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 MLK Winter Break 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


      Thanksgiving 
    Winter Park serves as an excellent                   location for your family's annual                     gathering, providing an opportunity to            relish both the festive occasion and              each other's presence, along with a                variety of outdoor activities suitable for        all age groups!

Search Thanksgiving 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

Coming for Christmas instead?  Book your holiday rentals here.


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 219 properties available
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 12
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 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 6125
Fraser Crossing 3618
Fraser Crossing 3618
Condo -
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 6
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 12
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
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 5700
Fraser Crossing 3518
Fraser Crossing 3518
Condo -
Bathrooms 1 baths
Guests 2 guests
Rating 4.7 13
View Property Details
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 6297
Iron Horse Building D Unit 5054
Iron Horse Building D Unit 5054
Condo -
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 6
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
Hot HOT 6467
Beaver Village Unit #1531R
Beaver Village Unit #1531R
Condo
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
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Visitors can catch sight of a moose or a fox strolling outside through the patio sliding doors or the dining room window of this lovely and updated one-bedroom condo. Positioned on the ground floor (also an end unit for increased peace and quiet).The primary living space features tiled in-floor heating, a cozy sofa with a queen-sized sofa sleeper.
Hot HOT 5457
Beaver Village Unit #0414R
Beaver Village Unit #0414R
Condo
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
View Property Details
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 6739
Hi Country Haus Unit 0309
Hi Country Haus Unit 0309
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.7 8
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
Hot HOT 6777
Beaver Village Unit #0621R
Beaver Village Unit #0621R
Condo
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
View Property Details
The dining room enhances the open floor plan and features a spacious solid maple dining table, perfect for meals. It is conveniently located next to the kitchen, which is equipped with all the essential appliances, including a full refrigerator, stove, dishwasher, microwave. Additionally all necessary flatware, dishes and cookware are provided, m
Hot HOT 6152
Beaver Village Unit #1123R
Beaver Village Unit #1123R
Condo
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
View Property Details
This expansive one bedroom , two bathroom condominium is ideally situated in downtown Winter Park, providing easy access to events, dining options, and the complimentary town shuttle service. Residents can also enjoy the amenities of the Hi Country Haus Recreation Center, which features an indoor pool, hot tubs and coin-operated laundry facilities.
Hot HOT 6358
Hi Country Haus Unit 1803
Hi Country Haus Unit 1803
Condo -
Bedrooms 1 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 6
View Property Details
Situated within the Trailhead Lodges complex and conveniently positioned along the shuttle route, this property serves as the ideal ski getaway for couples, small families or two individuals in search of cozy accommodations. This delightful one bedroom unit is also in close proximity to the Rendezvous Event Center, which features a sledding hill s
Trailhead Lodges 731
Trailhead Lodges 731
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 42
View Property Details

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