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 Rentals, Pet Friendly Rentals, Downtown Winter Park, Condo Complexes, Townhome rentals, Winter Park Base Village and Ski In Ski Out
Other popular options include Fraser, Tabernash, Granby and Grand Lake.
263 properties available
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 -
4
bedrooms
3
baths
10
guests
5
3
A cabin themed vacation condominium is ideal for families and beyond. This ground level unit offers a view of the forest and is just a short walk from the town or a brief shuttle ride to the Winter Park Ski Resort. The primary living space features hardwood flooring throughout and exceptionally comfortable furnishings, allowing for relaxation by th
Beaver Village Unit #1514
Condo -
2
bedrooms
2
baths
7
guests
5
54
This tri-level townhome offers an abundance of natural light and generous square footage, making it the perfect vacation rental for families or individuals seeking spacious accommodations.The primary level features a spacious entryway adorned with tiled flooring, providing ample space for storing jackets and coats. This area also offers convenient
Timber Lake 341
Townhome -
3
bedrooms
3
baths
8
guests
4.9
29
This lovely remodeled 2 bedroom condo offers guests a wonderful spot to enjoy a family vacation in Winter Park. The open floor plan offers vaulted ceilings, hardwood flooring except for the kitchen area which has slate tile flooring. The kitchen is equipped with new stainless steel appliances, light wood cabinetry and a small kitchen island that
Beaver Village Unit #1832
Condo -
2
bedrooms
2
baths
6
guests
5
3
The renovated primary bedroom features an en-suite bathroom with heated floors, a new tiled shower and bathtub, dual vanity sinks, a queen-sized bed and a TV. The elegantly renovated kitchen in this 1 bedroom condo rental features stunning black granite counter tops, oak cabinetry and radiant in-floor heat ideal for those cold mornings!The dining s
Beaver Village Unit #0621R
Condo -
1
bedrooms
1
baths
4
guests
4
1
This opulent log residence features two bedrooms, large decks that invite you to step outside and appreciate the picturesque surroundings. Spanning two levels and encompassing 3,283 square feet, this home offers ample opportunities for solitude or gathering with loved ones while enjoying a great location near the heart of Winter Park and forest vie
53 East Viking Drive
Cabin -
3
bedrooms
2
baths
10
guests
5
6
Our Timber Court residence is an upscale contemporary getaway situated at the base of Granby Ranch Resort offering lots of amenities, three interior levels and provides ski-in/ski-out access. Guests can relish the stunning mountain vistas from a private patio and plenty of interior space on two interior levels with lots of bedding options for larg
101 Timber Ct
Private Vacation Home -
4
bedrooms
4
baths
12
guests
4.9
21
This recently renovated one-bedroom condominium is ideal for a small family, a couple or individuals, situated in a prime ski-in/ski-out location.The kitchen features newly installed granite countertops, tiled flooring, and modern appliances, offering an unobstructed view of the main living room. It accommodates two individuals at the counter, with
Iron Horse Building C Unit 1023
Condo -
1
bedrooms
1
baths
4
guests
4.8
26
This beautifully remodeled unit spans 1,200 square feet and is located on the building’s first floor. It is important to mention that there are roughly 6 to 8 steps leading to the unit as the ground floor accommodates a one car garage.In the primary living space, there is access to a private balcony that offers mountain views. This area features
Timber Run Evergreen Unit 8
Condo -
2
bedrooms
2
baths
6
guests
5
3
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
Waterside West A303
Condo -
1
bedrooms
1
baths
4
guests
4.9
171
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 -
2
bedrooms
2
baths
6
guests
5
11
This fully furnished 2 bedroom condo is pet friendly, situated adjacent to the owner's lift at Granby Ranch for ski-in/ski-out access, private deck with views, and a gas fireplace.is an excellent option for family rentals and is also pet-friendly. It provides the advantage of and includes two bedrooms along with a loft and two bathrooms, This condo
Summit Unit 1303
Condo -
3
bedrooms
2
baths
6
guests
4.9
51
Tell us what you're looking for and someone will contact you with available options.
Copyright © 2026 • Stay Winter Park
All Rights Reserved.