Winter Holidays in Winter Park CO

Spend the Holiday's in Winter Park Colorado

Experience the enchantment of Winter Park during the winter holidays and immerse yourself in the beauty of this delightful town at its peak season!

Whether you require a spacious residence for family gatherings  to enjoy football games or a cozier setting for a more intimate celebration, consider reserving a large home for your President's Day Weekend in a picturesque, snow-laden escape!

Discover the ideal holiday accommodation in Winter Park Colorado! Our diverse vacation rental options cater to every member of your holiday group.  Gather around the inviting fireplace while admiring the snowfall  through the window or opt for a ski-in/ski-out property for convenient access to the slopes this winter.  Celebrate a holiday weekend in Winter Park to usher in the New Year, with an abundance of exciting activities, restaurant promotions and the perfect location to bid farewell to 2024 and embrace 2025!

            Popular Searches:  Private Homes,Luxury Vacation Rentals, Pet Friendly Rentals, Downtown Winter Park, Condo Complexes,                                Base Village at Winter Park Resort, Ski Group Rentals and Granby Ranch

  Search All Holiday Rentals Below


        MLK Weekend
    Winter Park serves as an excellent                  location for your long weekend in                    January, providing an opportunity to              relish an extra day of skiing, along with a      variety of outdoor activities suitable              for all age groups!

Search MLK Weekend Rentals


New Years Eve

Ring in the new year in a place you love with a price you and your partner will ABSOLUTELY LOVE!

Search NYE 2024 Rentals



Spring Break Trips

Experience a great spring break experience!  Enjoy the spring mountain sunshine and fresh powder.  Explore our diverse range of rentals, catering to every budget and taste for groups large and small.

Spring Break Trips 2025

  There is never a bad time to visit              Winter Park

    Winter or Summer, all you have to do is give us a call! We are local reservationist are here to help you         plan your trip to Winter Park Colorado. 

Winter Weather Favorites 

Summertime Adventures

Properties Available 227 properties available
A comfortable studio apartment situated on the ski access level, providing convenient entry to the slopes of the Winter Park Resort.The kitchen exudes a contemporary aesthetic, featuring newly installed cabinets, granite countertops, tiled flooring and modern appliances. The sightline from the kitchen to the open-concept living area creates an ide
Iron Horse Building D Unit 5054
Iron Horse Building D Unit 5054
Condo -
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 6
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This luminous studio features vaulted ceilings that enhance the spaciousness of the condominium situated on the top floor of the Fraser Crossing building. Its exceptional location is unparalleled, being just a 150 yard stroll to the slopes and the village. This charming unit encompasses 443 square feet and features several interior enhancements, p
Fraser Crossing 3618
Fraser Crossing 3618
Condo -
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 6
View Property Details
A cozy, pet friendly studio apartment located on the second floor, offering easy access and a delightful view of the mountains and surrounding landscape.The kitchenette is fully equipped with modern cabinetry, countertops, and hardwood flooring throughout the unit, complemented by contemporary appliances. Next to the kitchenette, the dining area a
Hot HOT 15
564 Silvercreek Inn
564 Silvercreek Inn
Condo Pet Friendly
Bathrooms 1 baths
Guests 2 guests
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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
Hot HOT 13
Snowblaze Condos Building E unit 310
Snowblaze Condos Building E unit 310
Condo -
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 32
View Property Details
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 10
Fraser Crossing 3518
Fraser Crossing 3518
Condo -
Bathrooms 1 baths
Guests 2 guests
Rating 4.7 13
View Property Details
This charming studio unit is ideally situated in a prime downtown location, conveniently near various shops, restaurants, and year-round activities. The free town shuttle stops directly in front of the building, making it an excellent place to unwind after a day of outdoor enjoyment.The open floor layout features newly installed flooring across th
Hot HOT 10
Snowblaze Condos Building E Unit 102
Snowblaze Condos Building E Unit 102
Condo -
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 26
View Property Details
The living room exudes a warm and inviting ambiance, enhanced by the luxurious leather sofa and furnishings. You can relish the comfort of the gas fireplace, watch programs on the flat screen TV and take a quick escape to the private patio.Experience this renovated condominium featuring granite countertops in the kitchen, complemented by modern ap
Hot HOT 11
Beaver Village Unit #1612R
Beaver Village Unit #1612R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.6 5
View Property Details
The main living area radiates a warm and inviting ambiance, offering seating for four at the kitchen bar, complemented by a more intimate arrangement for two. Additional ottomans can be utilized to accommodate up to four guests at the table, making it an ideal setting for celebrating the daily accomplishments in the great outdoors. From the welcomi
Beaver Village Unit #1531R
Beaver Village Unit #1531R
Condo
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
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The Telemark townhomes offer opulent interior design and premium finishes that provide an exquisite retreat. Each unit is equipped with standard features such as four-panel interior alder doors and trim, pendant-style lighting and an energy efficient radiant heating system. Ideally situated in downtown Winter Park, these townhomes are in proximity
Hot HOT 14
Telemark Townhomes Unit 514
Telemark Townhomes Unit 514
Condo - Pet Friendly
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 49
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The bedroom in this one bathroom condo features a Queen bed and a flat screen TV, along with an attached bathroom that has been recently renovated with a new dual vanity and tub/shower combination. An additional sleeping area is available in the main living room on the sofa sleeper. Please note that there is no air conditioning in this unit.The k
Beaver Village Unit #0221R
Beaver Village Unit #0221R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 1
View Property Details
The renovated master bedroom features an en-suite bathroom with heated floors, a new tiled shower and bathtub, dual vanity sinks, a queen-sized bed and a TV. The elegantly renovated kitchen in this 1 bedroom condo rental features stunning black granite counter tops, oak cabinetry and radiant in-floor heat ideal for those cold mornings!The dining s
Beaver Village Unit #0621R
Beaver Village Unit #0621R
Condo
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
View Property Details
The expansive kitchen features newly installed countertops, wooden cabinetry and modern appliances, complemented by a breakfast bar. The dining area provides additional seating for up to four individuals. In the living room, comfortable sofas create an inviting atmosphere for relaxation, allowing guests to enjoy the flat screen TV, gas fireplace a
Beaver Village Unit #1923R
Beaver Village Unit #1923R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.7 7
View Property Details

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