Winter Holidays in Winter Park CO

Spend the Holiday's in Winter Park Colorado

Visit Winter Park for the winter holidays and enjoy this charming town during the best time of the year!

Family gatherings needing a large home to watch the football games or something smaller for an intimate gathering. Book a large house for a Winter Break and holidays in a snow covered dream getaway!


  Search All Holiday Rentals Below

Find the perfect Holiday Accommodation in Winter Park Colorado! Our vacation rental lodging options have something for every member of your Holiday Crew! Sit around the warm fireplace while watching the snow from the window or choose a  ski in ski out option to hit the slopes with ease this winter. Enjoy a holiday weekend in Winter Park to start off the New Year. Plenty of great activities, restaurant specials and the ideal spot to say good-bye to 2023 and welcome 2024!


Winter Break - MLK
There is no better place to enjoy a snowy white MLK weekend with us in Winter Park Colorado. Enjoy winter activities like sledding or snowshoeing! Winter Park is bursting with local events that bring the winter season alive!

Search Winter Break 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 2023 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 2024

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 220 properties available
This non smoking and no pets allowed unit is on the second floor and offers a 1 car garage for parking and private deck with stunning mountain views and a total of 1,200 square feet of living space.In the open living room, a gas fireplace has a cedar panel accent, comfortable furnishings, TV with VCR, queen sofa sleeper, free Wi-Fi access and no a
Timber Run Dogwood Unit 204
Condo
$147.05 - $276.25 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
The walls of this vacation rental are painted a soothing color with modern mountain furnishings and decor throughout the remodeled unit. The kitchen features new appliances, counter tops and light wood cabinets and is adjacent to the dining area with a large table with bench seating. The living area has comfortable spots to enjoy the flat screen t
Hot HOT 17
Beaver Village Unit #1824
Condo -
$242.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 3
A ground floor 2 bedroom condo offers a comfortable mountain theme and just a few steps away from the free town shuttle stop but you can also walk to Main Street which is 2 blocks away to enjoy all the downtown restaurants, shops and outdoor events and activities. In the living room enjoy the wood burning fireplace, flat-screen TV, free Wi-Fi, a pr
Hi Country Haus Unit 2203
Condo -
$206.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 8
Updated top floor one bedroom Beaver Village Condos unit within close proximity to the clubhouse amenities, walking to town and the free shuttle.New kitchen appliances and lighting brighten up the evening for preparing your favorite meal. The dining table has plenty of room and joins the kitchen to the living room. The new sofa has a built in otto
Beaver Village Unit #0332
Condo -
$176.00 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.2 7
This tri-level, completely remodeled townhome offers an ideal blend of a serene mountain setting with access to the best that Winter Park has to offer and a wonderful creek view. On the free town shuttle route, a close walk to downtown and steps from National Forest access and hiking, biking, snowshoeing and cross-country trails. On the main entry
Hot HOT 16
Vasquez Creek Townhomes #8
Townhome
$433.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 7 guests
Winter Park Lodge II is located in Fraser on the free town shuttle and close to the Safeway grocery store. This location is 2 miles from downtown Winter Park and 5 miles to the Winter Park Ski Resort.This 2 bedroom 2 bathroom is on the 3rd floor of the building and there are quite a few stairs to access it – good for the younger crowd! This unit
Winter Park Lodge II E304
Condo
$112.20 - $149.60 / per night
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 6 guests
Offering a beautiful wooded view, this 3 bedroom townhome and 3 levels. The main level has an open floor plan includes the living room with wood paneled vaulted ceilings, fireplace, free Wi-Fi, flat screen TV and tiled floor in the dining and kitchen areas. The kitchen has new counter tops and offers plenty of space for cooking. Access to the pri
Timber Ridge Building 2, Unit B
Townhome -
$266.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4 1
Wonderful, spacious 2-bedroom family getaway in Winter Park. This ground floor unit is in building 2 providing easy access the free town shuttle and main clubhouse.Incredible remodel in this unit with hardwood flooring throughout main open floor plan to compliment the large sectional sofa (can also be used for additional sleeping with the sofa sle
Beaver Village Unit #0211
Condo -
$242.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 2
Spend the evening sitting in front of your gas fireplace, watching TV in the living area. Easy access to the private patio from the sliding glass doors offer a view to remember from the first floor unit.A comfortable condo will make staying in the mountains even more enjoyable. The updated kitchen has new cabinets, counters, flooring and paint. Y
Beaver Village Unit #0612R
Condo -
$157.00 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.7 9
This Trailhead Lodge 2 bedroom unit is great for either a winter or summer getaway to the Colorado Rocky Mountains - grab the family and fido for a luxurious getaway with a down to earth feel.The second floor unit is accessible via elevator and offers a beautifully furnished living room with large windows for views, spot to relax and enjoy the gas
Trailhead Lodges 422
Condo - Pet Friendly
$242.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 23
Guests will be sure to enjoy the beautifully updated kitchen with stainless steel appliances, granite counter tops, new hardwood flooring, cabinetry and is completely stocked with cookware, dishes and utensils for making great meals during your stay.Vaulted ceilings give the feeling of a lot of space in the main living area and the views of Winter
Hot HOT 11
Beaver Village Unit #2032
Condo -
$231.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.6 9
Explore downtown Winter Park from this fully renovated 3 bedroom condo! Views, bonus amenities and lots of space make it the perfect escape for year round fun.This third floor, end/corner unit has a private entry with many windows and a skylight bringing in lots of sunlight and offering stunning views of the Fraser River, the pond, and Winter Park
Hot HOT 13
Hi Country Haus Unit 2115
Condo -
$303.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 24

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