Magnificent Mountain Destinations

Welcome To StayWinterPark

Winter Park is one of the closest ski resorts to the Denver metro area and we offer some of the most popular vacation rentals in the area.  

Choose from cozy condos which are ideal for couples or families wanting amenities with your lodging; townhomes with views and some offering private hot tubs; pet friendly rentals, luxurious private homes offering plenty of room for larger groups or try one of our mountain cabins.

With over 70 + years of experience managing vacation rentals in the Winter Park Colorado area, StayWinterPark ensures a seamless and exceptional customer experience.  

Exclusive discounts available to you when you book and use promo code AV25 for Colorado Avalanche fans to save 10% on your next getaway.

Book Direct Benefits 

Flexible Stays, Last Minute Bookings & Same Day Bookings Are Welcome!

Communication is fast, easy & you get to speak with a local expert!

Enjoy the Best Price Guarantee lower than local competition

Our sister Destinations

StayWinterPark also has two sister companies for your to enjoy!  See what great vacation rentals are available for visiting the Summit County area or Telluride.

Summit County Mountain Retreats

Located Summit County, Colorado with vacation rentals in Breckenridge, Copper, Dillon, Frisco, Keystone, and Silverthorne. We offer rental options from luxurious ski-in/ski-out condos to an eight-bedroom mountain home, and everything in between.

Lodging In Telluride

We offer something for every personality - whether you long to roam the mountains or discover the buzz of Telluride’s main street restaurants and boutiques, we have a place for you.  Choose from budget-friendly accommodations with stunning river and mountain views in one of North America’s most scenic locales. 

Homeowner Services

StayWinterPark also specializes in full service management of short term rentals in the region. If you currently own a second home or investment property in the area or in the future have the consideration for purchasing a second home, please reach out to us!

Properties Available 228 properties available
An open floor plan compliments the 1,200 square feet of interior space of this 2 bedroom unit on the first floor.In the living room, modern mountain themed furnishings surround the gas fireplace, TV and VCR. Guest will also enjoy the queen sofa sleeper and free Wi-Fi access in the unit. No air conditioning.Adjacent to the main living room, there i
Timber Run Evergreen Unit 2
Timber Run Evergreen Unit 2
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
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A well-appointed condominium will enhance your experience in the mountains. The modernized kitchen features new cabinetry, countertops, flooring and a fresh coat of paint. You will have the opportunity to engage with guests in the adjoining dining area, which accommodates six individuals, with extra seating at the breakfast bar.Enjoy your evening
Beaver Village Unit #0612
Beaver Village Unit #0612
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 3
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This vacation rental boasts an ultra-contemporary design and elegant furnishings, featuring 1,764 square feet of living space across two levels. Numerous expansive windows allow guests to admire the stunning mountain views. The expansive living room boasts a southern exposure, offering breathtaking views of stunning sunsets. It provides direct ac
Hot HOT 13
47 Lookout Point - Rendezvous
47 Lookout Point - Rendezvous
Private Vacation Home -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 5 8
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This exquisite three bedroom, three bathroom condominium is located in the vibrant center of downtown Winter Park, offering easy access to nearby hiking and biking trails, dining establishments, breweries, shopping venues and various other attractions. Additionally, guests can benefit from the complimentary town shuttle service available at the fro
Hot HOT 22
Snowblaze Condos Building B unit 34
Snowblaze Condos Building B unit 34
Condo
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
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A spacious 1,200 square feet, this unit is on the first floor and has a living room decorated in with a southwestern decor, gas fireplace, TV, VCR, a queen sofa sleeper, free Wi-Fi access and no air conditioning.Next to the living room is the dining area with large table and chair setting for 6 people. Guests can also access the private deck with m
Timber Run Dogwood Unit 2
Timber Run Dogwood Unit 2
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
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A spacious 3 bedroom unit with 2 interior levels has 1,212 square feet of living space.The living room has a mountain themed decor with gas fireplace, flat screen TV, DVD, Blue Ray disk player, telephone, free in unit Wi-Fi access and queen sofa sleeper. No air conditioning.In an alcove area adjacent to the living room, is the dining area with sol
Lion's Gate Pines Unit 105
Lion's Gate Pines Unit 105
Condo
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
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This expansive residence features beautifully modern furnishings in the living room, complete with a gas fireplace, a small deck boasting mountain views, complimentary Wi-Fi and a TV with VCR player. The open floor seamlessly integrates the dining and kitchen area. The fully equipped kitchen showcases newer cabinets, appliances, countertops and t
Hot HOT 12
Winterstar Building G #3
Winterstar Building G #3
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.5 8
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This lovely decorated unit has 1,200 square feet on the first floor of the building. Please note that there are approximately 6-8 steps to the unit as the ground floor has the 1 car garage.In the main living area, access to the private balcony with mountain views, gas fireplace, TV, VCR, queen sofa sleeper, free Wi-Fi access and no air conditionin
Timber Run Dogwood Unit 1
Timber Run Dogwood Unit 1
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
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This unit is on the second floor of the building and has 1,128 interior square feet of living space with 3 bedrooms and 2 full bathrooms.In the main living room area, guests can enjoy the gas fireplace, flat screen TV, DVD, Blue Ray disk player, free Wi-Fi access and a queen sofa sleeper. No air conditioning.A separate dining area is adjacent to t
Lion's Gate Pines Unit 110
Lion's Gate Pines Unit 110
Condo
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
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Our Valley View residence is an upscale contemporary getaway situated at Granby Ranch offering amenities not found in other nearby homes. Guests can relish the stunning mountain vistas from 1,000 square feet of covered patio, which includes a gas grill and various dining and lounge spaces and allows up to 2 dogs. This home comfortably hosts up to
935 Lone Eagle - Valley View
935 Lone Eagle - Valley View
Private Vacation Home - Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 12 guests
Rating 5 4
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This ground floor condo has updated throughout and is located in building 1 which is close to the shuttle stop on Highway 40 and an easy walk to the clubhouse. There is hardwood flooring throughout main living area with a large comfortable sectional sofa for you to enjoy watching the flat screen tv and gas fireplace and an extra set of windows to b
Hot HOT 10
Beaver Village Unit #0111
Beaver Village Unit #0111
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 5
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Comfortably furnishing are in the living room, accented in a mountain theme with a gas fireplace, flat screen TV, DVD, Blue Ray disk player, telephone, free Wi-Fi access and a queen sofa sleeper. No air conditioning.Lots of window surround the dining area with seating for 8 persons. In the kitchen, recent renovations include solid wood cabinets,
Lion's Gate Pines Unit 117
Lion's Gate Pines Unit 117
Condo
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
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