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
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
Hot HOT 14
Timber Fox Building B Unit 2102
Timber Fox Building B Unit 2102
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 3
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This expansive two bedroom unit is located in the center of downtown Winter Park and is part of a newly built complex. The Timber Fox complex features a private patio that provides stunning views of the Winter Park Ski Resort and the adjacent forested landscape, making it an ideal place to unwind, savor your morning coffee and utilize the BBQ grill
Timber Fox Building C Unit 3406
Timber Fox Building C Unit 3406
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 4
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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 21
133 Eisenhower
133 Eisenhower
Cabin Pet Friendly
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 10 guests
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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 12
72 Spruce Dr
72 Spruce Dr
Private Vacation Home
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
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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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Experience the luxury of this spacious and stunning home that is pet friendly and has so much to offer! Homer’s Hideaway is a newly constructed, 3 bedroom plus loft, 3.5 bath private residence that can comfortably sleep 10 people. Located in the desirable Grand Park neighborhood, it is perfect for a large family or two families vacationing togethe
Hot HOT 13
71 Alder Brook Homer’s Hideaway
71 Alder Brook Homer’s Hideaway
Private Vacation Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 5 17
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This Bear Crossing town home has very spacious interior, high-end finishes throughout and multi-level floor plan. The 2,000 square feet offers more than enough space for group of eight to spread out and take advantage of the great outdoor activities nearby.A wonderful three bedroom three bathroom town home provides guests a feeling of seclusion bu
Bear Crossing 845
Bear Crossing 845
Townhome -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 4
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Visitors can appreciate the main floor living room as the focal point of this stunning townhome, with its large expansive windows providing an unforgettable view of the ski resort, and the vaulted ceilings create an even more spacious feel. Relax on the comfortable sofas, watch TV or warm your toes in front of the gas fireplace. The adjacent din
Hot HOT 10
Antlers At Lakota 406
Antlers At Lakota 406
Townhome -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 5 3
View Property Details
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 5904
12 Yukon Lane Townhome
12 Yukon Lane Townhome
Private Vacation Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.8 22
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The ski resort can be admired through the expansive windows and from the rooftop deck, while the vaulted ceilings enhance the spaciousness of the area. Relax on the comfortable sofas, watch TV or cozy up by the gas fireplace. The dining area and kitchen are conveniently located nearby, allowing the cook to engage with the group. The kitchen boasts
Arrow at Winter Park Unit 248
Arrow at Winter Park Unit 248
Townhome -
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.8 13
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This residence in Colorado is situated 2/3 of a mile from the main street in downtown Winter Park and three miles from the Winter Park Resort, nestled in a charming neighborhood that provides a sense of seclusion along with stunning mountain vistas. It serves as an excellent setting for either a large family or a small group. The recently renovat
Hot HOT 20
40 Crescentview Lane
40 Crescentview Lane
Townhome -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 4
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Our Gore Pass residence is ideal for outdoor enthusiasts, hunting parties or those seeking a tranquil retreat. During winter, guests can access snowmobile trails, while in summer, ATV and mountain bike trails are just steps away. Steamboat 53 miles, Breckenridge 65, Keystone 56, Granby Ranch 46, Vail 81, Winter Park 61 miles.This charming 4-bedr
Hot HOT 19
2665 Golden Edge Drive
2665 Golden Edge Drive
Cabin -
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 14 guests
Rating 5 1
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