Winter Park Vacation Home Rentals

Book Private Mountain House Rentals in Winter Park

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.

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Browse Over 30 Rental Homes in Winter Park, Colorado

35 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

Special

Stay Longer in Winter Park, Save Bigger

Sink into vacation mode in the Fraser Valley and Winter Park area and enjoy 20% off 7–21 night stays with promo code LTR26. Travel between April 14 and December 18, 2026, and book by December 10, 2026, to lock in your savings.*

Looking for something beyond a three-week stay? We'll help you plan a longer stay that works for you, contact us at (800) 215-6535 or [email protected] to inquire about flexible options and best pricing.

*Offer is valid on new online bookings when you book by December 10, 2026, for length of stays between 7 and 21 days between April 14 and December 18, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.

874 Kinnikinnick Rd

Private Vacation Home -

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Why You’ll Love this Colorado Escape• 8.7 miles to Granby Ranch and 12.2 miles to Winter Park Resort• Expansive private deck featuring stunning forest views• Inviting living room with a wood stove and complimentary Wi-Fi• Outdoor parking for up to 3 vehicles in the driveway• Sleeps 8 in 4 bedrooms, including a lower-level Primary suite• Professiona

HOT 26

189 Ridge Road

Private Vacation Home

4 bedrooms

3 baths

8 guests

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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

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113 Peak View

Private Vacation Home -

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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

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45 Idlewild

Private Vacation Home -

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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

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404 Doc Susie home

Private Vacation Home -

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Welcome to our home at 59 Jabberwocky! 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 vacati

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59 Jabberwocky Home

Private Vacation Home -

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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

1000 Lupine Lane

Private Vacation Home

4 bedrooms

3 baths

8 guests

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Welcome to our home at 233 Tabernash Drive.Uncover a delightful mountain getaway situated on 3 private acres in the Winter Park Highlands, providing an exceptional level of privacy with no visibility to adjacent residences, complemented by an aspen grove that serves as a natural barrier from the road. The property boasts ample outdoor space and bre

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233 Tabernash Drive

Private Vacation Home -

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Retreat to the mountains at this magnificent, newly built residence featuring breathtaking views of the mountains and lake, complemented by a luxurious interior designed 4-bedroom home that accommodates up to 9 guests. This remarkable mountain residence showcases beetle-kill hardwood flooring on the main level, highlighted by hand-hewn wooden plank

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224 GCR 4034

Private Vacation Home -

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Welcome to our home at 61 Jabberwocky! The residence accommodates up to 12 guests and boasts a charming cabin ambiance, situated on a secluded, wooded acre with stunning views of the continental divide. It is common to spot deer, elk, and even moose in the area. The property is conveniently located just five miles from the base of Winter Park Ski R

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61 Jabberwocky

Private Vacation Home -

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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

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New Featured Properties

Browse our selection of new properties to our program and save 15% off 2 nights or more on your stay with promo code NEWUNIT.

*Offer is valid on new online bookings for 2+ night stays. Cannot be combined with other offers. Other exclusions and restrictions may apply to select properties.

Stay Longer in Winter Park, Save Bigger

892 Saddle Ridge

Private Vacation Home -

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Why You’ll Love this Colorado Escape• 4.7 miles to Winter Park and 250 feet to the free town shuttle stop• Private outdoor hot tub, two gas fireplaces and a deck with mountain views• garage parking for 2 vehicles, plus parking for 1 car in front of the garage• Sleeps 10 across 3 interior levels, featuring a King primary suite• Professionally Manage

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45 Reunion Court - Rendezvous

Private Vacation Home -

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