Apartment vacation rentals in Winter Park

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Top-rated apartment rentals in Winter Park

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Guest favorite

A circular hot tub is positioned within a fenced area, surrounded by snow-covered ground. The three-story building, featuring a mix of stone and siding, stands in the background under a clear blue sky. Balconies and sliding glass doors are visible on the structure.

Apartment in Winter Park

4.94 out of 5 average rating, 117 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 favorite

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, 126 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 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. Whether you're hitting the slopes, exploring the trails, or just kicking back, the Alpen Rose is the ideal spot to relax and reconnect.

Guest favorite

An inviting living area features a mix of seating options, including a spacious couch and a rocking chair. A coffee table centers the space, while a kitchen bar with stools offers additional seating. Decorative artwork and a guitar adorn the walls, contributing to a cozy ambiance.

Apartment in Winter Park

4.82 out of 5 average rating, 111 reviews

Cozy Condo on the Fraser River

Bright airy western sunset view with no obstructions looking down on Fraser river 25' in front of building. Walking distance to all of Winter Park. One year old new Rec Center with pool, hot tubs, pool table, Computer, guitar, great locker rooms with showers. Free town bus comes by hourly and pick up is right at our building. Car not really needed once your here. Winter Park is great Skiing with all the summertime activities as well. Sorry we are not pet friendly. We just installed a new stove.

Guest favorite

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.

Apartment in Winter Park

4.93 out of 5 average rating, 123 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 favorite

The living area features a wood-burning pellet stove surrounded by a stone façade. Comfortable seating is provided by dark leather sofas and chairs. Large windows allow natural light, with views of the outdoor balcony portion adorned with greenery. A smart TV is mounted on the wall.

Apartment in Winter Park

5 out of 5 average rating, 16 reviews

Peaceful ski condo by aspen grove

Relax in this cozy and stylish retreat after a day in the mountains. Spacious one-bedroom condo with queen bed and luxurious master bathroom with waterfall shower. Full guest bathroom and Italian leather queen sleeper sofa with high-end foam mattress. Fireplace, smart TV, patio, full kitchen, washer/dryer, and free parking. Two miles from Winter Park Ski Resort. Free Lift ski bus runs every 20 minutes. Walking distance to downtown restaurants, concerts, and hiking/mountain biking trails.

Superhost

An open-concept living area features large windows offering views of trees and natural surroundings. A spacious, light-colored sectional sofa and a cozy red chair are complemented by a patterned area rug. Warm light fills the room, creating a relaxed and inviting space.

Apartment in Winter Park

5 out of 5 average rating, 4 reviews

Beautiful & inviting Waterfront Retreat

Feel right at home in this beautifully designed comfortable mountain getaway. Located in the Headwaters Condos, this newly built retreat features a bright, open layout with modern finishes, a fully equipped kitchen, & a cozy gas fireplace—perfect for relaxing after a day of adventure. Enjoy mountain & water views from the private balcony, or unwind in the shared hot tub. With a calm atmosphere, & easy access to trails & downtown, this condo is the perfect base for your Winter Park escape.

Guest favorite

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, 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

Superhost

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.

Apartment in Winter Park

4.86 out of 5 average rating, 14 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.

Top guest favorite

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.

Apartment in Winter Park

5 out of 5 average rating, 11 reviews

Mountain Town Luxury Penthouse

Stylish new penthouse - breathtaking views of the Continental Divide. 2 bd, 3 bath, 2 balconies, spacious loft, 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

Guest favorite

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

4.95 out of 5 average rating, 242 reviews

Founder’s Pointe Ski/In Out #4467

NO PETS FREE SUMMER PARKING SKI SEASON PARKING $21 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*

Guest favorite

Apartment in Winter Park

4.86 out of 5 average rating, 304 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

Guest favorite

The spacious living room features a comfortable sofa and armchairs surrounding a wooden coffee table, with ambient lighting provided by a table lamp. A dining area with a wooden table and chairs is visible in the background, alongside a functional kitchen with cabinetry.

Apartment in Fraser

4.83 out of 5 average rating, 206 reviews

Private Indoor Hot Tub-Two Bedroom/Two Bathroom

Indian Peaks is located in Fraser, CO in the heart of the Rocky Mountains. We are only minutes away from hiking, downhill mountain biking, fishing, & Rocky Mountain National Park in the summer as well as downhill skiing, tubing, snowshoeing, & cross country trails, during the winter.