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
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
An inviting vacation rental opportunity is presented in this one-bedroom condominium, accommodating up to four guests and offering convenient ski-in/ski-out access to the slopes at Winter Park Resort.The kitchen has been modernized, featuring new cabinetry, tiled countertops, and tile flooring. It is equipped with new appliances, includes two count
Hot HOT 11
Iron Horse Building D Unit 4104
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.5 9
Our Hideaway Station unit 202 is a perfectly situated 2 bedroom condo in the heart of downtown Winter Park and walking distance to a number of restaurants, shops, activities and the free town shuttle stops in front of the complex on Main Street. This stunning condo offers breathtaking mountain views from the private deck and an ambiance that blends
Hot HOT 17
Hideaway Station E #202
Condo - Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 51
Enter a beautifully updated and contemporary three bedroom unit! Situated on the ground floor of the building, this residence offers convenient access, featuring hardwood flooring throughout the primary living space.Upon entering the unit, one is greeted by a stunningly remodeled kitchen featuring modern appliances, granite countertops, wooden cab
Hot HOT 17
Hi Country Haus Unit 1801
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 66
Welcome to our home at 113 Peak View. Perfect for two families, including your pets! seeking ample space to unwind, this home features two separate living rooms, providing the ideal setting to spread out and relax in comfort; enjoy the lovely views from the private deck, take a relaxing soak in the private outdoor hot tub and take advantage of the
Hot HOT 14
113 Peak View
Private Vacation Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 12
Welcome to Apex Peak! This luxurious 2-bedroom, 2-bath condo is situated on the top floor of the Founder's Pointe building, featuring soaring ceilings and breathtaking mountain views. You will appreciate the expansive vistas from your adirondack chairs on the private balcony! This spacious unit comfortably accommodates up to 6 adults, providing all
Hot HOT 12
Founders Pointe 4649
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.9 32
Welcome to our home at Pines Mesa Cottages Unit 8.This stunning retreat in the picturesque Fraser, Colorado offers a luxurious Pet Friendly getaway with breathtaking mountain views from the private deck, private outdoor hot tub, 1 car heated garage parking, game room, vaulted ceiling and is perfect for families or groups seeking a memorable getawa
Hot HOT 14
Pines Mesa Cottages #8
Townhome - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 10 guests
Rating 5 11
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
The vacation rental features a newly designed kitchen equipped with pendant lighting, luminous cabinetry, stainless steel appliances and granite countertops. The open-concept layout includes a living room and dining area, furnished with a table that comfortably seats six. The living space is enhanced by a plush couch and armchair, complemented by a
Hot HOT 14
Beaver Village Unit #0721R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 17
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
Welcome to our condo at Waterside West Unit A206! Embark on your next vacation in Fraser with this welcoming, contemporary split-level 2-bedroom unit, which comfortably accommodates up to 6 guests. Enjoy the convenience of easy access to Winter Park via the complimentary town shuttle. Nearby outdoor activities include two snow tubing hills, as well
Waterside West A206
Condo -
Bedrooms 2 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 5 2
Welcome to our condo at Iron Horse Unit D3074.A lovely and cozy studio condo with direct access to the slopes of Winter Park Resort, private balcony and modern interior design make for a relaxing vacation anytime of the year for a small family or couple.The open floor plan encompasses living, dining, sleeping and kitchen areas with newly installed
Hot HOT 15
Iron Horse Building D Unit 3074
Condo -
Bathrooms 1 baths
Guests 4 guests
Rating 5 5

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