Apartment holiday rentals in Winter Park

A modern kitchen space is highlighted by a central island with seating for four. Sleek cabinetry in soft colors complements stainless steel appliances, including a refrigerator and a range hood. Pendant lights provide illumination above the island, enhancing the inviting atmosphere.

4.95 out of 5 average rating, 161 reviews

Tipsy Fox @ Downtown Winter Park Near the Slopes!

Welcome to the perfect Winter Park getaway! Located in downtown, this cozy one-bed, one-bath condo is just steps away from Hideaway Park and its year-round free events. With 3 queen beds, including a sleeper sofa and a Murphy bed, it comfortably sleeps 6 guests. Enjoy the heated garage and ski locker for your vehicle and snow gear. After outdoor activities, unwind in the hot tub, gather around the fire-pit, or relax on the balcony. Conveniently close to food, slopes, tubing hill, and amenities!

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4.93 out of 5 average rating, 134 reviews

Sleeper@SnowBlaze! Great Location! Hot Tubs/Pool!

Town of Winter Park license (007884) Newly renovated studio in Snowblaze Condominiums! Perfect location in the Town of Winter Park, close to Winter Park Resort and bus stop outside the front door, and walking distance from all the shops, restaurants, and bars in town! Super comfy Queen size bed in a large studio apartment, large couch and ottoman with huge TV! Updated amenities for the community! Pool has been refinished, new outdoor fire pit area, access to gym and community areas included.

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The living area features a modern gray sleeper sofa, a decorative stone wall with a mounted TV, and a cozy gas fireplace. Oversized windows allow natural light and outdoor views, while a stylish armchair and coffee table complete the space.

4.91 out of 5 average rating, 33 reviews

Hideaway Station Luxury Loft 404 (New w/ Hot Tub)

Hideaway Station Terminal East #404 Luxury 2 bdrm condo that accommodates up to 6 guests. Features 2 queen beds & a top-of-the-line queen sleeper sofa. Top floor unit w/ patio & oversized windows featuring views of the East Continental Divide, Fraser Valley and Fraser River. Building has a common lounge area, outdoor hot tub, bike and ski storage. The ski shuttle, restaurants, shopping and Hideaway Park (playgrounds, concerts, art festivals and special events) are all within walking distance.

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4.96 out of 5 average rating, 106 reviews

3 BD/3 BA + BunkRoom + Top Floor Spa + MTN Views

Nestled in the heart of the picturesque Winter Park, Colorado, this exquisite 3-bedroom, 3-bath condo with full size beds bunk room is a perfect mountain retreat that combines rustic charm with modern comforts. Located on the top floor, this corner unit boasts high vaulted ceilings, offering an open and airy atmosphere that's further enhanced by stunning mountain views. Whether you're seeking a cozy winter haven or a refreshing summer escape, this condo promises an unforgettable experience.

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A spacious studio is depicted, featuring a comfortable sofa paired with a small round table. Large windows allow natural light to fill the space, while a cozy bed is positioned against a wall. A television is mounted opposite, enhancing the functional layout.

4.83 out of 5 average rating, 102 reviews

Studio Downtown Winter Park

Pet-friendly. Do NOT book if you have pet allergies. On the bus route to the resort and within a 3-minute walk to Cooper Creek shopping and restaurants, Hideaway Park and the Visitor's Center. Our well-appointed studio sleeps 4 comfortably and has amazing amenities including 2 hot tubs, a heated lap pool, an outdoor fire pit. There is a complimentary parking space in the covered garage, along with a secure ski locker to store your gear at the end of a long day. STR License #021860

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A modern living area is highlighted by a comfortable sectional sofa and a square glass coffee table. Floor-to-ceiling windows showcase scenic mountain views, while bright light fills the room. The open layout includes a sleek television mounted on the wall and a glimpse of the dining area.

4.97 out of 5 average rating, 133 reviews

Luxury Winter Park Studio*PrivHotTub*Majestic View

Brand New Studio styled in HIP MOUNTAIN CONTEMPORARY in EXCLUSIVE Leland Creek! Perched amongst the aspen trees with spectacular sunset views,you'll never want to leave your own private Hot Tub and Deck!Floor to ceiling windows with stunning mountain views,Room+Board furniture and rustic ski vibe fill the home with a Contemporary Chic style.Private Entrance.Good Pets are welcome.10miles to Granby.18 miles to Grand Lake+Rocky Mountain National Park.DenverInternational airport 1.5 HR.

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A cozy living area features a brown sofa adorned with decorative pillows and a striped armchair near a window. A dining space with wooden chairs and a table is visible, while a snowy outdoor view includes a bridge decorated with a festive wreath.

