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.
230 properties available
This charming two-bedroom, two-bathroom condominium located in the Reserve at Ten Mile Creek Apartments offers breathtaking mountain vistas and convenient access to a variety of outdoor pursuits, making it perfect for enthusiasts of nature. The unit features a spacious open layout, a contemporary kitchen, and an abundance of natural light. Situated
Ten Mile H-302
Condo -
2
bedrooms
2
baths
6
guests
4.8
5
In the open floor plan, the living room has a gas fireplace and flat screen TV surrounded by comfortably furnishings. Additional amenities include local telephone access, free Wi-Fi, DVD and Blue Ray disk player and queen sofa sleeper. No air conditioning.Located behind the living area is the dining room. This area has lots of windows, solid wood
Lion's Gate Pines Unit 121
Condo
3
bedrooms
2
baths
8
guests
Experience this renovated condominium featuring granite countertops in the kitchen, complemented by modern appliances, hardwood flooring and cabinetry. A compact island provides a convenient space for two individuals to enjoy a quick meal. The primary dining area is equipped with a spacious table that accommodates six guests.The living room exude
Beaver Village Unit #1612
Condo -
2
bedrooms
2
baths
6
guests
4.8
13
The hardwood flooring enhances the elegance of the kitchen, which features new wood cabinets, stainless steel appliances and countertops that include a breakfast bar accommodating four individuals. In the dining area, a spacious table can comfortably seat up to six people and is complemented by a large window that provides a scenic view. Situated
Beaver Village Unit #1734R
Condo -
1
bedrooms
1
baths
4
guests
4
2
The kitchen is aesthetically pleasing and well-lit, featuring modern cabinetry, pendant lighting, new countertops, and stainless steel appliances, fully equipped for meal preparations. The adjoining dining area accommodates up to six individuals, with extra bench seating and spaces at the breakfast bar, allowing for a total of ten place settings.T
Beaver Village Unit #0833
Condo -
3
bedrooms
2
baths
10
guests
5
11
Indulge in the serenity of a delightful cabin tucked away in the woods but conveniently close to town, providing modern conveniences for your next getaway. Revel in a peaceful escape and a stunning night sky filled with countless stars. This charming cabin comfortably accommodates up to 6 guests and is positioned on a generous acreage, just a quic
383 County Road 508
Cabin -
3
bedrooms
1
baths
8
guests
4.8
26
Experience one of the finest vistas in Winter Park at this Arrow townhome. Spanning three levels, this tri-level residence is ideally situated on Main Street in downtown Winter Park, making it an excellent choice for your upcoming mountain getaway. The townhome boasts a generous 1,436 square feet of living space across four levels, featuring thre
Arrow at Winter Park Unit 274
Townhome -
3
bedrooms
3
baths
10
guests
4
1
The newly installed carpeting and contemporary furnishings will enhance your retreat; this family friendly condominium provides an excellent location for your year-round Winter Park escape. Situated on the ground level of the building, this unit features a private deck that offers a serene forest view, perfect for unwinding with a morning coffee or
Beaver Village Unit #1714
Condo -
2
bedrooms
2
baths
6
guests
4.8
17
This studio unit, encompassing 443 square feet, has been thoughtfully renovated and features new flooring and furnishings. Situated on the fifth floor, it offers stunning views of the Winter Park Resort and is conveniently located just a 150-yard walk from the slopes and the village. The kitchenette is equipped with granite countertops and stainles
Fraser Crossing 3518
Condo -
1
baths
2
guests
4.8
15
This condominium features one bedroom, one bathroom and is equipped with all the necessary amenities. It is located on the second floor and includes a private deck with views of the Winter Park Resort. The kitchen is fully stocked with utensils, dishes, pots, pans, a coffee maker, microwave and has seating for two at the breakfast bar.The dining a
Beaver Village Unit #0623R
Condo -
1
bedrooms
1
baths
4
guests
4.6
6
This Winter Park family getaway offers a spacious and wonderful 2-bedroom accommodation. Situated on the ground floor of building 2, it provides convenient access to the free town shuttle and main clubhouse.This unit has undergone an amazing renovation, featuring hardwood flooring throughout the main open floor plan that perfectly complements the
Beaver Village Unit #0211
Condo -
2
bedrooms
2
baths
6
guests
5
3
This lovely, renovated 3-bedroom unit features 2 levels on the second floor of the building, providing a tranquil environment and convenient access to downtown Fraser’s dining options and breweries. The hourly shuttle to Winter Park Ski Resort stops near the main entrance. An ideal family condo that accommodates up to 9 guests, it is located next t
Twin Rivers Vasquez 3
Condo -
3
bedrooms
2
baths
9
guests
4.7
21
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