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
Perfect for families seeking a luxurious condominium located in the center of downtown. This updated and spacious unit features two bedrooms, a loft and three bathrooms, located on the sixth floor of the building which is accessible by elevator and can host up to six guests. The primary level of the unit boasts impressive vaulted ceilings in the m
Crestview Place Unit 603
Condo -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 4.9 22
This charming two-bedroom, two-bathroom condominium located in the Reserve at Ten Mile Creek Apartments offers breathtaking mountain vistas and convenient access to a variety of outdoor pursuits, making it perfect for enthusiasts of nature. The unit features a spacious open layout, a contemporary kitchen, and an abundance of natural light. Situated
Hot HOT 10
Ten Mile H-302
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 52
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 13
45 Idlewild
Private Vacation Home -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 47
A gas fireplace provides a warm and welcoming atmosphere during chilly winter days and nights, as well as on the rare cool summer evenings. The living room is furnished with comfortable seating, allowing for an enjoyable experience while watching flat screen TV and it offers convenient access to the private patio from this ground floor unit. Addi
Beaver Village Unit #0712R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 48
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 10
Hi Country Haus Unit 2301
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 11
Why You’ll Love this Colorado Escape• 5.9 miles to Winter Park Ski Resort and 25 yards to the free town shuttle• Access to the Club Meadow Ridge heated pool and hot tubs • Private deck with stunning mountain views and an indoor electric fireplace• Complimentary Wi-Fi and remote work station• Professionally Managed by Stay Winter ParkThe CondoThis
Hot HOT 31
Meadow Ridge Court 20 Unit 14
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Welcome to our home at 61 Jabberwocky! The residence accommodates up to 12 guests and boasts a charming cabin ambiance, situated on a secluded, wooded acre with stunning views of the continental divide. It is common to spot deer, elk, and even moose in the area. The property is conveniently located just five miles from the base of Winter Park Ski R
Hot HOT 11
61 Jabberwocky
Private Vacation Home - Pet Friendly
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 14 guests
Rating 4.8 36
Exceptional Opportunity! This is a 4-bedroom, 3-bathroom residence in Beaver Village . If you seek convenience and comfort for your upcoming ski vacation in Winter Park, this is the ideal accommodation.This second-floor condominium offers the convenience of single-level living. Upon entering, you are greeted by hardwood flooring that leads into the
Hot HOT 11
Beaver Village Unit #1124
Condo -
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 62
Welcome to our condo at Waterside West Unit A303! Adventure awaits! We are thrilled to offer our cozy mountain retreat to you. Our condo is ideally situated just a short 10-minute drive or shuttle ride away from winter skiing and surrounded by summer outdoor activities. Winter Park is a mere 6 miles away and easily accessible via the complimentary
Hot HOT 11
Waterside West A303
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 171
This contemporary, pet friendly two-bedroom, two-bathroom condominium situated in the Reserve at Ten Mile Creek Apartments, boasts stunning mountain views from the private deck. It also provides easy access to a range of outdoor activities in the nearby region and at Granby Ranch Resort. The unit boasts a generous open floor plan, a chef-inspired
Hot HOT 17
Ten Mile G-201
Condo - Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 25
Why You’ll Love this Colorado Escape• 5.9 miles to Winter Park Resort and just 30 yards from the free town shuttle• Ground floor access with a private patio and stunning mountain views• Quick walk to Meadow Ridge clubhouse for the heated pool, hot tubs and steam room• Fully equipped kitchen and cozy gas fireplace• Professionally Managed by Stay Win
Hot HOT 12
Meadow Ridge Court 9 Unit 4
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 6 guests
Rating 4.9 120
Welcome to our condo at 534 Sun River Unit 8! This townhome in Fraser features a large backyard, making it an excellent choice for families seeking a rental property and perfect for pets. It includes generous living space, hardwood floors throughout the unit, and outstanding amenities. Conveniently located near downtown Fraser, residents can easily
Hot HOT 15
534 Sun River #8
Townhome - Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 70

Tell us what you're looking for and someone will contact you with available options.

By providing your phone number, you agree to receive text messages from our company. Message and data rates may apply. Message frequency varies.
I agree