Apartment holiday rentals in Winter Park

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.

5 out of 5 average rating, 27 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!

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.

4.95 out of 5 average rating, 21 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, parking. Two miles from Winter Park Ski Resort. Free Lift ski bus every 20 minutes. Walking distance to downtown restaurants, concerts, and hiking/biking trails. Ask about long-term discounts.

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.

4.94 out of 5 average rating, 134 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!

An indoor swimming pool is showcased with crystal-clear water, surrounded by large windows that invite natural light. Lounge chairs are arranged along the edges, and colorful pool toys float on the surface. The ceiling features exposed beams, emphasizing the spaciousness of the area.

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.

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, 91 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.

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.

4.96 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

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.

4.79 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.

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.

4.95 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.

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 out of 5 average rating, 13 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

A mountain townhouse exterior is displayed, featuring a blend of wood and stone, with snow gently resting on the ground. The front door is framed by two garage doors and symmetrical windows, inviting guests into a winter retreat.

5 out of 5 average rating, 19 reviews

Hot Tub | Mountain Views | Steps to Trails

Experience mountain luxury at BEAR HAUS, a stunning 3-bedroom, 3.5-bathroom townhouse located in the coveted Bear Crossing community. With breathtaking mountain views, a cozy fireplace, a private hot tub, and all the modern amenities, this mountainside retreat is just minutes from downtown Winter Park and the slopes of Winter Park Resort.

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.

4.95 out of 5 average rating, 244 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*

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.

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

Popular amenities for Winter Park apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

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, 43 reviews

Downtown Luxury Condo | Hot Tub | Free Shuttle Rte

A cozy living area features a gray sofa adorned with yellow cushions, complemented by a dark wood coffee table. A stone fireplace with a mounted television adds warmth to the space. Soft lighting from a lamp enhances the inviting atmosphere.

4.92 out of 5 average rating, 52 reviews

Cozy Condo- Walk to Winter Park Resort!

Superhost

A spacious living area is illuminated by large windows, showcasing natural light streaming in. A stone fireplace serves as a focal point, complemented by a comfortable seating arrangement that includes a sectional couch and two chairs. A dining table fits nearby, enhancing the openness.

4.5 out of 5 average rating, 4 reviews

Ski-In/Out Condo w/ Trails, Pool & Hot Tub

5 out of 5 average rating, 5 reviews

Condo in Winter Park Ski and Mountain Views

A spacious studio features a queen-sized bed with a striped blanket and a queen-sized futon against a wall. Natural light fills the room through two large windows with wooden blinds. A flat-screen TV is mounted above a wooden dresser, providing a cozy atmosphere.

5 out of 5 average rating, 31 reviews

Mountain Studio in Fraser

An aerial view showcases a landscape blanketed in snow, with mountains in the background featuring ski trails. Pine trees dot the hillside, and clusters of rustic buildings are nestled within the forest, highlighting the serene mountain setting.

4.95 out of 5 average rating, 22 reviews

Winter Park Ski-In/Out Studio | Hot Tubs + Views

A stone fire pit is prominently featured, surrounded by several black Adirondack chairs. Beyond the seating area, natural vegetation and trees create a serene outdoor setting under a clear blue sky with scattered clouds.

5 out of 5 average rating, 6 reviews

Timber Fox New condo Winter Park Wi-Fi, AC

A modern kitchen features a spacious island with light-colored countertops and a small vase of fresh flowers. Stainless steel appliances are visible, along with pendant lighting above the island. In the background, a living area with a fireplace and comfortable seating is partially seen through large windows.

4.93 out of 5 average rating, 15 reviews

Stylish mountain Retreat! (STR-006734)

Private apartment rentals

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.

4.84 out of 5 average rating, 88 reviews

Studio Downtown Winter Park

A comfortable living area features a dark sofa paired with light throw pillows, complemented by a white armchair. A marble-top coffee table is positioned over a textured area rug. Natural light streams in through large sliding glass doors, illuminating the space.

4.93 out of 5 average rating, 14 reviews

Cozy Winter Park Condo - Heart of Town

A cozy sleeping area features a king bed with a soft green blanket, complemented by two accent pillows. A wooden dresser is positioned nearby, and a small kitchenette area with a microwave is visible. Natural light fills the room from a nearby window, enhancing the warm wooden accents.

4.95 out of 5 average rating, 19 reviews

Granby Guest Suite

An open living space features a large wrap-around leather couch, accompanied by a decorative throw and a textured pillow. The kitchen area includes natural wood cabinets and modern appliances. Bar stools are positioned at the counter, providing seating for casual dining.

5 out of 5 average rating, 9 reviews

Luxury 3BR/3BA top floor unit with stunning views!

Superhost

A modern living area features a vibrant orange sofa facing a stone-accented fireplace. A wall-mounted television hangs above the mantel. Two round ottomans and a small coffee table enhance the space. The kitchen area is visible in the background, with sleek cabinetry and stainless steel appliances.

4.86 out of 5 average rating, 29 reviews

WinterPark Abode : Ski*Sleeps8*Pet+*CommunalHotTub

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.

5 out of 5 average rating, 6 reviews

Ski & Relax Mountain Escape

A cozy living area features a sectional sofa in warm orange tones, complemented by patterned throw pillows. A rustic coffee table sits in front, and framed artwork is displayed on the wall above. The open kitchen, visible in the background, is equipped with modern appliances and a dining table.

5 out of 5 average rating, 26 reviews

2BR/2BA | 2 King Beds, Ski in-ski out

A cozy living area is showcased with a comfortable sofa and a plush chair. Two modern tables are placed on a soft area rug, and multiple windows are adorned with wood blinds, allowing for natural light. A floor lamp and wall art enhance the inviting space.

5 out of 5 average rating, 16 reviews

Cozy ski condo

Apartment rentals with a hot tub

Superhost

4.71 out of 5 average rating, 14 reviews

2 Bed 2 Bath Condo sleeps 6 ski-in/out

A bright, open living area features a stone fireplace and large windows allowing natural light. A spacious couch faces a wooden coffee table and an adjacent dining table with several chairs. Stairs lead to an upper level, with modern kitchen amenities visible in the background.

4.88 out of 5 average rating, 25 reviews

Mountain View Condo in Granby

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.

4.96 out of 5 average rating, 23 reviews

Prime Location! Walk to Main St!

A spacious living area features a large brown sectional sofa with soft cushions, complemented by a matching ottoman. Above, two panels of wall art depict a forest scene. A rustic dining table is visible in the background, alongside decorative ski equipment positioned against the wall.

5 out of 5 average rating, 7 reviews

Downtown Winter Park Access to Town and Trails

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, 85 reviews

Enjoy the Mountains! - 2 bedroom condo unit

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 out of 5 average rating, 17 reviews

Fraser Escape w/ private hot tub & personal garage

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.

4.82 out of 5 average rating, 112 reviews

Cozy Condo on the Fraser River

A cozy living area features a circular wooden coffee table at the center, surrounded by a sofa and armchairs. Light-colored walls are accented by wall art, while table lamps provide gentle illumination alongside decorative plants placed on tables.