Holiday rentals near Deer Leap Trail
We found 1,717 holiday rentals — enter your dates for availability
Scroll through and discover private holiday rentals close to Deer Leap Trail that are perfect for your trip. Whether you're travelling with a group or just with your pet, holiday rentals have the best amenities for spending time at your holiday home, which might include a garden and pool. 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 - Deer Leap Trail
Showing deals for:29 Aug - 5 Sept
Image gallery for SPRING IN THE GREEN MOUNTAINS/PET FRIENDLY-WOOF
1010 out of 10 rating
Exceptional
(89 reviews)
SPRING IN THE GREEN MOUNTAINS/PET FRIENDLY-WOOF
Mount Holly, VT
8% off
Price is AU$3,553
AU$3,553
AU$508 per night
includes taxes & fees
Image gallery for Luxury All Season Belmont Home close to Okemo/Killington , VAST trail & Lakes
1010 out of 10 rating
Exceptional
(8 reviews)
Luxury All Season Belmont Home close to Okemo/Killington , VAST trail & Lakes
Mount Holly, VT
8% off
Price is AU$15,869
AU$15,869
AU$2,267 per night
includes taxes & fees
Image gallery for MountainView - Luxurious 5800SF Retreat with Breathtaking 4-Season Views!
1010 out of 10 rating
Exceptional
(71 reviews)
MountainView - Luxurious 5800SF Retreat with Breathtaking 4-Season Views!
Killington, VT
8% off
Price is AU$12,991
AU$12,991
AU$1,856 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$5,938
AU$5,938
AU$848 per night
includes taxes & fees
Image gallery for Beautiful Killington Mountain Views - 2.1 miles to New Killington Base Lodge
1010 out of 10 rating
Exceptional
(33 reviews)
Beautiful Killington Mountain Views - 2.1 miles to New Killington Base Lodge
Killington, VT
15% off
Price is AU$9,621
AU$9,621
AU$1,374 per night
includes taxes & fees
Image gallery for Guest Cabin-- a Mountain Get-Away for Relaxation... or Romance
1010 out of 10 rating
Exceptional
(109 reviews)
Guest Cabin-- a Mountain Get-Away for Relaxation... or Romance
Mount Holly, VT
11% off
Price is AU$2,162
AU$2,162
AU$309 per night
includes taxes & fees
Image gallery for 5 bedroom, 4 bath OKEMO Ski and LAKE Home with A/C
1010 out of 10 rating
Exceptional
(17 reviews)
5 bedroom, 4 bath OKEMO Ski and LAKE Home with A/C
Ludlow, VT
8% off
Price is AU$13,400
AU$13,400
AU$1,914 per night
includes taxes & fees
Image gallery for 🌺Luxury Estate🌳 25 Gorgeous Acres of Privacy 🌳Family Getaway🌳Swimming Pond🌺
9.89.8 out of 10 rating
Exceptional
(12 reviews)
🌺Luxury Estate🌳 25 Gorgeous Acres of Privacy 🌳Family Getaway🌳Swimming Pond🌺
Woodstock, VT
8% off
Price is AU$12,838
AU$12,838
AU$1,834 per night
includes taxes & fees
Image gallery for Luxury 8BR Ski In/Out Okemo Chalet on Sachem Trail Sleeps 22 Adults
1010 out of 10 rating
Exceptional
(24 reviews)
Luxury 8BR Ski In/Out Okemo Chalet on Sachem Trail Sleeps 22 Adults
Ludlow, VT
8% off
Price is AU$14,549
AU$14,549
AU$2,078 per night
includes taxes & fees
Image gallery for Alpine Court Chalet: Ultimate Ski-In/Ski-Out Escape at Pico Mountain & Close to Killington.
9.89.8 out of 10 rating
Exceptional
(8 reviews)
Alpine Court Chalet: Ultimate Ski-In/Ski-Out Escape at Pico Mountain & Close to Killington.
