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

AirbnbBooking.comVrboExpediaKayakTripadvisorHotels.comAgoda.com
  1. VBOR
  2. Vacation Rentals with Pool
  3.  USA

  4.  Colorado

  5.  Winter Park
  6.  Pioneer Express Ski Lift

Refine your search

Price per night

Amenity Filter

Rating

447 Best Vacation Rentals with Pool in Pioneer Express Ski Lift (Starting from $126)

Cozy Winter Park Condo Bike, Ski, and Hike!
Cozy Winter Park Condo Bike, Ski, and Hike!
Apartment
Winter Park, CO, USA
2.8k from Pioneer Express Ski Lift center

Apartments, Cheap, Accommodations, Pools, Parking, Spa, Lodgings, Vacation rentals, Hot tubs

2 Bedrooms6 Guests
9.4

Superb

9 reviews

$172
Average price / night
Check Availability
Unit 534 - Standard Condo
Unit 534 - Standard Condo
Condo
Winter Park, CO, 80482, United States
2.6k from Pioneer Express Ski Lift center

Arcade, Fireplace, Fitness Equipment, Internet, Kitchen, Microwave, No Smoking, Patio, Pool

2 Bedrooms6 Guests
New to Booking
$279
Average price / night
Check Availability
Winter Park Condo with Pool and Ski Shuttle Access!
Winter Park Condo with Pool and Ski Shuttle Access!
Apartment
CO, USA
2.8k from Pioneer Express Ski Lift center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Hot tubs, Places to stay, Family

2 Bedrooms7 Guests
8.5

Very Good

2 reviews

$215
Average price / night
Check Availability
Beautiful Condo at Winter Park!
Beautiful Condo at Winter Park!
House
Winter Park, CO, 80482, United States
2.7k from Pioneer Express Ski Lift center

Arcade, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen

1 Bedroom6 Guests
9.4

Superb

18 reviews

$174
Average price / night
Check Availability
Luxe Home Minutes To Skiing Hot Tub
Luxe Home Minutes To Skiing Hot Tub
Apartment
Winter Park, CO, USA
2.8k from Pioneer Express Ski Lift center

Apartments, Accommodations, Pools, Parking, Lodgings, Jacuzzis, Places to stay, Ski resorts

3 Bedrooms8 Guests
New to Booking
$365
Average price / night
Check Availability
Unit 531 - Standard Condo
Unit 531 - Standard Condo
Condo
Winter Park, CO, 80482, United States
2.8k from Pioneer Express Ski Lift center

Arcade, Fireplace, Fitness Equipment, Internet, Kitchen, Microwave, No Smoking, Patio, Pool

2 Bedrooms6 Guests
New to Booking
$298
Average price / night
Check Availability
Luxury Chalet #1240 With Hot Tub & Great Views - 500 Dollars Of FREE Activities & Equipment Rentals Daily
Luxury Chalet #1240 With Hot Tub & Great Views - 500 Dollars Of FREE Activities & Equipment Rentals Daily
House
Winter Park, CO, USA
2.8k from Pioneer Express Ski Lift center

Luxury, Accommodations, Pools, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings

4 Bedrooms12 Guests
8.9

Fabulous

8 reviews

$870
Average price / night
Check Availability
Ski In, Ski Out in Winter Park
Ski In, Ski Out in Winter Park
Condo
Winter Park, CO, 80482, United States
2.8k from Pioneer Express Ski Lift center

Arcade, Balcony, Barbecue, Elevator, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub

10.0

Exceptional

2 reviews

$281
Average price / night
Check Availability
Colorado Condo about 2 Mi to Winter Park Resort!
Colorado Condo about 2 Mi to Winter Park Resort!
Apartment
Winter Park, CO, USA
2.9k from Pioneer Express Ski Lift center

Apartments, Accommodations, Pools, Parking, Lodgings, Hot tubs, Places to stay, Ski resorts, Condos

2 Bedrooms4 Guests
8.3

Very Good

3 reviews

$212
Average price / night
Check Availability
Boutique hotel style in a family-friendly 2-bed condo, free shuttles to Resort
Boutique hotel style in a family-friendly 2-bed condo, free shuttles to Resort
Condo
winter park, CO, 80482, United States
2.8k from Pioneer Express Ski Lift center

