Ski-in/Ski-out vacation rentals in Winter Park

The exterior of the Grey Fox Condo features a charming wooden design with a welcoming entrance. Decorative flower pots and a well-maintained pathway invite guests inside. Two chairs are positioned on the patio, offering a spot to relax and take in the surroundings.

4.92 out of 5 average rating, 154 reviews

Grey Fox ~2 bed/2 BA Ski in/out Granby Ranch, RMNP

Make yourself at home in Grey Fox Condo -A Ski-in/Ski out/2 bed/2 bath condo in the Kicking Horse Lodges at Ski Granby Ranch; nestled between Winter Park and Rocky Mnt National Park; First Floor Condo! No stairs...Cook to your heart's content, after skiing or sip cocktails on the sunny patio as you admire the beautiful valley below or grill out. Relax by the fire while watching TV or playing games in the open floor-plan, or soak in the nearby hot tub. Some Amenities are an additional fee. Enjoy!

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, 122 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.

4.98 out of 5 average rating, 141 reviews

Cozy Condo - 20 miles to RMNP w/ Hot Tub & Firepit

Freshly remodeled in July 2025, Sundog Condo is your cozy ski-in/ski-out retreat at Granby Ranch – just 30 mins to Rocky Mountain National Park, Grand Lake & Winter Park. Enjoy a king bed with Brooklinen linens, fully stocked kitchen (Nespresso, quality cookware), gas fireplace, Roku TV, and patio with firepit. Year-round hot tub steps away; pool & gym access available. Walk to ski lifts; trails, golf, fishing, biking, hiking & skiing/Nordic trails right outside your door - adventure awaits!

4.99 out of 5 average rating, 148 reviews

Pool Access & Mtn View! Luxe WP Cabin, Near Trails

Rendezvous Neighborhood | 1 Mi to Dtwn Bites & Brews | Walk to Fraser River Adventure begins right out your door at this Winter Park vacation rental, where alpine trails and fresh air set the stage for an unforgettable stay. Hike and bike through scenic terrain, or take advantage of Club MeadowRidge amenities just a short drive away. Then return to unwind in a beautiful cabin thoughtfully designed with custom furniture, modern amenities, and epic views. This is mountain living at its best!

A serene outdoor space features smooth stones lining the banks of a gentle stream. Two wooden Adirondack chairs are positioned on the grass, offering views of the water. Lush greenery and trees frame the scene, contributing to a peaceful natural setting.

4.89 out of 5 average rating, 390 reviews

Riverfront Condo☆1st Floor☆Ski Bus☆Pool & Hot Tub

Recently remodeled 1st floor condo with views and sounds of Fraser River. Walking distance to downtown Winter Park grocery store, coffee shop, restaurants, breweries, retail stores, bars, movie theater, and bowling alley. Community amenities include an indoor pool, hot tubs, workout room, lounge with pool table, laundry facilities, and outdoor playground. Free bus to resort nearby. This riverfront condo is perfect for relaxing and unwinding after a full day of outdoor activities.

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, 266 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 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.

4.97 out of 5 average rating, 116 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.

4.98 out of 5 average rating, 96 reviews

Home in Fraser

Winter Park Free Ski Shuttle+MountainViews+Hot Tub

A peaceful retreat awaits you at Mountain Time Lodge or bring the whole family to enjoy with lots of room for fun and experiences you can only get in "mountain time"! Enjoy the unobstructed views from this 3 level home with all of the year round activities in Winter Park & Fraser Valley just minutes away. Skiing, snowmobiling, tubing, hiking, biking, golf and so much more! Only 30 minutes from the gateway into Rocky Mountain National Park & the historic town of Grand Lake!

5 out of 5 average rating, 10 reviews

Ski in / Ski out at Winter Park - pool & hot tub

Cozy and comfortable ski-in, ski-out studio right on the slopes of Winter Park resort. Heated, indoor ski locker right next to the run - walk right out of the building and start skiing, or in the summer, hop on the bike and cruise the trails. Or just hike! Easy going getaway with parking passes, hot tubs, an indoor/outdoor pool, weights, steam room, stainless appliances, and a game room. When you're done, relax on the deck or with a movie by the gas fireplace!

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, 211 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

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.

