Winter Park Luxury Vacation Rentals

Explore Luxury Lodging 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 , Private Homes, Pet Friendly Rentals,  Colorado Cabins, Winter Park Base Village, Ski in Ski Out , Condo Complexes, Townhome Rentals

Search Other Nearby Areas:

Fraser, Tabernash,  Winter Park Highlands,  Granby , Grand Lake 



Properties Available 45 properties available
Indulge in the opulence of this expansive and beautiful residence, which has been recently built and offers numerous amenities for you and your family to relish a delightful vacation in Fraser. This includes breathtaking mountain views, a private patio, in-floor radiant heating and a heated garage for two vehicles. Our home can accommodate up to
Hot HOT 14
74 Alder Brook
74 Alder Brook
Private Vacation Home -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 9 guests
Rating 5 48
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This recently built townhome features a three-level interior, along with two private deck and patio spaces that allow residents to appreciate the verdant forest scenery. The contemporary interior design exudes a sense of privacy, while being conveniently located just 3 ½ blocks from the main street in downtown.The primary level features a one-car
Hot HOT 21
15 Saddle Horn Way - Rendezvous
15 Saddle Horn Way - Rendezvous
Townhome -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 5 4
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Welcome to Alpine Bliss, situated at the Winter Park Resort! This mountainside condominium in Winter Park, Colorado, is a genuine winter haven. Just a few steps from the ski slopes, it presents an ideal combination of beauty and convenience.Inside this two-bedroom, two-bath condo, you will discover a cozy and inviting space, embellished with deligh
Hot HOT 29
Fraser Crossing 3302
Fraser Crossing 3302
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 8
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The ideal mountain retreat located in the esteemed Elk Run neighborhood has undergone a complete renovation, making it an excellent vacation rental for a large family or two families traveling together.Just steps away from miles of trails and the National Forest, and a short walk to town, this property features a private hot tub. It includes 3 bedr
Hot HOT 21
765 Elk Trail
765 Elk Trail
Private Vacation Home -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 9 guests
Rating 5 1
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Prepare to immerse yourself in the pinnacle of mountain living! This exquisitely renovated 3-bedroom condominium serves as the ideal resort escape, featuring contemporary furnishings, state-of-the-art appliances, stunning river vistas and ample space for all to relish a mountain retreat.The main open-concept design showcases hardwood flooring and l
Winter Park Place #1
Winter Park Place #1
Condo - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 30
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This upscale townhome in Fraser provides a tranquil rental choice while remaining conveniently positioned close to a variety of outdoor activities accessible year-round. Located at the Cabins of Porcupine Ridge, this expansive 4-bedroom unit can host up to 10 guests, featuring an open floor plan, a private patio equipped with an outdoor hot tub, a
Hot HOT 21
220 Quill Way
220 Quill Way
Private Vacation Home -
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 4.8 8
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This magnificent custom mountain residence boasts one of the finest locations, positioned on the 8th fairway of the acclaimed Pole Creek Golf Course, offering breathtaking views of Sheep Mountain and Indian Peaks. Our home serves as a luxurious mountain sanctuary nestled on two private acres, ensuring both seclusion and stunning vistas in every dir
Hot HOT 22
144 Rainbow - Fairways at Pole Creek
144 Rainbow - Fairways at Pole Creek
Private Vacation Home - Pet Friendly
Bedrooms 6 bedrooms
Bathrooms 5 baths
Guests 14 guests
Rating 5 4
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Escape to the mountains at this splendid, newly constructed residence boasting unforgettable mountain and lake views with a high-end interior designed 5 bedroom home that will sleep up to 10. This extraordinary mountain home offers beatle-kill hardwood flooring on the main level, accented by hand-hewn wooded plank ceilings and custom cabinetry.On
Hot HOT 24
128 GCR 4034
128 GCR 4034
Private Vacation Home -
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 5 6
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Book your next experience in the ultimate mountain getaway at the Winter Park Hideout in this expansive 5-bedroom sanctuary, offering a blend of opulence and one of a kind amenities and floor plan. Our home is located in Tabernash offering guests a perfect home base to explore all the outdoor activities and local attractions as it is centrally loca
Hot HOT 19
349 Ridge Road
349 Ridge Road
Private Vacation Home -
Bedrooms 5 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.5 2
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A remarkably spacious 4 bedroom townhome in downtown Winter Park, located at the Arrow development, offers stunning views from the private rooftop hot tub of the Continental Divide. Its prime location on Main Street ensures convenient access to summer festivals at the Rendezvous Event Center as well as a short stroll to various restaurants, nightl
Hot HOT 20
Arrow At Winter Park Unit 280
Arrow At Winter Park Unit 280
Townhome -
Bedrooms 4 bedrooms
Bathrooms 3 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 23
133 Eisenhower Cabin
133 Eisenhower Cabin
Cabin -
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 5 6
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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 24
Elk Creek Condos B103
Elk Creek Condos B103
Condo -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 42
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