Magnificent Mountain Resorts

Welcome To StayWinterPark

Winter Park stands as one of the nearest ski resorts to the Denver metropolitan area, providing a selection of highly sought-after vacation rentals.  

Guests can choose from inviting condos, perfect for couples or families seeking amenities alongside their accommodations; townhomes that feature scenic views, with some including private hot tubs; pet friendly options, luxurious private residences that offer ample space for larger groups; or consider of our charming mountain cabins.

With over 70 years of expertise in managing vacation rentals in the Winter Park Colorado region, StayWinterPark is committed to delivering a seamless and outstanding customer experience.  

Exclusive discounts are available when you book using the promo code Nugs25, specifically for Denver Nuggets fans to save 10% on your getaway.

Book Direct Benefits 

We gladly accept Flexible Stays, Last Minute reservations and Same Day Bookings.

Communication is swift and straightforward, allowing you to engage with a local expert

Enperience the assurance of our Best Price Guarantee, which is more competition than local alternatives

Our sister Destinations

StayWinterPark is affiliated with two sister companies that enhance your experience.  Explore the excellent vacation rentals options available for your visit to the Summit County region or Telluride.

Summit County Mountain Retreats

Situated in Summit County, Colorado we provide vacation rentals in Breckenridge, Copper, Dillon, Frisco, Keystone, and Silverthorne. Our offerings range from opulent ski-in/ski-out condominiums to an expansive eight-bedroom mountain residence, encompassing a variety of accommodations to suit diverse preferences.

Lodging In Telluride

We provide options that cater to every type of individual.  Whether you desire to explore the majestic mountains or experience the vibrant atmosphere of Telluride’s main street, featuring a variety of  restaurants and boutiques, we have accommodations suited to your needs.  Select from affordable lodging that boasts breathtaking views if the river and mountains in one of North America’s most picturesque destinations. 

Homeowner Services

StayWinterPark is also dedicated to providing comprehensive management for short term rentals in the region. If you presently own a second home or investment property in the area, or if you are contemplating the purchase of a second home in the future, we encourage you to contact us.

Properties Available 223 properties available
This condo rental is perfectly suited for two couples or singles seeking the comfort of private sleeping quarters, featuring queen beds equipped with new mattresses and a vanity sink in each bedroom. The unit has been updated to feature a flat screen HDTV positioned adjacent to the wood-burning fireplace, along with a VCR and DVD player, all compl
Hot HOT 13
Hi Country Haus Unit 0705
Hi Country Haus Unit 0705
Condo -
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 6 guests
Rating 4.7 16
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Dogwood 203 is a first floor unit with 1,200 square feet of living space that offer 2 bedrooms and 2 bathrooms. The open living room with a wood paneled accent wall to compliment the lovely furnishings, gas fireplace, TV, VCR, queen sofa sleeper and no air conditioning.In the center of the main room, the dining area overlooks the private balcony a
Timber Run Dogwood Unit 3
Timber Run Dogwood Unit 3
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
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The condominium is well-maintained boasting a modern kitchen equipped with new appliances, cabinets and countertops. The dining space features an elegant wooden table complemented by comfortable cushioned chairs, accommodating up to six individuals. An added perk of the dining area is the extra side window, allowing ample natural light to filter
Hot HOT 16
Beaver Village Unit #0724
Beaver Village Unit #0724
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.7 8
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This timeless condominium is situated at the Iron Horse Resort, providing direct access to the slopes of the Winter Park Resort. It features two bedrooms and three bathrooms, accommodating up to nine guests.The kitchen and dining area are situated next to one another, featuring granite countertops, a dining table, tiled flooring and modern applian
Hot HOT 19
Iron Horse Building J Unit 1309
Iron Horse Building J Unit 1309
Condo -
Bedrooms 2 bedrooms
Bathrooms 3 baths
Guests 9 guests
Rating 4.6 9
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Rated five stars, the fully renovated two bedroom condominium is sure to impress guests. The vacation rental features a modern kitchen equipped with pendant lighting, bright cabinetry, stainless steel appliances and granite countertops. The open-concept design includes a living room and dining area, with a table that comfortably seats six. The li
Hot HOT 14
Beaver Village Unit #0721
Beaver Village Unit #0721
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 2
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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 12
Hi Country Haus Unit 1801
Hi Country Haus Unit 1801
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.6 12
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The main living area radiates a warm and inviting ambiance, offering seating for four at the kitchen bar, complemented by a more intimate arrangement for two. Additional ottomans can be utilized to accommodate up to four guests at the table, making it an ideal setting for celebrating the daily accomplishments in the great outdoors. From the welcomi
Beaver Village Unit #1531R
Beaver Village Unit #1531R
Condo
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
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Experience the tranquility of a beautifully designed, newly built cabin nestled in the woods, yet conveniently located near town, offering contemporary amenities for your upcoming retreat. Enjoy a serene getaway complemented by breathtaking views of the night sky adorned with countless stars and the surrounding forest. This invitin
Hot HOT 40
1585 Moose Run
1585 Moose Run
Cabin
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 5 guests
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A first floor unit with 1,212 square feet and two levels, guests have an open floor plan encompassing the gas fireplace, flat screen TV with DVD and Blue Ray disk player, free Wi-Fi access and queen sofa sleeper in the main living room. No air conditioning.In the dining area that is adjacent to the living room, there is a comfortable table and chai
Lion's Gate Pines Unit 123
Lion's Gate Pines Unit 123
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4 1
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The newly installed carpeting and contemporary furnishings will enhance your retreat; this family friendly condominium provides an excellent location for your year-round Winter Park escape. Situated on the ground level of the building, this unit features a private deck that offers a serene forest view, perfect for unwinding with a morning coffee or
Hot HOT 19
Beaver Village Unit #1714
Beaver Village Unit #1714
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 13
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Explore our brand new exquisite 2-bedroom, 2-bathroom condominium located in the center of downtown Winter Park! This flawless residence showcases top-notch contemporary aesthetics and comes fully furnished, perfect for your own use or as a vacation rental. Conveniently located near the main street, this unit provides easy access to Winter Park's d
Arrow at Winter Park Unit 202
Arrow at Winter Park Unit 202
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 4
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This unit has two interior levels with 1,450 square feet encompassing 2 bedrooms plus a loft and 3 bathrooms with Wi-Fi access. The living room offers a gas fireplace with wood paneled accent wall, vaulted ceilings, TV with VCR, queen sofa sleeper and other comfortable furnishings to relax. No air conditioning.Adjacent to the living room, the dini
Timber Run Dogwood Unit 305
Timber Run Dogwood Unit 305
Condo
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
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