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 268 properties available
Welcome to our condo at The Reserve at Ten Mile Unit D-104.This exceptionally modern two-bedroom condo offers an open floor plan, ground floor location, private patio and washer and dryer.The unit features a generous open floor plan that includes the living, dining and kitchen areas. In the living area you can relax on the comfortable furnishings,
Hot HOT 10
Ten Mile D-104
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 4.9 12
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.
Beaver Village Unit #1932
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 19
This Winter Park condominium meets all the criteria on your vacation rental checklist, featuring contemporary furnishings and decor that evoke the essence of the 1960s and 1970s, while incorporating a modern flair touch from the present day. Situated on the ground floor, this unit offers convenient access to the main parking lot upon your arrival f
Beaver Village Unit #1112
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 25
Welcome to our condo at Eagle Ridge on the Summit unit 20.This cozy, nicely maintained Pet Friendly condo offers a quiet yet convenient base for your mountain getaway—whether you’re here for outdoor adventures, family time, or a peaceful escape where mountains, trees, and nature surround you. Located in Fraser, minutes from Winter Park, this well-
Eagle Ridge on the Summit Unit 20
Condo - Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 5
Welcome to our home at 233 Tabernash Drive.Uncover a delightful mountain getaway situated on 3 private acres in the Winter Park Highlands, providing an exceptional level of privacy with no visibility to adjacent residences, complemented by an aspen grove that serves as a natural barrier from the road. The property boasts ample outdoor space and bre
Hot HOT 22
233 Tabernash Drive
Private Vacation Home -
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 13 guests
Rating 5 2
Adventure awaits no matter the season at this fantastic family and pet friendly condo! This condo offers a beautiful and comfortable place to stay. It is located in a great area with easy access to a golf course, stores, and town, making it ideal for a family vacation. Guests appreciate the spectacular views and comfortable beds, ensuring a pleasan
Lakeview #B5
Townhome - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.8 8
Welcome to our home at 238 Night Hawk.The perfect mountain home getaway - outdoor private hot tub, 4 bedroom 3.5-bath and comfortably sleeps 12, vaulted ceilings, private deck with views, ideal for a large family or two families traveling together and located in a wonderful neighborhood near the Granby Ranch Resort and centrally located to all the
238 Night Hawk Home
Private Vacation Home -
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 5 3
Our Hideaway Station unit 202 is a perfectly situated 2 bedroom condo in the heart of downtown Winter Park and walking distance to a number of restaurants, shops, activities and the free town shuttle stops in front of the complex on Main Street. This stunning condo offers breathtaking mountain views from the private deck and an ambiance that blends
Hot HOT 15
Hideaway Station E #202
Condo - Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 51
This condo rental is perfectly suited for two couples or singles seeking the comfort of private sleeping quarters, featuring queen beds equipped with new mattresses and a vanity sink in each bedroom. The unit has been updated to feature a flat screen HDTV positioned adjacent to the wood-burning fireplace, along with a VCR and DVD player, all compl
Hi Country Haus Unit 0705
Condo -
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 6 guests
Rating 4.8 59
Why You’ll Love this Colorado Escape• A 5-minute stroll to the local shuttle for easy access to Winter Park Resort• Mountain views from both the living area and bedroom• Complimentary Wi-Fi and a coin-operated laundry facility are provided • Access to common area amenities including a lounge to relax in • Professionally Managed by Stay Winter Park
Hot HOT 13
Winter Park Meadows C1
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 1
This cheerful and inviting studio condominium situated in Winter Park is ideally positioned along the local free shuttle route and is merely minutes away from Winter Park Resort. Nestled in the vibrant downtown area, this studio condominium at Snowblaze Condos and Athletic Club ensures that you will have access to all the premier activities the tow
Snowblaze Condos Building E unit 310
Condo -
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 102
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 -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 53

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