
Holiday rentals near Pony Express Chairlift
We found 2,681 holiday rentals — enter your dates for availability
Choose the perfect holiday home that's near Pony Express Chairlift. Holiday homes offer the best amenities for you and your friends, family or even pets, such as Wi-Fi and a hot tub. No matter what you're looking for, you'll be sure to find a property to rent for everyone's needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts - Pony Express Chairlift
Showing deals for:5 Sept - 12 Sept
Image gallery for Stunning Private Lodge with Great Views!

1010 out of 10 rating
Exceptional
(78 reviews)
Stunning Private Lodge with Great Views!
Tabernash, CO
8% off
Price is AU$5,985
AU$5,985
AU$855 per night
includes taxes & fees
Image gallery for 4BR Mountain Escape Family Friendly, Sleeps 10

9.69.6 out of 10 rating
Exceptional
(8 reviews)
4BR Mountain Escape Family Friendly, Sleeps 10
Winter Park, Colorado
7% off
Price is AU$3,841
AU$3,841
AU$549 per night
includes taxes & fees
Image gallery for Newly remodeled slopeside ski-in/ski-out home

1010 out of 10 rating
Exceptional
(11 reviews)
Newly remodeled slopeside ski-in/ski-out home
Granby, CO
7% off
Price is AU$6,647
AU$6,647
AU$950 per night
includes taxes & fees
Image gallery for Winter Park Ski in/out XXL ZML condo w/ views of ski hill, gondola, base, river

1010 out of 10 rating
Exceptional
(30 reviews)
Winter Park Ski in/out XXL ZML condo w/ views of ski hill, gondola, base, river
Winter Park, CO
8% off
Price is AU$4,484
AU$4,484
AU$641 per night
includes taxes & fees
Image gallery for Secluded Custom Log Home w Hot Tub - by Winter Park, Granby Ranch & Grand Lake

1010 out of 10 rating
Exceptional
(72 reviews)
Secluded Custom Log Home w Hot Tub - by Winter Park, Granby Ranch & Grand Lake
Tabernash, CO
8% off
Price is AU$5,409
AU$5,409
AU$773 per night
includes taxes & fees
Image gallery for 1 BR sleeps 5. Walk to the Gondola! Woods & Fraser River off the back deck.

1010 out of 10 rating
Exceptional
(48 reviews)
1 BR sleeps 5. Walk to the Gondola! Woods & Fraser River off the back deck.
Winter Park, CO
7% off
Price is AU$2,233
AU$2,233
AU$319 per night
includes taxes & fees
Image gallery for Base Camp-Play hard then rest extravagantly! Ski in/out 4 BR-secluded-Jane Creek

1010 out of 10 rating
Exceptional
(113 reviews)
Base Camp-Play hard then rest extravagantly! Ski in/out 4 BR-secluded-Jane Creek
Winter Park, CO
7% off
Price is AU$11,963
AU$11,963
AU$1,709 per night
includes taxes & fees
Image gallery for Bike/Hike/Golf/Fish/Beautiful Mountain Views 3BR/3BA

1010 out of 10 rating
Exceptional
(100 reviews)
Bike/Hike/Golf/Fish/Beautiful Mountain Views 3BR/3BA
Granby, CO
7% off
Price is AU$3,954
AU$3,954
AU$565 per night
includes taxes & fees
Image gallery for Best downtown location, rooftop deck w private hot tub! 1/2 block to ski shuttle

1010 out of 10 rating
Exceptional
(56 reviews)
Best downtown location, rooftop deck w private hot tub! 1/2 block to ski shuttle
Winter Park, CO
8% off
Price is AU$7,746
AU$7,746
AU$1,107 per night
includes taxes & fees
Image gallery for Amazing Cabin Just Above Downtown Winter Park. Private Hot Tub!

1010 out of 10 rating
Exceptional
(26 reviews)
Amazing Cabin Just Above Downtown Winter Park. Private Hot Tub!
Winter Park, CO
19% off
Price is AU$5,013
AU$5,013
AU$716 per night
includes taxes & fees
Image gallery for Modern Condo at Iron Horse - Ski In / Ski Out, Sleeps 4

9.69.6 out of 10 rating
Exceptional
(14 reviews)
Modern Condo at Iron Horse - Ski In / Ski Out, Sleeps 4
Winter Park, CO
8% off
Price is AU$4,409
AU$4,409
AU$630 per night
includes taxes & fees
Image gallery for Ski in/out awesome 5 bedroom family rental near top of ski lift.

