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 32 properties available
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 6
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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 25
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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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
Hot HOT 13
Arrow at Winter Park Unit 202
Arrow at Winter Park Unit 202
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 10
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This rental townhome, which is pet-friendly, provides a peaceful retreat with two spacious living areas that can comfortably host up to 10 guests. It has been renovated to offer all the amenities needed for a fantastic vacation experience.The main level features a spacious living area with furniture, gas fireplace, flat screen TV and large windows
Hot HOT 27
67 Fireweed 27A
67 Fireweed 27A
Townhome - Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.8 25
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This charming pet-friendly 3-bedroom retreat offers a cozy getaway for up to 8 guests and easy access to downtown Fraser's breweries, restaurants and great year round outdoor activities. A single level condo featuring an open floor plan with a fully equipped kitchen, breakfast bar, dining area, and a comfortable living room with a gas fireplace and
448 Cranmer Unit 103
448 Cranmer Unit 103
Condo - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 20
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This recently renovated three-bedroom property includes an additional bunk room, allowing accommodation for up to nine guests. The rooftop hot tub is an irresistible feature, making it the perfect choice for your next Winter Park vacation. Additionally, this property is pet-friendly, ensuring a memorable downtown getaway for all. A heated garage
Hot HOT 18
Arrow at Winter Park Unit 286
Arrow at Winter Park Unit 286
Townhome - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 9 guests
Rating 4.8 35
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Upon entering through the front door, you will be welcomed by a cozy and inviting interior adorned with unique features such as hardwood floors, a stone fireplace, and breathtaking views from the private deck. This Winter Park gem boasts 4 bedrooms and 4 bathrooms, making it a rare find in the area. Perfect for a vacation getaway, this Rendezvous
Hot HOT 13
25 Discovery Lane - Rendezvous
25 Discovery Lane - Rendezvous
Private Vacation Home -
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 4.7 12
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This 3-bedroom unit offers something for everyone, including pets, accommodating up to 9 persons with stunning views, open floor plan and a private outdoor hot tub. Situated in a convenient location at Grand Park, this townhome is truly wonderful.The primary floor features an expansive layout that includes the living, kitchen and dining spaces, cr
Hot HOT 14
228 Mountain Willow
228 Mountain Willow
Townhome - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 9 guests
Rating 4.8 14
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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
Antlers At Lakota 406
Antlers At Lakota 406
Townhome -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 5 6
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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 13
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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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 15
Spruce Ridge Unit H
Spruce Ridge Unit H
Townhome -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 2
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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
Hot HOT 14
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 16
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