Flexible Stays
Flexible Stays & Same Day Bookings
Discover the perfect last-minute escape in Winter Park Colorado. Explore our extensive range of short-term rentals situated in Winter Park CO. Whether you plan to stay for just one night or a whole week, take advantage of our convenient same-day booking option when you book directly with us. Don't miss out on our latest weekly discount rates - secure the best price by staying for 5 nights or more!
Have your choice of Colorado Vacation Rentals in Winter Park from Cabins and Private Homes to Condos , Townhomes.
216 properties available
This first floor unit offers a private balcony with mountain views, 1 car garage parking with 2 bedrooms and 2 bathrooms. Please note that there are a few steps that are from the parking lot level into the building.In the main living room, an open floor plan is complimented by a southwestern pattern on the sofa and over stuff chair, gas fireplace,
Timber Run Cedar Unit 2
Condo -
2
bedrooms
2
baths
6
guests
4
1
This unit is on the second floor of the building and has 1,128 interior square feet of living space with 3 bedrooms and 2 full bathrooms.In the main living room area, guests can enjoy the gas fireplace, flat screen TV, DVD, Blue Ray disk player, free Wi-Fi access and a queen sofa sleeper. No air conditioning.A separate dining area is adjacent to t
Lion's Gate Pines Unit 110
Condo
3
bedrooms
2
baths
8
guests
The attractive furniture in the primary living space provides an excellent area to unwind, appreciate the gas fireplace, flat screen TV and entrance to the secluded patio. A modernized dining space accommodates seating for four individuals.The renovated kitchen features hardwood flooring, granite countertops, stainless steel appliances and wooden c
Beaver Village Unit #0412R
Condo
1
bedrooms
1
baths
4
guests
Located on the first floor of the building, this unit has a split level interior with 1,212 square feet with 3 bedrooms and 2 bathrooms.The main entrance of the unit is to the open living room with a flat screen TV, DVD, Blue Ray disk player, gas fireplace, free in unit Wi-Fi access and queen sofa sleeper. No air conditioning.A comfortable dining a
Lion's Gate Pines Unit 120
Condo
3
bedrooms
2
baths
8
guests
This roomy townhome provides 1,596 square feet across two levels and is suitable for pets! The upper level features high ceilings with ceiling fans and the appearance of a genuine log cabin in the spacious layout that includes the living, dining and kitchen spaces. The kitchen is equipped with stainless steel appliances, granite countertops, sturdy
45 Reunion Court - Rendezvous
Private Vacation Home -
3
bedrooms
3
baths
10
guests
4.5
2
This exceptionally spacious condominium is situated just off Main Street in downtown Winter Park, offering stunning mountain views and convenient access to shops, restaurants, outdoor activities and various events.The Moose Haven, aptly named for its mountain-themed décor, has undergone a comprehensive renovation, making it an exceptional vacation
Snowblaze Condos Building C unit 24
Condo -
2
bedrooms
2
baths
6
guests
4.9
43
This beautifully renovated two bedroom condominium enhances your Winter Park getaway significantly. Situated on the third floor, this unit features vaulted ceilings in the spacious open-concept main area. The hardwood flooring throughout perfectly complements the stunning kitchen, which boasts new wood cabinetry, stainless steel appliances and co
Beaver Village Unit #1734
Condo -
2
bedrooms
2
baths
6
guests
4.7
4
This ground floor unit offers 1,450 square feet with Wi-Fi access and 3 bedrooms and 2 full bathrooms.In the main living room, wood exposed beams accent the southwestern decor. Guests will enjoy the TV, VCR, private balcony and queen sofa sleeper and free Wi-Fi access. No air conditioning.In a separate alcove area off the living room, there is a s
Timber Run Aspen Unit 2
Condo -
3
bedrooms
2
baths
8
guests
4.5
2
A spacious 3 bedroom unit with 2 interior levels has 1,212 square feet of living space.The living room has a mountain themed decor with gas fireplace, flat screen TV, DVD, Blue Ray disk player, telephone, free in unit Wi-Fi access and queen sofa sleeper. No air conditioning.In an alcove area adjacent to the living room, is the dining area with sol
Lion's Gate Pines Unit 105
Condo
3
bedrooms
2
baths
8
guests
Kings Crossing 12 invites you to its unloading area at the entrance, which offers ample space for storing coats and boots. The indoor hot tub, conveniently located near the front door, provides a perfect way to unwind after a day of activities. This family-friendly townhome boasts an ideal location in downtown Winter Park close to a selection of re
Kings Crossing Townhome 12
Townhome -
3
bedrooms
3
baths
8
guests
5
8
This expansive two bedroom accommodation, which comfortably sleeps six, boasts a bright and welcoming atmosphere complemented by stunning views of the surrounding forest from its two private decks located on the second floor. Conveniently situated just minutes from downtown Winter Park and approximately three miles from the Winter Park Resort, it
Silverado II Unit 224
Condo -
2
bedrooms
2
baths
6
guests
3
1
The warm mountain ambiance created by the rich wooden furniture and decorations beautifully contrasts with the bright, airy wall colors and high vaulted ceiling in this three bedroom unit on the third floor. Guests will find convenient access to the main clubhouse, located in the adjacent building as well as the free town shuttle stop nearby.The ki
Beaver Village Unit #0131
Condo -
3
bedrooms
2
baths
8
guests
4.8
5
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