Flexible Stays
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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.
212 properties available
This four bedroom unit features an exceptional remodel! Guests will appreciate the newly installed flooring, modern furnishings and the generous space of this condo, which comfortably accommodates up to 10 individuals. Situated on the third floor of the building, the open floor plan features a vaulted ceiling that incorporates additional windows, a
Beaver Village Unit #1134
Condo -
4
bedrooms
3
baths
10
guests
4.7
26
On the second floor of the building, this 3 bedroom 2 bathroom has 1,128 square foot unit is non-smoking and no pets are allowed with a split level floor plan. The entry level has the living room with an open floor plan for easy access to all rooms.Enjoy the gas fireplace, flat screen TV, DVD, Blue Ray disk player and free in unit Wi-Fi access. Th
Lion's Gate Pines Unit 108
Condo
3
bedrooms
2
baths
8
guests
The dining room enhances the open floor plan and features a spacious solid maple dining table, perfect for meals. It is conveniently located next to the kitchen, which is equipped with all the essential appliances, including a full refrigerator, stove, dishwasher, microwave. Additionally all necessary flatware, dishes and cookware are provided, m
Beaver Village Unit #1123R
Condo
1
bedrooms
1
baths
4
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
4.6
3
Visitors are guaranteed to appreciate the elegantly renovated kitchen, which features stainless steel appliances, granite countertops, newly installed hardwood flooring, and cabinetry, It is fully equipped with cookware, dishes and utensils. allowing for the preparation of delightful meals throughout their stay.The presence of vaulted ceilings enh
Beaver Village Unit #2032
Condo -
2
bedrooms
2
baths
6
guests
4.7
13
The renovated kitchen features tiled flooring, modern appliances, and updated cabinets and countertops. The compact center island serves as an excellent workspace or additional seating areas during meals. The unit is located on the ground floor, providing convenient access to the outdoor space.The dining area, located next to the kitchen, offers an
Hi Country Haus Unit 2201
Condo -
3
bedrooms
2
baths
7
guests
4.4
12
Upon entering through the front door, you will be welcomed by a cozy and inviting interior adorned with unique features such as hardwood floors, a stone fireplace, and breathtaking views from the private deck. This Winter Park gem boasts 4 bedrooms and 4 bathrooms, making it a rare find in the area. Perfect for a vacation getaway, this Rendezvous
25 Discovery Lane - Rendezvous
Private Vacation Home -
4
bedrooms
4
baths
10
guests
4.7
12
A cabin themed vacation condominium is ideal for families and beyond. This ground level unit offers a view of the forest and is just a short walk from the town or a brief shuttle ride to the Winter Park Ski Resort. The primary living space features hardwood flooring throughout and exceptionally comfortable furnishings, allowing for relaxation by th
Beaver Village Unit #1514
Condo -
2
bedrooms
2
baths
7
guests
5
7
This vacation rental boasts an ultra-contemporary design and elegant furnishings, featuring 1,764 square feet of living space across two levels. Numerous expansive windows allow guests to admire the stunning mountain views. The expansive living room boasts a southern exposure, offering breathtaking views of stunning sunsets. It provides direct ac
47 Lookout Point - Rendezvous
Private Vacation Home -
3
bedrooms
3
baths
10
guests
5
10
This is a first floor unit has two levels with 1,212 square feet of living space to accommodate the 3 bedrooms and 2 bathrooms.In the living room, guests will enjoy the gas fireplace, flat screen TV, DVD, Blue Ray disk player, free Wi-Fi access and extra sleeping area on the queen sofa sleeper. No air conditioning.The dining area has an open view o
Lion's Gate Pines Unit 122
Condo
3
bedrooms
2
baths
8
guests
It is essential to consider a stay at Kings Crossing 13 during your upcoming visit to Winter Park. This townhome features three bedrooms and three bathrooms and is conveniently located in downtown Winter Park, within walking distance to numerous restaurants, a movie theater with bowling alley and the Grand Park Recreation Center. Additionally, the
Kings Crossing Townhome 13
Townhome -
3
bedrooms
3
baths
8
guests
5
2
This expansive residence features beautifully modern furnishings in the living room, complete with a gas fireplace, a small deck boasting mountain views, complimentary Wi-Fi and a TV with VCR player. The open floor seamlessly integrates the dining and kitchen area. The fully equipped kitchen showcases newer cabinets, appliances, countertops and t
Winterstar Building G #3
Condo -
2
bedrooms
2
baths
6
guests
4.5
9
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