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, Winter Park Cabins, Base Village: Ski in Ski Out Lodging, Condo Complexes

Properties Available 32 properties available
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
Hot HOT 29
Antlers At Lakota 406
Antlers At Lakota 406
Townhome -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 5 3
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
Hot HOT 22
448 Cranmer Unit 103
448 Cranmer Unit 103
Condo - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 3
Come stay in this luxurious 4 bedroom private home to enjoy the wonderful views and feeling of the wilderness but steps from the downtown area with so many things to do!Brand new construction in the ROAM development, you will have everything you need - spacious floor plan, sleeps up to 10, 2 car garage parking and private outdoor hot tub.You can en
Hot HOT 22
92 Ramble
92 Ramble
Private Vacation Home
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 9 guests
Experience the luxury of this spacious and stunning home that is pet friendly and has so much to offer! Homer’s Hideaway is a newly constructed, 3 bedroom plus loft, 3.5 bath private residence that can comfortably sleep 10 people. Located in the desirable Grand Park neighborhood, it is perfect for a large family or two families vacationing togethe
Hot HOT 15
71 Alder Brook Homer’s Hideaway
71 Alder Brook Homer’s Hideaway
Private Vacation Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 5 17
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 35
273 Fallen Rock
273 Fallen Rock
Private Vacation Home - Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 11 guests
Rating 5 12
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 20
Elk Creek Condos B103
Elk Creek Condos B103
Condo -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 16
The cozy and inviting interior of this pet-friendly home features hardwood floors, a stone fireplace, and plush carpeting in the open floor plan. The spacious kitchen boasts stainless steel appliances and granite countertops, while the dining room and living room provide ample space for your family to relax. Outside, the deck with a gas grill offe
Hot HOT 16
55 Campfire - Rendezvous
55 Campfire - Rendezvous
Private Vacation Home - Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 4.8 17
This roomy townhome provides 1,596 square feet across two levels and is suitable for pets! The upper level features high ceilings with ceiling fans and the appearance of a genuine log cabin in the spacious layout that includes the living, dining and kitchen spaces. The kitchen is equipped with stainless steel appliances, granite countertops, sturdy
Hot HOT 20
45 Reunion Court - Rendezvous
45 Reunion Court - Rendezvous
Private Vacation Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.5 2
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 15
Timber Lake 341
Timber Lake 341
Townhome -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.8 9
Spacious 2 bedroom is in the heart of downtown Winter Park, and offers a unit in a newly constructed complex. The Timber Fox complex 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.An open floor plan encompasses the living, dinin
Hot HOT 24
Timber Fox Building C Unit 3406
Timber Fox Building C Unit 3406
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
This 3-bedroom unit offers something for everyone, 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, creating an ideal
Hot HOT 15
228 Mountain Willow
228 Mountain Willow
Townhome -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 9 guests
Rating 4.8 5
The open floor plan of this home welcomes you with warmth and charm, featuring vaulted ceilings, large windows, hardwood floors, a stone gas fireplace, and access to a private deck with stunning mountain views, especially during sunset.The main living area is furnished for comfort, perfect for relaxing after a day outdoors, and is open to the dinin
Hot HOT 22
751 Mountain Terrace
751 Mountain Terrace
Private Vacation Home -
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 12 guests
Rating 5 2

Tell us what you're looking for and someone will contact you with available options.

By providing your phone number, you agree to receive text messages from our company. Message and data rates may apply. Message frequency varies.
I agree

Copyright © 2024 • Stay Winter Park

All Rights Reserved.