Apartment holiday rentals in Winter Park

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.

4.83 out of 5 average rating, 116 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.

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.

4.94 out of 5 average rating, 142 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!

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 cozy living area features a black leather sofa and an armchair positioned near a wooden coffee table. A fireplace is framed by decorative tile, while large windows provide natural light. An accent wall displays a piece of art, adding a touch of character to the space.

4.93 out of 5 average rating, 28 reviews

Ski-In/Ski-Out Studio

Step into comfort at this ski-in/ski-out studio at Iron Horse Condominiums in Winter Park. This first-floor condo features patio access to a heated pool, hot tubs, and grill. Perfect for families or couples, the light-filled space has cozy sleeping options, a full kitchen with a crock pot, and resort-style amenities, including a gym and game room. Enjoy garage parking, Wi-Fi, and proximity to trails, Winter Park Village, and the gondola. Relax and recharge after every mountain adventure!

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, 91 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

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, 97 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, 141 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 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.

4.92 out of 5 average rating, 25 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

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, 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.

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, 131 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.

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.

4.94 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*

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, 315 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 modern kitchen features wooden cabinets with a contrasting stone island. Stainless steel appliances include a refrigerator, microwave, and oven. Soft lighting highlights the space, while a dining area with four high-backed chairs is visible near a sliding glass door leading to the private balcony.

4.67 out of 5 average rating, 9 reviews

Remodeled Condo: Ski-In/Out, Hot Tub & Pool Access

The living area features wood-paneled walls and a cozy carpeted floor. A comfortable sofa sits adjacent to a wooden coffee table. A stone fireplace is center-focused, with a flat-screen TV mounted above. A dining table for four complements the space, alongside a door leading to the balcony.

4.87 out of 5 average rating, 52 reviews

Comfy, great location, pool!

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.

4.94 out of 5 average rating, 17 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.

4.92 out of 5 average rating, 26 reviews

Granby Guest Suite

4.64 out of 5 average rating, 14 reviews

Zephyr Mountain Lodge 2302 | Ski In Ski Out

A cozy living area features a large stone fireplace as the focal point, with a comfortable sofa and armchair arrangement. A wooden coffee table sits centrally, and a 65" TV is mounted on the wall opposite, while natural light enters through a skylight and sliding glass doors.

4.95 out of 5 average rating, 21 reviews

Cozy mtn getaway! 2 blocks from Main Street

5 out of 5 average rating, 9 reviews

Alpine Getaway

5 out of 5 average rating, 11 reviews

Condo in Winter Park Ski and Mountain Views

Private apartment rentals

5 out of 5 average rating, 9 reviews

Downtown WP 3BR - Shuttle to Resort + Pool/Hot Tub

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, 22 reviews

Fraser Escape w/ private hot tub & personal garage

5 out of 5 average rating, 4 reviews

Peak Vistas | Hot Tub | Game Area

Outdoor seating is positioned near the edge of a flowing river, surrounded by tall pine trees. A brick building is visible in the background, featuring multiple balconies that overlook the natural scenery.

5 out of 5 average rating, 22 reviews

WP Condo, walk to the resort

4.94 out of 5 average rating, 17 reviews

Kate’s studio condo in the Rocky Mountains

5 out of 5 average rating, 10 reviews

Trailside Escape With a Private Hot Tub!

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.

4.96 out of 5 average rating, 24 reviews

Cozy ski condo

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, 7 reviews

Timber Fox New condo Winter Park Wi-Fi, AC

Apartment rentals with a hot tub

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, 46 reviews

Downtown Luxury Condo | Hot Tub | Free Shuttle Rte

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, 26 reviews

Prime Location! Walk to Main St!

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, 89 reviews

Enjoy the Mountains! - 2 bedroom condo unit

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.

4.93 out of 5 average rating, 57 reviews

Cozy Condo- Walk to Winter Park Resort!

A spacious living area features a large sectional sofa adorned with vibrant throw pillows. A wooden coffee table sits centrally, complemented by decorative items and woven baskets. The open kitchen area is visible in the background, highlighting an inviting atmosphere for family gatherings.

5 out of 5 average rating, 12 reviews

Cozy Condo with Clubhouse Access

4.63 out of 5 average rating, 8 reviews

Rocky Mountain Retreat

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.

4.92 out of 5 average rating, 12 reviews

Ski & Relax Mountain Escape

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.