446 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 NZ$5,213
NZ$5,213
NZ$745 per night
includes taxes & fees
Image gallery for May Graduation Special: 750/night, 4 night minimum; Beautiful 4 Bedroom Home
1010 out of 10 rating
Exceptional
(10 reviews)
May Graduation Special: 750/night, 4 night minimum; Beautiful 4 Bedroom Home
Ripton, VT
12% off
Price is NZ$11,246
NZ$11,246
NZ$1,607 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$16,932
NZ$16,932
NZ$2,419 per night
includes taxes & fees
Image gallery for Vermont Farmhouse in the Heart of the Green Mountains
1010 out of 10 rating
Exceptional
(60 reviews)
Vermont Farmhouse in the Heart of the Green Mountains
Granville, VT
8% off
Price is NZ$4,647
NZ$4,647
NZ$664 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
8% off
Price is NZ$4,206
NZ$4,206
NZ$601 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
(61 reviews)
"Whispering Pines" Ski House in the heart of the Green Mountains
Stockbridge, VT
8% off
Price is NZ$6,268
NZ$6,268
NZ$895 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$14,135
NZ$14,135
NZ$2,019 per night
includes taxes & fees
Image gallery for Cozy One Story Home Surrounded by Mountain Views, Trees near Middlebury College
1010 out of 10 rating
Exceptional
(15 reviews)
Cozy One Story Home Surrounded by Mountain Views, Trees near Middlebury College
Middlebury, VT
8% off
Price is NZ$5,621
NZ$5,621
NZ$803 per night
includes taxes & fees
Image gallery for Beautiful Killington VT Ski & Mountain Bike 5 Season House
1010 out of 10 rating
Exceptional
(36 reviews)
Beautiful Killington VT Ski & Mountain Bike 5 Season House
Pittsfield, VT
7% off
Price is NZ$4,801
NZ$4,801
NZ$686 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
7% off
Price is NZ$11,223
NZ$11,223
NZ$1,603 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
7% off
Price is NZ$5,088
NZ$5,088
NZ$727 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
7% off
Price is NZ$12,701
NZ$12,701
NZ$1,814 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$2,995
NZ$2,995
NZ$428 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 NZ$6,821
NZ$6,821
NZ$974 per night
includes taxes & fees
Image gallery for Versatile Vermont Farmhouse Rental - Fun Awaits you!
9.89.8 out of 10 rating
Exceptional
(52 reviews)
Versatile Vermont Farmhouse Rental - Fun Awaits you!
Brandon, VT
7% off
Price is NZ$3,449
NZ$3,449
NZ$493 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$8,363
NZ$8,363
NZ$1,195 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
(117 reviews)
Killington area home - 4-seasons & hot tub. Sleeps 13+
Pittsfield, VT
11% off
Price is NZ$3,921
NZ$3,921
NZ$560 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$4,353
NZ$4,353
NZ$622 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$3,384
NZ$3,384
NZ$483 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$6,296
NZ$6,296
NZ$899 per night
includes taxes & fees
Image gallery for Sugarhouse Lodge—A Secluded Hilltop Retreat
1010 out of 10 rating
Exceptional
(40 reviews)
Sugarhouse Lodge—A Secluded Hilltop Retreat
Waitsfield, VT
8% off
Price is NZ$6,634
NZ$6,634
NZ$948 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$2,788
NZ$2,788
NZ$398 per night
includes taxes & fees
Image gallery for Beautiful 1 BDRM Overlooking Bread Loaf Campus- Available Middlebury Graduation!
1010 out of 10 rating
Exceptional
(5 reviews)
Beautiful 1 BDRM Overlooking Bread Loaf Campus- Available Middlebury Graduation!
Ripton, VT
12% off
Price is NZ$3,264
NZ$3,264
NZ$466 per night
includes taxes & fees
Find spaces that suit your style
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Cottage
Villa
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
170 reviews(170 reviews)
Magnificent Lakefront Family Lodge Panoramic View of Lake Champlain. Pets/Kayaks
Sleeps 14 · 4 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
35 reviews(35 reviews)
Breathtaking Cottage On Beautiful Historic Lake Champlain! Great fishing access!
Sleeps 8 · 3 bedrooms · 1 bathroom
9.29.2 out of 10
Wonderfulwonderful
26 reviews(26 reviews)
Breathtaking New Premier Lake Champlain Waterfront Beach,Foliage,Ski Escape!
Sleeps 2 · 1 bedroom · 2 bathrooms
1010 out of 10
Exceptionalexceptional
180 reviews(180 reviews)
Lake Side Love Nest
Sleeps 2 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
125 reviews(125 reviews)
Cozy Lake Champlain Cottage w/ Beautiful View
Sleeps 6 · 3 bedrooms · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
26 reviews(26 reviews)
Top rated rentals - Skylight Pond Trailhead
Perfect Little Getaway!
1010 out of 10
Exceptionalexceptional
18 reviews(18 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