Winter Park Vacation Rentals

Winter Park Lodging Accommodations 

Experience all that Winter Park has to offer by booking your stay today! At StayWinterPark, we have a wide selection of vacation rentals suitable for groups of any size.  Whether you're traveling with a small group or a large one, we have the perfect accommodation for you.  No matter the time of year, we can assist you in finding the ideal place to stay during your Colorado vacation.

Popular Searches: Private Homes, Colorado Cabins,  Luxury Vacation RentalsPet Friendly RentalsDowntown Winter ParkCondo Complexes, Townhome rentalsWinter Park Base Village and Ski In Ski Out

Other popular options include Fraser, TabernashGranby  and Grand Lake.

Properties Available 269 properties available
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
Iron Horse Building D Unit 5054
Condo -
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 17
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
45 Idlewild
Private Vacation Home -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 47
Situated in the upper cul de sac of Beaver Village, this unit adjoins the forest, providing stunning views of the Winter Park Resort from the private balcony. The second floor is bathed in natural light, enhancing its appeal. As an end unit, it offers a tranquil and secluded atmosphere. The renovated kitchen is equipped to facilitate both a swift
Beaver Village Unit #1624
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 45
This vacation rental in Winter Park, Colorado is conveniently situated within walking distance of the town and just a few minutes away from Winter Park Resort. This lovely 2-bedroom 2-bathroom unit at Beaver Village offers all the comforts of home and is located on the 2nd floor of the building.Visitors can take pleasure in the spacious open livin
Hot HOT 10
Beaver Village Unit #0823
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 33
An inviting vacation rental opportunity is presented in this one-bedroom condominium, accommodating up to four guests and offering convenient ski-in/ski-out access to the slopes at Winter Park Resort.The kitchen has been modernized, featuring new cabinetry, tiled countertops, and tile flooring. It is equipped with new appliances, includes two count
Iron Horse Building D Unit 4104
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.5 9
This timeless condominium is situated at the Iron Horse Resort, providing direct access to the slopes of the Winter Park Resort. It features two bedrooms and three bathrooms, accommodating up to eight guests.The kitchen and dining area are situated next to one another, featuring granite countertops, a dining table, tiled flooring and modern applia
Hot HOT 14
Iron Horse Building J Unit 1309
Condo -
Bedrooms 2 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.8 19
The living room features a fireplace that is ideal for chilly evenings in both summer and winter. Take a look at the collection of books in the owner’s library, neatly arranged along the wall, perfect for days when you feel like staying indoors and reading a book or watching a movie on the flat screen TV. Guests also have access to the private pat
Beaver Village Unit #0711R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 57
Enter a beautifully updated and contemporary three bedroom unit! Situated on the ground floor of the building, this residence offers convenient access, featuring hardwood flooring throughout the primary living space.Upon entering the unit, one is greeted by a stunningly remodeled kitchen featuring modern appliances, granite countertops, wooden cab
Hot HOT 13
Hi Country Haus Unit 1801
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 66
Welcome to our home at 113 Peak View. Perfect for two families, including your pets! seeking ample space to unwind, this home features two separate living rooms, providing the ideal setting to spread out and relax in comfort; enjoy the lovely views from the private deck, take a relaxing soak in the private outdoor hot tub and take advantage of the
113 Peak View
Private Vacation Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 12
Welcome to our townhome at 15 Saddle Horn Way - Rendezvous! This recently completed townhome showcases a three-story interior, featuring two private decks and a single private patio with picturesque forest views. It provides one-car garage parking and designated spaces for a washer and dryer, allowing residents to take in the beautiful forest scene
15 Saddle Horn Way - Rendezvous
Townhome -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 5 5
Why You’ll Love this Colorado Escape• Positioned on the free town shuttle route to Winter Park Resort• Private deck featuring beautiful views and the soothing sounds of Vasquez Creek• Gas fireplace and vaulted ceilings in the main living room• Covered parking for one vehicle and an in-unit washer and dryer• Steps from National Forest access for yea
Creekside Unit 403
Condo -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 7 guests
Rating 4.9 72
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 11
1126 Western Road
Private Vacation Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 11 guests
Rating 4.9 14

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