Balcony, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry, Living Area

2 Bedrooms7 Guests
9.8

Exceptional

130 reviews

$126
Average price / night
Check Availability
Convenient Winter Park Condo - 3 Mi to Resort!
Convenient Winter Park Condo - 3 Mi to Resort!
Apartment
Winter Park, CO, USA
2.9k from Pioneer Express Ski Lift center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Hot tubs, Places to stay, Family

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$201
Average price / night
Check Availability
Beaver Village condo with gas grill, pool, hot tubs, clubhouse, & sauna
Beaver Village condo with gas grill, pool, hot tubs, clubhouse, & sauna
Condo
Winter Park, CO, 80482, United States
2.8k from Pioneer Express Ski Lift center

Balcony, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Hot Tub, Internet

2 Bedrooms6 Guests
8.8

Fabulous

20 reviews

$254
Average price / night
Check Availability
Winter Park Condo with Resort Shuttle On-Site!
Winter Park Condo with Resort Shuttle On-Site!
Apartment
Winter Park, CO, USA
2.9k from Pioneer Express Ski Lift center

Apartments, Accommodations, Pools, Parking, Lodgings, Hot tubs, Places to stay, Ski resorts, Condos

2 Bedrooms8 Guests
New to Booking
$165
Average price / night
Check Availability
NEW! Luxury Penthouse 4BR/3BA Condo In Heart Of Downtown Winter Park
NEW! Luxury Penthouse 4BR/3BA Condo In Heart Of Downtown Winter Park
Condo
Winter Park, CO, 80482, United States
2.8k from Pioneer Express Ski Lift center

Balcony, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Internet

4 Bedrooms10 Guests
10.0

Exceptional

7 reviews

$697
Average price / night
Check Availability
Ski In Out Luxury Condo 2403 I Hot Tub I Gym I Ski Views I Best Price I FREE Adventures Daily
Ski In Out Luxury Condo 2403 I Hot Tub I Gym I Ski Views I Best Price I FREE Adventures Daily
House
CO, USA
2.9k from Pioneer Express Ski Lift center

Luxury, Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Spa, Cottages

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$181
Average price / night
Check Availability
Luxury Slope side Mountain Home steps to Winter Park Resort
Luxury Slope side Mountain Home steps to Winter Park Resort
House
Winter Park, CO, 80482, United States
2.8k from Pioneer Express Ski Lift center

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

4 Bedrooms10 Guests
10.0

Exceptional

3 reviews

$382
Average price / night
Check Availability
Pool, Hot Tubs, Sauna, Hiking from the Property, On Free Bus Route
Pool, Hot Tubs, Sauna, Hiking from the Property, On Free Bus Route
Apartment
Winter Park, CO, USA
2.9k from Pioneer Express Ski Lift center

Apartments, Accommodations, Pools, Parking, Spa, Lodgings, Hot tubs, Places to stay, Family

3 Bedrooms8 Guests
New to Booking
$234
Average price / night
Check Availability
Beaver Village 1712 - Ideal Location with 2 Queens + 2 Twins, Hot Tubs, Pool, & Clubhouse
Beaver Village 1712 - Ideal Location with 2 Queens + 2 Twins, Hot Tubs, Pool, & Clubhouse
Condo
Winter Park, CO, 80482, United States
2.9k from Pioneer Express Ski Lift center

AC, Balcony, Extra Bed, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen

2 Bedrooms8 Guests
8.6

Fabulous

4 reviews

$194
Average price / night
Check Availability
Beaver Village 1712 - Nicely Updated, 2 Queens Plus 2 Twins, Pool, Hot Tubs, Sauna
Beaver Village 1712 - Nicely Updated, 2 Queens Plus 2 Twins, Pool, Hot Tubs, Sauna
Apartment
Winter Park, CO, USA
2.9k from Pioneer Express Ski Lift center

Apartments, Accommodations, Pools, Parking, Lodgings, Hot tubs, Places to stay, Family

1 Bedroom8 Guests
8.0

Good

1 reviews

$170
Average price / night
Check Availability
Unit 223 - Updated Condo
Unit 223 - Updated Condo
Condo
Winter Park, CO, 80482, United States
2.9k from Pioneer Express Ski Lift center

