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 38 properties available
Experience the luxury of this spacious and stunning home that is pet friendly and has so much to offer! Homer’s Hideaway is a newly constructed, 3 bedroom plus loft, 3.5 bath private residence that can comfortably sleep 10 people. Located in the desirable Grand Park neighborhood, it is perfect for a large family or two families vacationing togethe
71 Alder Brook Homer’s Hideaway
Private Vacation Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 47
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 -
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 12 guests
Rating 4.8 6
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 19
144 Rainbow - Fairways at Pole Creek
Private Vacation Home - Pet Friendly
Bedrooms 6 bedrooms
Bathrooms 5 baths
Guests 14 guests
Rating 5 4
This three-level home in Fraser offers a genuine log cabin experience, providing a sense of seclusion and excellent amenities for families. Situated near downtown Fraser, guests can easily access restaurants, breweries and summer hiking and biking trails. The free town shuttle stop is conveniently located about a mile away on the street. The primar
Hot HOT 17
980 Mulligan
Cabin -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 15
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
224 GCR 4034
Private Vacation Home -
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 9 guests
Rating 5 1
This townhome in Fraser boasts a spacious backyard, perfect for pets, and is ideal for families looking for a rental property. It offers ample space and excellent amenities. Situated conveniently close to downtown Fraser, with its restaurants, breweries and summer hiking and biking trails, residents can easily access all the area has to offer. Add
701B Quail
Townhome - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 76
This residence is ideally suited for several families or small groups seeking both privacy and a convenient location for their skiing or summer holiday. Notable features of this Winter Park home include stunning mountain views of the Continental Divide and Byers Peak, along with the added benefit of three master suites for enhanced privacy. We bel
Hot HOT 13
Leland Creek Home
Private Vacation Home -
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 13 guests
Rating 4.5 16
A remarkably spacious 4 bedroom townhome in downtown Winter Park, located at the Arrow development, offers stunning views from the private rooftop hot tub of the Continental Divide. Its prime location on Main Street ensures convenient access to summer festivals at the Rendezvous Event Center as well as a short stroll to various restaurants, nightl
Hot HOT 12
Arrow At Winter Park Unit 280
Townhome -
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 4
The living area boasts pristine features such as in-floor radiant heating, 10 foot ceilings, customized lighting, a smart TV, a gas fireplace and breathtaking mountain views from the comfortable leather furnishings. Numerous expansive windows provide multiple vantage points of the mountains and the surrounding natural beauty from this central spac
Hot HOT 17
Elk Creek Condos B103
Condo -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 42
This elegant slopeside mountain sanctuary with a private hot tub is an easy 5-minute walk to the Winter Park Resort. The Ski Haus is an exquisitely designed residence that captures the artistic and refined elements sought for your upcoming mountain retreat. With 6 bedrooms and 6 ½ bathrooms, it accommodates up to 19 guests, ensuring a comfortable a
Hot HOT 36
Winter Park Ski Haus
Private Vacation Home - Pet Friendly
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 19 guests
Rating 5 59
Experience a beautifully renovated cabin in the heart of downtown Fraser, offering all the amenities for an ideal family retreat. This location is conveniently within walking distance to various restaurants, breweries and shops. Additionally, the property is accessible via the complimentary town shuttle, providing effortless transportation to the
Hot HOT 17
133 Eisenhower Cabin
Cabin -
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 5 7
Our Fairways townhome is an upscale contemporary getaway situated near the base of Granby Ranch Resort offering lots of amenities, two interior levels and provides guests stunning mountain vistas from a private balcony and plenty of interior space with two living rooms and a private outdoor hot tub and an interior design that is meticulously crafte
Hot HOT 12
100 Fairway Lane
Townhome -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 3

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