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.
229 properties available
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
3
bedrooms
2
baths
8
guests
This fully renovated unit has been transformed into a luxurious, high-end themed vacation condominium, featuring thoughtful comforts and entertainment options in every room of this 1,592 square foot ground floor residence.The expansive open floor plan integrates the living, dining and kitchen spaces, featuring hardwood flooring throughout. The liv
Iron Horse Building H Unit 2408
Condo -
2
bedrooms
3
baths
6
guests
4.9
11
This lovely townhome in Fraser is pet-friendly and offers a peaceful rental option while still being conveniently located near various outdoor activities available throughout the year. Situated at the Cabins of Porcupine Ridge, this spacious 3-bedroom unit can accommodate up to 8 individuals, boasting stunning views and an open floor plan.On the ma
500 North Lupine
Private Vacation Home -
3
bedrooms
3
baths
8
guests
4.9
33
This spacious and attractive residence provides breathtaking mountain vistas and an excellent rental option for tranquility, capable of accommodating 6 individuals and welcoming pets.The main level features an open floor plan that includes the living, dining, kitchen areas, along with a half bathroom. The living room provides a cozy space to unwin
2002 Lupine Lane
Private Vacation Home -
3
bedrooms
2
baths
6
guests
5
11
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
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
4.7
13
The exclusive terrace associated with the third floor unit in the building presents scenic views of the Winter Park Resort, serving as a tranquil area to appreciate the outdoors. It has recently undergone updates, making it an excellent choice for your upcoming Winter Park getaway. The open-concept layout includes a well-equipped kitchen, complete
Beaver Village Unit #0931
Condo -
2
bedrooms
2
baths
6
guests
4.7
8
Our Gore Pass residence is ideal for outdoor enthusiasts, anyone seeks a pet friendly home rental, hunting parties or those seeking a tranquil retreat. During winter, guests can access snowmobile trails, while in summer, ATV and mountain bike trails are just steps away. Steamboat 53 miles, Breckenridge 65, Keystone 56, Granby Ranch 46, Vail 81,
2665 Golden Edge Drive
Cabin -
4
bedrooms
3
baths
14
guests
5
1
Our Valley View residence is an upscale contemporary getaway situated at Granby Ranch offering amenities not found in other nearby homes. Guests can relish the stunning mountain vistas from 1,000 square feet of covered patio, which includes a gas grill and various dining and lounge spaces and allows up to 2 dogs. This home comfortably hosts up to
935 Lone Eagle - Valley View
Private Vacation Home -
4
bedrooms
3
baths
12
guests
5
4
Organize your escape to this splendid pet friendly vacation residence in Winter Park Colorado. This expansive home provides all the comforts and amenities essential for an ideal family holiday, featuring three bedrooms and 2,790 square feet of living space spread across three levels, all just minutes from Winter Park Resort. The primary level feat
12 Yukon Lane Townhome
Private Vacation Home -
3
bedrooms
2
baths
8
guests
4.8
22
This two bedroom unit at Trailhead Lodge is ideal for a winter or summer retreat in the Colorado Rocky Mountains. Gather your family and furry friend for a luxurious yet approachable escape.The unit located on the second floor can be reached by elevator and features a tastefully decorated living room with expansive windows that provide scenic view
Trailhead Lodges 422
Condo -
2
bedrooms
2
baths
6
guests
4.8
27
This condominium features two bedrooms and two bathrooms, encompassing a total area of 950 square feet. It boasts an open floor plan, enhanced by newer carpeting throughout and a modern kitchen equipped with stainless steel appliances. Located on the third floor, this unit does not have elevator access; the elevator services only the parking level
Silverado II Unit 334
Condo -
2
bedrooms
2
baths
6
guests
5
4
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