4.97 out of 5 average rating, 143 reviews

Amazing Condo at the Base of Winter Park Resort

Our home at the base of the Winter Park Resort (100 meters from the Gondola) is updated (paint, furniture, lighting, bedding, kitchen supplies), clean, and modern to provide a cozy and comfortable base for every mountain activity: Ski, bike, play, hike, relax, and renew with a hot tub only 2 meters away. King bed, comfortable queen sleeper and a port-a-crib if you need it make this great for a family/group retreat. Winter Park Short-Term Rental Registration No. 4328

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A well-lit common room features large windows with views of surrounding trees. Cozy seating arrangements include a comfortable sofa and two armchairs. A dining area with wooden chairs and a table is present. A television is located on a shelf beside a small bookshelf.

4.8 out of 5 average rating, 139 reviews

The Alpen Rose- Cozy cabin feel w/amazing Views

Planning a mountain getaway? The Alpen Rose is your perfect home base. Tucked among aspen trees in downtown WP, this warm and welcoming retreat offers the ideal blend of comfort, convenience, and mountain feels (not to mention VIEWS). Start your day with stunning views of the Continental Divide and WP Resort, then wind down with your crew by the fireplace as the alpenglow lights up the sky. Alpen Rose is the ideal spot to relax and reconnect and aspen peep.

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The cozy family room features a stone fireplace and a wall-mounted TV. Two brown leather armchairs are positioned near a round coffee table. Large windows provide natural light and impressive views of the Continental Divide, while artwork adorns the walls for added character.

5.0 out of 5 average rating, 26 reviews

Mountain Town Luxury Penthouse

Stylish new penthouse - perfect for a weekend getaway or extended vacation. 2 bd, 3 bath, 2 balconies, spacious loft, private hot tub, sleeps 6-8 guests In the heart of town & the perfect base for nearby activities like skiing, hiking, fishing, golf, biking, more ... Beautiful, convenient, modern retreat. Easy access to shops & eateries for an unforgettable stay! Winter Park Registration: #025528

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A modern building is visible on the left, surrounded by snow-covered ground and tall evergreen trees. A clear blue sky is overhead, with the sun shining brightly in the upper right corner. A snow-packed path leads through the winter landscape, inviting exploration.

5.0 out of 5 average rating, 48 reviews

Modern New build ski in/out. 1br + den.

**Charming New Build in Winter Park - Steps from the Trail!** This cozy retreat features a comfortable living room with a queen sofa bed, an office/den equipped with full-size bunk beds, and a single bedroom with a luxurious king-size bed. Enjoy all the modern comforts, including WiFi, a fully equipped kitchen, a washing machine, and essentials like a coffee maker, toaster oven, and blender.

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A bright living space features a light-colored sofa positioned near a large window, showcasing views of the outdoors. The walls are adorned with warm wood paneling, while a minimalist table sits in front of the sofa. Natural light enhances the cozy atmosphere.

4.96 out of 5 average rating, 140 reviews

Calm vibes and a great view at the Alpen Rose

I'm sharing with you my home away from home. A stay here comes with wonderful views of the Continental Divide and Winter Park Resort. The Lyft (free bus) stops just a few steps from the house. Cook with a great front range & ski area view and fully stocked kitchen. The living space has a comfy sofa and wood-burning stove. Molekule air filters & Dyson fan to keep you comfortable.

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5.0 out of 5 average rating, 19 reviews

Mountain Condo w/ Hot Tub | Walk to Town | Ski Bus

Cozy Winter Park condo just minutes from Winter Park Resort! Walk to downtown restaurants, breweries, and shops or hop on the free ski shuttle to the lifts. Perfect for skiing, hiking, biking, and exploring the mountains. After a day of adventure, unwind in the hot tub overlooking the mountains and under the stars, in the heart of Winter Park.

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Popular amenities for Winter Park apartment rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

The open-concept living area features a dining table surrounded by wooden chairs, with a modern kitchen in the background. A ceiling fan provides airflow, while natural light illuminates the space from large windows. A sofa sits on the side, complementing the warm decor.

5.0 out of 5 average rating, 30 reviews

Fraser Escape w/ private hot tub & personal garage

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5.0 out of 5 average rating, 10 reviews

NEW Ski-In Ski-Out Romantic Studio for Two

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A living area features a comfortable dark sofa paired with a vibrant yellow chair. A coffee table sits in front, with a rug underfoot. Natural light enters through large windows, and a door leads to the outside. Decorative artwork adorns the walls.

5.0 out of 5 average rating, 50 reviews

1BR Condo in Winter Park, CO

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A modern living area is showcased, featuring a plush green couch and a sleek dining table. Above, a spiral staircase leads to the loft, while artwork of animals adorns the walls. The spacious kitchen area includes stainless steel appliances and an inviting breakfast bar.

