Flexible Stays

Flexible Stays & Same Day Bookings

Book a last minute getaway to Winter Park Colorado. Search our vast selection of short term rentals located in Winter Park CO. Stay between 1 night to a week plus & enjoy same day booking when you book direct! Check out our new weekly discount rates - stay 5 nights or more for the best price!

Have your choice of Colorado Vacation Rentals in Winter Park from Cabins and Private Homes to Condos , Townhomes


Properties Available 215 properties available
The condo has recently gotten a remodeled kitchen with new wood cabinets, tiled flooring, counter tops and stainless steel appliances. In the dining area there is a cozy spot for up to 6 persons and is encompassed within the open floor plan to be engaged with all of the activities. The living room has comfortable seating, a sofa sleeper if there
Hot HOT 10
Beaver Village Unit #1812
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 6
Spacious one bedroom , two bath condo with a convenient downtown Winter Park location to attend events, dine, and catch the free town shuttle. Includes access to the Hi Country Haus Rec Center with indoor pool, hot tubs and coin laundry. Take in the sounds and sites of the nearby creek that meanders around the backside of the condo from the private
Hot HOT 13
Hi Country Haus Unit 1803
Condo -
Bedrooms 1 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 3
This 1,292 square foot unit has two interior levels for a comfortable 3 bedroom rental.In the main living room an open floor plan has comfortable furnishings, gas fireplace, flat screen TV with DVD and Blue Ray disk player, in unit Wi-Fi access and a queen sofa sleeper. No air conditioning.Adjacent to the kitchen, the dining area has seating for 8
Lion's Gate Pines Unit 101
Condo
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Take advantage of being slope side in this exceptional 2 bedroom plus, 3 bath condominium at the Iron Horse Resort on the ground floor. This completely renovated Iron Horse unit is now a luxurious, high-end themed vacation condo with comforts and entertainment the forethought in every room of this 1,592 square foot non-smoking dwelling.The large op
Hot HOT 21
Iron Horse Building H Unit 2408
Condo -
Bedrooms 2 bedrooms
Bathrooms 3 baths
Guests 4 guests
Rating 4.8 9
This unit has 443 square feet is a well appointed and renovated studio has new flooring and furnishings. Located on the 5th floor views, magnificent views of the Winter Park Resort and within 150 yard walk to the of the slopes and village. The kitchenette has granite counter-tops and stainless steel appliances including a mini-fridge, 2 burner stov
Hot HOT 11
Fraser Crossing 3518
Condo -
Bathrooms 1 baths
Guests 2 guests
Rating 4.7 13
An open floor plan compliments the 1,200 square feet of interior space of this 2 bedroom unit on the first floor.In the living room, modern mountain themed furnishings surround the gas fireplace, TV and VCR. Guest will also enjoy the queen sofa sleeper and free Wi-Fi access in the unit. No air conditioning.Adjacent to the main living room, there i
Timber Run Evergreen Unit 102
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Kings Crossing 12 welcomes you with the unloading zone at the entry with plenty of places to store coats and boots. The indoor hot tub is accessible from the front door to help round out the adventures of the day. Perfect downtown Winter Park location for this family friendly townhome with private indoor hot tub. A choice of restaurants, the Grand
Kings Crossing Townhome 12
Townhome -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 6
Hardwood flooring throughout compliments the beautiful kitchen with new wood cabinets, stainless steel appliances and counter tops including a breakfast bar with seating for 4 people. In the dining area a large table comfortably seats up to 6 and has a large window to take in view. This unit is on the third floor of the building so it will offer v
Hot HOT 10
Beaver Village Unit #1734R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4 2
The main living room area offers comfortable chairs and sofas to relax and enjoy the gas fireplace, flat screen TV, DVD and Blue Ray disk player. The queen sofa sleeper offers an additional sleeping area. No air conditioning.In the dining room that overlooks the living room, there is seating for 8 persons to enjoy breakfast, lunch and dinner.Adjac
Lion's Gate Pines Unit 107
Condo
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
A cozy vacation rental experience awaits you in this 1 bedroom condo that will sleep 4 and provides ski-in/ski-out access to the slopes at Winter Park Resort.The kitchen area has been updated with new cabinets with tiled counter-tops, tile floors, new appliances, 2 seats at the counter and an open view of the main living room. No air conditioning.
Iron Horse Building D Unit 4104
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.4 7
This ground floor condo has updated throughout and is located in building 1 which is close to the shuttle stop on Highway 40 and an easy walk to the clubhouse. There is hardwood flooring throughout main living area with a large comfortable sectional sofa for you to enjoy watching the flat screen tv and gas fireplace and an extra set of windows to b
Beaver Village Unit #0111
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 5
This classic condo resides at the Iron Horse Resort offering slope-side access to the slopes of the Winter Park Resort in this 2 bedroom, 3 bath for up to 9 people.The dining and kitchen area are adjacent to each other with granite counter-tops, dining table, tiled floors and newer appliances. Stackable washer dryer included. The large dining area
Hot HOT 15
Iron Horse Building J Unit 1309
Condo -
Bedrooms 2 bedrooms
Bathrooms 3 baths
Guests 9 guests
Rating 4.6 9

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