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
Experience this renovated condominium featuring granite countertops in the kitchen, complemented by modern appliances, hardwood flooring and cabinetry. A compact island provides a convenient space for two individuals to enjoy a quick meal. The primary dining area is equipped with a spacious table that accommodates six guests.The living room exude
Beaver Village Unit #1612
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 52
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 12
534 Sun River #8
Townhome - Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 70
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
Welcome to our townhome at Hideaway Village Lenado 4.Renovated unit with private patio and 2 private decks, forest and river views. This unit has tri-level interior and will sleep up to 6, on the free town shuttle and is located in a quiet Winter Park neighborhood and close to many outdoor hiking, biking, snowshoe and cross country trails. Ideal m
Hot HOT 14
Hideaway Village Lenado 4
Townhome -
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 6 guests
Rating 5 30
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
189 Ridge Road
Private Vacation Home
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
This affordable condominium located in Winter Park, Colorado, features two bedrooms and encompasses 899 square feet of living area. Additionally, it offers the attractive benefit of a private balcony that overlooks the river. Constructed in 1976, the property retains several original characteristics in its furnishings but with updated bathrooms.
Hot HOT 11
Hi Country Haus Unit 1908
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 4.9 33
This magnificent custom mountain residence boasts one of the finest locations, positioned on the 8th fairway of the acclaimed Pole Creek Golf Course, offering breathtaking views of Sheep Mountain and Indian Peaks. Our home serves as a luxurious mountain sanctuary nestled on two private acres, ensuring both seclusion and stunning vistas in every dir
Hot HOT 17
144 Rainbow - Fairways at Pole Creek
Private Vacation Home - Pet Friendly
Bedrooms 6 bedrooms
Bathrooms 5 baths
Guests 14 guests
Rating 5 19
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
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 16
Beaver Village Unit #0833
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 9 guests
Rating 4.9 50
Welcome to our home at 200 Quill Court! This lovely 4-bedroom vacation retreat is nestled in Fraser at the Cabins of Porcupine Ridge. With a thoughtfully designed interior, two cozy living spaces, a private outdoor hot tub on the patio, a dedicated laundry room, and garage parking, this home can comfortably accommodate up to 9 guests across three s
200 Quill Court
Private Vacation Home -
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 9 guests
Rating 5 4
Retreat to the mountains at this magnificent, newly built residence featuring breathtaking views of the mountains and lake, complemented by a luxurious interior designed 4-bedroom home that accommodates up to 9 guests. This remarkable mountain residence showcases beetle-kill hardwood flooring on the main level, highlighted by hand-hewn wooden plank
Hot HOT 12
224 GCR 4034
Private Vacation Home -
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 9 guests
Rating 5 16
Whether you’re here for skiing or to bask in the beautiful summer weather, our location is unbeatable. We are just a short walk from downtown Winter Park and approximately two miles from the Winter Park Resort. This two bedroom two bath condo on the second floor offers all the amenities you need, including a private deck with views of the Winter P
Beaver Village Unit #0623
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 28

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