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
The living room features a vaulted ceiling that enhances the influx of delightful Colorado sunlight, creating a serene environment perfect for enjoying the wood burning fireplace or the flat screen television. The dining area accommodates up to six guests comfortably and is conveniently situated adjacent to the fully equipped kitchen, which includ
Beaver Village Unit #1934R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 29
The optimal placement for this unit is within building number 2, near the main clubhouse and free town shuttle stop. Additionally, this unit has undergone recent renovations to ensure utmost comfort.The kitchen has been renovated with modern countertops, cabinets and new flooring, bringing a fresh look to the area. The open layout enhances the sen
Beaver Village Unit #0221
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 15
Why You’ll Love this Colorado Escape• Ski-in/ski-out access adjacent to the Granby Ranch owner’s lift• Private deck with mountain views and a gas fireplace • Access to community hot tub and BBQ area• Sleeps multiple guests across 3 bedrooms including a spacious upper loft• Complimentary Wi-Fi and 2 outdoor parking spots• Professionally Managed by
Hot HOT 19
Summit Unit 3305
Condo
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 10 guests
Welcome to our cabin at 133 Eisenhower! Experience a stunningly renovated cabin nestled in the heart of downtown Fraser, providing all the amenities for an ideal family retreat - including a split-level interior, two living areas, a private outdoor hot tub, a personal deck, and a soaking tub in the primary bathroom. The location is also convenientl
Hot HOT 30
133 Eisenhower Cabin
Cabin -
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 5 21
This Bear Crossing three-bedroom townhome features a remarkably spacious interior, high-quality finishes throughout, and a multi-level layout. Spanning 2,000 square feet, it provides ample room for a group of eight to spread out, enjoy the nearby outdoor activities, and admire the stunning mountain views from the large windows in the main living ro
Hot HOT 17
Bear Crossing 435
Townhome -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 2
Welcome to our condo at WinterStar Unit A6! This delightful and spacious Pet Friendly townhome in Fraser offers breathtaking mountain views from its private deck and patio, complemented by two interior levels that foster a tranquil rental experience. It is perfectly situated close to a range of outdoor activities accessible throughout the year. Ne
Hot HOT 14
Winterstar Building A #6
Condo - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.8 6
Why You’ll Love this Colorado Escape• Stunning mountain and valley views from large south-facing windows• Private patio with BBQ grill and access to an open greenbelt with pond• 2-car garage featuring an EV car charger and and an entrance space for outdoor gear• Fully equipped kitchen with granite countertops and stainless steel appliances• Pet-fri
Hot HOT 12
2002 Lupine Lane
Private Vacation Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 76
Welcome to our townhome at Kicking Horse Northstar #6-101! This elegantly appointed townhome serves as an ideal getaway, offering a homely atmosphere. It is meticulously decorated with an open floor plan, includes a washer and dryer, and provides ski-in/ski-out access during the winter months, along with convenient access to summer outdoor pursuits
Hot HOT 15
Kicking Horse Northstar #6-101
Townhome -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 3
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 13
Crestview Place Unit 507
Condo -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.8 90
Reserve your upcoming visit to Winter Park in this opulent two bedroom unit at Pine Tree Plaza. Situated on Main street in the heart of downtown, you will have convenient access to dining, shopping, nightlife, summer festivals and the complimentary town shuttle - our condominium is perfect for families or small groups looking to experience the are
Hot HOT 11
303 Pinetree
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 15
Why You’ll Love this Colorado Escape• 8.7 miles to Granby Ranch and 12.2 miles to Winter Park Resort• Expansive private deck featuring stunning forest views• Inviting living room with a wood stove and complimentary Wi-Fi• Outdoor parking for up to 3 vehicles in the driveway• Sleeps 8 in 4 bedrooms, including a lower-level Primary suite• Professiona
Hot HOT 10
189 Ridge Road
Private Vacation Home
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
This exceptional vacation rental offers a true home-away-from-home experience, characterized by its unique lodge ambiance, featuring rich wooden elements and comfortable furnishings in the main living space. Guests can unwind while enjoying the flat screen TV and the warmth of the gas fireplace, creating an ideal setting for a snug evening. Addit
Beaver Village Unit #1123
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 11

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