Ski-in/Ski-out rentals near Winter Park Resort

A spacious living room features floor-to-ceiling windows showcasing views of surrounding pine trees. Comfortable seating options include eclectic armchairs and a sofa, while an electric fireplace adds warmth. A coffee table sits at the center, with a 55-inch TV and kitchen visible in the background.

5 out of 5 average rating, 45 reviews

Arcade | Ski-In/Out | Retro Camp Vibes | TreeCondo

This family-friendly, whimsical, ski-in/ski-out condo was carefully crafted to provide you with a comfortable and cozy backdrop to your adventures in Winter Park. Key highlights include the retro Arcade room, the large hot tub, brand-new construction, tasteful retro cabin and camp-inspired decor, spectacular view of giant pines, as well as the amazing slope-side location. The condo sleeps 7 people comfortably and allows you to conveniently jump on the Corridor slope and ski down to WP base.

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.

4.89 out of 5 average rating, 28 reviews

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

⛷️ Winter Park Slopeside Escape ⛷️ Cozy 1st-floor studio in the main building with all resort amenities + private balcony. Perfect for couples, families, or small groups. The unit has a stocked kitchen, Tempur-pedic queen murphy bed and sofa bed! Resort amenities: 🚡 Ski in/out access (seasonal) 🏊 2 Heated indoor/outdoor pools ♨️2 jumbo Hot tubs 💪 Fitness center 🚴 On-site gear rentals 🅿️ Covered garage parking 🎿 Ski storage 🎮 Game room 🧺 Laundry 🧖‍♂️ Steam room 💆On Site Massages

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, 29 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!

4.99 out of 5 average rating, 148 reviews

An illustrated representation of Mountain Flower Cabin features a modern two-story structure set against a mountainous backdrop. Elements such as trees and a bicycle are detailed, along with the sun and stars, conveying a serene connection to nature in Winter Park, Colorado.

Home in Winter Park

Luxury Mtn Cabin/Free Shuttle/ Views/Garage

Escape to Mountain Flower Cabin located in the Rendezvous community just a short walk to downtown Winter Park and a 4 mile shuttle ride (free) to Winter Park Ski Resort. Our 3BR cabin is well appointed with custom furniture, modern amenities, and breathtaking mtn views. Nestled within the Rendezvous Trail System, alongside the Fraser River, you'll find miles of hiking, biking, fishing and cross country skiing right outside your door. The free shuttle to WP is steps from the cabin.

The image captures a scenic view of a mountain resort village, featuring multiple buildings and a ski slope in the background. Snow-covered trees line the pathway, while outdoor seating with umbrellas is visible in the foreground, inviting relaxation in the crisp mountain air.

4.91 out of 5 average rating, 257 reviews

Ski-In Ski-Out Zephyr Mtn Lodge Condo w/ Hot Tub

Enjoy your stay right next to the Gondola here at the Zephyr Mountain Lodge - Winter Park Resort's premier ski-in/ski-out base lodging. This 1-bedroom, 1-bathroom condo is ideal for a small family or couple seeking mountainside convenience and complimentary amenities. Enjoy a direct ski-in/ski-out location, where winter adventures and summer endeavors are easily in reach! End each day with ease - whether you're soaking in the community hot tub or warming up by the unit’s fireplace.

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 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 Ski in/Ski out Retreat with a 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.

The exterior of the condo complex is visible, showcasing multiple levels adorned with windows. Snow blankets the landscape, while a heated outdoor area features seating and a hot tub. Mountain views provide a scenic backdrop, emphasizing the peaceful surroundings.

4.87 out of 5 average rating, 204 reviews

One Bdrm Condo Ski In / Ski Out, Hot Tub, Fire Pit

Located in the Winter Park Village, walking distance to The Gondola this condo has it all! The bedroom features a King bed with a memory foam pull out Queen in the living area. Complete Kitchen, full size fridge, dishwasher, large bathroom, and private covered patio with views of the Mountain. Walking distance to shopping, restaurants, & activities! One of only a handful of units with direct outdoor access. UPDATE: New hot tub is OPEN! Permit #009238

An outdoor heated pool is featured alongside two hot tubs, surrounded by a scenic landscape of snow-covered trees and mountains. The area is paved with a spacious deck for relaxation, with clear skies above enhancing the serene atmosphere of the retreat.

