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Casa de Montaña

Sleeps 22
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This stunning three-story home is nestled in the trees and features seven bedrooms and eight bathrooms. The large living room has floor-to-ceiling windows and elegant furnishings. As you move into the dining room and kitchen, you’ll be impressed by all the space. The kitchen has stainless-steel Wolf appliances and plenty of room to cook an impressive dinner.

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Casa de Montaña: More

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You’ll have ski-in, ski-out access to the Corridor Trail when you stay here. You also can’t beat the views from the heated wrap-around deck and a gas fire pit to keep you cozy. If your muscles need a rest, you can relax in the private hot tub so you’re ready to hit the slopes again the following day.

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Trestle House

Sleeps 12
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Stunning views await from nearly every room of this five-bedroom, five-bath vacation rental. Enjoy meals prepared on the Wolf professional range in the kitchen and then chill out in front of a roaring fire in the living room. There’s a large game room on the lower level with a pool table, video games and pinball, plus shuffleboard, and a TV.

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Trestle House: More

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The outdoor living areas this home affords are downright fabulous. The lower patio features a hot tub and fire pit, while a mid-level covered deck has luxurious outdoor seating. Even the top level has an outdoor living space where you can take in the views and stay warm by a fire. Best of all for the skiers, you’ll have ski-in, ski-out access to the Corridor Trail at Winter Park.

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Jane’s Ski Chalet

Sleeps 17
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Five bedrooms and five bathrooms provide space for 17 guests. The open floor plan, high ceilings, and towering windows make the living area an ideal place to visit with friends and family around the fireplace. The main bedroom upstairs has its own private balcony, there’s a six-burner range in the chef’s kitchen, and the two-car garage is heated.

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Jane’s Ski Chalet: More

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You can’t beat this fantastic ski-in, ski-out vacation rental just 15 feet from the Corridor ski trail, which will bring you to the Mary Jane base area. When you’re ready for a break, you can soak in the hot tub and watch the skiers cruise on by.

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Dreamy Log Home Vacation Rental

Sleeps 18
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This 4,500-square-foot log home is a dream vacation rental inside and out, featuring five bedrooms and six bathrooms. The living area features a vaulted ceiling with massive log beams that make an architectural masterpiece. Two spacious leather couches surround a wood-burning fireplace. The enormous kitchen is a chef’s dream for preparing a meal to be enjoyed at the formal dining table.

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Dreamy Log Home Vacation Rental: More

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A covered patio and a bubbling hot tub mean you can enjoy the crisp mountain air even after Winter Park Ski Resort closes. You’ll have plenty of room to store your gear in the dedicated gear room inside the heated garage. When you’re ready, the Mary Jane base area is just a short walk or ski away.

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Skier’s Roost Near Winter Park

Sleeps 10
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Three bedrooms and five bathrooms provide room for large groups to stay comfortably in this vacation rental located in the Bridgers Cache community. The living room is bright and open, with floor-to-ceiling windows and plenty of seating around a cozy fireplace, and there are heated floors throughout.

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Skier’s Roost Near Winter Park: More

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After taking your boots and gloves off the commercial warmer, you’ll be ready to hit the slopes and stay warm. Just outside the door and you can ski-in and ski-out to Winter Park. The outdoor living area has a fire pit if you want more fresh air on a chilly night.

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Spacious Mountain Condo

Sleeps 9
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A beautiful open concept floor plan gives you space for the entire family to be together in this three-bedroom, three-bath condo in Base Park Village. The living room has a gas fireplace and plenty of comfortable seating. You won’t miss out on any of the fun while preparing a meal in the kitchen, thanks to the open concept.

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Spacious Mountain Condo: More

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Your vacation condo is inside a gorgeous brick building and comprises space on the top two floors. From your vantage point, the private balcony has unmatched views of the resort. You’ll be in the heart of the Winter Park Ski resort base area. The perfect ski-in, ski-out location, this rental is only 100 yards from the lifts and gondola.

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Large Luxe Condo

Sleeps 10
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The living space of this luxury three-bedroom, three-bath condo features plush furniture, with two vibrant chairs that add a splash of color to the room. A wall of windows overlooks the resort. Between the formal dining table and additional countertop seating, there is plenty of room for your group meals.

