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Ski-in/out rentals in Winter Park Resort

Find and book unique ski-in/out homes on Airbnb

Top-rated ski-in/out rentals near Winter Park Resort

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
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.
Flat in Winter Park
4.93 out of 5 average rating, 27 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!

Guest favourite
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.
Apartment in Winter Park
4.9 out of 5 average rating, 301 reviews

One Bedroom Condo - Winter Park Resort Base Area

Hit the slopes early on a powder day! If you need to pop back for a quick lunch, our condo’s convenient location makes it perfect for families. After an adventure-filled day, unwind in the oversized hot tub! As a spacious corner unit, this condo offers more room than standard 1-bedrooms. You’ll sleep comfortably on the king-size Tempurpedic bed, and the living room sofa easily converts into a queen pull-out bed for extra guests. Winter Park Short-Term Rental Registration No. [004361}

Top guest favourite
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.
Apartment in Winter Park
4.9 out of 5 average rating, 250 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.

Guest favourite
A cozy living space is featured, showcasing a dark leather sofa with a lavender throw pillow. A wall-mounted television is positioned above a white-brick fireplace. Light hardwood flooring extends throughout, while large windows allow natural light to brighten the room.
Townhouse in Winter Park
4.95 out of 5 average rating, 83 reviews

Beautiful Condo at Winter Park!

Beautiful one bedroom condo that sleeps up to 6 and situated at one of the best locations at Iron Horse. All amenities including pool, hot tub, fitness center, and garage are in the same building! Walk across the sky bridge and you’re at the corridor run connecting the base of Mary Jane to the base of Winter Park. Condo includes a king, queen Murphy, and one queen plus bed from a new American leather sleeper sofa. Completely equipped kitchen and great place for all activities!

Guest favourite
A spacious living room is highlighted by large floor-to-ceiling windows that frame expansive mountain views. A cozy mid-century sectional sofa is positioned on a light-colored area rug, with natural light enhancing the inviting atmosphere. A glimpse of the kitchen is visible in the background.
Apartment in Winter Park
4.96 out of 5 average rating, 113 reviews

Luxury Ski-In/Out | Ski to Winter Park Resort

Elevate your getaway in this cozy mountain condo, wrapped in mid-century charm and breathtaking views. Enjoy the mini Pub, snuggle up by the fireplace, or take in the mountain views. Sleep in luxurious comfort, and dine with a ski lift mural as your photo-worthy backdrop. Put a vintage record on, host a game night marathon, or soak in the infinity-style hot tub. The slope is located directly behind the building and you can walk or ski to the Winter Park Resort village center.

Top guest favourite
Apartment in Winter Park
4.98 out of 5 average rating, 44 reviews

Slopeside Studio

Ski-in/ski-out studio at Iron Horse Condominiums with direct access to Winter Park Resort via skybridge. Hit the slopes in winter or explore scenic trails and bike paths in summer—all just steps away. Enjoy a fireplace, full kitchen, patio, and access to hot tubs, pool, & gym. Ideal for small families, couples or solo travelers seeking year-round adventure with resort comfort. Minutes from Winter Park Village...ski, walk, or bus to the village easily from the complex!

Guest favourite
A modern building with three stories is shown against a clear blue sky. The exterior features a mix of wood and stone elements with large glass windows. Balconies extend from the second and third floors, and snow is visible on the ground.
Flat in Winter Park
4.78 out of 5 average rating, 27 reviews

Ski-in/Ski-out Winter Park Studio

Check out the AlpenGlow on the Continental Divide from this newly constructed (2023) studio with large sitting area. The studio is situated steps away from the Corridor Trail that will take you to the Gondola at the base of Winter Park. The kitchenette has a refrigerator, microwave, and coffee maker. Enjoy the soaking tub and awesome hot tub, free laundry facility, and fitness area. You’ll feel right at home having aprés after an epic day on the slopes.

Superhost
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.
Apartment in Winter Park
4.78 out of 5 average rating, 279 reviews

Michael’s Dream Condo #15 Winter Park

Located in Downtown WP, Condo 15, top floor, awesome views, in Hi Country Haus Condominiums, Lic#009357. Check out WP resort website for exciting improvements. World class skiing, biking, hike, fish, restaurants, shops, breweries, Hideway Park (sledding hill, Concerts, skateboard). WALK TO Fireside Grocery Market, Foundry Movies/Bowling/Pizza, Grand Park Rec Center and more. HCH has exclusive Rec center. WP RESORTS FREE BUS, pick up across our parking lot.

Superhost
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.
Apartment in Winter Park
4.86 out of 5 average rating, 199 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

Guest favourite
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.
Apartment in Winter Park
4.93 out of 5 average rating, 184 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!

Top guest favourite
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.
Apartment in Winter Park
4.9 out of 5 average rating, 214 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.

Guest favourite
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.
Apartment in Winter Park
4.96 out of 5 average rating, 139 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.

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

Quick stats about ski-in/out rentals near Winter Park Resort

  • Total holiday rentals

    Explore 360 holiday rentals in Winter Park Resort

  • Nightly prices starting at

    Winter Park Resort holiday rentals start at $153 SGD per night before taxes and fees

  • Verified guest reviews

    Over 8,070 verified reviews to help you choose

  • Family-friendly holiday rentals

    210 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Holiday rentals with a pool

    80 properties feature pools

  • Rentals with dedicated workspaces

    140 properties have a dedicated workspace

  • Wifi availability

    360 of Winter Park Resort holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Winter Park Resort rentals

  • 4.8 Average rating

    Winter Park Resort stays are highly rated by guests – averaging 4.8 out of 5!