4.94 out of 5 average rating, 186 reviews

Ski-in/Ski-out, Luxury amenities +Free parking

Discover the perfect mountain retreat! Enjoy seamless ski-in/ski-out access, a first-floor location, and unwind in the indoor/outdoor heated pool and new hot tubs. Stay fit in our on-site fitness center, park hassle-free, and explore with a free local shuttle at your doorstep. With custom queen and bunk murphy beds, this cozy escape offers comfort and convenience. Your mountain getaway awaits – embrace the charm, relax, and make unforgettable memories!

A tastefully arranged sleeping area features a dark green accent wall and a modern bed with neutral bedding. A stylish nightstand with a small plant and clock is positioned beside the bed, illuminated by a sleek wall-mounted lamp.

4.89 out of 5 average rating, 219 reviews

Ski In/Ski Out - Modern Cozy Condo in Winter Park

Leone’s Den | A Boutique Mountain Retreat at the Base of Winter Park Resort Step into refined alpine comfort at Leone’s Den, an elegant studio just steps from the slopes. Located across from the Village Base, enjoy easy access to dining, shopping, and après-ski, then retreat to a warm space with a cozy fireplace and elevated finishes. Relax in Winter Park’s largest hot tub and return to plush linens and beautiful mountain and village views.

The living area features a comfortable sofa and armchair, centered around a coffee table. A round dining table with four chairs sits in view of a kitchen bar with pendant lighting. Natural light enters through large windows, enhancing the cozy atmosphere.

4.96 out of 5 average rating, 145 reviews

Top floor, larger 1 bedroom in Winter Park Village

Conveniently located in the Winter Park Village at Fraser Crossing, this updated and oversized 1 bedroom condo sleeps 4 comfortably with a FULL KITCHEN!!! Enjoy the views that come with this peaceful and conveniently located penthouse unit. Close to entertainment, activities, restaurants, ice skating rink, and adventure! Most importantly, a short 2 minute walk to the Gondola...park your car and forget about it.

The living area features a spacious sofa adorned with patterned pillows, and a coffee table sits on a patterned rug. Large windows allow natural light to fill the room, offering views of the surrounding mountains. A fireplace is positioned beneath the mounted television.

4.89 out of 5 average rating, 329 reviews

Oversized 1bed Ski In/Out MTN VIEWS King&Qn beds

Oversized 1 bed in Zephyr Lodge, WP's only ski in/out condos. 20% larger than other 1 Beds w/ views of the mtn slopes & village. King bed in Bedroom + queen murphey in living room. Amenities: Window AC unit, ground level ski locker, outdoor hot tubs & fitness center. One Private underground parking for guests (summer free/winter $30 /day). Near starbucks, ski rental, shops, & restaurants!

Popular amenities for ski-in/ski-out rentals near Winter Park Resort

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Ski-in/ski-out house rentals

5 out of 5 average rating, 25 reviews

An open-concept living area features a modern sectional sofa and minimalist coffee tables, with large windows framing views of the surrounding mountains and forest. The kitchen, equipped with sleek cabinetry and appliances, is visible in the background, creating a bright and spacious atmosphere.

Home in Fraser

Devil's Thumb - Modern Mountain Retreat

5 out of 5 average rating, 23 reviews

A modern kitchen and dining area features a large central island with seating for four. Light wood cabinetry complements the neutral decor. Floor-to-ceiling windows provide expansive views of the outdoors, while a stone accent wall adds a touch of warmth to the space.

Home in Granby

Modern Mountain Retreat w/ EV

5 out of 5 average rating, 5 reviews

Home in Granby

Private Hot Tub! Stunning Luxury Home, Ski-In/Out

5 out of 5 average rating, 6 reviews

A modern living area is shown featuring a comfortable sectional sofa adorned with a cozy throw. A sleek gas fireplace is positioned beneath a flat screen TV. Large windows frame expansive mountain views, while a dining area with stylish chairs and a round table is visible.

Home in Winter Park

Chill 301 | Pool + Hot Tub

4.93 out of 5 average rating, 67 reviews

A spacious living area features a stone fireplace as the focal point, flanked by comfortable seating arranged on a warm carpet. A flat-screen television is mounted on the wall, and large windows allow natural light to fill the room, complemented by wooden beams on the ceiling.

Home in Winter Park

Mountain Escape Minutes From WP | Hot Tub Access

4.98 out of 5 average rating, 94 reviews

A spacious three-level lodge is nestled in a snowy landscape, featuring a blend of stone and stucco exterior. Snow-covered pine trees surround the home, and large windows offer glimpses of mountain views in the distance.

