Winter Park Lodging

Winter Park Lodging Accommodations 

Book today to experience what Winter Park has to offer! View our updated cleaning and safety policies designed to help you enjoy your getaway.

At Stay Winter Park, we are pleased to offer a large variety of Winter Park vacation rentals for groups of all sizes, so whether you are traveling with a few or many we've got what you need! If you are coming to Colorado for vacation, we can help you find a great place to stay anytime of year!

Popular Searches: Private Homes, Luxury Vacation RentalsPet Friendly RentalsDowntown Winter Park, Condo Complexes and Ski In Ski Out and Base Village.

Other popular options include Fraser, Tabernash and Kremmling - Gore Pass.

Properties Available 215 properties available
A beautiful pet friendly townhome is in Fraser offering a quieter rental but still close to all the year-round outdoor activities. This spacious and wonderful townhome at the Cabins of Porcupine Ridge, this 3-bedroom unit offers something for everyone and will sleep up to 8 persons with great views and an open floor plan. On the main level is an op
500 North Lupine
Private Vacation Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 26
A great location for a small family or a couple to enjoy downtown Winter Park and easy access to the area’s adventures. Second floor updated one bedroom with shuttle stop right out front and recreation building situated in the building next door. The kitchenette includes a mini-fridge, 4 burner stove with oven, microwave, dishwasher and dining area
Hi Country Haus Unit 0309
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.6 6
This unit is on the second floor of the building and has 1,128 interior square feet of living space with 3 bedrooms and 2 full bathrooms.In the main living room area, guests can enjoy the gas fireplace, flat screen TV, DVD, Blue Ray disk player, free Wi-Fi access and a queen sofa sleeper. No air conditioning.A separate dining area is adjacent to t
Lion's Gate Pines Unit 110
Condo
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Trailhead 821 is a great spot for families wanting to enjoy the sledding hill fit for all ages and fire pits to warm up at the Rendezvous Event Center or the skate park and outdoor gymnasium in the summer. The free town shuttle access the property for the ultimate ski retreat for a couple, small family or solo travelers seeking comfortable accomm
Hot HOT 15
Trailhead Lodges 821
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 6
Updated top floor one bedroom Beaver Village Condos unit within close proximity to the clubhouse amenities, walking to town and the free shuttle.New kitchen appliances and lighting brighten up the evening for preparing your favorite meal. The dining table has plenty of room and joins the kitchen to the living room. The new sofa has a built in otto
Beaver Village Unit #0332
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.3 8
The vacation rental has a new kitchen with pendant lighting, bright cabinets, stainless steel appliances and granite counter tops. The open floor plan consists of a living room and dining room with table large enough to accommodate six. A plush couch and chair with fireplace finish up the living area with the couch turning into a bed at night to sl
Beaver Village Unit #0721R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4 1
This unit has 1,450 square feet of living space with comfortable furnishings and a 1 car garage parking and is on the ground floor of the building with 3 bedrooms and 2 bathrooms all on one level.The living room has a large seating area with queen sofa sleeper, TV with VCR, free Wi-Fi access in the unit. Adjacent to the main living room, a small se
Timber Run Aspen Unit 1
Condo
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
On the second floor of the building, this 3 bedroom 2 bathroom has 1,128 square foot unit is non-smoking and no pets are allowed with a split level floor plan. The entry level has the living room with an open floor plan for easy access to all rooms.Enjoy the gas fireplace, flat screen TV, DVD, Blue Ray disk player and free in unit Wi-Fi access. Th
Lion's Gate Pines Unit 108
Condo
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
The house is immaculately furnished and equipped with every conceivable convenience and comfort in mind. Occupying 3 levels and offering 7 bedrooms, 8 bathrooms and a heated living space of 9,649 square feet, the home can sleep 16 people easily, making it a perfect vacation venue at any time of the year for large families, family gatherings or reun
Hot HOT 14
492 Golf Course Circle
Private Vacation Home -
Bedrooms 7 bedrooms
Bathrooms 7 baths
Guests 16 guests
Rating 5 7
Vaulted ceilings give the feeling of a lot of space in the main living area and the views of Winter Park Resort add a nice touch to this vacation rental. The large dining room has plenty of room for eating and the main living area of the condominium has a gas fireplace to creates a warm ambiance that is relaxing after a long day of play either at
Beaver Village Unit #2032R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 3
Located at the Trailhead Lodges complex and on the shuttle route this property is the ultimate ski retreat for a couple, small family or 2 singles seeking comfortable accommodations. This wonderful 1 bedroom is also conveniently located next to the Rendezvous Event Center with sledding hill fit for all ages and firepits warm up. Easy walk to main
Hot HOT 16
Trailhead Lodges 731
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 34
Fully remodeled 1 bedroom on the first floor is a great spot to enjoy your next Winter Park getaway! The condo is an end unit with and extra window in the main living area, comfortable sofa that has a sofa sleeper if you are in need of extra spot for sleeping, flat screen TV with DVD. **PLEASE NOTE** this unit DOES NOT have a fireplace and there i
Hi Country Haus Unit 0406
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.5 7

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