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!

Can't make it for President's Day weekend? Check out our more flexible vacation options




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 211 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
Hot HOT 16
874 Kinnikinnick Rd
Private Vacation Home Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 10 guests
Experience the tranquility of a beautifully designed, newly built cabin nestled in the woods, yet conveniently located near town, offering contemporary amenities for your upcoming retreat. Enjoy a serene getaway complemented by breathtaking views of the night sky adorned with countless stars and the surrounding forest. This inviting cabin can comfo
Hot HOT 18
1585 Moose Run
Cabin - Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 5 guests
Rating 5 15
This Winter Park condominium meets all the criteria on your vacation rental checklist, featuring contemporary furnishings and decor that evoke the essence of the 1960s and 1970s, while incorporating a modern flair touch from the present day. Situated on the ground floor, this unit offers convenient access to the main parking lot upon your arrival
Hot HOT 26
Beaver Village Unit #1112
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 16
The warm mountain ambiance created by the rich wooden furniture and decorations beautifully contrasts with the bright, airy wall colors and high vaulted ceiling in this three bedroom unit on the third floor. Guests will find convenient access to the main clubhouse, located in the adjacent building as well as the free town shuttle stop nearby.The ki
Hot HOT 28
Beaver Village Unit #0131
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.8 16
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,
Hot HOT 17
Hideaway Village Columbine 7
Townhome -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 3.5 2
This opulent log residence features two bedrooms, large decks that invite you to step outside and appreciate the picturesque surroundings. Spanning two levels and encompassing 3,283 square feet, this home offers ample opportunities for solitude or gathering with loved ones while enjoying a great location near the heart of Winter Park and forest vie
Hot HOT 19
53 East Viking Drive
Cabin -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 10 guests
Rating 5 3
This first floor unit is situated in a building near the clubhouse and the complimentary town shuttle stop, providing all the amenities you need for your Colorado getaway. It boasts a spacious kitchen, open floor plan with a living room and separate dining area. The updated kitchen showcases hardwood floors, granite countertops, stainless steel ap
Hot HOT 16
Beaver Village Unit #0412
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 10
Situated on the third floor for enhanced tranquility, this charming two bedroom unit features vaulted ceilings that provide ample natural light in the living space. It is furnished for comfort, making it an ideal setting for enjoying games, movies or your preferred TV programs on the flat screen TV, complemented by the warmth of the gas fireplace.
Hot HOT 19
Beaver Village Unit #1932
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 14
This charming studio unit is ideally situated in a prime downtown location, conveniently near various shops, restaurants, and year-round activities. The free town shuttle stops directly in front of the building, making it an excellent place to unwind after a day of outdoor enjoyment.The open floor layout features newly installed flooring across th
Hot HOT 20
Snowblaze Condos Building E Unit 102
Condo -
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 71
This rental townhome, which is pet-friendly, provides a peaceful retreat with two spacious living areas that can comfortably host up to 10 guests. It has been renovated to offer all the amenities needed for a fantastic vacation experience.The main level features a spacious living area with furniture, gas fireplace, flat screen TV and large windows
Hot HOT 26
67 Fireweed 27A
Townhome - Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 58
Experience this renovated condominium featuring granite countertops in the kitchen, complemented by modern appliances, hardwood flooring and cabinetry. A compact island provides a convenient space for two individuals to enjoy a quick meal. The primary dining area is equipped with a spacious table that accommodates six guests.The living room exude
Hot HOT 20
Beaver Village Unit #1612
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 35
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
Hot HOT 25
206 Juniper
Private Vacation Home -
Bedrooms 6 bedrooms
Bathrooms 4 baths
Guests 14 guests
Rating 5 30

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