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

40 properties available

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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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.

233 Tabernash Drive

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

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Why You’ll Love this Colorado Escape• 6 miles to downtown Grand Lake and Rocky Mountain National Park• Private outdoor hot tub and large deck with magnificent lake and mountain views• Custom interior featuring gas fireplace, radiant heating and a wet bar• Sleeps 10 across 5 bedrooms, including two King suites• 2 car garage parking and free Wi-Fi•

HOT 10

128 GCR 4034

Private Vacation Home -

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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

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Leland Creek Home

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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

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206 Juniper

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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

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71 Alder Brook Homer’s Hideaway

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Why You’ll Love this Colorado Escape• 4.0 miles to Winter Park and 10.0 miles to Granby for easy access to outdoor activities. • Pet-friendly retreat featuring an enclosed sunroom with an indoor hot tub and mountain views. • 3-car heated garage and fast Starlink Wi-Fi with speeds up to 200 Mbps. • Unique loft layout featuring a custom-built remote

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349 Ridge Road

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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

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12 Yukon Lane Townhome

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Why You’ll Love this Colorado Escape• Steps from the Quick Draw lift at Granby Ranch Resort • Private hot tub patio and covered outdoor patio• Modern great room with a gas fireplace and a chef’s kitchen• 2 car garage parking plus a dedicated mudroom• Professionally Managed by Stay Winter ParkThe HomeEdgerun Haus is a mountain modern retreat design

HOT 13

665 Edgerun Haus

Private Vacation Home

4 bedrooms

3 baths

12 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

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273 Fallen Rock

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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

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Why You’ll Love this Colorado Escape• Stunning mountain and valley views from large south-facing windows• Private patio with BBQ grill and access to an open greenbelt with pond• 2-car garage featuring an EV car charger and and an entrance space for outdoor gear• Fully equipped kitchen with granite countertops and stainless steel appliances• Pet-fri

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2002 Lupine Lane

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