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 34 properties available
Welcome to our home at 101 Harebell.This gorgeous mountain home offers magnificent mountain views, private decks, outdoor hot tub, game room, air conditioning and expansive interior floor plan - making the ideal location for your next family mountain retreat with 5 bedrooms, 4 bathrooms and a tri-level interior layout. The home is located in Taber
101 Harebell Circle
101 Harebell Circle
Private Vacation Home
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 16 guests
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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
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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Welcome to our townhome at 45 Reunion Court - Rendezvous! This large townhome provides 1,596 square feet of living space across two levels and is suitable for pets! It features two living room areas, a private deck, a private patio with an outdoor hot tub, and has high ceilings with ceiling fans, giving it the feel of an authentic log cabin. The s
Hot HOT 15
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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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 11
874 Kinnikinnick Rd
874 Kinnikinnick Rd
Private Vacation Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 10 guests
Rating 5 3
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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 55
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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Welcome to our home at 1000 Lupine Lane.Our modern retreat provides a centralized location for easy access to the many activities in Winter Park, Granby Ranch, Snow Mountain Ranch and Grand Lake. Perfect for families or 2-3 couples with 3,000 square feet of interior living space encompassing 2 interior levels, 4 bedrooms to comfortably sleep up to
Hot HOT 10
1000 Lupine Lane
1000 Lupine Lane
Private Vacation Home
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
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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 17
59 Jabberwocky Home
59 Jabberwocky Home
Private Vacation Home -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 25
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Welcome to our home at 220 Quill Way! This upscale townhome in Fraser offers a peaceful rental option while being conveniently located near a range of outdoor activities available throughout the year. Situated at the Cabins of Porcupine Ridge, this spacious 4-bedroom unit can accommodate up to 10 guests. It features an open floor plan, a private pa
Hot HOT 12
220 Quill Way
220 Quill Way
Private Vacation Home -
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 4.9 11
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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
45 Idlewild
45 Idlewild
Private Vacation Home -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.7 31
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Welcome to our home at Homer’s Hideaway - 71 Alder Brook! Step into the luxury of Homer’s Hideaway, a spacious and beautiful home that’s perfect for your next getaway. This pet-friendly retreat features a private outdoor hot tub on the patio, soaring vaulted ceilings, and convenient 2-car garage parking. With enough room to comfortably sleep 10 gue
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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Welcome to our home at 404 Doc Susie Avenue.Looking for the ideal Colorado retreat in downtown Fraser? This beautifully renovated home has been thoughtfully renovated and designed for comfort and offers plenty of room to host family and friends. The ideal location in downtown Fraser allows for an easy stroll to restaurants and quick access to near
Hot HOT 12
404 Doc Susie home
404 Doc Susie home
Private Vacation Home
Bedrooms 3 bedrooms
Bathrooms 1 baths
Guests 6 guests
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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 two levels
Hot HOT 22
206 Juniper
206 Juniper
Private Vacation Home -
Bedrooms 6 bedrooms
Bathrooms 4 baths
Guests 14 guests
Rating 5 30
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