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.

Can't make it for Juneteenth? Check out our more flexible vacation options


Properties Available 174 properties available
Cozy, downtown Winter Park 1 bedroom condo that has been renovated into an ideal mountain getaway - great for couples or small families. One block to main street, clubhouse amenities, forest views and easy access to the free town shuttle.Our 1 bedroom condo is situated on the second floor of the building and offers an open floor concept in the mai
Hot HOT 15
Hi Country Haus Unit 1009
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.6 15
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 26
Arrow At Winter Park Unit 280
Townhome -
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 4
This townhome, set against a charming forested backdrop, offers three bedrooms distributed over three levels. The main floor features an open-concept design, highlighted by a living room with vaulted wood-paneled ceilings, a fireplace, complimentary Wi-Fi, a flat screen TV and new carpeting throughout, with the exception of the kitchen area. The k
Hot HOT 37
Timber Ridge Building 2, Unit B
Townhome -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.8 5
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
Hot HOT 19
Beaver Village Unit #0623R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 23
This charming and expansive pet friendly three bedroom unit is located in the very center of downtown Winter Park. The Trailhead Lodge unit offers a stunning view from the back deck overlooking the Winter Park Ski Resort and downtown area. It serves as an excellent location for enjoying morning coffee, featuring an outdoor dining area and provide
Hot HOT 29
Trailhead Lodges 131
Condo - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 9 guests
Rating 5 131
This one of a kind luxury home rental offers 3 bedrooms and 3 bathrooms in a multi-level dwelling with outstanding furnishings and touch of high end fashion to make your Grand Lake vacation a dream come true and is Pet friendly!A spacious floor-plan makes the main living level a perfect place to enjoy time together. The main living room has vaulted
Specials Tag Special
New Featured Properties

Browse our selection of new properties to our program and save 15% off 2 nights or more on your stay with promo code NEWUNIT.

*Offer is valid on new online bookings for 2+ night staysCannot be combined with other offers. Other exclusions and restrictions may apply to select properties.

874 Kinnikinnick Rd
Private Vacation Home Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 10 guests
A cozy, pet friendly studio apartment located on the second floor, offering easy access and a delightful view of the mountains and surrounding landscape.The kitchenette is fully equipped with modern cabinetry, countertops, and hardwood flooring throughout the unit, complemented by contemporary appliances. Next to the kitchenette, the dining area a
Hot HOT 30
564 Silvercreek Inn
Condo - Pet Friendly
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 28
The living room features a vaulted ceiling that enhances the influx of delightful Colorado sunlight, creating a serene environment perfect for enjoying the wood burning fireplace or the flat screen television. The dining area accommodates up to six guests comfortably and is conveniently situated adjacent to the fully equipped kitchen, which includ
Beaver Village Unit #1934R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 6
Experience a stay in this exquisite three bedroom private townhome, where you can relish being close to the center of the vibrant downtown area filled with numerous activities. This residence offers an abundance of features, including a generous floor plan that accommodates up to 6 guests and a private outdoor hot tub for your enjoyment.The main e
Hot HOT 17
Sawmill Station Unit 302
Townhome -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 4.7 7
This stunningly renovated three bedroom unit on the first floor at Meadow Ridge Resort is an ideal vacation rental for families, offering access to clubhouse amenities and is situated on the second floor of the building offering a tranquil condo for your relaxation and close to the main clubhouse to enjoy a number of amenities. The primary living,
Hot HOT 13
Meadow Ridge Court 11 Unit 5
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.8 7
This cheerful and inviting studio condominium situated in Winter Park is ideally positioned along the local free shuttle route and is merely minutes away from Winter Park Resort. Nestled in the vibrant downtown area, this studio condominium at Snowblaze Condos and Athletic Club ensures that you will have access to all the premier activities the tow
Hot HOT 29
Snowblaze Condos Building E unit 310
Condo -
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 76
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
Hot HOT 27
Beaver Village Unit #0721R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 6

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