Luxury Properties

Luxury Vacation Rentals in Winter Park CO

Looking to create unforgettable and lasting memories on your next mountain vacation? Look no further, book one of our luxurious Winter Park rentals today; offering guests something special and unique and sure to be memorable! Stay Winter Park is pleased to provide a wonderful collection of vacation homes, town homes, condos that go above and beyond your traditional vacation rental with many extras touches and finishes to make your stay even more enjoyable right from the start.

Our luxury rentals are all newly constructed and feature high-end appliances, granite counter tops, private garages, flat screen HDTVs, and more! Many of these rentals in Winter Park also have their own private hot tub and a large deck providing beautiful mountain views. Others include large group gathering spaces. Many are conveniently located near area attractions and activities while others are truly off the beaten path offering guests seclusion from the world.

Additionally, many of the properties in this luxury collection are perfect if you are planning a corporate or executive retreat, family gathering, or wedding in Winter Park. We offer groups customized quotes for your travel and meeting needs, including local vendor recommendations for additional services. Be sure to contact our Group Reservations team  today. We invite you to reserve a vacation of a lifetime with any of these luxury properties, browse all the rentals in this collection and get ready to experience the trip of a lifetime.

Search Other Popular Vacation Rental Categories:

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

Properties Available 30 properties available
Welcome to your favorite mountain retreat! This spacious 4-bedroom haven is more than just a home; it's an invitation to experience luxury and tranquility in the heart of nature. Just 15-20 minutes from Fraser and Winter Park, with all the shops, restaurants, grocery stores, and two world class ski areas- Winter Park Ski Resort and Ski Granby. The
Hot HOT 35
273 Fallen Rock
273 Fallen Rock
Private Vacation Home - Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 11 guests
Rating 5 7
This large and beautiful home offers outstanding mountain views and a great rental for peace and quiet that will accommodate 8 people.An open floor plan encompasses the living, dining, kitchen areas as well as half bathroom on the main level. The living room offers a very cozy spot to relax on the comfortable sofa to enjoy the flat screen TV, gas
2002 Lupine Lane
2002 Lupine Lane
Private Vacation Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 3
A wonderful location in Fraser, this Mountain Terrace private home offers a 2 car garage parking and spacious interior with distinctive touches provided by great architectural design and beautifully decorated throughout.A warm and welcoming open floor plan greets you with vaulted ceilings to accentuate the large windows, hardwood floors, stone gas
751 Mountain Terrace
751 Mountain Terrace
Private Vacation Home -
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 12 guests
Rating 5 2
Luxurious, new construction this 3 bedroom unit is in the heart of downtown Winter Park. This Timber Fox has a wonderful view from the private patio of the Winter Park Ski Resort and surrounding forested area – perfect spot to relax, enjoy morning coffee and the BBQ grill.The main open floor plan has hardwood flooring and large expansive windows a
Timber Fox Building B Unit 2102
Timber Fox Building B Unit 2102
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 2
This updated 3 bedroom has bonus bunk room to sleep up to 9 people and how can you not say yes to a rooftop hot tub and is pet friendly for your next downtown Winter Park getaway!A heated garage is an ideal spot to store all your skis, snowboards, bikes, and boots; and 2 cars can be parked in tandem here. Entering the townhouse from the garage, you
Hot HOT 11
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 28
A pet friendly rental townhome offers a great spot to find solitude as well as 2 living area, large enough to accommodate 10 people and has been remodeled with all the comforts for a wonderful vacation.A spacious living on the main level has furniture, gas fireplace, flat screen TV and large windows offering mountain views. You can also access the
67 Fireweed 27A
67 Fireweed 27A
Condo - Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.8 15
A warm and welcoming interior greets you at the front door entrance filled with distinctive touches including hardwood floors, stone fireplace, stunning views from the private deck surrounded by great architectural design and thoughtful planning. Rare find in Winter Park - 4 bedrooms and 4 bathrooms - this Rendezvous cabin offers one of the best va
25 Discovery Lane - Rendezvous
25 Discovery Lane - Rendezvous
Private Vacation Home -
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 4.7 12
An ultra-modern and beautifully appointed townhome has 1,764 square feet of living space on two levels and lots of large windows to marvel at the magnificent mountain views from this vacation rental. A spacious living room is south facing for spectacular sunsets, access to the private deck with BBQ grill, space to relax and the private hot tub. Al
47 Lookout Point - Rendezvous
47 Lookout Point - Rendezvous
Private Vacation Home -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 5 8
Tons of light and a lot of square footage in this tri-level town home make it the ideal vacation rental for families or singles looking for lodging that has a lot of space.The main level has a large entryway with tiled flooring to storage your jackets, coats and an excellent spot to access the one car garage, laundry room and bedroom with 2 twin be
Timber Lake 341
Timber Lake 341
Townhome -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.8 9
Something for everyone at this 3-bedroom unit, sleeps up to 9 persons with great views, open floor plan and private outdoor hot tub in this wonderful townhome and convenient location at Grand Park.The main level has an open floor plan encompassing the living, kitchen and dining areas making for a perfect area to gather for entertainment and meals.
228 Mountain Willow
228 Mountain Willow
Townhome -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 9 guests
Rating 5 4
A warm and welcoming interior with hardwood floors, stone fireplace, and plush carpeting in the open floor plan is delightful spot containing a spacious kitchen with stainless steel appliances and granite counter tops, a dining room and living room. Your family will enjoy the extended living area outside on the deck complete with gas grill. The vie
Hot HOT 11
55 Campfire - Rendezvous
55 Campfire - Rendezvous
Private Vacation Home - Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 4.8 17
Escape to the perfect mountain cabin for your next mountain vacation. This fabulous gathering place is surrounded by 40 acres, only a short 10 minute drive to downtown Winter Park, pet friendly, built off the grid in 1998 encompassing 3,884 square feet and will accommodates up to 11 people.The open space of the family room, dining and kitchen with
Hot HOT 18
Miles Behind Log Cabin
Miles Behind Log Cabin
Cabin - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 10 guests
Rating 4.8 26

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