Fathers Day Rentals

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 Thursday night from June through August. 
  • Blues From The Top Festival: June 26 - 28th.

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 .


Properties Available 254 properties available
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
Beaver Village Unit #0131
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.8 16
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 and appreciate the peaceful woods, occasional wildlife sightings and distant mountain vista that make this second floor location a desirable sp
Hot HOT 11
Beaver Village Unit #0723
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 3
Welcome to our townhome at Bear Crossing Unit 995.Our Bear Crossing townhome features three-bedrooms and three bathrooms in a remarkably spacious interior, with high-quality finishes throughout, tri-level interior, private deck with mountain views and private patio with outdoor hot tub.The main entrance of the unit has tiled flooring, coat closet a
Hot HOT 14
Bear Crossing 995
Townhome
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
The living room provides a wonderful spot for relaxation, featuring a gas fireplace, a 50” flat screen TV and private deck overlooking the Winter Park Ski Resort in this 1 bedroom condo.The kitchen is aesthetically pleasing and well-lit, featuring modern cabinetry, pendant lighting, new countertops, and stainless steel appliances, fully equipped fo
Hot HOT 10
Beaver Village Unit #0833R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 4
This expansive one bedroom , two bathroom condominium is ideally situated in downtown Winter Park, providing easy access to events, dining options, and the complimentary town shuttle service. Residents can also enjoy the amenities of the Hi Country Haus Recreation Center, which features an indoor pool, hot tubs and coin-operated laundry facilities.
Hi Country Haus Unit 1803
Condo -
Bedrooms 1 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.8 48
This vacation rental boasts an ultra-contemporary design and elegant furnishings, featuring over 2,000 square feet of living space across two levels with a large wrap-around deck that allow guests to admire the stunning mountain views. The expansive living room boasts a southern exposure, offering breathtaking views of Byer’s Peak and stunning suns
Hot HOT 11
Waterside West B301
Townhome -
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 5 7
This property is perfectly suited for two couples or a small family gathering and it is 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, making it an excellent place to relax
Cozens Pointe Building G Unit 202
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 23
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
Beaver Village Unit #0334
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 15
An inviting vacation rental opportunity is presented in this one-bedroom condominium, accommodating up to four guests and offering convenient ski-in/ski-out access to the slopes at Winter Park Resort.The kitchen has been modernized, featuring new cabinetry, tiled countertops, and tile flooring. It is equipped with new appliances, includes two count
Hot HOT 14
Iron Horse Building D Unit 4104
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.7 22
Whether you’re here for skiing or to bask in the beautiful summer weather, our location is unbeatable. We are just a short walk from downtown Winter Park and approximately two miles from the Winter Park Resort. This two bedroom two bath condo on the second floor offers all the amenities you need, including a private deck with views of the Winter P
Hot HOT 13
Beaver Village Unit #0623
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.7 19
A remarkably spacious 4 bedroom townhome in downtown Winter Park, located at the Arrow development, offers stunning views from the private rooftop hot tub of the Continental Divide. Its prime location on Main Street ensures convenient access to summer festivals at the Rendezvous Event Center as well as a short stroll to various restaurants, nightl
Hot HOT 15
Arrow At Winter Park Unit 280
Townhome -
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 4
The optimal placement for this unit is within building number 2, near the main clubhouse and free town shuttle stop. Additionally, this unit has undergone recent renovations to ensure utmost comfort.The kitchen has been renovated with modern countertops, cabinets and new flooring, bringing a fresh look to the area. The open layout enhances the sen
Beaver Village Unit #0221
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 12

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