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 259 properties available
Welcome to our condo at Meadow Ridge Court 9 Unit #4! Roomy 1 bedroom rental across from Club Meadow Ridge with updated interior designThe 1 bedroom condominium with 607 square feet, is situated on the ground floor of the building, offering convenient access to the main clubhouse located just across the parking lot, as well as the free town shuttle
Hot HOT 10
Meadow Ridge Court 9 Unit 4
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 6 guests
Rating 4.8 86
This spacious ground floor condominium boasts three bedrooms and three bathrooms, making it a perfect choice for your mountain retreat, and has been modernized for improved comfort. Additionally, this particular unit is situated at the end of the building, providing extra privacy.The living room features an expansive design complemented by newly l
Hot HOT 14
Silverado I Building B Unit 101
Condo -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.8 9
This completely renovated three bedroom apartment located on the third floor of the building, offers a tranquil retreat with stunning views, all while being conveniently close to the vibrant activities on Main Street in downtown.The living room is elegantly appointed with high-quality furnishings, featuring a wood fireplace, a flat screen TV, and a
Hot HOT 14
Hi Country Haus Unit 2121
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 42
This remodeled two-bedroom strikes an ideal balance between mountain charm and contemporary comfort, featuring an extensively renovated ground-floor corner unit situated. Located within the established Hi Country Haus community, it is just moments away from Main Street and clubhouse amenities, providing the best of both summer and winter living rig
Hi Country Haus Unit 0701
Condo -
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 6 guests
Rating 4.8 5
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
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 12
Trailhead Lodges 131
Condo - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 9 guests
Rating 5 235
Unit 514 at Beaver Village Condos in downtown Winter Park is a charming 2 bedroom 2 bathroom garden level end unit with additional windows and enhanced privacy.Enhance the main living room open floor plan with new flooring, an updated kitchen and modern furnishings. Relax by the gas fireplace on the comfortable sectional sofa. This space features
Beaver Village Unit #0514
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 19
Book your next stay slopeside with us at this lovely split-level townhome at Base Camp. Guests will enjoy easy access to the slopes, private patio with mountain views, 3 bedrooms, large windows for viewing the surrounding outdoors and 1 car garage parking. Guests also have access to the clubhouse with paid amenities - there's something to do any t
Hot HOT 22
Base Camp Townhome #106
Townhome -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 7
The living room features a fireplace that is ideal for chilly evenings in both summer and winter. Take a look at the collection of books in the owner’s library, neatly arranged along the wall, perfect for days when you feel like staying indoors and reading a book or watching a movie on the flat screen TV. Guests also have access to the private pat
Hot HOT 14
Beaver Village Unit #0711R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 36
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 16
Leland Creek Home
Private Vacation Home -
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 13 guests
Rating 4.5 16
Experience AMAZING VIEWS! 20 Minutes to Winter Park or Granby Ranch Skiing! at the ultimate mountain getaway at this expansive 4-bedroom sanctuary, offering a blend of opulence and serenity amidst the natural surroundings. Situated a short drive away from Fraser and Winter Park, guests can enjoy easy access to various amenities including shops, di
Hot HOT 13
273 Fallen Rock
Private Vacation Home - Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 51
Our Timber Court residence is an upscale contemporary getaway situated at the base of Granby Ranch Resort offering lots of amenities, three interior levels and provides ski-in/ski-out access. Guests can relish the stunning mountain vistas from a private patio and plenty of interior space on two interior levels with lots of bedding options for larg
Hot HOT 17
101 Timber Ct
Private Vacation Home -
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 12 guests
Rating 4.8 9

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