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 26–28, 2026
Can't make it for Juneteenth? Check out our more flexible vacation options
263 properties available
Welcome to our townhome at 15 Saddle Horn Way - Rendezvous! This recently completed townhome showcases a three-story interior, featuring two private decks and a single private patio with picturesque forest views. It provides one-car garage parking and designated spaces for a washer and dryer, allowing residents to take in the beautiful forest scene
Welcome to our home at 233 Tabernash Drive.Uncover a delightful mountain getaway situated on 3 private acres in the Winter Park Highlands, providing an exceptional level of privacy with no visibility to adjacent residences, complemented by an aspen grove that serves as a natural barrier from the road. The property boasts ample outdoor space and bre
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
This completely renovated three bedroom apartment located on the third floor of the building, offers a tranquil retreat with stunning views, all while being conveniently close to the vibrant activities on Main Street in downtown.The living room is elegantly appointed with high-quality furnishings, featuring a wood fireplace, a flat screen TV, and a
Why You’ll Love this Colorado Escape• Private indoor sauna and cozy gas fireplace• Spacious outdoor deck with a gas grill and panoramic mountain views• Stunning lofted open-concept living area with massive skylights• Fast Wi-Fi for remote work and parking for 2 vehicles• Professionally Managed by Stay Winter ParkThe TownhomeThis stunning, multi-lev
Welcome to our condo at The Reserve at Ten Mile Unit D-104.This exceptionally modern two-bedroom condo offers an open floor plan, ground floor location, private patio and washer and dryer.The unit features a generous open floor plan that includes the living, dining and kitchen areas. In the living area you can relax on the comfortable furnishings,
Retreat to this lovely designed townhome that offers a genuine ski-in/ski-out accessibility! Accommodating up to 6 guests, it includes 2 bedrooms, a loft and numerous home-like amenities. This charming unit provides an ideal getaway that feels just like home. Experience hiking and biking trails right from your doorstep in the summer or skiing durin
This beautifully remodeled unit spans 1,200 square feet and is located on the building’s first floor. It is important to mention that there are roughly 6 to 8 steps leading to the unit as the ground floor accommodates a one car garage.In the primary living space, there is access to a private balcony that offers mountain views. This area features
This condominium features one bedroom, one bathroom and is equipped with all the necessary amenities. It is located on the second floor and includes a private deck with views of the Winter Park Resort. The kitchen is fully stocked with utensils, dishes, pots, pans, a coffee maker, microwave and has seating for two at the breakfast bar.The dining a
Welcome to our condo at Meadow Ridge Court 8 Unit #6! Check out this beautifully decorated 2-bedroom Fraser vacation rental! It features 3 comfy queen beds, a newly remodeled kitchen, and a private patio where you can soak in stunning mountain views. Plus, it's just a stone's throw away from the main clubhouse! Step into this delightful, newly reno
Experience a getaway in the ideal mountain retreat for your upcoming mountain holiday. This stunning location is situated on 40 acres, just a brief 10 minute drive from downtown Winter Park. It is pet friendly, constructed off the grid in 1998, boasting 3,884 square feet of space, and can comfortably house up to 11 guests.The spacious layout of the
Why You’ll Love this Colorado Escape• 2.0 miles to Winter Park Resort and conveniently situated just off Main Street in downtown Winter Park• Comprehensively renovated interior featuring vaulted ceilings, western log furnishings and a cozy fireplace• Unique features including a private sauna, a private deck with stunning mountain views and a Pac-Ma
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