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 145 properties available
This one bedroom condominium offers everything necessary for a delightful vacation.  The master bedroom is equipped with a queen-sized bed, a flat screen TV and full en-suite bathroom. A fully equipped kitchen features modern cookware, updated appliances, cabinets and countertops.  A compact island accommodates seating for 2 and seam
Hot HOT 16
Beaver Village Unit #1633R
Condos -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 (1)
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 h
Hot HOT 15
Trailhead Lodges 731
Condos -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 (46)
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
Hot HOT 18
Iron Horse Building C Unit 1023
Condos -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.5 (4)
The attractive furniture in the primary living space provides an excellent area to unwind, appreciate the gas fireplace, flat screen TV and entrance to the secluded patio. A modernized dining space accommodates seating for four individuals.The renovated kitchen features hardwood flooring, granite countertops, stainless steel appliances and wooden c
Hot HOT 10
Beaver Village Unit #0412R
Condos
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
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 16
Hi Country Haus Unit 1803
Condos -
Bedrooms 1 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 (14)
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
Hot HOT 14
Beaver Village Unit #2032R
Condos -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 (3)
Reserve your upcoming Winter Park getaway in this recently renovated one bedroom unit at Beaver Village Condos, conveniently located near the clubhouse facilities, a short walk from town and the complimentary shuttle service.The updated kitchen appliances and lighting enhance the evening ambiance for cooking your preferred dish. The dining area off
Hot HOT 10
Beaver Village Unit #0332
Condos -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.6 (15)
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 the
Snowblaze Condos Building E Unit 102
Condos -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.7 (31)
The vacation rental features a newly designed kitchen equipped with pendant lighting, luminous cabinetry, stainless steel appliances and granite countertops. The open-concept layout includes a living room and dining area, furnished with a table that comfortably seats six. The living space is enhanced by a plush couch and armchair, complemented by a
Hot HOT 12
Beaver Village Unit #0721R
Condos -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.5 (2)
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
Hot HOT 14
564 Silvercreek Inn
Condos - Pet Friendly
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.6 (6)
Enjoy the night relaxing by the gas fireplace, while watching TV in the living room. Conveniently step out onto the private patio through the sliding glass for a memorable view from the first floor unit.Enhance your mountain getaway with a cozy condominium featuring a renovated kitchen complete with fresh cabinets, countertops, flooring and paint.
Hot HOT 19
Beaver Village Unit #0612R
Condos -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.7 (11)
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
Hot HOT 15
Beaver Village Unit #1734R
Condos -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4 (2)

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