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
Why You’ll Love this Colorado Escape• A 5-minute stroll to the local shuttle for easy access to Winter Park Resort• Mountain views from both the living area and bedroom• Complimentary Wi-Fi and a coin-operated laundry facility are provided • Access to common area amenities including a lounge to relax in • Professionally Managed by Stay Winter Park
Hot HOT 13
Winter Park Meadows C1
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 1
Why You’ll Love this Colorado Escape• Walk across the street to Downtown Winter Park dining and shopping at Cooper Creek Square• Private balcony with views of Winter Park Ski Resort and the Continental Divide• Sleeps 8 guest across two bedrooms and a loft with three full bathrooms• Family accommodations include a provided Pack and Play, a game tabl
Hot HOT 11
Crestview Place Unit 607
Condo -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 56
Welcome to your cozy mountain retreat at 103 Granby Meadow Dr, nestled just outside of the town of Granby, Colorado. This charming 2-bedroom, 2.5-bathroom home, spanning 1,312 square feet, is perfect for families with pets or groups seeking a serene escape. Step inside to find a beautifully designed living room with plush seating and a fireplace, i
103 Granby Meadow Dr
Townhome - Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 34
Welcome to our condo at Winter Park Place Unit 18.This property is the perfect mountain retreat with an updated interior, 2 private decks, gas fireplaces and plenty of space to relax and enjoy a cozy weekend getaway or a long stay for year outdoor adventures and located on the second floor of the building.The entry of the unit offers tiled floorin
Hot HOT 27
Winter Park Place #18
Condo - Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 4
Escape to the mountains at this splendid, newly constructed residence boasting unforgettable mountain and lake views with a high-end interior designed 5 bedroom home that will sleep up to 10. This extraordinary mountain home offers beatle-kill hardwood flooring on the main level, accented by hand-hewn wooded plank ceilings and custom cabinetry.On
Hot HOT 12
128 GCR 4034
Private Vacation Home -
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 5 38
Welcome to our townhome at Bear Crossing Unit 995.Our Bear Crossing townhome features three-bedrooms and three bathrooms in a remarkably spacious interior, with high-quality finishes throughout, tri-level interior, private deck with mountain views and private patio with outdoor hot tub.The main entrance of the unit has tiled flooring, coat closet a
Bear Crossing 995
Townhome -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 2
This expansive rental unit spans 1,085 square feet and features two bedrooms and two bathrooms. It includes a primary suite and provides scenic views, making it an ideal choice for families or small groups. The condo is located on the second floor.The spacious living room, integrated into the open floor plan, features comfortable furnishings, a w
Hi Country Haus Unit 2111
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 24
Welcome to our condo at Sun Song 1B.Lovely pet friendly 1 bedroom with extra sleeping accommodations, private patio with forest views, sunken living room area, washer and dryer, common area indoor hot tub and close to outdoor trails and the free town shuttle.The main entry of the unit welcomes you with a forested view and a spacious open floor plan
Sunsong 1B
Condo - Pet Friendly
Bedrooms 1 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 11
The living area features exotic jewel tones on the walls, complemented by furnishings and accessories in similarly warm and rich hues. This ground floor unit offers the enjoyment of a gas fireplace, a flat screen TV and a private patio. This vacation rental boasts modern enhancements in the kitchen, including new cabinetry and fixtures, as well a
Beaver Village Unit #1113R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.7 7
Explore our brand new exquisite 2-bedroom, 2-bathroom condominium located in the center of downtown Winter Park! This flawless residence showcases top-notch contemporary aesthetics and comes fully furnished, perfect for your own use or as a vacation rental. Conveniently located near the main street, this unit provides easy access to Winter Park's d
Hot HOT 15
Arrow at Winter Park Unit 202
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 63
Experience a getaway in the ideal mountain retreat for your upcoming mountain holiday. This stunning location is situated on 40 acres, just a brief 10 minute drive from downtown Winter Park. It is pet friendly, constructed off the grid in 1998, boasting 3,884 square feet of space, and can comfortably house up to 11 guests.The spacious layout of the
Hot HOT 17
Miles Behind Log Cabin
Cabin - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 10 guests
Rating 4.9 119
Welcome to our home at 238 Night Hawk.The perfect mountain home getaway - outdoor private hot tub, 4 bedroom 3.5-bath and comfortably sleeps 12, vaulted ceilings, private deck with views, ideal for a large family or two families traveling together and located in a wonderful neighborhood near the Granby Ranch Resort and centrally located to all the
238 Night Hawk Home
Private Vacation Home -
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 5 3

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