Luxury Properties

Luxury Vacation Rentals in Winter Park CO

Looking to make unforgettable and enduring memories during your upcoming mountain getaway? Search no further, reserve one of our opulent Winter Park rentals today; providing guests with something extraordinary and distinctive that is bound to be unforgettable!  Stay Winter Park is delighted to offer a splendid array of vacation homes, town homes,  and condos that surpass your typical vacation rental with numerous additional touches and details to enhance your stay right from the beginning.

Our deluxe rentals are all recently built and showcase top-of-the-line appliances, granite countertops, private garages, flat screen HDTVs, and more! Many of these Winter Park rentals also boast their own private hot tub and a spacious deck with stunning mountain views. Some even feature large communal areas for group gatherings.  Numerous properties are conveniently situated near local attractions and activities,  while others are tucked away off the beaten path, providing guests with a sense of seclusion.

Moreover, several properties in this luxury collection are ideal for corporate or executive retreats, family  reunions, or weddings in Winter Park. We offer customized quotes for groups to accommodate your travel and event requirements, along with recommendations for local vendors offering additional services. Don't hesitate to reach to our Group Reservations team  today. We encourage you to secure a vacation of a lifetime at any of these luxurious properties, explore all the rentals in this collection, and prepare to embark on an unforgettable journey.

Search Other Popular Vacation Rental Categories:

Downtown Winter Park Rentals, Private Homes, Pet Friendly,  Winter Park Cabins, Base Village, Ski in Ski Out Lodging, Condo Complexes

Search Other Nearby Areas:

Fraser, Tabernash,  Winter Park Highlands,  Granby Ranch, Gore Pass




Properties Available 35 properties available
The open floor plan of this home welcomes you with warmth and charm, featuring vaulted ceilings, large windows, hardwood floors, a stone gas fireplace, and access to a private deck with stunning mountain views, especially during sunset.The main living area is furnished for comfort, perfect for relaxing after a day outdoors, and is open to the dinin
751 Mountain Terrace
751 Mountain Terrace
Private Vacation Home -
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 12 guests
Rating 5 2
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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
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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The living area boasts pristine features such as in-floor radiant heating, 10 foot ceilings, customized lighting, a smart TV, a gas fireplace and breathtaking mountain views from the comfortable leather furnishings. Numerous expansive windows provide multiple vantage points of the mountains and the surrounding natural beauty from this central spac
Hot HOT 14
Elk Creek Condos B103
Elk Creek Condos B103
Condo -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 17
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The cozy and inviting interior of this pet-friendly home features hardwood floors, a stone fireplace, and plush carpeting in the open floor plan. The spacious kitchen boasts stainless steel appliances and granite countertops, while the dining room and living room provide ample space for your family to relax. Outside, the deck with a gas grill offe
Hot HOT 16
55 Campfire - Rendezvous
55 Campfire - Rendezvous
Private Vacation Home - Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 4.8 17
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This recently built 5-bedroom corner unit at the Arrow townhome development provides unique amenities such as stunning views from the private hot tub overlooking the Continental Divide and hillside scenery of the Rendezvous Event Center for music festivals in downtown Winter Park, as well as partial views of Winter Park Resort from the spacious roo
Arrow at Winter Park Unit 284
Arrow at Winter Park Unit 284
Townhome -
Bedrooms 5 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.6 14
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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 5
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This tri-level townhome features an inviting open floor plan that exudes warmth, charm and contemporary interior design with carpeting throughout and in-floor radiant heating. The comfortable furnishings provide a perfect setting for relaxation after a day of exploring the local area, while large windows in the main living area allow for a stunnin
Hot HOT 17
Spruce Ridge Unit H
Spruce Ridge Unit H
Townhome -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 1
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This newly constructed, luxurious three bedroom unit is situated in the vibrant center of downtown Winter Park. The Timber Fox offers a splendid view from its private patio, overlooking the Winter Park Ski Resort and the adjacent forested landscape, making it an ideal location to unwind, savor morning coffee and utilize the BBQ grill.The primary o
Timber Fox Building B Unit 2102
Timber Fox Building B Unit 2102
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 4
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Discover the serenity of a meticulously crafted, newly constructed cabin, ideally situated near the slopes of Granby Ranch and the town of Granby. This residence can comfortably accommodate up to 10 guests across three interior levels, offering stunning views and a variety of additional amenities.The cabin showcases vaulted ceilings enhanced by ex
Hot HOT 45
72 Spruce Dr
72 Spruce Dr
Private Vacation Home
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
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Indulge in an authentic luxury mountain getaway in this delightful townhome, ideally situated near the heart of downtown and adjacent to Vasquez Creek. This residence features breathtaking vistas and is conveniently located on the complimentary shuttle route to Winter Park Resort. It is also within walking distance of various downtown dining estab
Townhome on Vasquez Creek #6
Townhome on Vasquez Creek #6
Townhome - Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 4.9 27
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Experience the ultimate mountain getaway at this expansive 4-bedroom sanctuary, offering a blend of opulence and serenity amidst the natural surroundings. Situated a short drive away from Fraser and Winter Park, guests can enjoy easy access to various amenities including shops, dining options, and top notch ski resorts such as Winter Park Ski Resor
Hot HOT 27
273 Fallen Rock
273 Fallen Rock
Private Vacation Home - Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 19
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Experience a beautifully renovated cabin in the heart of downtown Fraser, offering all the amenities for an ideal family retreat. This location is conveniently within walking distance to various restaurants, breweries and shops. Additionally, the property is accessible via the complimentary town shuttle, providing effortless transportation to the
Hot HOT 39
133 Eisenhower
133 Eisenhower
Cabin
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 10 guests
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