President's Day Holiday Rentals in Winter Park

Spend President's Weekend in Winter Park Colorado

Visit Winter Park for the holiday weekend or weekday getaway with your sweetheart!

Plenty of great outdoor activities, dining or evening activities or just relax in your cozy vacation rental next to the fire!



There is never a bad time to visit Winter Park

Spring Break, Winter or Summer, all you have to do is give us a call! We have local reservationist are here to help you plan your trip to Winter Park Colorado. 


Properties Available 7 properties available
This Bear Crossing town home has very spacious interior, high-end finishes throughout and multi-level floor plan. The 2,000 square feet offers more than enough space for group of eight to spread out and take advantage of the great outdoor activities nearby.A wonderful three bedroom three bathroom town home provides guests a feeling of seclusion bu
Specials Tag Special
IKON passholders lodging deal

 Winter Park is open for the season!  Book today for IKON passholders ski season deal

Book your lodging direct with StayWinterPark and save at any of our vacation rentals and save 10% off 3 nights or more!

Use promo code IKON25 at check out

This offer is valid for new reservations only and cannot be combined with any other offers.  Valid dates of stay are 2/1/2025-4/30/2025.  All reservations must be booked by 2/28/25. 

Call us at 1-800-215-6535book online, or email us at info@staywinterpark.com to book your Winter Park Getaway!

Bear Crossing 845
Townhome -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 4
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
Specials Tag Special
February lodging deals

Ski season is here and Winter Park has been getting fresh powder!

Book your lodging direct with StayWinterPark and save on your lodging - we've made it easy - no promo or booking codes needed for the best price!

This offer is valid for new reservations only and cannot be combined with any other offers.  Valid dates of stay are 2/1/2025-4/30/2025.  All reservations must be booked by 2/28/25. 

Call us at 1-800-215-6535book online, or email us at info@staywinterpark.com to book your Winter Park Getaway!


206 Juniper
Private Vacation Home -
Bedrooms 6 bedrooms
Bathrooms 4 baths
Guests 14 guests
Rating 5 1
This residence boasts exquisite furnishings and is fully equipped with all modern conveniences, spanning 3 levels with 7 bedrooms, 8 bathrooms and a spacious 9,649 square feet of heated living space, comfortably accommodating up to 16 guests. It is an ideal vacation spot for large families, group gatherings or small corporate retreats throughout t
Specials Tag Special
IKON passholders lodging deal

 Winter Park is open for the season!  Book today for IKON passholders ski season deal

Book your lodging direct with StayWinterPark and save at any of our vacation rentals and save 10% off 3 nights or more!

Use promo code IKON25 at check out

This offer is valid for new reservations only and cannot be combined with any other offers.  Valid dates of stay are 2/1/2025-4/30/2025.  All reservations must be booked by 2/28/25. 

Call us at 1-800-215-6535book online, or email us at info@staywinterpark.com to book your Winter Park Getaway!

492 Golf Course Circle
Cabin -
Bedrooms 7 bedrooms
Bathrooms 7 baths
Guests 16 guests
Rating 5 8
Discover the serenity of a meticulously crafted, newly constructed cabin, ideally situated near the slopes of Granby Ranch and the town of Granby. This residence can comfortably accommodate up to 10 guests across three interior levels, offering stunning views and a variety of additional amenities.The cabin showcases vaulted ceilings enhanced by ex
Specials Tag Special
Featured New Properties

StayWinterPark is expanding our rental inventory with new properties!

Check out the newest listings and book online today.

Use promo code new for 15% savings on your booking for 2 nights or more.

If you have specific questions or need personalize assistance with your booking, call us at 1-800-215-6535book online or email us at info@staywinterpark.com.

72 Spruce Dr
Private Vacation Home
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Escape to Redroc Lodge, an exquisite 5-bedroom, 4-bathroom retreat in the captivating Winter Park Highlands of Tabernash. This 5,300-square-foot sanctuary seamlessly fuses rustic mountain charm with contemporary comforts, offering sweeping Rocky Mountain vistas. With a updated kitchen, inviting living areas, entertainment rooms, and a picturesque o
Specials Tag Special
February lodging deals

Ski season is here and Winter Park has been getting fresh powder!

Book your lodging direct with StayWinterPark and save on your lodging - we've made it easy - no promo or booking codes needed for the best price!

This offer is valid for new reservations only and cannot be combined with any other offers.  Valid dates of stay are 2/1/2025-4/30/2025.  All reservations must be booked by 2/28/25. 

Call us at 1-800-215-6535book online, or email us at info@staywinterpark.com to book your Winter Park Getaway!


864 Rainbow The Redroc Lodge
Private Vacation Home -
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 15 guests
Rating 5 5
An upgraded two bedroom townhome offers a generous 880 square feet across two levels of interior space. This rental property maintains a strict no smoking and no pets policy. The unit provides numerous vantage points overlooking the Continental Divide, as well as the surrounding valley and forest. The primary living area features an open layout,
Specials Tag Special
Featured New Properties

StayWinterPark is expanding our rental inventory with new properties!

Check out the newest listings and book online today.

Use promo code new for 15% savings on your booking for 2 nights or more.

If you have specific questions or need personalize assistance with your booking, call us at 1-800-215-6535book online or email us at info@staywinterpark.com.

Hideaway Village Columbine 7
Townhome -
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 3.5 2
Our Gore Pass residence is ideal for outdoor enthusiasts, anyone seeks a pet friendly home rental, hunting parties or those seeking a tranquil retreat. During winter, guests can access snowmobile trails, while in summer, ATV and mountain bike trails are just steps away. Steamboat 53 miles, Breckenridge 65, Keystone 56, Granby Ranch 46, Vail 81,
Specials Tag Special
February lodging deals

Ski season is here and Winter Park has been getting fresh powder!

Book your lodging direct with StayWinterPark and save on your lodging - we've made it easy - no promo or booking codes needed for the best price!

This offer is valid for new reservations only and cannot be combined with any other offers.  Valid dates of stay are 2/1/2025-4/30/2025.  All reservations must be booked by 2/28/25. 

Call us at 1-800-215-6535book online, or email us at info@staywinterpark.com to book your Winter Park Getaway!


2665 Golden Edge Drive
Cabin - Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 14 guests
Rating 5 1

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