StayWinterPark Memorial Day Getaway

Book your Memorial Day lodging today!

The kick-off for the summer season is finally here. 

Gather the family and head to the mountains to honor and celebrate those who gave the ultimate sacrifice. When you come to the Colorado Rockies, you will experience the fresh mountain air, the sights and sounds of nature, and some of the best cuisine Winter Park, Colorado, has to offer. 

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 Memorial Day? Check out our more flexible vacation options




Properties Available 271 properties available
This expansive one bedroom , two bathroom condominium is ideally situated in downtown Winter Park, providing easy access to events, dining options, and the complimentary town shuttle service. Residents can also enjoy the amenities of the Hi Country Haus Recreation Center, which features an indoor pool, hot tubs and coin-operated laundry facilities.
Hot HOT 18
Hi Country Haus Unit 1803
Condo -
Bedrooms 1 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.9 80
This contemporary, pet friendly two-bedroom, two-bathroom condominium situated in the Reserve at Ten Mile Creek Apartments, boasts stunning mountain views from the private deck. It also provides easy access to a range of outdoor activities in the nearby region and at Granby Ranch Resort. The unit boasts a generous open floor plan, a chef-inspired
Hot HOT 10
Ten Mile G-201
Condo - Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 26
Situated on the third floor of the structure, the arched ceilings in the primary living area create a sense of openness and grandeur. Adorned in a serene and relaxing neutral color palette, this one bedroom one bathroom condominium showcases contemporary western aesthetics and furniture, perfect for a mountain retreat in Colorado.The living room sp
Hot HOT 13
Beaver Village Unit #0232R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 71
Welcome to our cabin at 980 Mulligan! This three-level home in Fraser offers a genuine log cabin experience, providing a sense of seclusion and excellent amenities for families. Situated near downtown Fraser, guests can easily access restaurants, breweries and summer hiking and biking trails. The free town shuttle stop is conveniently located about
Hot HOT 12
980 Mulligan
Cabin -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 23
Why You’ll Love this Colorado Escape• 5.9 miles to Winter Park Resort and 200 feet to the free town shuttle stop• Private deck with an outdoor hot tub, large backyard and mountain views • Wood burning fireplace and combo sunroom/game room with foosball table • Ground floor entrance with space for groups across three bedrooms• Pet friendly property
Hot HOT 21
701B Quail
Townhome - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 119
Why You’ll Love this Colorado Escape• Spacious 4 bedroom penthouse condo with western themed decor• Gas fireplace and custom designed wet bar• Large deck with forest and mountain views • Access to a heated indoor pool and hot tub; game room and workout facility • Professionally Managed by Stay Winter ParkThe CondoThis spacious penthouse condo offer
Hot HOT 15
Silverado II Unit 631
Condo
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 8 guests
The living area features exotic jewel tones on the walls, complemented by furnishings and accessories in similarly warm and rich hues. This ground floor unit offers the enjoyment of a gas fireplace, a flat screen TV and a private patio. This vacation rental boasts modern enhancements in the kitchen, including new cabinetry and fixtures, as well a
Hot HOT 10
Beaver Village Unit #1113R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.7 7
Why You’ll Love this Colorado Escape• Unforgettable mountain views from floor-to-ceiiing windows and a private deck• Gas fireplace and vaulted ceilings in a spacious, modern tri-level layout• Access to a common area outdoor hot tub and a grill during the summer months• King Primary suite and a cozy upper-level sitting loft• Conveniently located 3 m
Kicking Horse Bronco 2-303
Townhome
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 6 guests
Retreat to the mountains at this magnificent, newly built residence featuring breathtaking views of the mountains and lake, complemented by a luxurious interior designed 4-bedroom home that accommodates up to 9 guests. This remarkable mountain residence showcases beetle-kill hardwood flooring on the main level, highlighted by hand-hewn wooden plank
Hot HOT 12
224 GCR 4034
Private Vacation Home -
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 9 guests
Rating 5 18
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
Hot HOT 17
Beaver Village Unit #0711
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 27
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 18
Trailhead Lodges 131
Condo - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 9 guests
Rating 5 256
Why You’ll Love this Colorado Escape• 4.7 miles to Winter Park and 250 feet to the free town shuttle stop• Private outdoor hot tub, two gas fireplaces and a deck with mountain views• garage parking for 2 vehicles, plus parking for 1 car in front of the garage• Sleeps 10 across 3 interior levels, featuring a King primary suite• Professionally Manage
Hot HOT 17
45 Reunion Court - Rendezvous
Private Vacation Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 13

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