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 279 properties available
Welcome to our condo at Cozens Pointe Building I Unit 201! Welcome to this modern and spacious 3-bedroom, 3-bath condo that’s not just pet-friendly but also perfect for a cozy getaway! Picture yourself unwinding on the covered patio, enjoying the fresh air, or taking advantage of the washer and dryer for your convenience. The lovely interior design
Cozens Pointe Building I Unit I201
Condo - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 175
Why You’ll Love this Colorado Escape• Private outdoor hot tub with views of a charming aspen grove • Private deck showcasing stunning Rocky Mountain vistas • 3.9 miles to Winter Park Resort, and 250 yards to the free town shuttle • Garage parking for 1 vehicle • Professionally Managed by Stay Winter ParkThe HomeThis exceptional three-level town
106 Homestead Loop
Townhome -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.8 9
Welcome to our condo at Iron Horse Unit D4014.A lovely renovated studio condo with great access to the slopes of Winter Park Resort, private balcony and comfortable interior designs for a relaxing vacation anytime of the year.The unit has an open floor plan encompassing living, dining, sleeping and kitchen areas with newly installed hardwood floori
Hot HOT 11
Iron Horse Building D Unit 4014
Condo
Bathrooms 1 baths
Guests 4 guests
Enjoy the night relaxing by the gas fireplace, while watching TV in the living room. Conveniently step out onto the private patio through the sliding glass for a memorable view from the first floor unit.Enhance your mountain getaway with a cozy condominium featuring a renovated kitchen complete with fresh cabinets, countertops, flooring and paint.
Hot HOT 12
Beaver Village Unit #0612R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 33
This expansive and recently updated unit provides an excellent location for a mountain retreat at the foot of the slopes at Granby Ranch. The primary living area features vaulted ceilings, inviting sofas perfect for relaxation, a gas fireplace, flat screen television and stunning mountain vistas through the large windows from this second floor uni
Hot HOT 11
Mountainside Unit B-20
Condo -
Bedrooms 2 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 50
Why You’ll Love this Colorado Escape• 12.2 miles to Winter Park Resort and 8.7 miles to Granby Ranch • Pet-friendly mountain retreat with an expansive private deck and stunning forest views • Inviting living room with a wood stove and complimentary Wi-Fi • Sleeps 8 in 4 bedrooms, including a lower-level Primary suite • Professionally Managed by
189 Ridge Road
Private Vacation Home - Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 1
Why You’ll Love this Colorado Escape• Walk across the street to Downtown Winter Park dining and shopping at Cooper Creek Square• Private balcony with views of Winter Park Ski Resort and the Continental Divide• Sleeps 8 guest across two bedrooms and a loft with three full bathrooms• Family accommodations include a provided Pack and Play, a game tabl
Crestview Place Unit 607
Condo -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 56
This studio unit, encompassing 443 square feet, has been thoughtfully renovated and features new flooring and furnishings. Situated on the fifth floor, it offers stunning views of the Winter Park Resort and is conveniently located just a 150-yard walk from the slopes and the village. The kitchenette is equipped with granite countertops and stainles
Fraser Crossing 3518
Condo -
Bathrooms 1 baths
Guests 2 guests
Rating 4.9 58
Welcome to our townhome at Spruce Ridge Unit F! This retreat, your home away from home, offers breathtaking views of the magnificent Fraser Valley and Byers Peak. Experience stunning sunsets and expansive vistas of Byers Peak and the entire Fraser River Valley from the living area, primary loft, and furnished deck when you choose Spruce Ridge as yo
Hot HOT 12
Spruce Ridge Unit F
Townhome -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 9 guests
Rating 4.7 4
This exceptional vacation rental offers a true home-away-from-home experience, characterized by its unique lodge ambiance, featuring rich wooden elements and comfortable furnishings in the main living space. Guests can unwind while enjoying the flat screen TV and the warmth of the gas fireplace, creating an ideal setting for a snug evening. Addit
Beaver Village Unit #1123
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 11
A genuine rustic cabin in the woods! This cabin, built in 1961, has undergone some updates and provides a private retreat featuring 3 bedrooms, 2 covered decks that showcase views of the forest and mountains, along with 2 interior levels that offer space for the family to unwind and enjoy a stylish escape from daily life.The primary level of the c
Hot HOT 16
Cabin at Timber Run
Cabin -
Bedrooms 3 bedrooms
Bathrooms 1 baths
Guests 6 guests
Rating 5 26
Why You’ll Love this Colorado Escape• Ground floor1-bedroom mountain retreat with a private patio and modern interior design• Gas fireplace and a smart TV with streaming and cable services for relaxing evenings• Fully equipped kitchen with stainless steel appliances and an in-unit washer and dryer combo • Access to common area amenities including a
Fraser Crossing 3127
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 8

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