4.9 out of 5 average rating, 233 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, 156 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 Winter Park ski-in/ski-out rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Ski-in/ski-out house rentals

5 out of 5 average rating, 24 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

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.

5 out of 5 average rating, 6 reviews

Chill 301 | Pool | Hot Tub

5 out of 5 average rating, 4 reviews

Home in Granby

Family Ski Lodge | Sleeps 16 · Epic Views · Arcade

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.

4.92 out of 5 average rating, 72 reviews

Mountain Escape Minutes From WP | Hot Tub Access

The living room features large windows that allow bright natural light to illuminate the space. A spacious leather sectional sofa is arranged around a rustic wooden coffee table, complemented by a plush area rug. Cozy armchairs add to the inviting atmosphere.

5 out of 5 average rating, 7 reviews

Ski-in retreat w/ hot tub & fireplace

5 out of 5 average rating, 4 reviews

Home in Granby

Granby Ranch Home- Hot tub, Grill, Easy Ski Access

5 out of 5 average rating, 43 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

A spacious townhome is displayed against a backdrop of rolling green hills and a forested area. The building features a combination of wood and stone accents, with multiple balconies and large windows, allowing for ample natural light.

5 out of 5 average rating, 29 reviews

5-10 min walk to lifts. Luxury home in Winter Park

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

A rooftop deck presents a hot tub adjacent to a full outdoor kitchen, equipped with a grilling area. Seating arrangements are available, surrounded by wooden paneling and beams. The surrounding landscape features distant mountains under a clear blue sky, highlighting the inviting outdoor space.

4.88 out of 5 average rating, 8 reviews

Winter Park Penthouse

A dog is seen lounging beside a clear hot tub, with a snowy backdrop of evergreen trees. Outdoor seating is arranged nearby, and a fencing surrounds the area, providing a sense of privacy and comfort. Snow-covered ground reflects the serene winter landscape.

5 out of 5 average rating, 44 reviews

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

5 out of 5 average rating, 18 reviews

Into the Ultimate Summer & Endless Discovery

4.92 out of 5 average rating, 26 reviews

Founders Pointe 4355 Ski In Ski Out Winter Park

5 out of 5 average rating, 12 reviews

The Coop: Trestle Bike Park +Ski In Ski Out Studio

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, 92 reviews

Large studio condo downtown Winter Park, CO

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, 20 reviews

Ski-in/Ski-out Winter Park 2 bdr

4.64 out of 5 average rating, 69 reviews

Cozy Ski-In/Ski-Out Winter Park Resort Condo!

Ski-in/ski-out condo rentals

The living room features a light-coloured leather sofa and loveseat, positioned around a central coffee table. A modern television is mounted near a cozy gas fireplace, and ample natural light enters through partially drawn blinds. Decorative accents include art on the walls and small potted plants.

4.86 out of 5 average rating, 91 reviews

5th-Fl With Views! Full Kitchen! Luxe Sleeper Sofa

A private hot tub is seen beside large windows, allowing natural light to fill the space. The surrounding wood paneling and ceiling create a warm ambiance, while views of the outdoors offer a connection to nature. A cozy seating area is visible in the adjacent room.

4.74 out of 5 average rating, 99 reviews

Ski in ski out Gby ranch King bed pvt hot tub! 52

4.78 out of 5 average rating, 336 reviews

Remodeled Studio at WP Base-Steps from Gondola

4.83 out of 5 average rating, 36 reviews

1BR Ski In/Out | Hot tub | Fast WiFi | Views

The living area features a leather sofa adorned with colorful throw pillows, complemented by a glass coffee table atop a textured rug. A large window allows natural light to illuminate the space, showcasing snow-covered scenery outside.

5 out of 5 average rating, 41 reviews

Winter Park Resort Ski Mountain Base Condo

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.

4.96 out of 5 average rating, 81 reviews

Walk to the slopes

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.

4.77 out of 5 average rating, 287 reviews

Michael’s Dream Condo #15 Winter Park

The kitchen and dining area feature warm wood cabinetry and appliances, including a refrigerator and microwave. A round wooden table with rustic chairs invites gathering. Natural light illuminates the space, enhanced by a ceiling fan, creating a comfortable atmosphere for meal preparation and dining.