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.


Properties Available 31 properties available
Hugh expansive windows provide the unforgettable view of the ski resort from the rooftop deck and the vaulted ceilings make the overall space feel even bigger. Enjoy the comfy sofas to relax, watch TV or warm the toes in front of the gas fireplace. Next to this area, the dining area and kitchen are great for the cook to interact with the rest of th
Arrow at Winter Park Unit 248
Townhome -
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.8 12
The house is immaculately furnished and equipped with every conceivable convenience and comfort in mind. Occupying 3 levels and offering 7 bedrooms, 8 bathrooms and a heated living space of 9,649 square feet, the home can sleep 16 people easily, making it a perfect vacation venue at any time of the year for large families, family gatherings or reun
Hot HOT 27
492 Golf Course Circle
Private Vacation Home -
Bedrooms 7 bedrooms
Bathrooms 7 baths
Guests 16 guests
Rating 5 8
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.
Hot HOT 15
228 Mountain Willow
Townhome -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 9 guests
Rating 5 4
Plan your escape to this magnificent pet friendly Winter Park Colorado Vacation Home. This spacious home offers all the comforts and amenities needed for a perfect family getaway with 3 bedrooms, 2,077 square feet of living space on 3 levels and minutes away from Winter Park Resort! The main level has an open floor plan encompassing the gourmet ki
Hot HOT 12
12 Yukon Lane Townhome
Private Vacation Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.8 19
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
Hot HOT 13
Timber Fox Building B Unit 2102
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 2
This home is perfect for multiple families or small groups looking for privacy and a convenient location for their ski trip or summer vacation with some of the exceptional attributes of this Winter Park home are the mountain views of the Continental Divide and Byers Peak plus the added privacy with the three master suites! We think that you will lo
Hot HOT 18
Leland Creek Home
Private Vacation Home -
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 13 guests
Rating 4.3 10
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
Hot HOT 22
Timber Lake 341
Townhome -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.8 9
Guests will enjoy the focal point of this beautiful townhome on the main floor living room offering huge expansive windows provide the unforgettable view of the ski resort and the vaulted ceilings make the overall space feel even bigger. Enjoy the comfy sofas to relax, watch TV or warm the toes in front of the gas fireplace. Next to this area, th
Hot HOT 14
Antlers At Lakota 406
Townhome -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 5 3
Located in the quiet residential neighborhood of Fraser, this home is 6 miles from the Winter Park Ski Resort and the home is situated on a 0.8-acre lot and provides easy access to the free town shuttle that stops across the street. This vacation getaway has been renovated into a luxurious, high-end themed vacation home with comforts and entertain
Hot HOT 10
59 Jabberwocky Home
Private Vacation Home -
Bedrooms 4 bedrooms
Bathrooms 2 baths
Guests 10 guests
Rating 5 11
This luxurious log home boasts 6 bedrooms, home theater, pool table room, outdoor hot tub, decks galore to step outside and enjoy the scenery. Three levels of space with 6700 square feet to find your own quiet place or to bring everyone together. Pristine views from this top of the peak Colorado home situated in downtown Winter Park in the exclus
Hot HOT 11
52 Timber Circle Selah Vista Lodge
Cabin -
Bedrooms 6 bedrooms
Bathrooms 5 baths
Guests 14 guests
Rating 5 3
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 20
55 Campfire - Rendezvous
Private Vacation Home - Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 4.8 17
A beautiful pet friendly townhome is in Fraser offering a quieter rental but still close to all the year-round outdoor activities. This spacious and wonderful townhome at the Cabins of Porcupine Ridge, this 3-bedroom unit offers something for everyone and will sleep up to 8 persons with great views and an open floor plan. On the main level is an op
Hot HOT 11
500 North Lupine
Private Vacation Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 26

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