StayWinterPark Memorial Day Escapes
Book your Memorial Day lodging today!
The kick off for the summer season is finally here.
So many vacation rentals to pick from - 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!
120 properties available
This bright studio has vaulted ceilings to expand the size of the condo on the top floor of the Fraser Crossing building and has a wonderful location you can’t beat - 150 yard walk to the of the slopes and village. Overall this quaint unit has 443 square feet and some interior upgrades and makes for a contemporary lodging choice. The kitchenette in
Beautiful and spacious pet friendly 3 bedroom unit right from the heart of downtown Winter Park, this Trailhead Lodge unit has a wonderful view off the back deck of the Winter Park Ski Resort and downtown area of Winter Park a great place to drink morning coffee, outdoor dining area or a great spot to enjoy the evening sunsets.Families or small gro
Lavish interior decor and some of the high-end finishes that afford a luxury getaway at these Telemark townhomes. All units come complete with the common features of four-panel interior alder doors and trim, pendant styled lighting and energy efficient radiant heating system. A wonderful location in downtown Winter Park close to all the activities,
The main floor of the unit has high vaulted ceilings in the living room area with a modern furnished decor, gas fireplace, flat screen TV, free in unit Wi-Fi access, and access to the private 5th floor balcony will allow you overlooks downtown Winter Park and mountain views.Adjacent to the main living area, the dining room is on an elevated level w
A wonderful vacation rental that feels like a home away from home with its distinct lodge feel with rich wood and plush furnishings in the main living area. Relax and enjoy the flat screen TV and gas fireplace – perfect for a cozy evening. Guest can also access the private deck from this room to enjoy the forested view off the second floor of the
This ground floor condo has updated throughout and is located in building 1 which is close to the shuttle stop on Highway 40 and an easy walk to the clubhouse. There is hardwood flooring throughout main living area with a large comfortable sectional sofa for you to enjoy watching the flat screen tv and gas fireplace and an extra set of windows to b
This multi-level townhome, has been completely remodeled and offers an ideal blend of a serene mountain setting with access to the best that Winter Park has to offer and a wonderful creek view. On the free town shuttle route, a close walk to downtown and steps from National Forest access and hiking, biking, snowshoeing and cross-country trails. Th
The beautiful furnishings in the main living room offer a great spot to relax, enjoy the gas fireplace, flat screen TV and access to the private patio. An updated dining area offers seating for 4 persons.In the remodeled kitchen hardwood flooring, granite counter tops, stainless steel appliances and wood cabinets with 2 spots for seating at the bre
This large and beautiful home offers outstanding mountain views and a great rental for peace and quiet that will accommodate 8 people.An open floor plan encompasses the living, dining, kitchen areas as well as half bathroom on the main level. The living room offers a very cozy spot to relax on the comfortable sofa to enjoy the flat screen TV, gas
This spacious unit has wonderfully modern furnishings in the living room with a gas fireplace, small deck with mountain views, free Wi-Fi access and TV with VCR player. The open floor concept includes the dining and kitchen area as well. The full kitchen has newer cabinets, appliances, counter tops and tiled flooring and overlooks the dining area
A comfortable, two story townhome rental offers a comfortable open floor plan in the living room with TV, VCR, wood burning fireplace and has access to the small private patio. Adjacent to the living room is the dining area with table and chairs to seat 6 persons. Upgrades in the kitchen include new counter tops and appliances and come fully equi
Imagine a cozy cabin in the woods but close to town with modern amenities for your next stay. This is a lovely cabin that will sleep 8 comfortably and is set on a large acre lot, only a short 3-minute drive to downtown Winter Park. Three bedrooms and a large open floor plan encompassing living, dining and kitchen spaces allow guests to enjoy each o
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