Fathers Day Weekend 2025

Father's Day Vacation Rentals
Father & Son in forest

Surprise Dad with a Vacation Rental in Winter Park, Colorado

Secure your Father's Day rental in beautiful Winter Park, Colorado, and enjoy the Rocky Mountains with dad. 

We offer a wide variety of rentals, accommodating small families to large groups. Escape the heat of summer and the busyness of the cities and enjoy the crisp, refreshing air you can only find in the mountains. Don't leave your furry friend at home, bring them with you and stay in one of our pet-friendly rentals

Enjoy local events to enjoy during your vacation. 
  • Summer Music Series Presented by Rendezvous Colorado: Every Saturday from June through August. 
  • Blues From The Top Festival: June 27 - 29th.

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

Choose from a variety of popular vacation accommodations including Winter Park Cabins, Downtown Winter Park, Vacation Homes, Base Village of Winter Park Resort, Ski-in/Ski-out condos and Granby Ranch.


Properties Available 159 properties available
Relax on the comfortable sofa in the living room while admiring the gas fireplace, flat screen TV with Blu-Ray, cable TV or the scenery visible through the sliding glass doors leading to the private balcony. Ventures outside to utilize the gas grill and appreciate the peaceful woods, occasional wildlife sightings and distant mountain vista that mak
Beaver Village Unit #0723
Condos -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (2)
A gas fireplace provides a warm and welcoming atmosphere during chilly winter days and nights, as well as on the rare cool summer evenings.  The living room is furnished with comfortable seating, allowing for an enjoyable experience while watching flat screen TV and it offers convenient access to the private patio from this ground floor unit.
Beaver Village Unit #0712R
Downtown Winter Park -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.7 (4)
Experience the luxury of this spacious and stunning home that is pet friendly and has so much to offer!  Homer’s Hideaway is a newly constructed, 3 bedroom plus loft, 3.5 bath private residence that can comfortably sleep 10 people. Located in the desirable Grand Park neighborhood, it is perfect for a large family or two families vac
71 Alder Brook Homer's Hideaway
Grand Park - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 (23)
Indulge in the serenity of a delightful cabin tucked away in the woods but conveniently close to town, providing modern conveniences for your next getaway.  Revel in a peaceful escape and a stunning night sky filled with countless stars. This charming cabin comfortably accommodates up to 6 guests and is positioned on a generous acreage, just a
383 County Road 508
Cabin -
Bedrooms 3 bedrooms
Bathrooms 1 baths
Guests 8 guests
Rating 4.8 (26)
This charming two-bedroom, two-bathroom condominium located in the Reserve at Ten Mile Creek Apartments offers breathtaking mountain vistas and convenient access to a variety of outdoor pursuits, making it perfect for enthusiasts of nature.The unit features a spacious open layout, a contemporary kitchen, and an abundance of natural light. Situated
Ten Mile H302
Condos -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 (6)
This inviting, renovated condominium offers picturesque views of the Fraser River, making it an ideal rental for visitors seeking relaxation and enjoyment in Winter Park. It is situated on the building’s first floor.  The unit features stunning hardwood flooring that enhances the contemporary design and new furnishings.  In the
Hi Country Haus Unit 1503
Condos -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 (17)
This property is perfectly suited for two couples or a small family gathering and it is pet friendly! and it is just a brief walk to access the town shuttle.  The cozy 2-bedroom condominium, situated on the second floor of the building in Fraser within the Grand Park neighborhood, is conveniently located near trails, activities and events, mak
Hot HOT 10
Cozens Pointe Building G Unit 202
Condos -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (9)
The residence accommodates up to 12 guests and boasts a charming cabin ambiance, situated on a secluded, wooded acre with stunning views of the continental divide. It is common to spot deer, elk, and even moose in the area. The property is conveniently located just five miles from the base of Winter Park Ski Resort, two miles from downtown Winter P
61 Jabberwocky
Private Vacation Homes - Pet Friendly
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 14 guests
Rating 4.5 (11)
This traditional two bedroom condominium in Winter Park offers everything necessary for your vacation and is situated on the third floor of the building.  A fully equipped kitchen features modern cookware, updated appliances, cabinets and countertops.  A compact island provides seating for two and opens into the dining area, which accommo
Beaver Village Unit #1633
Downtown Winter Park -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (1)
This beautifully renovated two bedroom condominium enhances your Winter Park getaway significantly.  Situated on the third floor, this unit features vaulted ceilings in the spacious open-concept main area.  The hardwood flooring throughout perfectly complements the stunning kitchen, which boasts new wood cabinetry, stainless steel applian
Beaver Village Unit #1734
Downtown Winter Park -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 (5)
It is essential to consider a stay at Kings Crossing 13 during your upcoming visit to Winter Park.  This townhome features three bedrooms and three bathrooms and is conveniently located in downtown Winter Park, within walking distance to numerous restaurants, a movie theater with bowling alley and the Grand Park Recreation Center. Additionally
Hot HOT 13
Kings Crossing Townhome 13
Townhome -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (5)
The living area features exotic jewel tones on the walls, complemented by furnishings and accessories in similarly warm and rich hues.  This ground floor unit offers the enjoyment of a gas fireplace, a flat screen TV and a private patio.  This vacation rental boasts modern enhancements in the kitchen, including new cabinetry and fixt
Beaver Village Unit #1113R
Downtown Winter Park -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 (1)

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