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Serene & Private Winter Park Ski Chalet w/Hot Tub!
Winter Park, ColoradoAn epic Winter Park retreat awaits you at this 4-bedroom, 3-bath vacation rental house! This stunning property boasts 2,400 square-feet of well-appointed living space and is sure to suit any group... ...more
Beds: 4 Baths: 3 Property type: House (0)$305 / Nightly -
Base Village Loft 104
Winter Park, ColoradoEnjoy gorgeous leather and wood furnishings, high-end interiors and the most sought after location in the Village at Winter Park Resort when you stay at Base Village Loft 104. Just a two minute... ...more
Beds: 3 Baths: 3 Property type: House (0)$280 / Nightly -
Cozy Condo w/ Amenities in Heart of Winter Park!
Winter Park, ColoradoDiscover your own Rocky Mountain paradise with this conveniently located 2-bedroom, 2-bath vacation rental condo in the heart of Winter Park! With accommodations for 6 and access to a plethora of... ...more
Beds: 2 Baths: 2 Property type: Apartment (1)$115 / Nightly -
NEW! Winter Park Chalet w/ Hot Tub on Bus Route!
Winter Park, ColoradoPack your skis and head off to ‘Swiss Chalet in Winter Park’, a beautiful Swiss Chalet-style mountain home located in the town of Winter Park! With 5 bedrooms, 4 baths, and 6,000 square feet of... ...more
Beds: 5 Baths: 4 Property type: House (0)$482 / Nightly -
Bright, Updated Top Floor Unit With Great Views
Winter Park, ColoradoThis bright 952 sq. ft. two bedroom two bath condo has been updated and offers all that you need for your vacation. It is nestled in the back of the complex next to the national forest. This is a... ...more
Beds: 2 Baths: 2 Property type: Condo (1) Exceptional$175 / Nightly -
Spacious mountain condo w/ private hot tub & jetted tub - close to town!
Winter Park, ColoradoThis roomy Winter Park penthouse offers beautiful forested views, easy access to town, and a private hot tub. You'll be in a three-story building on the top floor, close to the bus route. This... ...more
Beds: 3 Baths: 3 Property type: House (0)$137 / Nightly -
Base Camp 496
Winter Park, ColoradoBreathtaking 4 bedroom, 4.5 bathroom ski-in/ski-out 3000 square foot luxury town home located on the ski corridor, midway between the Mary Jane and Winter Park lifts. Nestled on the banks of Jane... ...more
Beds: 4 Baths: 5 Property type: House (0)$502 / Nightly -
Winterwoods Cabin
Winter Park, ColoradoThis modern rustic cabin was designed with the perfect ski vacation in mind and it has ended up equating to so much more. Strategically located near the base of Winter Park Resort you can access... ...more
Beds: 4 Baths: 4 Property type: Log Cabin (0)$401 / Nightly -
Zephyr Mountain Lodge 1318
Winter Park, ColoradoNo more fighting for the biggest bed in this freshly updated condo featuring new King beds and flatscreen TVs in each of the bedrooms, plus a Queen size sofa bed in the lounge. The fully equipped... ...more
Beds: 2 Baths: 2 Property type: House (0)$204 / Nightly -
Base Camp 490
Winter Park, ColoradoBase Camp - Winter Park's most sought after destination is waiting for you! This fabulous ski-in/ski-out 4 bedroom townhome with a private hot tub is already a huge hit with families or larger... ...more
Beds: 4 Baths: 5 Property type: Apartment (0)$502 / Nightly -
Red Quill 105
Winter Park, ColoradoThis spacious 3-level 3-bedroom, 3.5 bathroom townhome in Red Quill Village sleeps 8 in beds plus an additional 4 on the sleeper sofa and futon. Beautifully appointed with marble, granite, tile,... ...more
Beds: 3 Baths: 4 Property type: House (0)$220 / Nightly -
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Slopeside 202
Winter Park, ColoradoEnjoy the space, comfort, and convenience of this townhome in Old Town. Bay windows, vaulted ceilings and skylights maximize the natural light and open feel of the home. The open layout is perfect... ...more
Beds: 3 Baths: 3 Property type: House (6) Excellent$252 / Nightly -
Trademark 3-4
Winter Park, ColoradoThis luxury 3-bedroom, 3 bath, one-level condo is located in Trademark, Winter Park's most prestigious neighborhood. Because it is an end unit, Trademark 3-4 offers spectacular views and... ...more
Beds: 3 Baths: 3 Property type: Apartment (1) Exceptional$251 / Nightly -
Zephyr Mountain Lodge 2603
Winter Park, ColoradoComfort and convenience are two words to describe this ski in/out condo. Get on the mountain in just minutes, sit back and relax on the balcony, or stroll through the Village at Winter Park Resort... ...more
Beds: 2 Baths: 2 Property type: House (1) Exceptional$208 / Nightly -
NEW LISTING! Family-friendly condo w/ fireplace & balcony close to ski resort
Winter Park, ColoradoThis charming condo in Winter Park is the place to be for your next Rocky Mountain adventure! An inviting interior offering a wood-burning fireplace and a balcony overlooking the nearby channel... ...more
Beds: 2 Baths: 2 Property type: House (0)$70 / Nightly -
Luxury 4BR Cabin w/2 King Masters on Shuttle Route
Winter Park, ColoradoWelcome to Alpine Hollow! Experience the Colorado Rocky Mountains like never before from this warm and inviting home, well-situated for the many year-round activities Winter Park has to offer! With... ...more
Beds: 4 Baths: 3 Property type: House (1) Exceptional$290 / Nightly -
NEW! 3BR Winter Park/Fraser Home w/New Hot Tub!
Winter Park, ColoradoExperience local luxury in this spacious 3-bedroom, 3.5-bath vacation rental home that sleeps 10 in the Rendezvous neighborhood of Winter Park, Colorado. There's nearly 2,400 interior square feet... ...more
Beds: 3 Baths: 4 Property type: House (0)$190 / Nightly -
Winter Park Home w/Ski Hill Views, Sauna & Hot Tub
Winter Park, ColoradoExperience the majesty of the Rocky Mountains from the luxury of this 5-bedroom, 4.5-bathroom vacation rental home for up to 12 in Winter Park. After a day on the slopes, there's no better way to... ...more
Beds: 5 Baths: 5 Property type: House (0)$400 / Nightly -
Elk Trail Retreat
Winter Park, ColoradoThis quiet two bedroom townhome is situated above the town of winter park on the free bus shuttle route. Close enough to town but far enough away to feel away from it all. With cozy furniture... ...more
Beds: 2 Baths: 2 Property type: House (0)$241 / Nightly -
Hi Country House 1604
Winter Park, ColoradoLocated one block off the main street of Winter Park, this one bedroom, one bath has all the comforts you'll need during your stay. There's a pull out queen bed in the sofa and a fully stocked... ...more
Beds: 1 Baths: 1 Property type: Condo (0)$120 / Nightly
Winter Park: Vacation Rental By Owner
Vacation Rental Filters are an easy way to help you personalize your search to find the ideal rental in Winter Park. Many accommodations in Winter Park provide "Children Welcome", there are 129, or there are 126 of Vacation Rentals in Winter Park with a "Biking", there are also 60 with "Bird Watching", which is another great reason to visit Winter Park.