Winter Park Vacation Rentals

Winter Park Lodging Accommodations 

Experience all that Winter Park has to offer by booking your stay today! At StayWinterPark, we have a wide selection of vacation rentals suitable for groups of any size.  Whether you're traveling with a small group or a large one, we have the perfect accommodation for you.  No matter the time of year, we can assist you in finding the ideal place to stay during your Colorado vacation.

Popular Searches: Private Homes, Colorado Cabins,  Luxury Vacation RentalsPet Friendly RentalsDowntown Winter ParkCondo Complexes, Townhome rentalsWinter Park Base Village and Ski In Ski Out

Other popular options include Fraser, TabernashGranby  and Grand Lake.

Properties Available 188 properties available
Why You’ll Love this Colorado Escape• Private deck with picturesque views of the surrounding valley and mountains• Access to extensive amenities including an outdoor heated swimming pool, hot tubs and a fitness room• Pet friendly studio condominium located on the second floor• Professionally Managed by Stay Winter ParkThe CondoThis cozy studio apar
Hot HOT 14
564 Silvercreek Inn
Condo - Pet Friendly
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 57
The vacation rental features a newly designed kitchen equipped with pendant lighting, luminous cabinetry, stainless steel appliances and granite countertops. The open-concept layout includes a living room and dining area, furnished with a table that comfortably seats six. The living space is enhanced by a plush couch and armchair, complemented by a
Hot HOT 12
Beaver Village Unit #0721R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 17
Why You’ll Love this Colorado Escape• 2.9 miles to Winter Park Ski Resort • Private outdoor hot tub and two gas fireplaces• Fully stocked chef’s kitchen with a Viking stove• Walkable to Downtown Winter Park and 0.4 miles to Rendezvous Event Center• 1-car garage parking and driveway space• Professionally Managed by Stay Winter ParkThe TownhomeThis
Hot HOT 16
Red Quill 707
Townhome
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
This cheerful and inviting studio condominium situated in Winter Park is ideally positioned along the local free shuttle route and is merely minutes away from Winter Park Resort. Nestled in the vibrant downtown area, this studio condominium at Snowblaze Condos and Athletic Club ensures that you will have access to all the premier activities the tow
Hot HOT 14
Snowblaze Condos Building E unit 310
Condo -
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 102
Welcome to our cabin at 604 GCR 8034! Reserve your upcoming family getaway at our log cabin in Tabernash! This genuine vacation cabin offers a luxurious retreat nestled within the forest, featuring a private outdoor hot tub, vaulted ceilings, a wood stove, a pool table, and an open floor plan on the main level. With ample bedrooms accommodating up
Hot HOT 13
604 GCR 8304
Private Vacation Home -
Bedrooms 5 bedrooms
Bathrooms 3 baths
Guests 13 guests
Rating 5 2
Welcome to Summit Trail Condo – Unit J3Escape to the mountains and enjoy everything Fraser and Winter Park have to offer from our beautifully updated three-level condo. With stunning mountain views, vaulted ceilings, a heated garage, and thoughtful amenities for families, Summit Trail J3 is the perfect home base for skiing, hiking, biking, or simpl
Summit Trail J3
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 10 guests
Rating 5 1
Welcome to our townhome at Bear Crossing Unit 995.Our Bear Crossing townhome features three-bedrooms and three bathrooms in a remarkably spacious interior, with high-quality finishes throughout, tri-level interior, private deck with mountain views and private patio with outdoor hot tub.The main entrance of the unit has tiled flooring, coat closet a
Bear Crossing 995
Townhome -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 2
Situated within the Trailhead Lodges complex and conveniently positioned along the shuttle route, this property serves as the ideal ski getaway for couples, small families or two individuals in search of cozy accommodations. This delightful one bedroom unit is also in close proximity to the Rendezvous Event Center, which features a sledding hill s
Trailhead Lodges 731
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 138
Welcome to our home at 1000 Lupine Lane.Our modern retreat provides a centralized location for easy access to the many activities in Winter Park, Granby Ranch, Snow Mountain Ranch and Grand Lake. Perfect for families or 2-3 couples with 3,000 square feet of interior living space encompassing 2 interior levels, 4 bedrooms to comfortably sleep up to
Hot HOT 12
1000 Lupine Lane
Private Vacation Home
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Western Road Retreat in Grand Lake Columbine neighborhood is a Pet-Friendly Mountain Escape.Nestled among towering pines and aspens in the charming Columbine Lake community, this modern, pet-friendly home offers the perfect mountain retreat for groups, families with kids and pets. With over 2,000 square feet of living space spread across two level
Hot HOT 12
1126 Western Road
Private Vacation Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 11 guests
Rating 4.9 14
Welcome to our condo at Hi Country Haus 1909.A renovated 2 bedroom condo offers a wonderfully cozy getaway in the heart of downtown Winter Park where you can walk to all of the great local activities and attractions. This unit has new flooring throughout, a private deck with river views, modern interior design, clubhouse amenities offering a great
Hot HOT 17
Hi Country Haus Unit 1909
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 5
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 - great spot in Fraser for you to enjoy your mountain getaway.The open floor plan has new carpeting and is very spacious to enjoy the living, dining
Hot HOT 10
Waterside West D301
Condo -
Bedrooms 1 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 13

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