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 208 properties available
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
Hot HOT 12
Crestview Place Unit 607
Condo -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 56
A renovated one-bedroom vacation rental provides ample space and is situated in a tranquil setting on the third and highest floor of the building.The unit features hardwood flooring that enhances the contemporary decor and mountain lifestyle. In the living room, guests will appreciate the comfortable furnishings, a gas fireplace, a flat screen HDT
Hot HOT 10
Hi Country Haus Unit 2506
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 116
Why You’ll Love this Colorado Escape• Brand new construction located directly on Main Street in downtown Granby featuring a rooftop deck and sweeping valley and mountain views• Pet friendly rental with 2 car garage and EV charger• Modern high-end finishes, a chef’s kitchen, gas fireplace and a one-car garage • Sleeps up to 6 guests in 3 bedrooms, i
Hot HOT 13
Granby Station Townhomes Unit 3B
Townhome - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 5 1
This elegant slopeside mountain sanctuary with a private hot tub is an easy 5-minute walk to the Winter Park Resort. The Ski Haus is an exquisitely designed residence that captures the artistic and refined elements sought for your upcoming mountain retreat. With 6 bedrooms and 6 ½ bathrooms, it accommodates up to 19 guests, ensuring a comfortable a
Hot HOT 38
Winter Park Ski Haus
Private Vacation Home - Pet Friendly
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 19 guests
Rating 5 62
Reserve your upcoming visit to Winter Park in this opulent two bedroom unit at Pine Tree Plaza. Situated on Main street in the heart of downtown, you will have convenient access to dining, shopping, nightlife, summer festivals and the complimentary town shuttle - our condominium is perfect for families or small groups looking to experience the are
303 Pinetree
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 15
Welcome to our townhome at 47 Lookout Point - Rendezvous! This vacation rental showcases an ultra-modern design with stylish furnishings, providing mountain views, a private deck equipped with an outdoor hot tub, and magnificent sunset views. Additional amenities include a gas fireplace, two separate living room areas, a two-car garage, and conven
47 Lookout Point - Rendezvous
Private Vacation Home -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 30
Visitors are guaranteed to appreciate the elegantly renovated kitchen, which features stainless steel appliances, granite countertops, newly installed hardwood flooring, and cabinetry, It is fully equipped with cookware, dishes and utensils. allowing for the preparation of delightful meals throughout their stay.The presence of vaulted ceilings enh
Hot HOT 10
Beaver Village Unit #2032
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 53
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
Waterside West D301
Condo -
Bedrooms 1 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 13
Welcome to our vacation home at Lake Granby, Colorado, located in the Lakeshore Estates. If you are looking for a comfortable, quiet place to relax and enjoy the splendor of Rocky Mountains - you've found it!This is a newer, 3 bedroom, 3.5 bathroom, beautiful townhome, The main entry to the townhome is on the ground floor with direct access to the
Hot HOT 11
Granby Lake Shore Estates Townhomes #5
Townhome -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 9 guests
Rating 4.9 130
Why You’ll Love this Colorado Escape• 5.9 miles to Winter Park Ski Resort and 25 yards to the free town shuttle• Access to the Club Meadow Ridge heated pool and hot tubs • Private deck with stunning mountain views and an indoor electric fireplace• Complimentary Wi-Fi and remote work station• Professionally Managed by Stay Winter ParkThe CondoThis
Hot HOT 29
Meadow Ridge Court 20 Unit 14
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
This one of a kind luxury home rental offers 3 bedrooms and 3 bathrooms in a multi-level dwelling with outstanding furnishings and touch of high end fashion to make your Grand Lake vacation a dream come true and is Pet friendly!A spacious floor-plan makes the main living level a perfect place to enjoy time together. The main living room has vaulted
874 Kinnikinnick Rd
Private Vacation Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 10 guests
Rating 5 11
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

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