Vacation Rentals in Pioneer Express Ski Lift, CO: Compare 10+ Sites & Save

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1513 Best Vacation Rentals in Pioneer Express Ski Lift (Starting from $140)

Viking Alpine Haven
Viking Alpine Haven
Apartment
Winter Park, CO, USA
2.3k from Pioneer Express Ski Lift center

Apartments, Accommodations, Lodgings, Places to stay, Family, Ski resorts

3 Bedrooms10 Guests
9.0

Fabulous

1 reviews

$313
Average price / night
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Ski in 9 Bedroom, great for large groups!
Ski in 9 Bedroom, great for large groups!
Ski Chalet
Winter Park, CO, 80482, United States
2.2k from Pioneer Express Ski Lift center

Arcade, Balcony, Barbecue, Crib, Dryer, Heater, Internet, Kitchen, Laundry

9 Bedrooms16 Guests
7.2

Good

10 reviews

$1167
Average price / night
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Trailside Mountain Retreat with Private Hot Tub
Trailside Mountain Retreat with Private Hot Tub
House
Winter Park, CO, USA
2.3k from Pioneer Express Ski Lift center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Jacuzzis, Places to stay, Family

4 Bedrooms9 Guests
New to Booking
$450
Average price / night
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Beautiful Ski-In Home, with Hot Tub!
Beautiful Ski-In Home, with Hot Tub!
House
Winter Park, CO, 80482, United States
2.2k from Pioneer Express Ski Lift center

Arcade, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet

4 Bedrooms18 Guests
9.6

Exceptional

14 reviews

$954
Average price / night
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Winter Park Cozy Condo
Winter Park Cozy Condo
Apartment
Winter Park, CO, USA
2.3k from Pioneer Express Ski Lift center

Apartments, Accommodations, Lodgings, Places to stay, Ski resorts, Condos

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$140
Average price / night
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Winter Park Condo with Fireplace and Mountain Views
Winter Park Condo with Fireplace and Mountain Views
Apartment
Winter Park, CO, USA
2.5k from Pioneer Express Ski Lift center

Internet, Kitchen

1 Bedroom4 Guests
New to Booking
$303
Average price / night
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Borders Nat'l Forest at a Trailhead.  3.3 Miles to Winter Park Resort. Sleeps 12
Borders Nat'l Forest at a Trailhead. 3.3 Miles to Winter Park Resort. Sleeps 12
House
Winter Park, CO, 80482, United States
2.3k from Pioneer Express Ski Lift center

Arcade, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

4 Bedrooms12 Guests
9.8

Exceptional

110 reviews

$459
Average price / night
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Hideaway Village Columbine 7
Hideaway Village Columbine 7
Apartment
Winter Park, CO, USA
2.5k from Pioneer Express Ski Lift center

Apartments, Accommodations, Parking, Lodgings, Places to stay

3 Bedrooms8 Guests
New to Booking
$169
Average price / night
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Hot Tub | Mountain Views | Steps to Trails
Hot Tub | Mountain Views | Steps to Trails
Apartment
Winter Park, CO, 80482, United States
2.4k from Pioneer Express Ski Lift center

Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen

3 Bedrooms8 Guests
New to Booking
$546
Average price / night
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Winter Park Ski Haus
Winter Park Ski Haus
House
Winter Park, CO, USA
2.5k from Pioneer Express Ski Lift center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

1 Bedroom19 Guests
New to Booking
$690
Average price / night
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authentic 3 bedroom w/loft cabin, vaulted ceilings, dry sauna.
authentic 3 bedroom w/loft cabin, vaulted ceilings, dry sauna.
Cabin
Winter Park, CO, 80482, United States
2.4k from Pioneer Express Ski Lift center

Balcony, Barbecue, Fireplace, Free Parking, Heater, Kitchen, Living Area, Microwave, No Smoking

4 Bedrooms10 Guests
8.0

Good

2 reviews

$451
Average price / night
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Luxury 4 BR Cabin 2 King Suites on Shuttle Route
Luxury 4 BR Cabin 2 King Suites on Shuttle Route
House
Winter Park, CO, USA
2.5k from Pioneer Express Ski Lift center

Luxury, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

4 Bedrooms8 Guests
New to Booking
$530
Average price / night
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Downtown WP Timber Top Home I Hot Tub I Great Views I Game Room I Discounted Attractions
Downtown WP Timber Top Home I Hot Tub I Great Views I Game Room I Discounted Attractions
House
Winter Park, CO, 80482, United States
2.4k from Pioneer Express Ski Lift center

Arcade, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Hot Tub

5 Bedrooms14 Guests
9.8

Exceptional

36 reviews

$1219
Average price / night
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Immaculate Winter Park Home Hot Tub and Views!
Immaculate Winter Park Home Hot Tub and Views!
House
Pioneer Express Ski Lift, Winter Park, Colorado, USA
2.5k from Pioneer Express Ski Lift center

Hot Tub, Wheelchair Accessible, Internet, Parking, Child Friendly

4 Bedrooms12 Guests
New to Booking
$517
Average price / night
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Winter Park Mountain Townhome
Winter Park Mountain Townhome
House
Winter Park, CO, 80482, United States
2.5k from Pioneer Express Ski Lift center

Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

2 Bedrooms6 Guests
9.6

Exceptional

11 reviews

$420
Average price / night
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Mountain View Retreat, Walk to Winter Park Gondola
Mountain View Retreat, Walk to Winter Park Gondola
House
Winter Park, CO, USA
2.5k from Pioneer Express Ski Lift center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Hot tubs

3 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$437
Average price / night
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Winter Park Ski Haus, slopeside, hot tub, sleeps 19
Winter Park Ski Haus, slopeside, hot tub, sleeps 19
House
Winter Park, CO, 80482, United States
2.5k from Pioneer Express Ski Lift center

AC, Arcade, Balcony, Barbecue, Fireplace, Free Parking, Heater, Hot Tub, Kitchen

6 Bedrooms19 Guests
10.0

Exceptional

60 reviews

$1139
Average price / night
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Cozy Mtn Hideaway, 4 Mi to Winter Park Resort!
Cozy Mtn Hideaway, 4 Mi to Winter Park Resort!
House
Pioneer Express Ski Lift, Winter Park, Colorado, USA
2.5k from Pioneer Express Ski Lift center

Internet, Wheelchair Accessible, Parking, Child Friendly

1 Bedroom4 Guests
New to Booking
$146
Average price / night
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Walk to House from the Winter Park Train
Walk to House from the Winter Park Train
House
winter park, CO, 80482, United States
2.5k from Pioneer Express Ski Lift center

Heater, Internet, Kitchen, Living Area, Microwave, No Smoking

7 Bedrooms10 Guests
New to Booking
$720
Average price / night
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Cozy-Chic Condo with Mtn Views 3 Mi to Slopes!
Cozy-Chic Condo with Mtn Views 3 Mi to Slopes!
Apartment
Winter Park, CO, USA
2.5k from Pioneer Express Ski Lift center

Apartments, Accommodations, Parking, Spa, Lodgings, Vacation rentals, Places to stay, Ski resorts, Condos

2 Bedrooms8 Guests
New to Booking
$147
Average price / night
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Slopeside 204 Kinney Townhouse
Slopeside 204 Kinney Townhouse
House
Pioneer Express Ski Lift, Winter Park, Colorado, USA
2.6k from Pioneer Express Ski Lift center

Kitchen, Breakfast, Hot Tub, Internet, Parking, Child Friendly

3 Bedrooms10 Guests
9.0

Fabulous

1 reviews

$342
Average price / night
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☺ Timber Ridge Lodge | 4 Miles To Resort | Private Hot Tub | Large Home
☺ Timber Ridge Lodge | 4 Miles To Resort | Private Hot Tub | Large Home
House
Winter Park, CO, 80482, United States
2.5k from Pioneer Express Ski Lift center

Arcade, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Hot Tub

5 Bedrooms17 Guests
9.4

Superb

65 reviews

$1007
Average price / night
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Secluded and cozy 3 BR Duplex in Winter Park
Secluded and cozy 3 BR Duplex in Winter Park
House
Winter PArk, CO, 80480, United States
2.5k from Pioneer Express Ski Lift center

Dryer, Fireplace, Free Parking, Heater, Kitchen, Laundry, Living Area, Microwave, No Smoking

4 Bedrooms8 Guests
10.0

Exceptional

5 reviews

$588
Average price / night
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New creek side chateau guest suite!  Booking for Ski Season NOW! With hot tub!
New creek side chateau guest suite! Booking for Ski Season NOW! With hot tub!
House
Winter Park, CO, 80482, United States
2.5k from Pioneer Express Ski Lift center

Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet

2 Bedrooms6 Guests
10.0

Exceptional

56 reviews

$485
Average price / night
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Winter Park Condo w/ Fireplace and Mountain Views
Winter Park Condo w/ Fireplace and Mountain Views
Apartment
Winter Park, CO, 80482, United States
2.5k from Pioneer Express Ski Lift center

Balcony, Extra Bed, Fireplace, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

1 Bedroom4 Guests
10.0

Exceptional

2 reviews

$159
Average price / night
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Cozy Ski Inn! Walk to Slopes! Fabulous Hot Tub
Cozy Ski Inn! Walk to Slopes! Fabulous Hot Tub
Cabin
Winter Park, CO, 80482, United States
2.5k from Pioneer Express Ski Lift center

Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

3 Bedrooms7 Guests
9.6

Exceptional

4 reviews

$719
Average price / night
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SKI IN SKI OUT HOT TUB WALKABLE
SKI IN SKI OUT HOT TUB WALKABLE
Apartment
Winter Park, CO, 80482, United States
2.6k from Pioneer Express Ski Lift center

Dryer, Heater, Internet, Laundry, No Smoking

New to Booking
$1408
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals in Pioneer Express Ski Lift.

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Frequently Asked Questions

You can explore 1513 verified vacation rentals in Pioneer Express Ski Lift. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Pioneer Express Ski Lift vary depending on the season, property size, and location. Rates typically start from around $140 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Pioneer Express Ski Lift include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Pioneer Express Ski Lift welcome pets. Currently, 14 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Pioneer Express Ski Lift often include amenities such as Fireplace/Heating, Child Friendly, and Wellness Facilities. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.