Killington, VT
7% off
Price is AU$4,224
AU$4,224
AU$603 per night
includes taxes & fees
Image gallery for Pristine Mountain Farm
1010 out of 10 rating
Exceptional
(26 reviews)
Pristine Mountain Farm
Rochester, VT
19% off
Price is AU$9,310
AU$9,310
AU$1,330 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 AU$3,828
AU$3,828
AU$547 per night
includes taxes & fees
Image gallery for Luxury Ski Chalet - Okemo Killington
1010 out of 10 rating
Exceptional
(9 reviews)
Luxury Ski Chalet - Okemo Killington
Ludlow, VT
8% off
Price is AU$5,815
AU$5,815
AU$831 per night
includes taxes & fees
Image gallery for Winter On The Slopes, Summer On The Lake! 3 Br, 2 Baths, Sleeps 8
9.89.8 out of 10 rating
Exceptional
(111 reviews)
Winter On The Slopes, Summer On The Lake! 3 Br, 2 Baths, Sleeps 8
Ludlow, VT
6% off
Price is AU$5,014
AU$5,014
AU$716 per night
includes taxes & fees
Image gallery for Winterplace E building - top of the Quad
9.89.8 out of 10 rating
Exceptional
(8 reviews)
Winterplace E building - top of the Quad
Ludlow, VT
8% off
Price is AU$15,951
AU$15,951
AU$2,279 per night
includes taxes & fees
Image gallery for Private Chalet with Custom WFH Space and Hot Tub
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Private Chalet with Custom WFH Space and Hot Tub
Rutland, VT
13% off
Price is AU$13,282
AU$13,282
AU$1,897 per night
includes taxes & fees
Image gallery for Private House with Fantastic Views off Home Stretch Trail
1010 out of 10 rating
Exceptional
(48 reviews)
Private House with Fantastic Views off Home Stretch Trail
Killington, VT
9% off
Price is AU$68,691
AU$68,691
AU$9,813 per night
includes taxes & fees
Image gallery for Winterplace Condo Steps away from slopes
1010 out of 10 rating
Exceptional
(5 reviews)
Winterplace Condo Steps away from slopes
Ludlow, VT
8% off
Price is AU$10,329
AU$10,329
AU$1,476 per night
includes taxes & fees
Image gallery for Country house minutes from Killington and Okemo
1010 out of 10 rating
Exceptional
(6 reviews)
Country house minutes from Killington and Okemo
Plymouth, VT
8% off
Price is AU$12,942
AU$12,942
AU$1,849 per night
includes taxes & fees
Image gallery for Vermont Trailside Getaway
9.89.8 out of 10 rating
Exceptional
(35 reviews)
Vermont Trailside Getaway
Ludlow, VT
11% off
Price is AU$2,790
AU$2,790
AU$399 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 AU$5,719
AU$5,719
AU$817 per night
includes taxes & fees
Image gallery for Luxury 6 BR, 3BA hot tub, deck and yard! Air Conditioning, grill, CEDARWALK
1010 out of 10 rating
Exceptional
(59 reviews)
Luxury 6 BR, 3BA hot tub, deck and yard! Air Conditioning, grill, CEDARWALK
Killington, VT
17% off
Price is AU$14,020
AU$14,020
AU$2,003 per night
includes taxes & fees
Image gallery for As featured in the NY Times: charming, home on Lake Rescue, minutes from Okemo.
9.89.8 out of 10 rating
Exceptional
(74 reviews)
As featured in the NY Times: charming, home on Lake Rescue, minutes from Okemo.
Ludlow, VT
8% off
Price is AU$4,758
AU$4,758
AU$680 per night
includes taxes & fees
Image gallery for Private, All Season 10 Acre Retreat Close to the Slopes, Trails, and Swimming
1010 out of 10 rating
Exceptional
(34 reviews)
Private, All Season 10 Acre Retreat Close to the Slopes, Trails, and Swimming
Plymouth, VT
8% off
Price is AU$5,382
AU$5,382
AU$769 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Deer Leap Trail
Showing deals for: 23 Aug - 26 Aug
Trail Creek pool/sauna/jacuzzi King, Queen sofa sleep 2Full Baths Two Level Unit
Sleeps 4 · 2 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
123 reviews(123 reviews)
The current price is AU$1,376
AU$1,376
for 3 nights, 1 apartment
AU$459 per night
includes taxes & fees
Luxury Trail Creek ski home + shuttle 2king & 3twin beds sauna hot tub end unit
Sleeps 8 · 3 bedrooms · 3+ bathrooms
9.29.2 out of 10
Wonderfulwonderful
85 reviews(85 reviews)
The current price is AU$1,753
AU$1,753
for 3 nights, 1 apartment
AU$584 per night
includes taxes & fees
Spectacular opportunity to enjoy the finest property in Killington Summit
Sleeps 14 · 7 bedrooms · 4 bathrooms
9.49.4 out of 10
Exceptionalexceptional
22 reviews(22 reviews)
The current price is AU$6,799
AU$6,799
for 3 nights, 1 home
AU$2,266 per night
includes taxes & fees
'The Mill Stream House' Lux Rustic Home on River w/JACUZZI & fireplace
Sleeps 16 · 5 bedrooms · 2 bathrooms
9.09.0 out of 10
Wonderfulwonderful
73 reviews(73 reviews)
The current price is AU$3,079
AU$3,079
for 3 nights, 1 home
AU$1,026 per night
includes taxes & fees
Cozy studio with balcony, full kitchen, and free WiFi - walk to lifts
Sleeps 4 · 1 bathroom
8.48.4 out of 10
Very goodvery good
32 reviews(32 reviews)
The current price is AU$709
AU$709
for 3 nights, 1 apartment
AU$236 per night
includes taxes & fees
Ski In/Out Sunrise West Glade 3 BR 3 BA Trailside, Sauna, Pool, Hot Tub
Sleeps 8 · 3 bedrooms · 3 bathrooms
9.89.8 out of 10
Exceptionalexceptional
7 reviews(7 reviews)
The current price is AU$1,490
AU$1,490
for 3 nights, 1 apartment
AU$497 per night
includes taxes & fees
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