Holiday rentals in Winter Park, CO

Search among 596 available holiday rentals in Winter Park from 50+ providers

Check-in
Select date
-
Check-out
Select date
Rooms and Guests2 Guests, 1 Room
Check-in
Select date
-
Check-out
Select date
Rooms and Guests2 Guests, 1 Room
Filter & Sort
View map
Check-in
Select date
-
Check-out
Select date
Rooms and Guests2 Guests, 1 Room
1Filter & Sort
View map
View map
1-20 out of 596
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
8.6
Great43 reviews
4 adults
1 bedroom
2 beds
Boasting fitness classes and entertainment activities, along with a lounge bar, the luxury Zephyr Mountain Lodge has a beautiful location a mere 300 metres from Winter Park Resort.
FromC$ 173 /nightSelect
6 adults
2 bedrooms
2 beds
Map
4.3 km from City Centre300 m from Amaze'n Mazes Colorado
Ski Idlewild is at 600 metres from the Condo On Fraser River Less Than 4 Mi To Winter Park Resort.
FromC$ 417 /nightSelect
12 adults
5 bedrooms
6 beds
Map
400 m from City Centre800 m from Winter Park Resort
Super Gauge Express is also set 5 minutes' drive from the Luxury Villa #190 Next To Resort With Hot Tub, Sauna And Amazing Views - 500 Dollars Of Free Activities & Equipment Rentals Daily.
FromC$ 654 /nightSelect
6 adults
2 bedrooms
2 beds
Map
4.7 km from City Centre
Be... Boutique is 15 minutes on foot from the Hi Country Haus Unit 705 Villa and The Foundry Cinema and Bowl is 250 metres away.
FromC$ 172 /nightSelect
Beaver Village By Stay WinterparkVilla
8.6
Great13 reviews
8 adults
2 bedrooms
3 beds
Map
3.1 km from City Centre
The Beaver Village Condominiums is located 150 km from Denver International airport and merely 0.9 km from Winter Park Transit Center - Cooper Creek Square bus stop.
FromC$ 165 /nightSelect
Timber RunVilla
8.0
Great4 reviews
2 adults
2 bedrooms
3 beds
Map
3.7 km from City Centre
There are rooms facing the mountain and the hotel is set close to Winter Park Resort.
FromC$ 754 /nightSelect
Bear Crossing TownhomesVilla
8 adults
Map
3.8 km from City Centre
Approximately 150 km from Denver International airport, the Bear Crossing Townhomes Winter Park offers a spa salon for guests' enjoyment.
FromC$ 300 /nightSelect
Mary Jane ChaletChalet
12 adults
5 bedrooms
6 beds
Map
3.9 km from City Centre
The Mary Jane Chalet Villa Winter Park is at 500 metres of Be... Boutique and has a quick access to Hideaway Park.
FromC$ 559 /nightSelect
Crestview PlaceApartment
9.4
Perfect1 review
Map
3.3 km from City Centre
Located within 10 minutes' drive of Fraser Tubing Hill, the Crestview Place Winter Park features 75 rooms with views of the mountain.
FromC$ 574 /nightSelect
Pine Shadows At VasquezVilla
4 adults
Map
3.4 km from City Centre
Select
Fraser Crossing And Founders PointeLodge
9.0
Perfect14 reviews
4 adults
1 bedroom
2 beds
Map
700 m from City Centre200 m from Winter Park Resort
Featuring 116 rooms, spa therapy and recreational facilities, the Fraser Crossing And Founders Pointe Villa is nearly 10 minutes on foot from Gemini Express in Winter Park.
FromC$ 180 /nightSelect
Pine Cone CabinLodge
10 adults
Map
21.0 km from City Centre
FromC$ 616 /nightSelect
Mimi'S CabinLodge
10 adults
Map
3.7 km from City Centre
Offering snow skiing and golf in the area, this accommodation lies next to Prospector Express, and within a 10-minute drive of Pioneer Express.
FromC$ 525 /nightSelect
Leland Creek HomeVilla
12 adults
Map
4.3 km from City Centre700 m from Amaze'n Mazes Colorado
Select
A11 Snowblaze Athletic Club CondoApartment
8 adults
2 bedrooms
2 beds
Map
3.2 km from City Centre
Endeavour Lift is approximately a 10-minute ride from the A11 Snowblaze Athletic Club Condo Winter Park and Olympia Express is about a 10-minute drive away.
FromC$ 541 /nightSelect
4368 Founders Pointe Cozy Wp Village CondoApartment
4 adults
1 bedroom
1 bed
Map
700 m from City Centre200 m from Winter Park Resort
Including a kitchen, 1 bathrooms and a sunny balcony, this property is located within 5 minutes' walk of Zephyr Express.
FromC$ 942 /nightSelect
E209 Snowblaze Athletic Club CondoApartment
4 adults
1 bedroom
1 bed
Map
3.3 km from City Centre
The E209 Snowblaze Athletic Club Condo is located 150 km from Denver International airport and at 550 metres of Winter Park Transit Center - Cooper Creek Square bus stop.
FromC$ 363 /nightSelect
Divide View TownhomeVilla
10 adults
3 bedrooms
5 beds
Map
3.5 km from City Centre
Placed just off Winter Park Resort, this resort villa features 3 bedrooms and a kitchen with a microwave, coffee/tea making facilities and a fridge.
FromC$ 229 /nightSelect
Iron Horse ResortApartment
8.6
Great15 reviews
The largest option:
4 adults
1 bedroom
2 beds
Map
1.3 km from City Centre400 m from Cabriolet
Olympia Express and Main Street are located 2.6 km and 1.7 km from the Iron Horse Resort respectively.
FromC$ 102 /nightSelect
Slopeside Luxury Chalet On The River Next To Resort With Hot Tub & Gas Firepit - 500 Dollars Of Free Activities & Equipment Rentals DailyVilla
9.4
Perfect1 review
10 adults
5 bedrooms
5 beds
Map
300 m from City Centre400 m from Arrow
Amaze'n Mazes is 5 minutes on foot from the Slopeside Luxury Chalet On The River Next To Resort With Hot Tub & Gas Firepit - 500 Dollars Of Free Activities & Equipment Rentals Daily Winter Park, while Endeavour Lift is about a 10-minute stroll away.
FromC$ 1 333 /nightSelect
  • 1
  • 2
  • 3
  • 4
  • 5
  • 6
  • 7
  • 8
  • 9
  • 10
  • 20
  • 30

Holiday rentals in Winter Park essential information

🏨 Holiday rentals in Winter Park 596
👛 Lowest price 88 CAD
✍️ Holiday rentals Reviews 91