Fathers Day Weekend 2026
Father's Day Vacation Rentals
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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 .
158 properties available
The open floor plan of this home welcomes you with warmth and charm, featuring vaulted ceilings, large windows, hardwood floors, a stone gas fireplace, and access to a private deck with stunning mountain views, especially during sunset.The main living area is furnished for comfort, perfect for relaxing after a day outdoors, and is open to the dinin
A genuine rustic cabin in the woods! This cabin, built in 1961, has undergone some updates and provides a private retreat featuring 3 bedrooms, 2 covered decks that showcase views of the forest and mountains, along with 2 interior levels that offer space for the family to unwind and enjoy a stylish escape from daily life.The primary level of the c
Rated five stars, the fully renovated two bedroom condominium is sure to impress guests. The vacation rental features a modern kitchen equipped with pendant lighting, bright cabinetry, stainless steel appliances and granite countertops. The open-concept design includes a living room and dining area, with a table that comfortably seats six. The li
Situated in the upper cul de sac of Beaver Village, this unit adjoins the forest, providing stunning views of the Winter Park Resort from the private balcony. The second floor is bathed in natural light, enhancing its appeal. As an end unit, it offers a tranquil and secluded atmosphere. The renovated kitchen is equipped to facilitate both a swift
The living room features a fireplace that is ideal for chilly evenings in both summer and winter. Take a look at the collection of books in the owner’s library, neatly arranged along the wall, perfect for days when you feel like staying indoors and reading a book or watching a movie on the flat screen TV. Guests also have access to the private pat
This property offers an excellent setting for a small family or a couple seeking to experience downtown Winter Park, along with convenient access to local attractions. The updated one bedroom unit is located on the second floor, featuring a shuttle stop directly outside and a recreation building adjacent to the unit. The kitchenette is equipped wit
Discover this exceptional one-bedroom condominium, fully equipped for a remarkable retreat. In the evenings, gather around the gas fireplace after a day in the snow to warm up and indulge in your favorite shows on the Smart TV, which offers both streaming and cable options in the charming living room. The space also features a sofa sleeper for addi
Welcome to our condo at Founders Pointe unit 4646.This luxurious and newly renovated 1 bedroom is situated on the top floor of the Founder's Pointe building and offers breathtaking mountain views from the private deck. This spacious unit comfortably accommodates up to 4 adults, providing all the comforts and conveniences of home. Unwind with family
This fully furnished 2 bedroom condo is pet friendly, situated adjacent to the owner's lift at Granby Ranch for ski-in/ski-out access, private deck with views, and a gas fireplace.is an excellent option for family rentals and is also pet-friendly. It provides the advantage of and includes two bedrooms along with a loft and two bathrooms, This condo
Beautiful new construction Modern townhome with private hot tub and fire pit on large roof top deck in Winter Park! 3 bedroom 3 bathroom unit with a spacious common area and a flex space that can be used as a fourth bedroom/second living/office. Walking distance to concerts, restaurants, and shops. Private Hot Tub, fire pit and bbq grill island on
The well-lit condo with two bedrooms is situated on the ground floor of the building, providing convenient access and a brief stroll to the primary clubhouse and complimentary town shuttle stop.The recently completed kitchen is fully stocked with supplies, making it effortless to prepare meals or snacks. It features modern appliances, cabinets and
Welcome to our condo at Fraser Crossing unit 3127This sweet 1 condo is located on the ground floor and offers a modern interior design and can sleep up to four guests and provides the perfect mountain retreat!The open floor plan encompasses the living and dining areas. You can relax on the comfortable sofa to enjoy the gas fireplace, smart TV with
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