Arcade, Balcony, Fireplace, Fitness Equipment, Heater, Hot Tub, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
New to Booking
$286
Average price / night
Check Availability
The Antlers 401
The Antlers 401
House
Winter Park, CO, USA
2.9k from Pioneer Express Ski Lift center

Accommodations, Pools, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Hot tubs

4 Bedrooms10 Guests
10.0

Exceptional

2 reviews

$1008
Average price / night
Check Availability
Beautiful High End & Fully Remodeled 2 BR/2 Bath. Pool & Hot Tub
Beautiful High End & Fully Remodeled 2 BR/2 Bath. Pool & Hot Tub
Condo
Winter Park, CO, 80482, United States
2.9k from Pioneer Express Ski Lift center

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

2 Bedrooms8 Guests
9.6

Exceptional

19 reviews

$243
Average price / night
Check Availability
Family friendly Winter Park Condo on free bus route. Perfect for ski vacation!
Family friendly Winter Park Condo on free bus route. Perfect for ski vacation!
Condo
Winter Park, CO, 80482, United States
2.9k from Pioneer Express Ski Lift center

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

2 Bedrooms6 Guests
10.0

Exceptional

83 reviews

$196
Average price / night
Check Availability
Location and Comfort - One Bedroom Ski In / Ski out, Hot Tub and Fire Pit
Location and Comfort - One Bedroom Ski In / Ski out, Hot Tub and Fire Pit
Condo
Winter Park, CO, 80482, United States
2.9k from Pioneer Express Ski Lift center

Balcony, Fireplace, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, Outdoor Space

1 Bedroom4 Guests
9.6

Exceptional

31 reviews

$250
Average price / night
Check Availability
2M to Winter Park Ski Base!  Brief pleasant walk to restaurants, bars, shopping!
2M to Winter Park Ski Base! Brief pleasant walk to restaurants, bars, shopping!
Condo
Winter Park, CO, 80482, United States
2.9k from Pioneer Express Ski Lift center

Barbecue, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry, Living Area

2 Bedrooms6 Guests
10.0

Exceptional

31 reviews

$216
Average price / night
Check Availability
Founders Pointe 4354 | Modern & Bright Condo | Dreamy Design | Amenity Deck
Founders Pointe 4354 | Modern & Bright Condo | Dreamy Design | Amenity Deck
Condo
Winter Park, CO, 80482, United States
3.0k from Pioneer Express Ski Lift center

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

2 Bedrooms6 Guests
9.8

Exceptional

16 reviews

$274
Average price / night
Check Availability
Unit 114 - Updated Condo
Unit 114 - Updated Condo
Condo
Winter Park, CO, 80482, United States
3.0k from Pioneer Express Ski Lift center

Arcade, Balcony, Fireplace, Fitness Equipment, Heater, Hot Tub, Internet, Kitchen, Living Area

2 Bedrooms6 Guests
New to Booking
$319
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 with Pool in Pioneer Express Ski Lift.

Where to stay in Pioneer Express Ski Lift? Best neighborhoods & areas

Pioneer Express Ski Lift Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 447 verified vacation rentals with a pool in Pioneer Express Ski Lift. These include a wide range of private homes, villas, and condos that offer on-site swimming facilities for a more relaxing stay.

Prices for vacation rentals with a pool in Pioneer Express Ski Lift vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $126 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Pioneer Express Ski Lift offer private pools for exclusive use, while others provide access to shared or community pools. You can use filters to specifically find properties with private pools if that is your preference.

Yes, some vacation rentals with pools in Pioneer Express Ski Lift welcome pets. Currently, 2 listings allow pets, although policies may vary by property. It’s a good idea to review any rules related to pets around pool areas before booking.

Properties with pools are often in high demand, especially during warmer months and holidays, so booking 90 to 120 days in advance is recommended for the best selection. During off-peak seasons, you may still find availability closer to your travel dates.

Vacation rentals with pools in Pioneer Express Ski Lift often include additional outdoor features such as Pool, Fireplace/Heating, and Wellness Facilities. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Pioneer Express Ski Lift offer heated pools, which can be especially useful during cooler months. In certain cases, pool heating may be available for an additional fee, so it’s best to check the property details before booking.