Winter Park Colorado Vacation Homes

Private Vacation Rentals in Winter Park CO

Stay Winter Park offers a range of experiences in private vacation homes, depending on location.  If you're seeking a peaceful getaway, our secluded woodsy homes provide the perfect setting, with the sounds of birds chirping and the occasional deer passing by.  On the other hand, if you prefer to be in the heart of downtown, we have homes that are conveniently located near lively evening venues and pubs, allowing you to easily walk to and from your destination.  No matter how you want to enjoy Winter Park, we've got you covered!

Choose from our selection of vacation home rentals in Winter Park, Colorado , which range from 2 to 7 bedrooms.  Our larger variety of homes make us a popular choice among renters.  However, these options tend to book quickly, so act fast!  Whether you're planning a small group gathering, a family reunion, an executive retreat, a girl's weekend trip, a golf outing, an unforgettable holiday gathering  or even a summer wedding, we have what you're looking for.  Contact us or book online to secure your rental.  

If you require special rental rates or additional assistance in coordinating your event, our Groups Department is here to help.


Properties Available 19 properties available
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
Hot HOT 12
500 North Lupine
Private Vacation Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 33
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
Private Vacation Home -
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 12 guests
Rating 5 2
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 two levels
Hot HOT 27
206 Juniper
Private Vacation Home
Bedrooms 6 bedrooms
Bathrooms 4 baths
Guests 14 guests
Upon entering through the front door, you will be welcomed by a cozy and inviting interior adorned with unique features such as hardwood floors, a stone fireplace, and breathtaking views from the private deck. This Winter Park gem boasts 4 bedrooms and 4 bathrooms, making it a rare find in the area. Perfect for a vacation getaway, this Rendezvous
Hot HOT 22
25 Discovery Lane - Rendezvous
Private Vacation Home -
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 4.7 12
Organize your escape to this splendid pet friendly vacation residence in Winter Park Colorado. This expansive home provides all the comforts and amenities essential for an ideal family holiday, featuring three bedrooms and 2,790 square feet of living space spread across three levels, all just minutes from Winter Park Resort. The primary level feat
Hot HOT 23
12 Yukon Lane Townhome
Private Vacation Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.8 22
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
Private Vacation Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.6 3
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 13
71 Alder Brook Homer’s Hideaway
Private Vacation Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 19
Reserve your upcoming outdoor excursion at a roomy, recently constructed 4-bedroom holiday residence in Tabernash, conveniently located near various outdoor pursuits, offering unparalleled mountain panoramas, and just a brief 10 minute car ride to Winter Park or Granby Ranch. Pet Friendly accommodations for your convenience.The newly built propert
Hot HOT 29
Lance's Adventure Lodge
Private Vacation Home - Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 14
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
47 Lookout Point - Rendezvous
Private Vacation Home -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 5 8
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 4.3 10
This residence is located in the serene residential area of Fraser, just 6 miles away from the Winter Park Ski Resort. Situated on a 0.8-acre lot, it offers convenient access to the free town shuttle, which stops right across the street.The property has been transformed into a luxurious, high-end themed vacation home, featuring 1,752 square feet of
Hot HOT 22
59 Jabberwocky Home
Private Vacation Home -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 11
Consider renting our charming two bedroom residence, which boasts excellent amenities, a generous floor plan and a wonderful neighborhood. It is conveniently located near the vibrant downtown area of Winter Park or offers easy access to the resort and various outdoor activities via a short shuttle ride.The residence’s ground floor features a spaci
Hot HOT 18
45 Idlewild
Private Vacation Home -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 5

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