Holiday rentals near Deer Leap Trail
We found 1,740 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:25 Jul - 1 Aug
Image gallery for Pristine Mountain Farm
1010 out of 10 rating
Exceptional
(26 reviews)
Pristine Mountain Farm
Rochester, VT
18% off
Price is £4,694
£4,694
£671 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 £7,849
£7,849
£1,121 per night
includes taxes & fees
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 £1,910
£1,910
£273 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 £4,894
£4,894
£699 per night
includes taxes & fees
Image gallery for Cozy 4-season COTTAGE-- ski, swim, hike, foliage- Family Fun or Romantic Getaway
1010 out of 10 rating
Exceptional
(83 reviews)
Cozy 4-season COTTAGE-- ski, swim, hike, foliage- Family Fun or Romantic Getaway
Mount Holly, VT
11% off
Price is £1,134
£1,134
£162 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 £7,906
£7,906
£1,129 per night
includes taxes & fees
Image gallery for Renovated Luxury 4 Bedroom 3.5 Bath Okemo Trailside
1010 out of 10 rating
Exceptional
(28 reviews)
Renovated Luxury 4 Bedroom 3.5 Bath Okemo Trailside
Ludlow, VT
8% off
Price is £7,553
£7,553
£1,079 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 £1,024
£1,024
£146 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
7% off
Price is £2,384
£2,384
£341 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 £1,921
£1,921
£274 per night
includes taxes & fees
Image gallery for Killington Condo with 3 Flat Screen TVs, pool & tennis !
9.89.8 out of 10 rating
Exceptional
(38 reviews)
Killington Condo with 3 Flat Screen TVs, pool & tennis !
Rutland, VT
7% off
Price is £1,278
£1,278
£183 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
7% off
Price is £5,196
£5,196
£742 per night
includes taxes & fees
Image gallery for Alpine Court Chalet: Ultimate Ski-In/Ski-Out Escape at Pico Mountain & Close to Killington.
1010 out of 10 rating
Exceptional
(7 reviews)
Alpine Court Chalet: Ultimate Ski-In/Ski-Out Escape at Pico Mountain & Close to Killington.
Killington, VT
7% off
Price is £2,118
£2,118
£303 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
7% off
Price is £6,501
£6,501
£929 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 £1,390
£1,390
£199 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 £7,946
£7,946
£1,135 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
12% off
Price is £6,862
£6,862
£980 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 £2,893
£2,893
£413 per night
includes taxes & fees
Image gallery for Log Home# w/ Incomparable Peace, Serenity, Privacy And The First Class Amenities
1010 out of 10 rating
Exceptional
(107 reviews)
Log Home# w/ Incomparable Peace, Serenity, Privacy And The First Class Amenities
East Wallingford, VT
7% off
Price is £3,284
£3,284
£469 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 £2,832
£2,832
£405 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 £2,186
£2,186
£312 per night
includes taxes & fees
Image gallery for Mountainside 3-BR Ski-In/Out Okemo Chalet
1010 out of 10 rating
Exceptional
(6 reviews)
Mountainside 3-BR Ski-In/Out Okemo Chalet
Ludlow, VT
7% off
Price is £3,720
£3,720
£531 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 £2,918
£2,918
£417 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Deer Leap Trail
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)
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)
Killington Big House: Largest Vacation Rental in Killington
Sleeps 30 · 12 bedrooms · 10+ bathrooms
1010 out of 10
Exceptionalexceptional
121 reviews(121 reviews)
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)
Ultimate relaxing vacation
Sleeps 6 · 3 bedrooms · 1+ bathroom
9.89.8 out of 10
Exceptionalexceptional
189 reviews(189 reviews)
Stunning Wedding & Retreat Venue (19 bedrooms)
Sleeps 42 · 19 bedrooms · 16+ bathrooms
1010 out of 10
Exceptionalexceptional
2 reviews(2 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, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value