1010 out of 10 rating
Exceptional
(82 reviews)
Ski in/out awesome 5 bedroom family rental near top of ski lift.
Granby, CO
8% off
Price is AU$5,381
AU$5,381
AU$769 per night
includes taxes & fees
Image gallery for 3 bed/3 ba Townhouse: hot tub, amazing view and on shuttle route

1010 out of 10 rating
Exceptional
(8 reviews)
3 bed/3 ba Townhouse: hot tub, amazing view and on shuttle route
Winter Park, CO
8% off
Price is AU$5,193
AU$5,193
AU$742 per night
includes taxes & fees
Image gallery for Granby Ranch, Direct Ski-in Ski-out, Private Hot Tub, Mountain Views

9.89.8 out of 10 rating
Exceptional
(143 reviews)
Granby Ranch, Direct Ski-in Ski-out, Private Hot Tub, Mountain Views
Granby, CO
11% off
Price is AU$4,531
AU$4,531
AU$647 per night
includes taxes & fees
Image gallery for Winter Park Dream Getaway for Large Families - Hot Tub

9.69.6 out of 10 rating
Exceptional
(28 reviews)
Winter Park Dream Getaway for Large Families - Hot Tub
Fraser, CO
15% off
Price is AU$5,546
AU$5,546
AU$792 per night
includes taxes & fees
Image gallery for Beautiful Ski In/Ski Out Studio Condo NO CLEANING FEES

9.89.8 out of 10 rating
Exceptional
(105 reviews)
Beautiful Ski In/Ski Out Studio Condo NO CLEANING FEES
Winter Park, CO
8% off
Price is AU$1,656
AU$1,656
AU$237 per night
includes taxes & fees
Image gallery for Secluded log cabin along serene Hurd Creek ♥

1010 out of 10 rating
Exceptional
(5 reviews)
Secluded log cabin along serene Hurd Creek ♥
Winter Park, CO
6% off
Price is AU$9,125
AU$9,125
AU$1,304 per night
includes taxes & fees
Image gallery for Mountain Top Home with Breathtaking Panoramic Views

1010 out of 10 rating
Exceptional
(62 reviews)
Mountain Top Home with Breathtaking Panoramic Views
Tabernash, CO
8% off
Price is AU$3,820
AU$3,820
AU$546 per night
includes taxes & fees
Image gallery for Mountain retreat with Pool and Concert Views in downtown Winter Park!

1010 out of 10 rating
Exceptional
(6 reviews)
Mountain retreat with Pool and Concert Views in downtown Winter Park!
Winter Park, CO
7% off
Price is AU$3,967
AU$3,967
AU$567 per night
includes taxes & fees
Image gallery for Arapaho Forest Lodge | Hot Tub, Game Room, Hiking

1010 out of 10 rating
Exceptional
(27 reviews)
Arapaho Forest Lodge | Hot Tub, Game Room, Hiking
Black Hawk, CO
9% off
Price is AU$4,599
AU$4,599
AU$657 per night
includes taxes & fees
Image gallery for Cozy 2BR Condo in Winter Park Fraser, Amazing Views, Wifi, W/D, newly renovated

1010 out of 10 rating
Exceptional
(115 reviews)
Cozy 2BR Condo in Winter Park Fraser, Amazing Views, Wifi, W/D, newly renovated
Fraser, CO
9% off
Price is AU$2,120
AU$2,120
AU$303 per night
includes taxes & fees
Image gallery for Stunning BRAND NEW Luxury condo in heart of downtown WP on the top floor

1010 out of 10 rating
Exceptional
(52 reviews)
Stunning BRAND NEW Luxury condo in heart of downtown WP on the top floor
Winter Park, CO
7% off
Price is AU$3,401
AU$3,401
AU$486 per night
includes taxes & fees
Image gallery for Penthouse Studio Ski In-Out- Easy Access Resort amenities Pool Hot Tubs Gym

9.69.6 out of 10 rating
Exceptional
(169 reviews)
Penthouse Studio Ski In-Out- Easy Access Resort amenities Pool Hot Tubs Gym
Winter Park, CO
5% off
Price is AU$1,877
AU$1,877
AU$268 per night
includes taxes & fees
Image gallery for Cozy home in Georgetown with gigabit internet, hiking, skiing, & a cool train!

1010 out of 10 rating
Exceptional
(27 reviews)
Cozy home in Georgetown with gigabit internet, hiking, skiing, & a cool train!
Georgetown, CO
13% off
Price is AU$3,497
AU$3,497
AU$500 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Pony Express Chairlift
11BR Lodge. Rustic space for weddings & retreats! GoCasaVista.
Sleeps 26 · 11 bedrooms · 9+ bathrooms
9.49.4 out of 10
Exceptionalexceptional
74 reviews(74 reviews)
Zephyr Mountain Lodge
Sleeps 4 · 1 bedroom
8.28.2 out of 10
Very goodvery good
658 reviews(658 reviews)
Crestview Lodge at Rocky Mountain Ranch – A Perfect Retreat!
Sleeps 25 · 8 bedrooms · 6+ bathrooms
1010 out of 10
Exceptionalexceptional
17 reviews(17 reviews)
Newly renovated Winter Park condo on the Fraser River
Sleeps 6 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
68 reviews(68 reviews)
Indulge | Majestic Views | Teepee | Hot Tub
Sleeps 16 · 4 bedrooms · 3+ bathrooms
9.49.4 out of 10
Exceptionalexceptional
19 reviews(19 reviews)
9 BDR Home downtown Winter Park, Hot Tub, Shuttle, Sleeps 19!
Sleeps 19 · 9 bedrooms · 6 bathrooms
9.49.4 out of 10
Exceptionalexceptional
48 reviews(48 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