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
Why You’ll Love this Colorado Escape• Spacious 1,100-square-foot condo with high-end mountain-chic design big enough for multiple families• Located directly on the ski, bike and golf resort of Granby Ranch• Gas fireplace, large mountain view windows and a private deck• Luxurious team shower and top-of-the-line plush pillow-top mattresses • Pr
Hot HOT 12
Mountainside Unit B-27
Condo -
Bedrooms 2 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 5 3
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
Hot HOT 13
Iron Horse Building C Unit 1023
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 26
This luxurious three bedroom unit is situated on the second floor and features a private deck that provides a scenic view of the Fraser River. Positioned to the right of the unit’s entrance, the kitchen features modern appliances that harmonize with the wooden cabinetry and contemporary countertops. Next to the kitchen, the dining room is furnished
Hot HOT 17
Hi Country Haus Unit 1805
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 4.9 94
Cozy, downtown Winter Park 1 bedroom condo that has been renovated into an ideal mountain getaway - great for couples or small families. One block to main street, clubhouse amenities, forest views and easy access to the free town shuttle.Our 1 bedroom condo is situated on the second floor of the building and offers an open floor concept in the mai
Hi Country Haus Unit 1009
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 42
Welcome to our condo at Timber Fox Unit C3308! This newly constructed, luxurious three bedroom unit is situated in the vibrant center of downtown Winter Park. Our unit offers a splendid view from its private patio with outdoor sofa, open floor plan with a modern themed interior design, gourmet kitchen, washer and dryer and will sleep 8 guests comfo
Timber Fox Building C Unit 3308
Condo -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 2
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 23
881 Ermine Lane
Townhome -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 3
A western themed two bedroom unit, located on the third floor of the building, offers an excellent retreat while being conveniently situated near Main Street in downtown Winter Park. Additionally, as an end unit, it ensures enhanced tranquility and seclusion.The primary living space features tiled flooring and is adorned with log themed lamps. It
Hot HOT 12
Hi Country Haus Unit 1515
Condo -
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 41
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 32
Winter Park Place #18
Condo - Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 4
Consider renting our charming two bedroom residence, which boasts excellent amenities, a generous floor plan and a wonderful neighborhood. It is conveniently located near the vibrant downtown area of Winter Park or offers easy access to the resort and various outdoor activities via a short shuttle ride.The residence’s ground floor features a spaci
Hot HOT 17
45 Idlewild
Private Vacation Home -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 48
Organize your escape to this splendid pet friendly vacation residence in Winter Park Colorado. This expansive home provides all the comforts and amenities essential for an ideal family holiday, featuring three bedrooms and 2,790 square feet of living space spread across three levels, all just minutes from Winter Park Resort. The primary level feat
Hot HOT 12
12 Yukon Lane Townhome
Private Vacation Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 83
Welcome to our condo at Waterside West Building D Unit #301.A spacious and lovely decorated 1 bedroom offers a private deck with mountain views, 2 full bathrooms, washer/dryer, in-floor radiant heating - great spot in Fraser for you to enjoy your mountain getaway.The open floor plan has new carpeting and is very spacious to enjoy the living, dining
Hot HOT 11
Waterside West D301
Condo -
Bedrooms 1 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 13
This studio unit, encompassing 443 square feet, has been thoughtfully renovated and features new flooring and furnishings. Situated on the fifth floor, it offers stunning views of the Winter Park Resort and is conveniently located just a 150-yard walk from the slopes and the village. The kitchenette is equipped with granite countertops and stainles
Hot HOT 13
Fraser Crossing 3518
Condo -
Bathrooms 1 baths
Guests 2 guests
Rating 4.9 56

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