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 212 properties available
Enjoy the night relaxing by the gas fireplace, while watching TV in the living room. Conveniently step out onto the private patio through the sliding glass for a memorable view from the first floor unit.Enhance your mountain getaway with a cozy condominium featuring a renovated kitchen complete with fresh cabinets, countertops, flooring and paint.
Hot HOT 10
Beaver Village Unit #0612R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 22
Visitors are guaranteed to appreciate the elegantly renovated kitchen, which features stainless steel appliances, granite countertops, newly installed hardwood flooring, and cabinetry, It is fully equipped with cookware, dishes and utensils. allowing for the preparation of delightful meals throughout their stay.The presence of vaulted ceilings enh
Hot HOT 10
Beaver Village Unit #2032
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 37
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 17
Beaver Village Unit #1612
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 35
This Bear Crossing town home has a very spacious interior, high-end finishes throughout and multi-level floor plan. The 2,000 square feet offers more than enough space for a group of eight to spread out and take advantage of the great outdoor activities nearby.A wonderful 3 bedroom 4 bathroom town home provides guests a feeling of seclusion but st
Bear Crossing 845
Townhome -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 8
With an unbeatable location just minutes from the slopes and walking distance to town, this inviting third-floor unit combines comfort, convenience, and cozy mountain charm—perfect for families, couples, or friends looking to maximize their time together.Inside, you'll find a clean and stylishly updated space featuring all-new furniture, a fully eq
Hot HOT 10
Beaver Village Unit #0334
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 15
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
Hot HOT 12
45 Idlewild
Private Vacation Home -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.7 29
This vacation rental boasts modern enhancements in the kitchen, including new cabinetry and fixtures, as well as a dining room adorned with a creatively designed picnic style table. The living room is characterized by exotic jewel tones on the walls, complemented by furnishings and accessories in similarly warm rich hues. Guests can take pleasure i
Beaver Village Unit #1113
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.7 4
Soak up the incredible sunsets and sweeping vistas of Byers Peak, and the entire Fraser River Valley from the living area, primary loft, and furnished deck when you make Spruce Ridge your home away from home. Upon entry, you'll be greeted by the mountain vibes and wonderful open layout. This unit has a great space for gathering. Warm up by the gas
Spruce Ridge Unit F
Townhome -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 9 guests
Rating 4.6 3
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
Beaver Village Unit #1112
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 16
This spacious and attractive residence provides breathtaking mountain vistas and an excellent rental option for tranquility, capable of accommodating 6 individuals and welcoming pets.The main level features an open floor plan that includes the living, dining, kitchen areas, along with a half bathroom. The living room provides a cozy space to unwin
Hot HOT 10
2002 Lupine Lane
Private Vacation Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 46
This townhome in Fraser boasts a spacious backyard, perfect for pets, and is ideal for families looking for a rental property. It offers ample space and excellent amenities. Situated conveniently close to downtown Fraser, with its restaurants, breweries and summer hiking and biking trails, residents can easily access all the area has to offer. Add
Hot HOT 11
701B Quail
Townhome - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 76
A large and comfortable lodge room offers a great spot to enjoy your next stay in the Granby area and is centrally located between Winter Park and Grand Lake with close proximity to the Granby Ranch Resort to enjoy year round outdoor activities and adventures.This room featuring modern interior decor on the sixth floor provides guests with a charmi
645 Silvercreek Inn Room
Granby - Pet Friendly
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 40

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