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 208 properties available
The renovated kitchen features tiled flooring, modern appliances, and updated cabinets and countertops. The compact center island serves as an excellent workspace or additional seating areas during meals. The unit is located on the ground floor, providing convenient access to the outdoor space.The dining area, located next to the kitchen, offers an
Hi Country Haus Unit 2201
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 4.7 31
Welcome to Apex Peak! This luxurious 2-bedroom, 2-bath condo is situated on the top floor of the Founder's Pointe building, featuring soaring ceilings and breathtaking mountain views. You will appreciate the expansive vistas from your adirondack chairs on the private balcony! This spacious unit comfortably accommodates up to 6 adults, providing all
Hot HOT 10
Founders Pointe 4649
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.9 32
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
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 10
2002 Lupine Lane
Private Vacation Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 76
The kitchen is aesthetically pleasing and well-lit, featuring modern cabinetry, pendant lighting, new countertops, and stainless steel appliances, fully equipped for meal preparations. The adjoining dining area accommodates up to six individuals, with extra bench seating and spaces at the breakfast bar, allowing for a total of ten place settings.T
Hot HOT 17
Beaver Village Unit #0833
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 9 guests
Rating 4.9 50
The vacation rental features a newly designed kitchen equipped with pendant lighting, luminous cabinetry, stainless steel appliances and granite countertops. The open-concept layout includes a living room and dining area, furnished with a table that comfortably seats six. The living space is enhanced by a plush couch and armchair, complemented by a
Beaver Village Unit #0721R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 17
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
This expansive one bedroom , two bathroom condominium is ideally situated in downtown Winter Park, providing easy access to events, dining options, and the complimentary town shuttle service. Residents can also enjoy the amenities of the Hi Country Haus Recreation Center, which features an indoor pool, hot tubs and coin-operated laundry facilities.
Hi Country Haus Unit 1803
Condo -
Bedrooms 1 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.9 77
Welcome to our cabin at 383 County Road 308! Escape to a charming cabin nestled in the woods, where tranquility meets convenience. Just a stone's throw from town, this cozy retreat offers all the modern amenities you need for a perfect getaway. Enjoy the peaceful surroundings and gaze up at a breathtaking night sky sprinkled with stars. With enough
383 County Road 508
Cabin -
Bedrooms 3 bedrooms
Bathrooms 1 baths
Guests 8 guests
Rating 4.9 81
Why You’ll Love this Colorado Escape• Unforgettable mountain views from floor-to-ceiiing windows and a private deck• Gas fireplace and vaulted ceilings in a spacious, modern tri-level layout• Access to a common area outdoor hot tub and a grill during the summer months• King Primary suite and a cozy upper-level sitting loft• Conveniently located 3 m
Hot HOT 11
Kicking Horse Bronco 2-303
Townhome
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 6 guests
Welcome to our condo at Eagle Ridge on the Summit unit 20.This cozy, nicely maintained Pet Friendly condo offers a quiet yet convenient base for your mountain getaway—whether you’re here for outdoor adventures, family time, or a peaceful escape where mountains, trees, and nature surround you. Located in Fraser, minutes from Winter Park, this well-
Eagle Ridge on the Summit Unit 20
Condo - Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 5
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

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