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Large Luxe Condo: More

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The hustle and bustle of the Winter Park base area awaits you at this ski-in, ski-out condo. The gondola is only 150 yards away, with shops and restaurants also right outside your door. A shared hot tub is a relaxing place to soak your sore muscles.

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Bridgers Cache Alpenglow Luxury Chalet

Sleeps 13
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The rustic wood and stone exterior of this five-bedroom, five-bathroom rental fits perfectly into the mountain landscape. Enjoy a fire in the living room with its vaulted ceilings and an entire wall of windows that overlook the mountains. The kitchen is custom built with floor-to-ceiling wood and a massive island.

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Bridgers Cache Alpenglow Luxury Chalet: More

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You’ll be right at the heart of the Mary Jane base area with ski trail access to the Winter Park base. As of this writing, your stay will include hundreds of dollars in free gear rentals and activities, including sleigh rides, snow-tubing, wine tasting, and more.

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Base Camp on Jane Creek

Sleeps 15
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Several couches and chairs around a gas fireplace in the great room make for an ideal place to spend the evening relaxing in this four-bedroom, five-bathroom rental. A short staircase leads to the kitchen and dining area with its hardwood floors and abundance of seating. There is even a fireplace in the kitchen, so you don’t have to say goodbye to the cozy atmosphere when you leave the great room.

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Base Camp on Jane Creek: More

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The deck has gorgeous views of the Continental Divide if you feel like enjoying a meal outdoors on a sunny winter day. Additionally, a gas grill, outdoor fireplace, and hot tub add to the appeal of the outdoor living space. The ski corridor connects this to the Winter Park base area.

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Zephyr Mountain Lodge

Sleeps 10
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This three-bedroom, three-bath condo is located on the seventh floor of the Riverside building at the Zephyr Mountain Lodge. Vaulted ceilings and expansive windows make the space feel light and open, and the seventh-floor views can’t be matched. You’ll also be close to all the shops and dining in this prime central location.

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Zephyr Mountain Lodge: More

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Don’t miss a second on the slopes during your Winter Park ski vacation. When you stay here, you’ll be right at the major base area. The complex also has four outdoor hot tubs, a fitness center, an onsite ski shop, and ski lockers.

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Base Village Loft

Sleeps 10
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You can’t get much closer to the action than this three-bed, two-bath condo located in Winter Park’s Base Village condos. Unlike other condos, everything is on one floor in this vacation rental. The living area has leather furniture and a stone wall centered around a fireplace. The kitchen is open with stainless steel appliances and granite countertops.

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Base Village Loft: More

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The loft sits atop one of Winter Park’s many adorable shop buildings but has its own private entrance and parking. You’ll also have a private deck where you can soak in views of the village. The lifts are just steps from where you’ll be staying so you can get the first chair every day.

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Luxury Winter Park Villa

Sleeps 10
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This vacation rental has four bedrooms and five baths. Warm earth tones, wood floors, a gas fireplace, and abundant lighting make the living area an inviting space. The kitchen has professional Wolf appliances and is a dedicated dining area with seating for 10.

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Luxury Winter Park Villa: More

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The private outdoor hot tub next to a gas fireplace is a skier’s dream. Relax your sore muscles and get ready to ski again the next day. The Corridor ski trail gives you easy access to the slopes just 150 yards away. You can also hop on a free shuttle to take you into the town of Winter Park for the day if your legs need a midweek break.

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Slopeside Chalet

Sleeps 10
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With five bedrooms and three bathrooms, this riverside vacation rental is just a stone’s throw from the Winter Park base. It has lovely modern interior decor with high-backed chairs and a plush couch around a white and grey tile fireplace. The kitchen has white cabinetry and countertops. A double oven is perfect for cooking dinner or tasty baked goods in the evenings.

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Slopeside Chalet: More

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A private outdoor hot tub and a gas fire pit sit right next to a river running along with the backyard. Need to get some gym time in? The Grand Park Rec Center is only 5 minutes away.

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Modern Mountain Townhome

Sleeps 10
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With five bedrooms and four bathrooms, everyone in the family has plenty of room to recharge in this condo located in the Winter Park Base Camp development. The stunning living room has an abundance of seating around the fire on comfortable, modern furniture. A roomy chef’s kitchen has all you need for meal prep and entertaining.

