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 263 properties available
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
Hot HOT 12
Creekside Unit 403
Condo -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 7 guests
Rating 4.9 72
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
Why You’ll Love this Colorado Escape• Walkable to downtown Winter Park dining and Cooper Creek Square• Private fifth-floor balcony with stunning mountain and downtown views • Comfortably sleeps 10 guests across three bedrooms, including a spacious loft • Elevator access directly from the underground parking area• Fast, complimentary in-unit Wi-Fi a
Hot HOT 14
Crestview Place Unit 507
Condo -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.8 90
This inviting, renovated condominium offers picturesque views of the Fraser River, making it an ideal rental for visitors seeking relaxation and enjoyment in Winter Park. It is situated on the building’s first floor. The unit features stunning hardwood flooring that enhances the contemporary design and new furnishings. In the living room, there i
Hi Country Haus Unit 1503
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 29
Welcome to our condo at Waterside West Unit A206! Embark on your next vacation in Fraser with this welcoming, contemporary split-level 2-bedroom unit, which comfortably accommodates up to 6 guests. Enjoy the convenience of easy access to Winter Park via the complimentary town shuttle. Nearby outdoor activities include two snow tubing hills, as well
Waterside West A206
Condo -
Bedrooms 2 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 5 2
This family-friendly two bedroom condo has been elegantly remodeled, featuring hardwood flooring throughout that enhances the modern furnishings and decor of the unit. It offers an excellent location for guests to enjoy the slopes of Granby Ranch and a variety of outdoor adventures year- round.The main living room is equipped with an oversized and
Hot HOT 24
Kicking Horse Buckskin 3-205
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 4.8 11
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 14
1126 Western Road
Private Vacation Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 11 guests
Rating 4.9 14
Situated on the third floor for enhanced tranquility, this charming two bedroom unit features vaulted ceilings that provide ample natural light in the living space. It is furnished for comfort, making it an ideal setting for enjoying games, movies or your preferred TV programs on the flat screen TV, complemented by the warmth of the gas fireplace.
Hot HOT 10
Beaver Village Unit #1932
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 19
This remarkable ground floor two bedroom unit provides a picturesque view of the Fraser River, which can be appreciated from the private deck.The primary living space features a flat screen TV accompanied by a DVD player, elegantly housed in a wooden cabinet adjacent to the wood burning fireplace. It offers complimentary Wi-Fi access and an abunda
Hi Country Haus Unit 1903
Condo -
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 57
A renovated one-bedroom vacation rental provides ample space and is situated in a tranquil setting on the third and highest floor of the building.The unit features hardwood flooring that enhances the contemporary decor and mountain lifestyle. In the living room, guests will appreciate the comfortable furnishings, a gas fireplace, a flat screen HDT
Hot HOT 12
Hi Country Haus Unit 2506
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 117
Welcome to Alpine Bliss, situated at the Winter Park Resort! This mountainside condominium in Winter Park, Colorado, is a genuine winter haven. Just a few steps from the ski slopes, it presents an ideal combination of beauty and convenience.Inside this two-bedroom, two-bath condo, you will discover a cozy and inviting space, embellished with deligh
Hot HOT 10
Fraser Crossing 3302
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 21
Welcome to our condo at Iron Horse Unit D3074.A lovely and cozy studio condo with direct access to the slopes of Winter Park Resort, private balcony and modern interior design make for a relaxing vacation anytime of the year for a small family or couple.The open floor plan encompasses living, dining, sleeping and kitchen areas with newly installed
Hot HOT 15
Iron Horse Building D Unit 3074
Condo -
Bathrooms 1 baths
Guests 4 guests
Rating 5 5

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