Holiday rentals near Skylight Pond Trailhead
We found 587 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:18 Jul - 25 Jul
Image gallery for Pristine Mountain Farm
1010 out of 10 rating
Exceptional
(26 reviews)
Pristine Mountain Farm
Rochester, VT
19% off
Price is NZ$10,165
NZ$10,165
NZ$1,452 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$5,183
NZ$5,183
NZ$740 per night
includes taxes & fees
Image gallery for Beautiful New 5-bedroom Home Near Skiing, Hiking, Golf, Weddings, Lake, Foliage
1010 out of 10 rating
Exceptional
(54 reviews)
Beautiful New 5-bedroom Home Near Skiing, Hiking, Golf, Weddings, Lake, Foliage
Chittenden, VT
8% off
Price is NZ$32,810
NZ$32,810
NZ$4,687 per night
includes taxes & fees
Image gallery for Beauty, Comfort & Quality: 4 Bedroom Home- Available for Middlebury Graduation!
1010 out of 10 rating
Exceptional
(10 reviews)
Beauty, Comfort & Quality: 4 Bedroom Home- Available for Middlebury Graduation!
Ripton, VT
11% off
Price is NZ$11,924
NZ$11,924
NZ$1,703 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
8% off
Price is NZ$23,921
NZ$23,921
NZ$3,417 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$4,182
NZ$4,182
NZ$597 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
8% off
Price is NZ$7,010
NZ$7,010
NZ$1,001 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$6,232
NZ$6,232
NZ$890 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$14,442
NZ$14,442
NZ$2,063 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$14,052
NZ$14,052
NZ$2,007 per night
includes taxes & fees
Image gallery for Charming mountain retreat with valley views, walk to Sugarbush Mt Ellen
1010 out of 10 rating
Exceptional
(25 reviews)
Charming mountain retreat with valley views, walk to Sugarbush Mt Ellen
Waitsfield, VT
8% off
Price is NZ$8,830
NZ$8,830
NZ$1,261 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$4,982
NZ$4,982
NZ$712 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$2,933
NZ$2,933
NZ$419 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$3,898
NZ$3,898
NZ$557 per night
includes taxes & fees
Image gallery for Near Middlebury, VT vicinity with 360° mountain views from organic apple orchard
1010 out of 10 rating
Exceptional
(47 reviews)
Near Middlebury, VT vicinity with 360° mountain views from organic apple orchard
Whiting, VT
7% off
Price is NZ$1,978
NZ$1,978
NZ$283 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$12,334
NZ$12,334
NZ$1,762 per night
includes taxes & fees
Image gallery for "The Crooked House" with A/C and sauna on private wooded lot near Killington
1010 out of 10 rating
Exceptional
(109 reviews)
"The Crooked House" with A/C and sauna on private wooded lot near Killington
Stockbridge, VT
7% off
Price is NZ$3,612
NZ$3,612
NZ$516 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$7,965
NZ$7,965
NZ$1,138 per night
includes taxes & fees
Image gallery for Historic 1888 3 bath 4 bedroom 11ppl. Farmhouse w/great views 15 min. from Midd
1010 out of 10 rating
Exceptional
(19 reviews)
Historic 1888 3 bath 4 bedroom 11ppl. Farmhouse w/great views 15 min. from Midd
Bridport, VT
8% off
Price is NZ$7,028
NZ$7,028
NZ$1,004 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$3,740
NZ$3,740
NZ$534 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$3,378
NZ$3,378
NZ$483 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$3,364
NZ$3,364
NZ$481 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$4,270
NZ$4,270
NZ$610 per night
includes taxes & fees
Image gallery for Writers, Mtn. Bikers, Hikers & Naturalists ...Vacation in the Green Mountains
1010 out of 10 rating
Exceptional
(18 reviews)
Writers, Mtn. Bikers, Hikers & Naturalists ...Vacation in the Green Mountains
Brandon, VT
12% off
Price is NZ$3,215
NZ$3,215
NZ$459 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Skylight Pond Trailhead
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)
Cozy Cottage on Beautiful Lake Champlain.
Sleeps 3 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
170 reviews(170 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)
Cozy Lake Champlain Cottage w/ Beautiful View
Sleeps 6 · 3 bedrooms · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
26 reviews(26 reviews)
Lake Side Love Nest
Sleeps 2 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
125 reviews(125 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