Winter Holidays in Winter Park CO

Spend the Holidays 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 Winter Park or Granby Ranch getaway 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 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


     


President's Day Weekend

Enjoy a mid-February getaway to the mountains and it's close to Valentine's Day for you and your loved ones!

Search President's Day 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 229 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
Hot HOT 17
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 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 19
Fraser Crossing 3518
Fraser Crossing 3518
Condo -
Bathrooms 1 baths
Guests 2 guests
Rating 4.8 15
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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
Hot HOT 20
Fraser Crossing 3618
Fraser Crossing 3618
Condo -
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 6
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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 13
Snowblaze Condos Building E Unit 102
Snowblaze Condos Building E Unit 102
Condo -
Bathrooms 1 baths
Guests 4 guests
Rating 4.7 29
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 24
564 Silvercreek Inn
564 Silvercreek Inn
Condo -
Bathrooms 1 baths
Guests 4 guests
Rating 4.6 3
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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 26
Snowblaze Condos Building E unit 310
Snowblaze Condos Building E unit 310
Condo -
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 36
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A renovated one-bedroom vacation rental provides ample space and is situated in a tranquil setting on the third and highest floor of the building.The unit features hardwood flooring that enhances the contemporary decor and mountain lifestyle. In the living room, guests will appreciate the comfortable furnishings, a gas fireplace, a flat screen HDT
Hot HOT 24
Hi Country Haus Unit 2506
Hi Country Haus Unit 2506
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 23
View Property Details
A vintage one-bedroom condominium provides a cozy rental option, featuring a private balcony and situated on the ground floor of the building allowing for convenient access to parking and the complimentary town shuttle service.In the primary living area, unwind by the gas fireplace, enjoy the television equipped with a VCR, and make use of the quee
Hot HOT 20
Hi Country Haus Unit 2501
Hi Country Haus Unit 2501
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.5 9
View Property Details
Adventure awaits! We are thrilled to offer our cozy mountain retreat to you. Our condo is ideally situated just a short 10-minute drive or shuttle ride away from winter skiing and surrounded by summer outdoor activities. Winter Park is a mere 6 miles away and easily accessible via the complimentary shuttle service for all your seasonal adventures.
Hot HOT 16
Waterside West A303
Waterside West A303
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 33
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The living room features a fireplace that is ideal for chilly evenings in both summer and winter. Take a look at the collection of books in the owner’s library, neatly arranged along the wall, perfect for days when you feel like staying indoors and reading a book or watching a movie on the flat screen TV. Guests also have access to the private pat
Hot HOT 14
Beaver Village Unit #0711R
Beaver Village Unit #0711R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 7
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This property offers an excellent setting for a small family or a couple seeking to experience downtown Winter Park, along with convenient access to local attractions. The updated one bedroom unit is located on the second floor, featuring a shuttle stop directly outside and a recreation building adjacent to the unit. The kitchenette is equipped wit
Hot HOT 11
Hi Country Haus Unit 0309
Hi Country Haus Unit 0309
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.6 10
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The living area features exotic jewel tones on the walls, complemented by furnishings and accessories in similarly warm and rich hues. This ground floor unit offers the enjoyment of a gas fireplace, a flat screen TV and a private patio. This vacation rental boasts modern enhancements in the kitchen, including new cabinetry and fixtures, as well a
Hot HOT 27
Beaver Village Unit #1113R
Beaver Village Unit #1113R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 1
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