Holiday rentals near Skylight Pond Trailhead
We found 574 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:7 Nov - 14 Nov
Image gallery for Crisp and Clean Lakefront Home sleeps 8 in 4 Bedrooms
1010 out of 10 rating
Exceptional
(16 reviews)
Crisp and Clean Lakefront Home sleeps 8 in 4 Bedrooms
Salisbury, VT
8% off
Price is S$4,299
S$4,299
S$614 per night
includes taxes & fees
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 S$12,968
S$12,968
S$1,853 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 S$2,908
S$2,908
S$415 per night
includes taxes & fees
Image gallery for Cozy Cabin Retreat
1010 out of 10 rating
Exceptional
(29 reviews)
Cozy Cabin Retreat
Randolph, VT
9% off
Price is S$1,433
S$1,433
S$205 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 S$4,924
S$4,924
S$703 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 S$3,283
S$3,283
S$469 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 S$4,306
S$4,306
S$615 per night
includes taxes & fees
Image gallery for Romantic 1-Bdrm on Lake Dunmore, Views, Linens, Beach, Marina, Pub, Sleeps 4
9.69.6 out of 10 rating
Exceptional
(49 reviews)
Romantic 1-Bdrm on Lake Dunmore, Views, Linens, Beach, Marina, Pub, Sleeps 4
Salisbury, VT
12% off
Price is S$2,122
S$2,122
S$303 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 S$10,228
S$10,228
S$1,461 per night
includes taxes & fees
Image gallery for Lake Front Home with Stunning Views
1010 out of 10 rating
Exceptional
(60 reviews)
Lake Front Home with Stunning Views
Brandon, VT
8% off
Price is S$4,929
S$4,929
S$704 per night
includes taxes & fees
Image gallery for NorthPorch Farmhouse
1010 out of 10 rating
Exceptional
(27 reviews)
NorthPorch Farmhouse
Rochester, VT
8% off
Price is S$2,920
S$2,920
S$417 per night
includes taxes & fees
Image gallery for Dreamy Artist Chalet in Secluded Historic Village
9.09.0 out of 10 rating
Wonderful
(7 reviews)
Dreamy Artist Chalet in Secluded Historic Village
Warren, VT
8% off
Price is S$3,077
S$3,077
S$440 per night
includes taxes & fees
Image gallery for Versatile Vermont Farmhouse Rental - Peaceful and Relaxing!
9.89.8 out of 10 rating
Exceptional
(52 reviews)
Versatile Vermont Farmhouse Rental - Peaceful and Relaxing!
Brandon, VT
7% off
Price is S$2,998
S$2,998
S$428 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 S$5,825
S$5,825
S$832 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 S$5,228
S$5,228
S$747 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 S$7,183
S$7,183
S$1,026 per night
includes taxes & fees
Image gallery for Romantic Cabin Pvt Mtn getaway
1010 out of 10 rating
Exceptional
(5 reviews)
Romantic Cabin Pvt Mtn getaway
Ripton, VT
8% off
Price is S$1,779
S$1,779
S$254 per night
includes taxes & fees
Image gallery for Beautiful Vermont Farmhouse with views
9.89.8 out of 10 rating
Exceptional
(7 reviews)
Beautiful Vermont Farmhouse with views
Warren, VT
8% off
Price is S$6,475
S$6,475
S$925 per night
includes taxes & fees
Image gallery for "Whispering Pines" Ski House in the heart of the Green Mountains
9.89.8 out of 10 rating
Exceptional
(64 reviews)
"Whispering Pines" Ski House in the heart of the Green Mountains
Stockbridge, VT
8% off
Price is S$6,316
S$6,316
S$902 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 S$3,919
S$3,919
S$560 per night
includes taxes & fees
Image gallery for Private 5BR mt. view, pool, new hot tub, & fireplace!
1010 out of 10 rating
Exceptional
(42 reviews)
Private 5BR mt. view, pool, new hot tub, & fireplace!
Waitsfield, VT
8% off
Price is S$6,996
S$6,996
S$999 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 S$1,820
S$1,820
S$260 per night
includes taxes & fees
Image gallery for The Old Orchard Home surrounded by a small apple orchard, large meadows, and a private pond
9.29.2 out of 10 rating
Wonderful
(7 reviews)
The Old Orchard Home surrounded by a small apple orchard, large meadows, and a private pond
Brandon, VT
11% off
Price is S$5,364
S$5,364
S$766 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 S$10,796
S$10,796
S$1,542 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Skylight Pond Trailhead
House in the heart of the Green Mnts. Hiking/biking trails. Something for all.
Sleeps 6 · 3 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Guest House surrounded by national forest
Sleeps 8 · 3 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
Beautiful home located in the Mad River Valley
Sleeps 6 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
19 reviews(19 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