Flat rentals near Winter Park Resort

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Top-rated flat rentals near Winter Park Resort

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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.
Flat in Winter Park
5 out of 5 average rating, 26 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.
Flat in Winter Park
4.95 out of 5 average rating, 133 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
The exterior of Snowblaze Condominiums is visible, showcasing a multi-story building with a modern design. Stone pillars line the entrance, and large windows allow natural light to illuminate the entryway. Surrounding pine trees add to the mountain setting.
Flat 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 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.
Flat in Winter Park
4.91 out of 5 average rating, 44 reviews

Ski-in Ski-Out Winter Park Condo

The best place to be in Winter Park is this truly ski-in ski-out condo right on the corridor trail from Mary Jane to the gondola. Peaceful, treed mountain views out the window and luxury shared amenities: two 17-person hot tubs, heated pool, gas fire pit, full exercise room, game room, and steam room. This studio condo has a queen-sized murphy bed, pull out couch and full kitchen with new appliances and an induction range. This is the place for your perfect getaway. License No. 023846

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.
Flat in Winter Park
4.96 out of 5 average rating, 137 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

Guest favourite
A modern living area features a pink sofa and two red chairs, arranged around a glass coffee table. A faux fireplace with an illuminated display creates a cozy ambiance. Natural light filters through large blue-tinted windows, illuminating the room's sleek furnishings.
Flat in Winter Park
4.79 out of 5 average rating, 24 reviews

Luxury Mountain Retreat with Hot Tub

Welcome to your private mountain escape—where luxury meets adventure. Nestled in the heart of the Rockies, this stunning retreat offers breathtaking views, refined interiors, and a serene hot tub to unwind under the stars. Great hiking and mountain biking, tee off at a golf course, saddle up for scenic horseback rides, or kayak and sail. Perfect for couples, families, or groups seeking an elevated getaway with every comfort and endless activities at your doorstep.

Guest favourite
The modern condo building features a blend of stone and wood accents, with multiple balconies visible on the facade. Large windows reflect the clear blue sky, while the surrounding landscape includes snow-covered ground and evergreen trees.
Flat in Winter Park
5 out of 5 average rating, 16 reviews

Ski-in/Ski-out Winter Park 2 bdr

Check out the AlpenGlow on the Continental Divide from this newly constructed (2023) 2 bedroom condo. The condo is situated steps away from the Corridor Trail that will take you to the Gondola at the base of Winter Park. Modern kitchen, large patio, and an open concept great room are just some of the features that enhance the space. The condo has access to an awesome hot tub and fitness area. You’ll feel right at home having aprés after an epic day on the slopes.

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.
Flat in Winter Park
4.79 out of 5 average rating, 130 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 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.
Flat in Winter Park
4.9 out of 5 average rating, 29 reviews

Ski-In/Ski-Out Luxurious 1 Bedroom Retreat

Bring the whole family on a Winter Park adventure! Hit the slopes, relax, and get back to nature all in one place with this stylish one bedroom condo in Founder’s Pointe in the Winter Park village. This unit sleeps five with a king bed, twin bunk beds, and twin foldout ottoman. Unwind in the hot tub, cook a meal, watch your favorite shows, and enjoy all of the amenities that Winter Park Resort has to offer. Winter Park Short Term Rental License #022610

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.
Flat in Winter Park
4.95 out of 5 average rating, 128 reviews

Calm vibes and a great view at the Alpen Rose

Currently available for weekly and longer rentals. Will review any other requests. Welcome! 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 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.

Top guest favourite
A modern living area is featured with high ceilings and wooden beams. An open kitchen includes stainless steel appliances and warm wood cabinetry. A comfortable sectional sofa in navy blue faces a wooden coffee table, with a light rug anchoring the space. Large windows frame a view of the surrounding mountains.
Flat in Idaho Springs
4.97 out of 5 average rating, 144 reviews

“Blue Owl” - Tree House Views! Couples Getaway!

Blue Owl offers spectacular tree house vibes with a view of Mt Evans. Includes 1 bed / 1 bath / 1 bonus “loft” bedroom providing the perfect escape for 1-4 people Approximately 11,000-ft above sea level. Is accessed via a scenic 20 minutes drive from I-70, along Fall River Road. Walkable to the trailhead for St Mary’s Glacier, a 1.9-mile well-used trail to a beautiful lake. Includes parking. *4WD required during winter months.*

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.
Flat in Winter Park
4.95 out of 5 average rating, 244 reviews

Founder’s Pointe Ski/In Out #4467

NO PETS FREE SUMMER PARKING 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 Open 9am-9pm *Must be 25 to book*

Popular amenities for flat rentals near Winter Park Resort

Quick stats about flat rentals near Winter Park Resort

  • Total holiday rentals

    Explore 50 holiday rentals in Winter Park Resort

  • Nightly prices starting at

    Winter Park Resort holiday rentals start at $78 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,830 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    50 of Winter Park Resort holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Winter Park Resort rentals

  • 4.8 Average rating

    Winter Park Resort stays are highly rated by guests – averaging 4.8 out of 5!

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