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

39 properties available

Welcome to our home at 238 Night Hawk.The perfect mountain home getaway - outdoor private hot tub, 4 bedroom 3.5-bath and comfortably sleeps 12, vaulted ceilings, private deck with views, ideal for a large family or two families traveling together and located in a wonderful neighborhood near the Granby Ranch Resort and centrally located to all the

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.

238 Night Hawk Home

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 10

665 Edgerun Haus

Private Vacation Home

4 bedrooms

3 baths

12 guests

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Our Timber Court residence is an upscale contemporary getaway situated at the base of Granby Ranch Resort offering lots of amenities, three interior levels and provides ski-in/ski-out access. Guests can relish the stunning mountain vistas from a private patio and plenty of interior space on two interior levels with lots of bedding options for larg

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101 Timber Ct

Private Vacation Home -

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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

Special

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

21 GCR 4435

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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Why You’ll Love this Colorado Escape• Located alongside Granby Ranch trails with floor to ceiling windows and panoramic mountain views • Grand stone fireplace, air conditioning and a gourmet kitchen with a butler’s pantry• Expansive private outdoor deck perfect for watching the sunrise or sunset• Sleeps 10 across 4 bedrooms, including two King suit

HOT 15

262 Star Ridge West

Private Vacation Home

4 bedrooms

3 baths

10 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 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

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101 Harebell Circle

Private Vacation Home -

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Why You’ll Love this Colorado Escape• Secluded 4.2 acre lot surrounded by pines, aspens and beautiful mountain views• 3,500 square feet of spacious Scandinavian modern living ideal for multiple couples or families • Radiant heated floors, high ceilings and towering windows • Professionally Managed by Stay Winter ParkThe HomeDeliberately set back f

HOT 20

Two Sisters

Private Vacation Home -

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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

Special

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

1126 Western Road

Private Vacation Home -

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Why You’ll Love this Colorado Escape• Expansive mountain and stunning valley views from the large back deck and private front patio • Lower-level entertainment room featuring pool table, wet bar and flat screen TV• Spacious open-concept living area with large windows, natural light and a gas fireplace• 1-car garage with additional parking for two v

74 Ranch Creek Home

Private Vacation Home

4 bedrooms

3 baths

8 guests

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