Vacation Rentals

Our Winter Park lodging options are some of the best located properties in Winter Park. Ranging from ski in ski out condos to very private lodges in the woods, our selection of Winter Park lodging is sure to provide you with an unforgettable vacation with friends and family.   

Properties Available 105 properties available
Located in the exclusive Bridger's Cache community in Winter Park, Casa de Montaña may be the most spectacular vacation home that Winter Park has to offer. With direct ski in ski out access off the back patio to the Corridor ski trail, this seven bedroom luxury home boasts world-class amenities, stunning views, and thoughtful decor
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Casa de Montana
Home
Bedrooms 7 bedroom
Bathrooms 7.5
Guests 19 guests
Rating 4.9 (33)
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Discover the ultimate mountain retreat at Fore Seasons Lodge, located on the fairways of the prestigious Pole Creek Golf Club in Tabernash, CO. This expansive 9,649 sq. ft. home is just a short 10 minute drive to downtown Winter Park and 15 minutes to the slopes of Winter Park Resort. From every window, you’ll enjoy sweeping views of the Pole
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Fore Seasons Lodge
Home
Bedrooms 7 bedroom
Bathrooms 7.5
Guests 16 guests
Rating 5 (6)
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Lakota Reserve is a beautifully designed custom home tucked within the exclusive Lakota neighborhood in Winter Park. Boasting sweeping mountain views, luxurious design, and unbeatable location directly across from Winter Park Resort. Large groups love the spacious floor plan that offers six bedrooms and six and a half bathr
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Lakota Reserve
Home Pet Friendly
Bedrooms 6 bedroom
Bathrooms 6.5
Guests 18 guests
Rating 4.9 (117)
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Experience a true luxurious mountain retreat at Ranch Creek Lodge. Situated just a short drive from the town of Fraser and close to Winter Park, this beautiful, private mountain home takes you far from the hectic hustle and bustle of modern day life. Offering pure privacy, this home was built to help you & your dog (one allowed) enjoy the
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Ranch Creek Lodge
Home Pet Friendly
Bedrooms 6 bedroom
Bathrooms 4.5
Guests 14 guests
Rating 4.9 (70)
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Trout Creek Lodge is your group's premier getaway nestled in the mountains of Winter Park. Boasting six large bedrooms, three lounge areas, a high-end kitchen, wrap around panoramic deck, private hot tub (and more!) this home is sure to please everyone in your group.Enter Trout Creek Lodge and take in the thoughtful lay
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Trout Creek Lodge
Home
Bedrooms 6 bedroom
Bathrooms 7
Guests 19 guests
Rating 4.9 (140)
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Step into Two Brothers Lodge and you'll immediately feel at home amongst the open layout and the fresh and clean updated decor and design. The main level living room boasts an oversized couch and warm gas fireplace that is the perfect place to come together after a fun day adventuring around Winter Park, or relax and watch a movie on
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Two Brothers Lodge
Home
Bedrooms 6 bedroom
Bathrooms 4.5
Guests 19 guests
Rating 4.9 (126)
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Welcome to Arrow on the Creek, a new & modern, colorful & eclectic, large five bedroom townhome that's perfectly located just steps from shopping, dining & the fun activities on Vasquez Creek near Hideaway Park. This Arrow townhome is a brand new bookend property that features four levels of modern construction and stylish deco
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Arrow on the Creek
Townhome
Bedrooms 5 bedroom
Bathrooms 5
Guests 14 guests
Rating 4.8 (47)
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Ideal for larger groups looking for the highest end accommodations, Bridger's Cache Ski Lodge is perfect for family reunions, corporate retreats and exquisite mountain adventures. Bridger's Cache Ski Lodge offers a secluded and luxurious mountain experience unlike any other at Winter Park Resort. Relax and unwind in modern mountain splendor
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Bridger's Cache Ski Lodge
Home
Bedrooms 5 bedroom
Bathrooms 5.5
Guests 18 guests
Rating 4.9 (81)
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Your idyllic ski in ski out mountain retreat awaits at Corridor Way Chalet. Located on the slopes of Winter Park Resort inside the exclusive Bridger's Cache neighborhood, this five bedroom resort home is perfect for large groups and families looking to enjoy the great outdoors. This gorgeous ski in ski out stand alone home offers premier conven
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Corridor Way Chalet
Home
Bedrooms 5 bedroom
Bathrooms 4.5
Guests 16 guests
Rating 5 (12)
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Imagine pulling into the garage and the kids hopping out of the car to run through the house, exploring all the rooms and treasures inside. It's this excitement that we hope you experience throughout your stay at Eagle Wind Lodge and in Winter Park. Cooks will love the large kitchen with tons of counter space, a wall of windows looking into the
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Eagle Wind Lodge
Home
Bedrooms 5 bedroom
Bathrooms 4
Guests 16 guests
Rating 4.9 (137)
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Wrap yourself in mountain style at Elk Lodge, a spacious mountain chalet situated in Winter Park, just minutes from world-class golf and skiing that sleeps up to 19 guests. This mountain getaway combines the perfect blend of amenities, spacious layout, and thoughtful design. Featuring high-end finishes and a touch of luxury thro
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Elk Lodge
Home
Bedrooms 5 bedroom
Bathrooms 5
Guests 19 guests
Rating 4.9 (111)
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Looking for a dreamy mountain chalet located right on the slopes? Jane's Ski Chalet may be exactly what you're looking for! Comfort and luxury is waiting for you to enjoy your next vacation here in Winter Park, Colorado. This gorgeous five bedroom, four and a half bath home, boasts modern mountain dec
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Jane's Ski Chalet
Home
Bedrooms 5 bedroom
Bathrooms 4.5
Guests 17 guests
Rating 5 (95)
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The town of Winter Park is located just 67 miles from Denver and is home to some of the nation's best skiing, snowboarding & Rocky Mountain views. Although best known for its world class skiing at Winter Park Resort, Winter Park has events & activities to scratch all of your adventurous itches, including mountain biking, music festivals, hiking, fishing and family recreation.

Our carefully selected inventory of vacation rentals has a little something for everybody - from ski in ski out condos located within walking distance of the mountain to gorgeous rental homes located nearby Fraser.

Whether you're looking to stay at the Winter Park Resort or downtown, we have the perfect Winter Park lodging option for you. Need help booking your trip? Feel free to contact us at any time! Our friendly staff is on-call and ready to help you book your trip to the Winter Park area. Looking for a Steamboat Springs adventure? Our sister company can help you out with Steamboat Springs lodging.

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