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 RentalsPet Friendly RentalsDowntown Winter ParkCondo Complexes, Townhome rentalsWinter Park Base Village and Ski In Ski Out

Other popular options include Fraser, TabernashGranby  and Grand Lake.

Properties Available 200 properties available
Welcome to our townhome at Timbers 5-2! This charming and recently built 2-bedroom townhome features scenic forest views, a private balcony, parking for one car in the garage, and an outdoor hot tub. Situated in Fraser, this delightful townhome is a newer construction that provides a tranquil rental experience while remaining conveniently close to
Hot HOT 13
Timbers 5-2
Townhome -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 11
Guests are sure to appreciate the tastefully renovated condo located on the third floor, which guarantees tranquility due to the absence of occupants above, ensuring a peaceful environment.The vaulted ceilings contribute to an enhanced feeling of spaciousness in the primary living area, complemented by charming peek-a-boo views of Continental Divid
Hot HOT 11
Beaver Village Unit #2031
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 15
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
Hot HOT 13
Fraser Crossing 3518
Condo -
Bathrooms 1 baths
Guests 2 guests
Rating 4.9 56
The wonderfully modern and spacious home is the ideal spot for you and your family to enjoy plenty of views and year round mountain adventures. The tri-level floor plan offers 2 living spaces, 2 car garage, additional driveway parking, private deck, 4 bedrooms and 4 ½ bathrooms - each bedroom has its own bathroom plus an office area with a single
Specials Tag Special
New Featured Properties

Browse our selection of new properties to our program and save 15% off 2 nights or more on your stay with promo code NEWUNIT.

*Offer is valid on new online bookings for 2+ night staysCannot be combined with other offers. Other exclusions and restrictions may apply to select properties.

892 Saddle Ridge
Private Vacation Home -
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 9 guests
Rating 4.8 7
A generously sized and newly updated two bedroom condominium provides an excellent location for families to appreciate outdoor activities and discover the attractions of downtown Winter Park.The spacious living room features hardwood flooring, access to a private deck with forest and river views, a gas fireplace, modern furnishings, a flat screen T
Hot HOT 12
Hi Country Haus Unit 2110
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 27
Why You’ll Love this Colorado Escape• Covered deck providing stunning mountain views• Entirely renovated corner unit featuring open floor plan and wood burning fireplace• Access to an expansive recreation center with indoor pool and hot tubs• Walkable to Main Street and steps from complimentary town shuttle• Professionally Managed by Stay Winter Pa
Hot HOT 15
Hi Country Haus Unit 1618
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.8 25
Discover the vibrant downtown Winter Park from this completely refurbished three bedroom condominium with stunning views, additional amenities and ample space, it serves as an ideal retreat for enjoyment throughout the year.This corner unit located on the third floor features a private entrance and is adorned with numerous windows and a skylight, a
Hot HOT 13
Hi Country Haus Unit 2115
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 58
Welcome to our condo at Hi Country Haus Unit #1114! This updated condominium and inviting condo provide a perfect location for your upcoming visit to Winter Park.Located just half a block from the main street, featuring hardwood floors, modern appliances, and clubhouse amenities, it serves as an excellent rental option for guests looking for comfor
Hot HOT 11
Hi Country Haus Unit 1114
Condo
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
This completely renovated one bedroom unit located on the first floor offers an excellent opportunity to enhance your upcoming Winter Park retreat.This condominium is an end unit featuring an additional window in the main living area. It includes a comfortable sofa, which also serves as a sofa sleeper for those requiring extra sleeping accommodati
Hot HOT 11
Hi Country Haus Unit 0406
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.7 47
Situated on the third floor for enhanced tranquility, this charming two bedroom unit features vaulted ceilings that provide ample natural light in the living space. It is furnished for comfort, making it an ideal setting for enjoying games, movies or your preferred TV programs on the flat screen TV, complemented by the warmth of the gas fireplace.
Hot HOT 12
Beaver Village Unit #1932
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 19
Welcome to our townhome at Red Quill unit 210.With ample space to spread out and a layout designed for privacy and comfort, this townhome is ideal for families, couples traveling together, or multi-generational vacations. Book your stay today and experience the best of Winter Park—a luxurious, perfectly located mountain escape designed for year-rou
Hot HOT 10
Red Quill 210
Townhome -
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 9 guests
Rating 5 44
An upgraded two bedroom townhome offers a generous 880 square feet across two levels of interior space. This rental property maintains a strict no smoking and no pets policy. The unit provides numerous vantage points overlooking the Continental Divide, as well as the surrounding valley and forest. The primary living area features an open layout,
Hot HOT 13
Hideaway Village Columbine 7
Townhome -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 3.5 2

Tell us what you're looking for and someone will contact you with available options.

By providing your phone number, you agree to receive text messages from our company. Message and data rates may apply. Message frequency varies.
I agree