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!



  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. 


Properties Available 143 properties available
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 scree
Hi Country Haus Unit 2506
Condos -
Bedrooms 1 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.8 (24)
This inviting, renovated condominium offers picturesque views of the Fraser River, making it an ideal rental for visitors seeking relaxation and enjoyment in Winter Park. It is situated on the building’s first floor.  The unit features stunning hardwood flooring that enhances the contemporary design and new furnishings.  In the
Hi Country Haus Unit 1503
Condos -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 (17)
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
Telemark Townhomes Unit 514
Condos -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 (59)
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
Beaver Village Unit #0221R
Condos -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 (1)
The 1 bedroom condominium with 607 square feet, is situated on the ground floor of the building, offering convenient access to the main clubhouse located just across the parking lot, as well as the free town shuttle stop.The living room features an open floor plan with modern furnishings, creating a cozy space to relax by the fireplace and take in
Meadow Ridge Court 9 Unit 4
Condos -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 6 guests
Rating 4.7 (29)
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 accomm
Hi Country Haus Unit 0406
Condos -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.6 (9)
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 10
Snowblaze Condos Building E unit 310
Condos -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 (38)
This recently renovated one-bedroom condominium is ideal for a small family, a couple or individuals, situated in a prime ski-in/ski-out location. The kitchen features newly installed granite countertops, tiled flooring, and modern appliances, offering an unobstructed view of the main living room. It accommodates two individuals at the counter
Iron Horse Building C Unit 1023
Condos -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.5 (4)
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 a
Iron Horse Building D Unit 5054
Condos -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 (6)
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 a
564 Silvercreek Inn
Condos - Pet Friendly
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.6 (6)
The presence of vaulted ceilings in the primary living space enhances the sense of spaciousness, while the picturesque views of Winter Park Resort contribute a charming aspect to this vacation rental. The expansive dining room offers ample space for mealtime gatherings, and the main living area of the condominium features a gas fireplace that culti
Beaver Village Unit #2032R
Condos -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 (3)
The hardwood flooring enhances the elegance of the kitchen, which features new wood cabinets, stainless steel appliances and countertops that include a breakfast bar accommodating four individuals.  In the dining area, a spacious table can comfortably seat up to six people and is complemented by a large window that provides a scenic view. Situ
Beaver Village Unit #1734R
Condos -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4 (2)

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