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.

4.82 out of 5 average rating, 112 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.

4.95 out of 5 average rating, 130 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!

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.

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.

5 out of 5 average rating, 21 reviews

The Little Palace-Full Amenities

Kick back and relax in this calm, stylish... "Little Palace with full amenities". FREE recreation-center (3 hot tubs, pool, gym, & game/dining area) right next door with FREE local bus system to all local attractions. Winter Park main street is just a quick walk from your door with coffee shops, ski/ride/hike stores, restaurants, bars, and a variety of shopping at your fingertips. A BBQ picnic area, playground, & fishing river are a walk away. It really doesn't get any better than this!

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 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.

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.

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, 129 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.

4.97 out of 5 average rating, 141 reviews

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 Martin Acres

“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.*

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.

4.82 out of 5 average rating, 17 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

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, 243 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*

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 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.

4.94 out of 5 average rating, 18 reviews

Granby Guest Suite

4.99 out of 5 average rating, 83 reviews

An open living space features a leather sofa and a wooden coffee table. A dining table with black chairs sits adjacent to a fully equipped kitchen with stainless steel appliances. Natural light fills the area, highlighting the warm wooden accents throughout.

Flat in Martin Acres

Newly Remodeled Duplex Unit A. St Mary’s Glacier

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, 84 reviews

Enjoy the Mountains! - 2 bedroom condo unit

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.

4.85 out of 5 average rating, 27 reviews

WinterPark Abode : Ski*Sleeps8*Pet+*CommunalHotTub

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 bright kitchen area features light cabinetry and a modern stainless-steel refrigerator. A central island with bar seating complements the space, while a dining table invites casual meals. The open layout connects the kitchen to the cozy living area, which includes a ceiling fan and ample natural light.

4.93 out of 5 average rating, 15 reviews

Cozy Mountain retreat

A three-story condo unit is surrounded by greenery, showcasing wooden exteriors and multiple balconies. In the foreground, a fenced area indicates a pool, with lounge chairs positioned nearby. Mountainous terrain rises in the background, creating a scenic and natural setting.

4.8 out of 5 average rating, 64 reviews

Spacious Studio

Private apartment rentals

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.

4.86 out of 5 average rating, 22 reviews

Mountain View Condo in Granby

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.

4.86 out of 5 average rating, 51 reviews

Comfy, great location, pool!

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 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

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!

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, 5 reviews

Ski & Relax Mountain Escape

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, 5 reviews

Timber Fox New condo Winter Park Wi-Fi, AC

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, 15 reviews

Cozy ski condo

Apartment rentals with a hot tub

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 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.

5 out of 5 average rating, 18 reviews

Cozy mtn getaway! 2 blocks from Main Street

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

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, 49 reviews

Cozy Condo- Walk to Winter Park Resort!

A cozy studio condo is displayed, featuring a queen Murphy bed in the foreground. Twin bunk beds and a seating area with a sofa are positioned in the background. A large window provides natural light, with a TV mounted above a fireplace.

4.83 out of 5 average rating, 29 reviews

Ski-In/Ski-Out Cozy Studio Retreat

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, 18 reviews

WP Condo, walk to the resort

A private balcony is furnished with a comfortable seating area, including a cozy two-seat sofa and a coffee table. Lush trees and greenery create a serene backdrop, enhancing the connection to nature.