Juneteenth Winter Park Vacation Rentals
Celebrate Juneteenth in Winter Park, Colorado
Book your Juneteenth celebration vacation today - continue to enjoy the long summer!
So many vacation rentals to pick from in Winter Park - use our quick links below to book a great holiday weekend - condos, cabins or private homes. Check out pet friendly rentals too!
All our rentals are close to the great outdoors and provide the perfect spot to relax and enjoy!
Enjoy local events to enjoy during your vacation.
- Blues From the Top Music Festival | Dates: June 28–30, 2025
Can't make it for Juneteenth? Check out our more flexible vacation options
146 properties available
The main living room of this two bedroom two bathroom condo features vaulted ceilings, allowing ample natural light to filter in and creating a sense of openness. Renovated to perfection, our previous guests have consistently rated this condo as excellent.The cozy couches in the living room offer a delightful place to unwind by the gas fireplace, w
This two bedroom unit at Trailhead Lodge is ideal for a winter or summer retreat in the Colorado Rocky Mountains. Gather your family and furry friend for a luxurious yet approachable escape.The unit located on the second floor can be reached by elevator and features a tastefully decorated living room with expansive windows that provide scenic
The exclusive terrace associated with the third floor unit in the building presents scenic views of the Winter Park Resort, serving as a tranquil area to appreciate the outdoors. It has recently undergone updates, making it an excellent choice for your upcoming Winter Park getaway. The open-concept layout includes a well-equipped kitchen
The living area boasts pristine features such as in-floor radiant heating, 10 foot ceilings, customized lighting, a smart TV, a gas fireplace and breathtaking mountain views from the comfortable leather furnishings. Numerous expansive windows provide multiple vantage points of the mountains and the surrounding natural beauty from this central
This expansive residence features beautifully modern furnishings in the living room, complete with a gas fireplace, a small deck boasting mountain views, complimentary Wi-Fi and a TV with VCR player. The open floor seamlessly integrates the dining and kitchen area. The fully equipped kitchen showcases newer cabinets, appliances, counter
This third floor condominium rental, tastefully adorned and featuring several kitchen enhancements, is well-suited for families traveling to the Winter Park region.The primary living room features a southwestern design, complete with a wood burning fireplace, a TV equipped with a VCR-DVD combination, complimentary Wi-Fi access, a queen-sized sofa b
This three bedroom townhome at Vasquez Creek, conveniently located on a bus route, offers beautiful river views, a gas fireplace, and is pet friendly, accommodating up to 11 guests. For your next mountain getaway, this well-appointed townhome is an ideal choice, featuring stunning vistas of Vasquez Creek and a prime location within walking distance
The vacation rental features a newly designed kitchen equipped with pendant lighting, luminous cabinetry, stainless steel appliances and granite countertops. The open-concept layout includes a living room and dining area, furnished with a table that comfortably seats six. The living space is enhanced by a plush couch and armchair, complemented by a
A comfortable studio apartment situated on the ski access level, providing convenient entry to the slopes of the Winter Park Resort.The kitchen exudes a contemporary aesthetic, featuring newly installed cabinets, granite countertops, tiled flooring and modern appliances. The sightline from the kitchen to the open-concept living area creates a
This expansive two bedroom accommodation, which comfortably sleeps six, boasts a bright and welcoming atmosphere complemented by stunning views of the surrounding forest from its two private decks located on the second floor. Conveniently situated just minutes from downtown Winter Park and approximately three miles from the Winter Park Resort
The condominium features a cozy interior, complete with modern flooring and new furnishings throughout the primary living space, making it an ideal location for your upcoming Winter Park mountain retreat in this charming three bedroom, three bathroom unit. The primary open floor plan features a living room equipped with a gas fireplace and a 5
Trailhead 821 is an excellent destination for families and is pet friendly, offering a sledding hill suitable for all ages, as well as fire pits for warming up at the Rendezvous Event Center. In the summer, visitors can enjoy the skate park and outdoor gymnasium. The property is conveniently accessible via the free town shuttle, making
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