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 200 properties available
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 14
Beaver Village Unit #0823
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 33
Welcome to our luxury townhome Arrow 256.This exquisite townhome offers breathtaking mountain views, private outdoor rooftop hot tub, 4 interior levels, open floor plan and a bunk room for the smaller ones with an arcade game, 2 car garage parking and will comfortably accommodate up to 9 guests.The main level (second floor of the unit) is perfect f
Hot HOT 17
Arrow At Winter Park Unit 256
Townhome
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
This condominium features two bedrooms and two bathrooms, encompassing a total area of 950 square feet. It boasts an open floor plan, enhanced by newer carpeting throughout and a modern kitchen equipped with stainless steel appliances. Located on the third floor, this unit does not have elevator access; the elevator services only the parking level
Hot HOT 10
Silverado II Unit 334
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 28
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
Hot HOT 11
Iron Horse Building D Unit 4104
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.5 9
Welcome to our condo at Hi Country Haus Unit 2301.Book your next downtown Winter Park escape in our 2 bedroom condo - lovely decorated interior, ground floor with private patio, across the street from main clubhouse and ½ block to main street with plenty of shops, restaurants and activities for you and your family to enjoy. A generously sized and
Hot HOT 11
Hi Country Haus Unit 2301
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 11
This vacation rental features a stunning, luminous and inviting interior that has been recently renovated, making it an excellent choice for families or small groups, accommodating up to 8 guests. The primary level of the unit features hardwood flooring that compliments the contemporary western decor. Alongside the breakfast bar, there is a dinin
Hot HOT 14
Snowblaze Condos Building A unit 33
Condo -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 24
This Winter Park family getaway offers a spacious and wonderful 2-bedroom accommodation. Situated on the ground floor of building 2, it provides convenient access to the free town shuttle and main clubhouse.This unit has undergone an amazing renovation, featuring hardwood flooring throughout the main open floor plan that perfectly complements the
Beaver Village Unit #0211
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 25
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 13
Iron Horse Building D Unit 5054
Condo -
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 17
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
Specials Tag Special
New Featured Properties

Browse our selection of new properties to our program and save 15% off 2 nights or more on your stay with promo code NEWUNIT.

*Offer is valid on new online bookings for 2+ night staysCannot be combined with other offers. Other exclusions and restrictions may apply to select properties.

1126 Western Road
Private Vacation Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 11 guests
Rating 4.9 14
This newly constructed, luxurious three bedroom unit is situated in the vibrant center of downtown Winter Park. The Timber Fox offers a splendid view from its private patio, overlooking the Winter Park Ski Resort and the adjacent forested landscape, making it an ideal location to unwind, savor morning coffee and utilize the BBQ grill.The primary o
Timber Fox Building B Unit 2102
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 34
This beautifully remodeled unit spans 1,200 square feet and is located on the building’s first floor. It is important to mention that there are roughly 6 to 8 steps leading to the unit as the ground floor accommodates a one car garage.In the primary living space, there is access to a private balcony that offers mountain views. This area features
Hot HOT 12
Timber Run Evergreen Unit 8
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 3
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 10
Beaver Village Unit #0723
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 4

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