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, cabins,  townhomes, 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.


Properties Available 48 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
74 Alder Brook
Private Vacation Home -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 9 guests
Rating 5 48
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
Hot HOT 19
47 Lookout Point - Rendezvous
Private Vacation Home -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 23
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
349 Ridge Road
Private Vacation Home -
Bedrooms 5 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.5 2
Welcome to Arrow 213, a stunning new condo nestled in the heart of Downtown Winter Park, Colorado. This modern retreat offers a perfect blend of comfort and style, making it an ideal getaway for families or groups of friends seeking adventure and relaxation in the mountains.This spacious 1-bedroom, 2-bathroom unit comfortably accommodates up to 6 g
Arrow At Winter Park Unit 213
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 24
Welcome to your cozy mountain retreat at Timber Fox Building C Unit 3404, nestled in the heart of Winter Park. This luxurious 2-bedroom, 2-bathroom condo offers a perfect blend of comfort and elegance, ideal for families or groups of friends seeking a memorable getaway.Step inside to discover a thoughtfully designed living space, complete with a mo
Hot HOT 11
Timber Fox Building C Unit 3404
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 5
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
67 Fireweed 27A
Townhome - Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 58
This Bear Crossing three-bedroom townhome features a remarkably spacious interior, high-quality finishes throughout, and a multi-level layout. Spanning 2,000 square feet, it provides ample room for a group of eight to spread out, enjoy the nearby outdoor activities, and admire the stunning mountain views from the large windows in the main living ro
Bear Crossing 435
Townhome
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Book your next stay slopeside with us at this lovely split-level townhome at Base Camp. Guests will enjoy easy access to the slopes, private patio with mountain views, 3 bedrooms, large windows for viewing the surrounding outdoors and 1 car garage parking. Guests also have access to the clubhouse with paid amenities - there's something to do any t
Hot HOT 16
Base Camp Townhome #106
Townhome -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 5
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
Condo - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 31
This residence is ideally suited for several families or small groups seeking both privacy and a convenient location for their skiing or summer holiday. Notable features of this Winter Park home include stunning mountain views of the Continental Divide and Byers Peak, along with the added benefit of three master suites for enhanced privacy. We bel
Leland Creek Home
Private Vacation Home -
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 13 guests
Rating 4.5 16
This lovely townhome in Fraser is pet-friendly and offers a peaceful rental option while still being conveniently located near various outdoor activities available throughout the year. Situated at the Cabins of Porcupine Ridge, this spacious 3-bedroom unit can accommodate up to 8 individuals, boasting stunning views and an open floor plan.On the ma
500 North Lupine
Private Vacation Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 97
Experience mountain living at its finest in this stylish and serene mountain modern townhome that is thoughtfully designed with luxurious finishes making this townhome the ideal vacation rental for comfort and convenience.The ground floor entrance offers hardwood floors, easy access to the garage parking, the third bedroom with Captain’s Bunk bed (
374 Lake Trail
Townhome
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests

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