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.
215 properties available
Rated 5 stars, guests will love this completely remodeled two bedroom condo!The vacation rental has a new kitchen with pendant lighting, bright cabinets, stainless steel appliances and granite counter tops. The open floor plan consists of a living room and dining room with table large enough to accommodate six. A plush couch and chair with fireplac
Beaver Village Unit #0721
Condo -
$197.00 - $445.00 / per night
2
bedrooms
2
baths
6
guests
5
2
A wonderful vacation rental that feels like a home away from home with its distinct lodge feel with rich wood and plush furnishings in the main living area. Relax and enjoy the flat screen TV and gas fireplace – perfect for a cozy evening. Guest can also access the private deck from this room to enjoy the forested view off the second floor of the
Beaver Village Unit #1123R
Condo
$150.00 - $404.00 / per night
1
bedrooms
1
baths
4
guests
A beautiful pet friendly townhome is in Fraser offering a quieter rental but still close to all the year-round outdoor activities. This spacious and wonderful townhome at the Cabins of Porcupine Ridge, this 3-bedroom unit offers something for everyone and will sleep up to 8 persons with great views and an open floor plan. On the main level is an op
500 North Lupine
Private Vacation Home -
$294.00 - $865.00 / per night
3
bedrooms
3
baths
8
guests
5
21
This non smoking and no pets allowed unit is on the second floor and offers a 1 car garage for parking and private deck with stunning mountain views and a total of 1,200 square feet of living space.In the open living room, a gas fireplace has a cedar panel accent, comfortable furnishings, TV with VCR, queen sofa sleeper, free Wi-Fi access and no a
Timber Run Dogwood Unit 204
Condo
$173.00 - $515.00 / per night
2
bedrooms
2
baths
6
guests
A lovely, spacious and remodeled two bedroom offers a great spot for you and your family to enjoy the Winter Park area. There is hardwood flooring throughout for the true mountain lodge feeling accenting the mountain décor. A large kitchen has new counter tops, wood cabinets and appliances with breakfast bar seating for 4 persons. In the dining a
Beaver Village Unit #1923
Condo -
$197.00 - $493.00 / per night
2
bedrooms
2
baths
6
guests
4.8
6
A very spacious 1,085 square foot rental, this 2 bedroom 2 bathroom condo offers view, master suite and a great spot for families or small group.The open living room is part of the open floor plan and has been comfortably furnished, wood burning fireplace, 50" Flat screen Smart TV, queen sofa sleeper and access to the 38 ft long private deck overlo
Hi Country Haus Unit 2111
Condo -
$200.00 - $446.00 / per night
2
bedrooms
2
baths
6
guests
4.6
6
The ideal location for this unit in building number 2, close the main clubhouse and free town shuttle stop. This unit has also been recently remodeled for maximum comfort.A new kitchen with updated counter tops, cabinets and new flooring add a sparkle to the kitchen area. The open floor plan creates the feel of extra space for the living room and
Beaver Village Unit #0221
Condo -
$197.00 - $493.00 / per night
2
bedrooms
2
baths
6
guests
5
2
This updated 3 bedroom has bonus bunk room to sleep up to 9 people and how can you not say yes to a rooftop hot tub and is pet friendly for your next downtown Winter Park getaway! A heated garage is an ideal spot to store all your skis, snowboards, bikes, and boots; and 2 cars can be parked in tandem here. Entering the townhouse from the garage, yo
Arrow at Winter Park Unit 286
Townhome -
$330.00 - $1,500.00 / per night
3
bedrooms
3
baths
9
guests
4.8
27
A comfortable 3 bedroom 2 bathroom unit on the first floor, this rental has 1,212 square feet of living space with a split level interior floor plan.A large open living room includes a flat screen TV, DVD,Blue Ray disk player, free in unit Wi-Fi access and queen sofa sleeper. No air conditioning.Overlooking the living room is the main dining area
Lion's Gate Pines Unit 104
Condo
$273.00 - $792.00 / per night
3
bedrooms
2
baths
8
guests
This Winter Park condo fits all the requirements on your vacation rental list – contemporary furnishings, decor and accessories take you back to the 60's and 70's but with a modern touch from today. Located on the ground floor, easy access to and from the main parking lot when you arrive on your vacation to the open floor plan of the unit. This ar
Beaver Village Unit #1112
Condo -
$263.00 - $748.00 / per night
3
bedrooms
2
baths
8
guests
5
3
Beautiful and spacious pet friendly 3 bedroom unit right from the heart of downtown Winter Park, this Trailhead Lodge unit has a wonderful view off the back deck of the Winter Park Ski Resort and downtown area of Winter Park a great place to drink morning coffee, outdoor dining area or a great spot to enjoy the evening sunsets.Families or small gro
Trailhead Lodges 131
Condo -
$269.00 - $644.00 / per night
3
bedrooms
2
baths
9
guests
5
21
Located in Winter Park Colorado this vacation rental is within easy walking distance to town and minutes from Winter Park Resort with all the comforts of home in this lovely 2 bedroom 2 bathroom at Beaver Village on the 2nd floor of the building.Guests will enjoy the open living floor plan with a fully stocked kitchen, complete with dishes, table w
Beaver Village Unit #0823
Condo -
$197.00 - $493.00 / per night
2
bedrooms
2
baths
6
guests
5
5
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