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 257 properties available
The newly installed carpeting and contemporary furnishings will enhance your retreat; this family friendly condominium provides an excellent location for your year-round Winter Park escape. Situated on the ground level of the building, this unit features a private deck that offers a serene forest view, perfect for unwinding with a morning coffee or
Beaver Village Unit #1714
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 59
Welcome to our condo at Waterside West Building D Unit #301.A spacious and lovely decorated 1 bedroom offers a private deck with mountain views, 2 full bathrooms, washer/dryer, in-floor radiant heating and is Pet Friendly - great spot in Fraser for you to enjoy your mountain getaway.The open floor plan has new carpeting and is very spacious to enjo
Waterside West D301
Condo - Pet Friendly
Bedrooms 1 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 1
The living space in this condominium offers comfortable seating arrangements for viewing the flat screen television and enjoying the gas fireplace. Additionally, access to a private deck on the second floor provides a scenic view of the surrounding forest. Please be aware that air conditioning is not available.The interior of this vacation rental
Hot HOT 88
Beaver Village Unit #1822
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 11
Welcome to our condo at Hi Country Haus Unit 2301.Book your next downtown Winter Park escape in our 2 bedroom condo - lovely decorated interior, ground floor with private patio, across the street from main clubhouse and ½ block to main street with plenty of shops, restaurants and activities for you and your family to enjoy. A generously sized and
Hi Country Haus Unit 2301
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 4
This recently renovated one-bedroom condominium is ideal for a small family, a couple or individuals, situated in a prime ski-in/ski-out location.The kitchen features newly installed granite countertops, tiled flooring, and modern appliances, offering an unobstructed view of the main living room. It accommodates two individuals at the counter, with
Iron Horse Building C Unit 1023
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 18
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
Hot HOT 10
Trailhead Lodges 422
Condo - Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 75
This residence is ideally suited for several families or small groups seeking both privacy and a convenient location for their skiing or summer holiday. Notable features of this Winter Park home include stunning mountain views of the Continental Divide and Byers Peak, along with the added benefit of three master suites for enhanced privacy. We bel
Hot HOT 10
Leland Creek Home
Private Vacation Home -
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 13 guests
Rating 4.5 16
This four bedroom unit features an exceptional remodel! Guests will appreciate the newly installed flooring, modern furnishings and the generous space of this condo, which comfortably accommodates up to 10 individuals. Situated on the third floor of the building, the open floor plan features a vaulted ceiling that incorporates additional windows, a
Beaver Village Unit #1134
Condo -
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.8 57
The open floor plan of this home welcomes you with warmth and charm, featuring vaulted ceilings, large windows, hardwood floors, a stone gas fireplace, and access to a private deck with stunning mountain views, especially during sunset.The main living area is furnished for comfort, perfect for relaxing after a day outdoors, and is open to the dinin
Hot HOT 11
751 Mountain Terrace
Private Vacation Home -
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 12 guests
Rating 4.8 6
This charming studio unit is ideally situated in a prime downtown location, conveniently near various shops, restaurants, and year-round activities. The free town shuttle stops directly in front of the building, making it an excellent place to unwind after a day of outdoor enjoyment.The open floor layout features newly installed flooring across th
Snowblaze Condos Building E Unit 102
Condo -
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 72
Welcome to our home at 74 Alder Brook! Step into the luxury of this stunning, spacious home that’s just been built, perfect for creating unforgettable family memories during your vacation in Fraser. Picture yourself soaking in the awe-inspiring mountain views from your private patio, enjoying the cozy warmth of in-floor radiant heating, and parking
Hot HOT 26
74 Alder Brook
Private Vacation Home -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 9 guests
Rating 5 49
This magnificent custom mountain residence boasts one of the finest locations, positioned on the 8th fairway of the acclaimed Pole Creek Golf Course, offering breathtaking views of Sheep Mountain and Indian Peaks. Our home serves as a luxurious mountain sanctuary nestled on two private acres, ensuring both seclusion and stunning vistas in every dir
144 Rainbow - Fairways at Pole Creek
Private Vacation Home - Pet Friendly
Bedrooms 6 bedrooms
Bathrooms 5 baths
Guests 14 guests
Rating 5 6

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