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 269 properties available
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 16
Miles Behind Log Cabin
Cabin - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 10 guests
Rating 4.9 119
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 -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 3
This expansive two bedroom accommodation, which comfortably sleeps six, boasts a bright and welcoming atmosphere complemented by stunning views of the surrounding forest from its two private decks located on the second floor. Conveniently situated just minutes from downtown Winter Park and approximately three miles from the Winter Park Resort, it
Silverado II Unit 224
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4 2
Welcome to our condo at Waterside West Unit E206! Discover the warm and welcoming open floor layout of this contemporary 2-bedroom unit, which can host up to 6 guests. Take advantage of the convenient location near Winter Park, Grand Lake, and Rocky Mountain National Park. Local amenities feature Safeway, the Fraser tubing hill, mountain biking tra
Hot HOT 11
Waterside West E206
Condo -
Bedrooms 2 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 5 22
Trailhead 821 is an excellent destination for families and is pet friendly, offering a sledding hill suitable for all ages, as well as fire pits for warming up at the Rendezvous Event Center. In the summer, visitors can enjoy the skate park and outdoor gymnasium. The property is conveniently accessible via the free town shuttle, making it an idea
Trailhead Lodges 821
Condo - Pet Friendly
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 132
The hardwood flooring enhances the elegance of the kitchen, which features new wood cabinets, stainless steel appliances and countertops that include a breakfast bar accommodating four individuals. In the dining area, a spacious table can comfortably seat up to six people and is complemented by a large window that provides a scenic view. Situated
Beaver Village Unit #1734R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 15
Experience a genuine Grand Lake cabin retreat in the Rocky Mountains with this 3-bedroom property featuring a private outdoor hot tub, a spacious interior layout, and situated in a tranquil neighborhood, yet just a short drive from downtown Grand Lake and directly across from Shadow Mountain Lake, perfect for thrilling summer water sports.The cabin
Hot HOT 15
279 Shorewood Dr
Cabin -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 51
Welcome to our condo at 448 Cranmer Unit 103! This charming pet-friendly 3-bedroom retreat offers a cozy getaway for up to 8 guests and easy access to downtown Fraser's breweries, restaurants and great year round outdoor activities. A single level condo featuring an open floor plan with a fully equipped kitchen, breakfast bar, dining area, and a co
Hot HOT 11
448 Cranmer Unit 103
Condo - Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 113
Why You’ll Love this Colorado Escape• Private outdoor hot tub • Large windows in the living room provide a forest view• Vaulted ceilings • Great location - Nestled in a quiet Fraser neighborhood close to many outdoor activities • Professionally Managed by Stay Winter ParkThe CondoThis stunning townhome is a brand new construction situated at the en
Hot HOT 26
881 Ermine Lane
Townhome -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 3
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
Welcome to our townhome at 47 Lookout Point - Rendezvous! This vacation rental showcases an ultra-modern design with stylish furnishings, providing mountain views, a private deck equipped with an outdoor hot tub, and magnificent sunset views. Additional amenities include a gas fireplace, two separate living room areas, a two-car garage, and conven
47 Lookout Point - Rendezvous
Private Vacation Home -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 30
This charming and expansive pet friendly three bedroom unit is located in the very center of downtown Winter Park. The Trailhead Lodge unit offers a stunning view from the back deck overlooking the Winter Park Ski Resort and downtown area. It serves as an excellent location for enjoying morning coffee, featuring an outdoor dining area and provide
Hot HOT 19
Trailhead Lodges 131
Condo - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 9 guests
Rating 5 256

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