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
264 properties available
Visitors are guaranteed to appreciate the elegantly renovated kitchen, which features stainless steel appliances, granite countertops, newly installed hardwood flooring, and cabinetry, It is fully equipped with cookware, dishes and utensils. allowing for the preparation of delightful meals throughout their stay.The presence of vaulted ceilings enh
Beaver Village Unit #2032
Condo -
2
bedrooms
2
baths
6
guests
4.9
53
Why You’ll Love this Colorado Escape• 2.0 miles to Winter Park Resort and situated on the complimentary shuttle route• 0.1 miles to Downtown Winter Park and Main Street• Access to communal amenities Including an indoor heated pool, hot tubs and an outdoor firepit• Fully renovated interior featuring a gas fireplace and a private deck with mountain v
Snowblaze Condos Building C unit 22
Condo -
2
bedrooms
2
baths
6
guests
4.8
26
Welcome to our condo at Eagle Ridge on the Summit unit 20.This cozy, nicely maintained Pet Friendly condo offers a quiet yet convenient base for your mountain getaway—whether you’re here for outdoor adventures, family time, or a peaceful escape where mountains, trees, and nature surround you. Located in Fraser, minutes from Winter Park, this well-
Eagle Ridge on the Summit Unit 20
Condo -
2
bedrooms
2
baths
6
guests
5
9
Why You’ll Love this Colorado Escape• Walking distance to the Granby Ranch slopes • Access to a complex outdoor heated swimming pool and tennis courts • Modern interior with vaulted ceilings, a gas fireplace, and a private deck • Sleeps 8 with an in-unit washer and dryer • Professionally Managed by Stay Winter ParkThe CondoThis spacious and re
Mountainside Unit B-8
Condo -
2
bedrooms
2
baths
8
guests
4.9
38
Welcome to our townhome at 820 Badger Lane! Experience a delightful stay in this charming tri-level townhome located in a serene neighborhood of Fraser. The property features a spacious, private outdoor hot tub and ample bedding in the two bedrooms.Recently renovated, this townhome boasts new carpeting, furnishings, and interior designs. The ground
820 Badger Ln
Townhome -
2
bedrooms
2
baths
5
guests
4.8
17
This lovely remodeled 2 bedroom condo offers guests a wonderful spot to enjoy a family vacation in Winter Park. The open floor plan offers vaulted ceilings, hardwood flooring except for the kitchen area which has slate tile flooring. The kitchen is equipped with new stainless steel appliances, light wood cabinetry and a small kitchen island that
Beaver Village Unit #1832
Condo -
2
bedrooms
2
baths
6
guests
5
4
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 view
Trailhead Lodges 422
Condo -
2
bedrooms
2
baths
6
guests
4.9
101
Reserve your upcoming visit to Winter Park in this opulent two bedroom unit at Pine Tree Plaza. Situated on Main street in the heart of downtown, you will have convenient access to dining, shopping, nightlife, summer festivals and the complimentary town shuttle - our condominium is perfect for families or small groups looking to experience the are
303 Pinetree
Condo -
2
bedrooms
2
baths
6
guests
5
15
Western Road Retreat in Grand Lake Columbine neighborhood is a Pet-Friendly Mountain Escape.Nestled among towering pines and aspens in the charming Columbine Lake community, this modern, pet-friendly home offers the perfect mountain retreat for groups, families with kids and pets. With over 2,000 square feet of living space spread across two level
1126 Western Road
Private Vacation Home -
3
bedrooms
3
baths
11
guests
4.9
14
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
874 Kinnikinnick Rd
Private Vacation Home -
3
bedrooms
2
baths
10
guests
5
12
Welcome to our condo at Zephyr Mountain Lodge 1407.This renovated and lovely ground floor 1 bedroom condo offers an ideal location at the base of Winter Park Resort for ski-in/ski-out access, hardwood flooring throughout, private deck and on-site amenities to make your stay memorable. The entry of the unit offers a bench and small storage spot for
Zephyr Mountain Lodge Unit 1407
Condo
1
bedrooms
1
baths
4
guests
Consider renting our charming two bedroom residence, which boasts excellent amenities, a generous floor plan and a wonderful neighborhood. It is conveniently located near the vibrant downtown area of Winter Park or offers easy access to the resort and various outdoor activities via a short shuttle ride.The residence’s ground floor features a spaci
45 Idlewild
Private Vacation Home -
2
bedrooms
2
baths
6
guests
4.8
48
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