Spring Trips to Winter Park

Book Your Spring Ski Trip Today!

Search over 200 vacation rentals in Winter Park Colorado. Let our local staff help you plan the perfect Ski Week in Winter Park. Escape to the Colorado Mountains this Spring to soak up the sunshine and fresh snow! There is no better place to recharge and reset than the Colorado Rocky Mountains. Find your vacation rental today and book with a local company you know and trust! Search our available Spring Break rentals below and plan ahead by visiting our Ski Group Information page. 



Properties Available 212 properties available
This expansive residence features beautifully modern furnishings in the living room, complete with a gas fireplace, a small deck boasting mountain views, complimentary Wi-Fi and a TV with VCR player. The open floor seamlessly integrates the dining and kitchen area. The fully equipped kitchen showcases newer cabinets, appliances, countertops and t
Hot HOT 24
Winterstar Building G #3
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.7 28
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 22
Beaver Village Unit #2032R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 6
This condominium features one bedroom, one bathroom and is equipped with all the necessary amenities. It is located on the second floor and includes a private deck with views of the Winter Park Resort. The kitchen is fully stocked with utensils, dishes, pots, pans, a coffee maker, microwave and has seating for two at the breakfast bar.The dining a
Hot HOT 17
Beaver Village Unit #0623R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 23
This magnificent and authentic log cabin residence boasts a wonderful wrap-around deck with breathtaking mountain and lake views and in the evenings you can enjoy the pristine Colorado night skies with tons of stars, moon and more! Our home is on one private acre yet close to the outstanding town of Grand Lake and western entrance to Rocky Mountai
Hot HOT 27
1230 Columbine Dr
Private Vacation Home
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 12 guests
Trailhead 821 is an excellent destination for families and is pet friendly, offering a sledding hill suitable for all ages, as well as fire pits for warming up at the Rendezvous Event Center. In the summer, visitors can enjoy the skate park and outdoor gymnasium. The property is conveniently accessible via the free town shuttle, making it an idea
Hot HOT 20
Trailhead Lodges 821
Condo - Pet Friendly
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 70
This expansive and recently updated unit provides an excellent location for a mountain retreat at the foot of the slopes at Granby Ranch. The primary living area features vaulted ceilings, inviting sofas perfect for relaxation, a gas fireplace, flat screen television and stunning mountain vistas through the large windows from this second floor uni
Hot HOT 34
Mountainside Unit B-20
Condo -
Bedrooms 2 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 24
The kitchen is aesthetically pleasing and well-lit, featuring modern cabinetry, pendant lighting, new countertops, and stainless steel appliances, fully equipped for meal preparations. The adjoining dining area accommodates up to six individuals, with extra bench seating and spaces at the breakfast bar, allowing for a total of ten place settings.T
Hot HOT 21
Beaver Village Unit #0833
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 9 guests
Rating 4.8 29
Experience a stay in this exquisite three bedroom private townhome, where you can relish being close to the center of the vibrant downtown area filled with numerous activities. This residence offers an abundance of features, including a generous floor plan that accommodates up to 6 guests and a private outdoor hot tub for your enjoyment.The main e
Hot HOT 14
Sawmill Station Unit 302
Townhome -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 4.7 7
Experience the luxury of this spacious and stunning home that is pet friendly and has so much to offer! Homer’s Hideaway is a newly constructed, 3 bedroom plus loft, 3.5 bath private residence that can comfortably sleep 10 people. Located in the desirable Grand Park neighborhood, it is perfect for a large family or two families vacationing togethe
Hot HOT 15
71 Alder Brook Homer’s Hideaway
Private Vacation Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 47
Western Road Retreat in Grand Lake Columbine neighborhood is a Pet-Friendly Mountain Escape.Nestled among towering pines and aspens in the charming Columbine Lake community, this modern, pet-friendly home offers the perfect mountain retreat for groups, families with kids and pets. With over 2,000 square feet of living space spread across two level
Hot HOT 28
1126 Western Road
Private Vacation Home Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 11 guests
Consider renting our charming two bedroom residence, which boasts excellent amenities, a generous floor plan and a wonderful neighborhood. It is conveniently located near the vibrant downtown area of Winter Park or offers easy access to the resort and various outdoor activities via a short shuttle ride.The residence’s ground floor features a spaci
Hot HOT 22
45 Idlewild
Private Vacation Home -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.7 29
Relax on the comfortable sofa in the living room while admiring the gas fireplace, flat screen TV with Blu-Ray, cable TV or the scenery visible through the sliding glass doors leading to the private balcony and appreciate the peaceful woods, occasional wildlife sightings and distant mountain vista that make this second floor location a desirable sp
Hot HOT 21
Beaver Village Unit #0723
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 3

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