5.0 out of 5 average rating, 20 reviews

Downtown Winter Park W/ Hot Tub

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A spacious kitchen area features wooden cabinetry and stainless steel appliances, including a dishwasher. A dining table with black chairs is positioned near a large window, while a gas fireplace adds warmth to the cozy living space. Outdoor views are visible through the balcony door.

4.89 out of 5 average rating, 75 reviews

Ski-in Ski-Out Winter Park Condo

LocationFamilyWalkability

4.95 out of 5 average rating, 19 reviews

Ski in / Ski out at Winter Park - pool & hot tub

LocationFamilyQuiet

A dog is seen lounging beside a clear hot tub, with a snowy backdrop of evergreen trees. Outdoor seating is arranged nearby, and a fencing surrounds the area, providing a sense of privacy and comfort. Snow-covered ground reflects the serene winter landscape.

5.0 out of 5 average rating, 51 reviews

NEW Ski In/Out Condo w/ Hot Tub & Balcony

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A cozy living room showcases a large leather sofa and a circular green chair, complemented by a wooden coffee table. A television is mounted on the wall, with a stone fireplace nearby. The dining area features a wooden table and chairs, set against a backdrop of warm wood accents.

4.97 out of 5 average rating, 32 reviews

Winter Park 2 bedrooms Corner Unit w outdoor patio

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Private apartment rentals

5.0 out of 5 average rating, 34 reviews

Brand new luxury condo.

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4.86 out of 5 average rating, 14 reviews

Eagle Ridge above the summit

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A private balcony offers scenic views of mountains and evergreen trees under a clear blue sky. The space is furnished with comfortable seating, providing a relaxing area to enjoy the natural surroundings.

4.93 out of 5 average rating, 43 reviews

Winter Park 2bd/2ba•Mountain Views•Hot Tub•Ski Bus

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Superhost

The exterior of a newly constructed condo building is presented, featuring a blend of wooden and stone elements. Large windows illuminate the facade, and multiple balconies are visible on the upper floors. Snow-covered ground and pine trees surround the structure under a clear blue sky.

5.0 out of 5 average rating, 3 reviews

Winter Park ski in/ski out 3 bdr

LocationHospitalityKitchen

A spacious studio features vaulted ceilings and a cozy layout. A comfortable brown leather sofa with decorative cushions is positioned near a round wooden coffee table. The bed is neatly made, with soft bedding and artwork adorning the walls. An antler mount adds a rustic touch.

4.99 out of 5 average rating, 94 reviews

Founder’s Pointe Ski/in out #4652

ValueFamilyOutdoor spaces

A spacious bedroom features a large bed with dark bedding and decorative pillows. Two expansive windows provide scenic views of the snow-covered landscape. A wooden dresser adds warmth to the room, which is illuminated by natural light.

4.98 out of 5 average rating, 51 reviews

Downtown Luxury Condo | Hot Tub | Free Shuttle Rte

LocationFamilyHospitality

Superhost

4.89 out of 5 average rating, 53 reviews

The Little Palace-Full Amenities

ValueFamilyHiking

5.0 out of 5 average rating, 15 reviews

Private condo in Winter Park

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Apartment rentals with a hot tub

A cozy living room is showcased, featuring a comfortable couch with decorative pillows and a wooden coffee table. A wood-burning fireplace sits against a brick wall, while large windows provide natural light, framed by a scenic view of the outdoors.

4.94 out of 5 average rating, 99 reviews

Enjoy the Mountains! - 2 bedroom condo unit

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5.0 out of 5 average rating, 24 reviews

Fireplace + Hot Tubs | Free Ski Shuttle

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A spacious living area features a modern television mounted above a stone fireplace. Leather seating surrounds a round dining table. Natural light fills the room through large windows, complemented by decorative wall art depicting trees.

4.86 out of 5 average rating, 22 reviews

Ski & Relax Mountain Escape

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A spacious living area is showcased, featuring a large sectional sofa with a combination of light and dark upholstery. A wooden coffee table sits in front, displaying a decorative arrangement. In the background, a dining area is visible with a round table and four chairs.

4.91 out of 5 average rating, 58 reviews

Ski-In/Ski-Out Luxurious 1 Bedroom Retreat

LocationValueHot tub

5.0 out of 5 average rating, 11 reviews

Ski In, Ski Out in Winter Park

LocationBathroomSleep quality

A welcoming living area features a comfortable sofa and armchair, arranged around a wooden coffee table. Large windows provide natural light and showcase the surrounding mountains, while a wooden entertainment center holds a television.

4.91 out of 5 average rating, 34 reviews

Mini Moose Lodge

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5.0 out of 5 average rating, 16 reviews

Walk to Hideaway Park- Pool/Hot Tub- Pet Friendly

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A spacious living area is highlighted by a large moss rock fireplace and leather couches. A coffee table sits in the center, with a laptop and cozy blankets nearby. A door leads to the outdoor area, and a television displays vibrant content on the wall.