Winter Park Vacation Rentals
Winter Park Lodging Accommodations
Experience all that Winter Park has to offer by booking your stay today! At StayWinterPark, we have a wide selection of vacation rentals suitable for groups of any size. Whether you're traveling with a small group or a large one, we have the perfect accommodation for you. No matter the time of year, we can assist you in finding the ideal place to stay during your Colorado vacation.
Popular Searches: Private Homes, Colorado Cabins, Luxury Vacation Rentals, Pet Friendly Rentals, Downtown Winter Park, Condo Complexes, Townhome rentals, Winter Park Base Village and Ski In Ski Out
Other popular options include Fraser, Tabernash, Granby and Grand Lake.
268 properties available
This newly constructed, luxurious three bedroom unit is situated in the vibrant center of downtown Winter Park. The Timber Fox offers a splendid view from its private patio, overlooking the Winter Park Ski Resort and the adjacent forested landscape, making it an ideal location to unwind, savor morning coffee and utilize the BBQ grill.The primary o
Timber Fox Building B Unit 2102
Condo -
3
bedrooms
2
baths
8
guests
5
34
The living room features a vaulted ceiling that enhances the influx of delightful Colorado sunlight, creating a serene environment perfect for enjoying the wood burning fireplace or the flat screen television. The dining area accommodates up to six guests comfortably and is conveniently situated adjacent to the fully equipped kitchen, which includ
Beaver Village Unit #1934R
Condo -
1
bedrooms
1
baths
4
guests
4.9
29
Why You’ll Love this Colorado Escape• Stunning mountain and valley views from large south-facing windows• Private patio with BBQ grill and access to an open greenbelt with pond• 2-car garage featuring an EV car charger and and an entrance space for outdoor gear• Fully equipped kitchen with granite countertops and stainless steel appliances• Pet-fri
2002 Lupine Lane
Private Vacation Home -
3
bedrooms
2
baths
6
guests
4.9
76
A western themed two bedroom unit, located on the third floor of the building, offers an excellent retreat while being conveniently situated near Main Street in downtown Winter Park. Additionally, as an end unit, it ensures enhanced tranquility and seclusion.The primary living space features tiled flooring and is adorned with log themed lamps. It
Hi Country Haus Unit 1515
Condo -
2
bedrooms
1
baths
4
guests
4.8
41
This Winter Park condo offers ample space and a variety of sleeping arrangements suitable for groups, families, couples and individuals. Situated on the 3rd floor of the Beaver Village Condominiums complex, this four bedroom three bathroom unit boasts vaulted ceilings that allow for plenty of natural light to fill the space.The open floor plan is
Beaver Village Unit #0834
Condo -
4
bedrooms
3
baths
10
guests
4.6
12
This affordable condominium located in Winter Park, Colorado, features two bedrooms and encompasses 899 square feet of living area. Additionally, it offers the attractive benefit of a private balcony that overlooks the river. Constructed in 1976, the property retains several original characteristics in its furnishings but with updated bathrooms.
Hi Country Haus Unit 1908
Condo -
2
bedrooms
2
baths
5
guests
4.9
33
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
4.7
31
This beautifully appointed unit spans 1,200 square feet and is located on the building’s first floor. It is important to mention that there are roughly 6 to 8 steps leading to the unit as the ground floor accommodates a one car garage.In the primary living space, there is access to a private balcony that offers mountain views. This area features
Timber Run Dogwood Unit 8
Condo
2
bedrooms
2
baths
6
guests
Rated five stars, the fully renovated two bedroom condominium is sure to impress guests. The vacation rental features a modern kitchen equipped with pendant lighting, bright cabinetry, stainless steel appliances and granite countertops. The open-concept design includes a living room and dining area, with a table that comfortably seats six. The li
Beaver Village Unit #0721
Condo -
2
bedrooms
2
baths
6
guests
4.9
34
A gas fireplace provides a warm and welcoming atmosphere during chilly winter days and nights, as well as on the rare cool summer evenings. The living room is furnished with comfortable seating, allowing for an enjoyable experience while watching flat screen TV and it offers convenient access to the private patio from this ground floor unit. Addi
Beaver Village Unit #0712R
Condo -
1
bedrooms
1
baths
4
guests
4.9
48
Welcome to our home at Pines Mesa Cottages Unit 8.This stunning retreat in the picturesque Fraser, Colorado offers a luxurious Pet Friendly getaway with breathtaking mountain views from the private deck, private outdoor hot tub, 1 car heated garage parking, game room, vaulted ceiling and is perfect for families or groups seeking a memorable getawa
Pines Mesa Cottages #8
Townhome -
3
bedrooms
2
baths
10
guests
5
11
A cozy sectional sofa serves as an ideal place to unwind after a day of exploring the beautiful outdoors of Winter Park. The living area is enhanced by a gas fireplace and a flat screen television, while the private deck on the second floor offers a serene view of the surrounding forest. The spacious renovated kitchen features modern appliances, n
Beaver Village Unit #0821
Condo -
2
bedrooms
2
baths
6
guests
4.9
98
Tell us what you're looking for and someone will contact you with available options.
Copyright © 2026 • Stay Winter Park
All Rights Reserved.