Apartment holiday rentals in Winter Park

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Top-rated apartment rentals in Winter Park

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Top Guest favourite
The exterior of the condo building is illuminated by soft lighting, including blue decorative lights on the balcony. Snow blankets the ground, reflecting the gentle glow from the building. Tall evergreen trees frame the scene, adding to the winter ambiance.
Apartment in Winter Park
5 out of 5 average rating, 30 reviews

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

Escape to a stunning new (2023) condo, located ON the ski run & just a short walk down to the Village for drinks & food! Enjoy restful nights on the luxurious king bed while the kids or friends have their own adventure in the (full bottom/twin top) bunk bed den, & transform the couch into a full bed for more friends! Gather at our inviting bar near the electric fireplace or on your balcony for après-ski fun, all while overlooking the run. Book today & discover comfort, convenience, & adventure!

Top Guest favourite
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.
Apartment in Winter Park
4.94 out of 5 average rating, 138 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!

Guest favourite
Apartment in Winter Park
4.93 out of 5 average rating, 126 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.

Guest favourite
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.
Apartment in Winter Park
4.96 out of 5 average rating, 139 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

Top Guest favourite
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.
Apartment in Winter Park
4.91 out of 5 average rating, 23 reviews

Mini Moose Lodge

Enjoy easy access to everything from this perfectly located home base. Walk to everything including the bus stop for the free bus to the resort which is only 4 miles away. We offer free on-site outdoor parking. An elevator makes for easy loading/unloading. The Mini Moose Lodge is an old school feel with everything you need just 1.5 hours from Denver. It is situated on the "main drag" so you can get to all the shops & restaurants easily. WP STR license # 025442

Guest favourite
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.
Apartment in Winter Park
4.79 out of 5 average rating, 134 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.

Guest favourite
A modern building with three stories is shown against a clear blue sky. The exterior features a mix of wood and stone elements with large glass windows. Balconies extend from the second and third floors, and snow is visible on the ground.
Apartment in Winter Park
4.78 out of 5 average rating, 27 reviews

Ski-in/Ski-out Winter Park Studio

Check out the AlpenGlow on the Continental Divide from this newly constructed (2023) studio with large sitting area. The studio is situated steps away from the Corridor Trail that will take you to the Gondola at the base of Winter Park. The kitchenette has a refrigerator, microwave, and coffee maker. Enjoy the soaking tub and awesome hot tub, free laundry facility, and fitness area. You’ll feel right at home having aprés after an epic day on the slopes.

Guest favourite
A bright living room features a gray sofa positioned in front of a wooden coffee table. Large sliding glass doors provide views of the snow-covered landscape and nearby homes. A piece of wall art depicting a forest is displayed above the couch, complementing the natural light from the windows.
Apartment in Fraser
4.81 out of 5 average rating, 21 reviews

New Construction Central Winter Park Apartment

Your family will be close to everything when you stay at this centrally-located place. This apartment has its own entrance and dedicated parking space. The bedroom has a king size bed, large closet with hangers, smart TV and a dresser. The living room has a queen sized pull out couch, a smart TV and games. The kitchenette is complete with a full size fridge and freezer, a combination microwave and air fryer, and a coffee maker

Top Guest favourite
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.
Apartment in Winter Park
5 out of 5 average rating, 32 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.

Top Guest favourite
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.
Apartment in Winter Park
4.95 out of 5 average rating, 129 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.

Guest favourite
The lobby features a modern design, with two comfortable sofas positioned around a rustic coffee table. A stone fireplace is centrally located beneath a wall-mounted television. Natural light flows through large windows, and a tastefully decorated Christmas tree adds a festive touch.
Apartment in Winter Park
4.94 out of 5 average rating, 253 reviews

Founder’s Pointe Ski/In Out #4467

NO PETS SKI SEASON PARKING $24 per day ****Monthly rentals ski season = free parking**** 28 days or more, no exceptions Remodeled Winter Park resort studio - FOUNDER'S POINTE BUILDING. Easy 5 min drive to downtown. Free shuttle (to 2am) NEW HOT TUB - 3rd floor Open 8am-10pm *Must be 25 to book*

Guest favourite
An outdoor swimming pool is surrounded by a stone patio, featuring fountains that create gentle splashes. The backdrop includes a snow-covered hill and mountain trees, with nearby buildings displaying various architectural styles. Lounge chairs are arranged along the edge of the pool.
Apartment in Winter Park
4.86 out of 5 average rating, 308 reviews

Village of Winter Park Condo

Contemporary vacation rental is located at the base of the winter park ski resort. Premier one bedroom with king bed. Sleeps 4. On third floor with access to bbq, BRAND NEW hot tub and fireplace. Enjoy an efficiency kitchen with stainless steel appliances. Self check in. License #005596

Popular amenities for Winter Park apartment rentals

When is the best time to visit Winter Park?

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Avg. price$348 AUD$333 AUD$327 AUD$216 AUD$185 AUD$206 AUD$222 AUD$210 AUD$188 AUD$166 AUD$204 AUD$332 AUD
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Quick stats about apartment rentals in Winter Park

  • Total holiday rentals

    Explore 140 holiday rentals in Winter Park

  • Nightly prices starting at

    Winter Park holiday rentals start at $104 AUD per night before taxes and fees

  • Verified guest reviews

    Over 4,160 verified reviews to help you choose

  • Family-friendly holiday rentals

    70 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Holiday rentals with a pool

    60 properties feature pools

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wi-Fi availability

    140 of Winter Park holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Winter Park rentals

  • 4.9 Average rating

    Winter Park stays are highly rated by guests—averaging 4.9 out of 5!

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