Winter Park Vacation Home Rentals

Browse Private House 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 makes 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.

Search Other Popular Vacation Rental Categories:

Downtown Winter Park Rentals, Pet Friendly, Base Village, Luxury Homes, Winter Park Cabins, Vacation Condos, Ski In Ski Out, Townhome Rentals

Search Other Nearby Popular Vacation Areas:

Fraser, Tabernash, Winter Park Highlands, Granby, Grand Lake


Properties Available 33 properties available
This one of a kind luxury home rental offers 3 bedrooms and 3 bathrooms in a multi-level dwelling with outstanding furnishings and touch of high end fashion to make your Grand Lake vacation a dream come true and is Pet friendly!A spacious floor-plan makes the main living level a perfect place to enjoy time together. The main living room has vaulted
Hot HOT 14
874 Kinnikinnick Rd
874 Kinnikinnick Rd
Private Vacation Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 10 guests
Rating 5 1
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The wonderfully modern and spacious home is the ideal spot for you and your family to enjoy plenty of views and year round mountain adventures. The tri-level floor plan offers 2 living spaces, 2 car garage, additional driveway parking, private deck, 4 bedrooms and 4 ½ bathrooms - each bedroom has its own bathroom plus an office area with a single
Hot HOT 13
892 Saddle Ridge
892 Saddle Ridge
Private Vacation Home
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 9 guests
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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
Private Vacation Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 11
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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
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 4.9 47
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Your favorite Grand Lake retreat is nested within the Pine Meadows community at Soda Creek Ranch. Situated between the gleaming shorelines of Shadow Lake and Lake Granby, this wood-lined home is just minutes away from Rocky Mountain National Park and the charming town center of Grand Lake. Take pleasure in the numerous delightful outdoor activities
Hot HOT 19
21 GCR 4435
21 GCR 4435
Private Vacation Home -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 9 guests
Rating 5 3
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Welcome to our home at 113 Peak View. Perfect for two families, including your pets! seeking ample space to unwind, this home features two separate living rooms, providing the ideal setting to spread out and relax in comfort; enjoy the lovely views from the private deck, take a relaxing soak in the private outdoor hot tub and take advantage of the
113 Peak View
113 Peak View
Private Vacation Home Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
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Experience AMAZING VIEWS! 20 Minutes to Winter Park or Granby Ranch Skiing! at 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, di
273 Fallen Rock
273 Fallen Rock
Private Vacation Home - Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 47
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Western Road Retreat in Grand Lake Columbine neighborhood is a Pet-Friendly Mountain Escape.Nestled among towering pines and aspens in the charming Columbine Lake community, this modern, pet-friendly home offers the perfect mountain retreat for groups, families with kids and pets. With over 2,000 square feet of living space spread across two level
Hot HOT 10
1126 Western Road
1126 Western Road
Private Vacation Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 11 guests
Rating 5 2
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This elegant slopeside mountain sanctuary with a private hot tub is an easy 5-minute walk to the Winter Park Resort. The Ski Haus is an exquisitely designed residence that captures the artistic and refined elements sought for your upcoming mountain retreat. With 6 bedrooms and 6 ½ bathrooms, it accommodates up to 19 guests, ensuring a comfortable a
Hot HOT 48
Winter Park Ski Haus
Winter Park Ski Haus
Private Vacation Home - Pet Friendly
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 19 guests
Rating 5 59
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Indulge in the opulence of this expansive and beautiful residence, which has been recently built and offers numerous amenities for you and your family to relish a delightful vacation in Fraser. This includes breathtaking mountain views, a private patio, in-floor radiant heating and a heated garage for two vehicles. Our home can accommodate up to
74 Alder Brook
74 Alder Brook
Private Vacation Home -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 9 guests
Rating 5 48
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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
Hot HOT 10
Leland Creek Home
Leland Creek Home
Private Vacation Home -
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 13 guests
Rating 4.5 16
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The ideal mountain retreat located in the esteemed Elk Run neighborhood has undergone a complete renovation, making it an excellent vacation rental for a large family or two families traveling together.Just steps away from miles of trails and the National Forest, and a short walk to town, this property features a private hot tub. It includes 3 bedr
765 Elk Trail
765 Elk Trail
Private Vacation Home -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 9 guests
Rating 5 1
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