Home in Fraser

Winter Park Free Ski Shuttle+MountainViews+Hot Tub

5 out of 5 average rating, 36 reviews

Snow-covered rooftops line the foreground, with a view of distant mountains capped in white. Evergreen trees dot the landscape, and a railway track runs along the bottom of the image, suggesting the proximity to outdoor adventures.

Home in Fraser

Fraser Mercantile

4.94 out of 5 average rating, 234 reviews

The exterior of the house is presented against a bright blue sky, surrounded by tall pine trees. A spacious deck extends along the upper level, while a snow-covered landscape enhances the setting. The structure comprises multiple levels, showcasing a blend of natural materials.

Home in Tabernash

Million Dollar Views

Family-friendly, ski-in/ski-out home rentals

5 out of 5 average rating, 7 reviews

Fraser Crossing 1BR Condo; Hot Tub, Walk to Lift

4.92 out of 5 average rating, 671 reviews

Guest suite in Fraser

Winter has arrived!

The living room features a brown leather sofa, two white accent chairs, and a coffee table atop a patterned area rug. Large windows allow natural light to fill the space, revealing a snowy landscape outside. Decorative elements include a ski-themed pillow and potted plants.

5 out of 5 average rating, 32 reviews

WPResort sunny 2BR, 10min walk to gondola,free bus

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, 36 reviews

NEW Ski In/Out Condo w/ Hot Tub & Balcony

A sign indicating the various snow depth measurements at Winter Park is partially buried in snow, with visible markers at six-inch intervals up to 18 inches. The forest backdrop is lined with snow-covered trees, creating a peaceful winter scene.

4.78 out of 5 average rating, 281 reviews

Michael’s Dream Condo #15 Winter Park

An aerial view captures a snowy landscape surrounding a vibrant lodge complex. The buildings exhibit a mixture of colors and architectural styles, nestled amidst evergreen trees and ski slopes. A circular drive is visible at the forefront, with vehicles parked along the entrance.

4.94 out of 5 average rating, 54 reviews

Zephyr Mountain Lodge - 1BR Beautifully Renovated

4.91 out of 5 average rating, 47 reviews

Updated Ski-in / Ski/Out Condo at Winter Park

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.

5 out of 5 average rating, 19 reviews

Ski-in/Ski-out Winter Park 2 bdr

Ski-in/ski-out condo rentals

The studio features a fully equipped kitchen with granite countertops and modern stainless steel appliances. A seating area is arranged with a small dining table and chairs next to large windows, allowing natural light and a view of the outdoor landscape.

4.97 out of 5 average rating, 69 reviews

Remodeled Ski In/Out Condo. 30 Sec Walk To Slope!

A cozy living area features a green sofa and a striped armchair. A wooden dining table and chairs are positioned nearby, with pendant lighting above. The kitchen showcases stainless steel appliances and warm cabinetry, enhancing the inviting space.

4.9 out of 5 average rating, 301 reviews

One Bedroom Condo - Winter Park Resort Base Area

The open concept living area features a sleek leather sofa and stylish armchair, complemented by a large coffee table. A well-equipped kitchen is visible in the background, along with modern lighting and a staircase leading to the upper levels.

4.97 out of 5 average rating, 76 reviews

Walk to the slopes

A cozy living area features a large sectional sofa in muted blue, positioned near a gas fireplace. A wooden coffee table rests in front, while a flat-screen TV is mounted above the fireplace. Natural light enters through a window, enhancing the inviting ambiance.

4.93 out of 5 average rating, 69 reviews

Lovely Studio at Winter Park Resort Ski In & Out

Lush green pine trees surround a winding road that leads to the exterior of the condominium. The clear blue sky is dotted with clouds, and the scenery captures a tranquil mountain environment typical of the Winter Park area.

4.82 out of 5 average rating, 83 reviews

Ski-in / Ski-out Studio Condo

4.64 out of 5 average rating, 22 reviews

Ski In/Out, Walk to Shops, Penthouse Level, HotTub

An airy studio condominium features a curtain-draped sleeping area with a queen-sized bed, adorned in a patterned quilt. In the living area, a gray sofa and a wooden coffee table are positioned near a dining space, which includes four chairs and a view into a kitchen.

4.92 out of 5 average rating, 89 reviews

Large studio condo downtown Winter Park, CO