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

41 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

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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.

874 Kinnikinnick Rd

Private Vacation Home -

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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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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 24

665 Edgerun Haus

Private Vacation Home

4 bedrooms

3 baths

12 guests

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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

Private Vacation Home -

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Welcome to our townhome at 751 Mountain Terrace! 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 relaxi

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751 Mountain Terrace

Private Vacation Home -

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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

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Winter Park Ski Haus

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

Private Vacation Home -

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Why You’ll Love this Colorado Escape• 12.2 miles to Winter Park Resort and 8.7 miles to Granby Ranch • Pet-friendly mountain retreat with an expansive private deck and stunning forest views • Inviting living room with a wood stove and complimentary Wi-Fi • Sleeps 8 in 4 bedrooms, including a lower-level Primary suite • Professionally Managed by

HOT 30

189 Ridge Road

Private Vacation Home -

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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

Private Vacation Home -

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This magnificent custom mountain residence boasts one of the finest locations, positioned on the 8th fairway of the acclaimed Pole Creek Golf Course, offering breathtaking views of Sheep Mountain and Indian Peaks. Our home serves as a luxurious mountain sanctuary nestled on two private acres, ensuring both seclusion and stunning vistas in every dir

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144 Rainbow - Fairways at Pole Creek

Private Vacation 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

Private Vacation Home -

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