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Modern Mountain Townhome: More

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A 150-yard wooded trail brings you directly to all the Winter Park ski action, or catch the shuttle to the Winter Park base. A private hot tub and heated garage are pleasant additions.

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Ski-In, Ski-Out Mountain Home

Sleeps 20
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Gather up all your friends or extended family and prepare for a fantastic Winter Park ski vacation at this six-bedroom, six-bath home. The great room of this 5,400-square-foot rental features two-story ceilings with gorgeous wooden beams. A stone fireplace stretches to the ceiling for a warm, inviting centerpiece surrounded by comfortable seating. The kitchen has lovely wood cabinetry and granite countertops.

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Ski-In, Ski-Out Mountain Home: More

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You’ll be in a skier’s dream location with ski corridor access to both Mary Jane and Winter Park lifts. At the end of the day, you can relax in the hot tub as you overlook the snow-covered pines. Or if it’s too chilly, enjoy a game of pool in the game room downstairs.

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Bridger's Cache

Sleeps 14
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This four-bed, five-bath vacation rental was designed by local architect Scott Munn and it boasts vaulted ceilings, warm wood accents, and plenty of picture windows to let in that mountain sunshine. The main living area features a stunning wood-burning fireplace and plenty of room to sit or dine.

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Bridger's Cache: More

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The home features a private hot tub every skier in your group will love. You’ll also have easy ski-in, ski-out access to either of the Winter Park base areas. In warmer weather, try climbing on the lower-level rock wall or rope ladder.

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Base Camp Ski-In, Ski-Out Townhome

Sleeps 12
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Each of the four bedrooms in this Winter Park vacation rental townhome is luxuriously finished. The living room features warm lighting and comfortable seating. The space opens up to the stunning kitchen and dining area with dark hardwood floors. A Wolf range and granite countertops make excellent additions for the chef in your group. There are five bathrooms as well.

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Base Camp Ski-In, Ski-Out Townhome: More

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Ski vacations are more enjoyable when you’re just steps from the slopes. You’ll have easy access to Winter Park skiing on the ski corridor with just 600 feet between you and the Mary Jane base. Not only will you find the lifts there, but you’ll also have easy access to plenty of fine dining as well.

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Rocky Mountain Views

Sleeps 12
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Fun pops of red make the living room of this four-bedroom, three-bathroom townhome bright and inviting. You’ll love spending your evening curled up near the fire on the comfortable couch or chair. The dining area has lovely views out the sliding glass door, which leads to a gas grill on the deck.

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Rocky Mountain Views: More

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Perched high atop the mountains, this amazing rental home has stunning views of the Rockies. The upper deck offers outdoor dining on a sunny winter day while the lower has a relaxing hot tub. You’ll be within walking distance to the Winter Park Base area or you can hop on the shuttle if you want to save your energy for the slopes.

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Ski-In, Ski-Out Gondola View Penthouse

Sleeps 6
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Your Winter Park ski vacation will be all the more enjoyable when you stay in this top-floor penthouse. You’ll have two bedrooms and two bathrooms perfect for a getaway with friends. The interior has a cozy living room with a custom wood coffee table and end table. Ski photos on the walls will get you in the mood to hit the slopes.

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Ski-In, Ski-Out Gondola View Penthouse: More

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You’ll be as close to the base area as you can get and just steps from the Winter Park gondola when you stay here. The condo complex also includes many amenities for your use. It offers a fitness center, underground parking, and four in-ground hot tubs. Shops and restaurants are also right outside your door.

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Trendy Ski Condo

Sleeps 4
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This cozy one-bed, one-bath vacation rental near Winter Park features comfortable furnishings and modern artwork throughout. The bedroom features a king-size bed and a bathroom with a walk-in shower and a separate tub. There’s also a sleeper sofa in the main living space.

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Trendy Ski Condo: More

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You’ll love stepping out onto the private balcony to overlook the resort. Just a few steps and you’ll reach the lifts for a full day of ski action. If you need to warm up after a day on the slopes, you have options. An enormous hot tub awaits you, but if that doesn’t appeal, a massive double-sided fireplace is also outside.