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

Search Other Nearby Areas:

Fraser, Tabernash,  Winter Park Highlands,  Granby Ranch, Gore Pass




Properties Available 36 properties available
This charming and expansive townhome in Fraser provides stunning mountain vistas from its private deck and patio, along with two interior levels that create a serene rental experience.  It is ideally positioned near a variety of outdoor activities available year round. Located within the Winterstar condominiums, this three-bedroom unit can hos
Winterstar Building A Unit 6
Winterstar Building A Unit 6
Condos
Bedrooms 3 bedrooms
Bathrooms 2.5 baths
Guests 8 guests
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The Winter Park Ski Haus is an exquisitely designed residence that captures the artistic and refined elements sought for your upcoming Winter Park retreat. With 6 bedrooms and 6 bathrooms, it accommodates up to 19 guests, ensuring a comfortable and enjoyable experience. Originally built in 1968, this mountain sanctuary has been expertly renovated,
Winter Park Ski Haus
Winter Park Ski Haus
Base Village of Winter Park Pet Friendly
Bedrooms 6 bedrooms
Bathrooms 6.5 baths
Guests 19 guests
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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.  T
Antlers At Lakota 406
Antlers At Lakota 406
Townhome -
Bedrooms 3 bedrooms
Bathrooms 2.5 baths
Guests 7 guests
Rating 5 (6)
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This recently built 5-bedroom corner unit at the Arrow townhome development provides unique amenities such as stunning views from the private hot tub overlooking the Continental Divide and hillside scenery of the Rendezvous Event Center for music festivals in downtown Winter Park, as well as partial views of Winter Park Resort from the spacious roo
Arrow at Winter Park Unit 284
Arrow at Winter Park Unit 284
Townhome -
Bedrooms 5 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.6 (16)
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This Bear Crossing town home has a very spacious interior, high-end finishes throughout and multi-level floor plan. The 2,000 square feet offers more than enough space for a group of eight to spread out and take advantage of the great outdoor activities nearby.A wonderful 3 bedroom  4 bathroom town home provides guests a feeling of seclusion b
Bear Crossing 845
Bear Crossing 845
Townhome -
Bedrooms 3 bedrooms
Bathrooms 3.5 baths
Guests 8 guests
Rating 5 (4)
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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
Arrow at Winter Park Unit 213
Condos
Bedrooms 1 bedrooms
Bathrooms 2 baths
Guests 6 guests
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This spacious and attractive residence provides breathtaking mountain vistas and an excellent rental option for tranquility, capable of accommodating 6 individuals and welcoming pets.The main level features an open floor plan that includes the living, dining, kitchen areas, along with a half bathroom.  The living room provides a cozy space to
2002 Lupine Lane
2002 Lupine Lane
Private Vacation Homes - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (14)
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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
751 Mountain Terrace
751 Mountain Terrace
Private Vacation Homes -
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 12 guests
Rating 5 (2)
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This fully renovated unit has been transformed into a luxurious, high-end themed vacation condominium, featuring thoughtful comforts and entertainment options in every room of this 1,592 square foot ground floor residence.The expansive open floor plan integrates the living, dining and kitchen spaces, featuring hardwood flooring throughout.  Th
Iron Horse Building H Unit 2408
Iron Horse Building H Unit 2408
Condos -
Bedrooms 2 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 4.9 (13)
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Our Gore Pass residence is ideal for outdoor enthusiasts, anyone seeks a pet friendly home rental, hunting parties or those seeking a tranquil retreat.  During winter, guests can access snowmobile trails, while in summer,  ATV and mountain bike trails are just steps away.  Steamboat 53 miles, Breckenridge 65, Keystone 56, Granby Ranc
Hot HOT 16
2665 Golden Edge Drive
2665 Golden Edge Drive
Cabin - Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3.5 baths
Guests 14 guests
Rating 5 (1)
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Uncover an exceptional find in Innsbruck, Grand County – an ideal short-term rental! This luxurious residence boasts six bedrooms, a loft area equipped with foosball and an inviting lounge featuring plush sofas and a flat screen television.  Multiple outdoor spaces beckon you to venture outside and take in the stunning scenery. Spanning
206 Juniper
206 Juniper
Private Vacation Homes -
Bedrooms 6 bedrooms
Bathrooms 4 baths
Guests 14 guests
Rating 5 (3)
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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
45 Reunion Court - Rendezvous
45 Reunion Court - Rendezvous
Rendezvous - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3.5 baths
Guests 10 guests
Rating 4.6 (3)
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