Long Term Rentals
Long term vacation rentals in Winter Park offer a unique blend of adventure and tranquility in the Colorado Mountains. Nestled in the heart of the Rocky Mountains, while being about an hour from both Denver & Rocky Mountain National Park, Winter Park provides access to world-class skiing, hiking, and biking trails. With stunning scenery and a vibrant community, long term rentals in Winter Park offer a unique opportunity for both relaxation and exploration.
Some of the benefits of a long term vacation rental include a luxury home that's maintained by our staff, mid-stay cleans, discounted pricing, and tax free rates (30 days or longer). Interested in a month long (or longer) stay in Winter Park? Give our Vacation Planners a call at 970-722-0202 or email our team at [email protected].
133 properties available
Lakota Cedarcrest is a sweeping eight-bedroom mountain home tucked into the exclusive Lakota neighborhood of Winter Park, offering incredible views of Winter Park Resort and the surrounding mountains. Sleeping up to 19 guests, this spacious retreat is designed for large family vacations, multi-family getaways, and group trips, with three living are
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
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
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
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
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
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
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
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
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
Welcome home to Creekside Retreat, a spacious 5-bedroom, 4.5-bathroom home overlooking Vasquez Creek in Winter Park. With room for up to 18 guests, this three-level home is a great fit for families and larger groups looking for plenty of space to spread out while still being close to everything Winter Park has to offer. You can walk to downtown Win
Welcome home to Dilly Dally Chalet, a spacious 5-bedroom, 3.5-bathroom home in Winter Park’s Roam neighborhood. With room for up to 17 guests, this three-level home offers plenty of space for families and larger groups, with multiple living areas, a private hot tub, chef’s kitchen, dedicated workspace and easy access to downtown Winter
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