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

4.82 out of 5 average rating, 112 reviews

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.

Apartment in Winter Park

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.

4.81 out of 5 average rating, 325 reviews

A spacious private hot tub is positioned against a vibrant mural featuring a moose, complemented by geometric mountain patterns. The space is designed with wood paneling and provides an inviting atmosphere for relaxation.

Condo in Granby

❤️ NEW PRIVATE 8 Person *HOTTUB* ROCKY Mnt Park 🏞❤️

📸 ❤️ Add us on the Gram First! : @moosetrackscondo You will be able to watch videos and pics of Guests and so much more! ❤️ STUNNING MOUNTAIN VIEWS! Sought after valley side condo on the slopes of Granby Ranch Ski Resort. 8 person hot tub in the Second bedroom. Floor to ceiling windows allow for breathtaking views of Granby Ranch golf course and peaks of Rocky Mountain Natl Park. Perfectly located between Winter Park, Grand Lake, Ski-in/Ski-out Mountain Bike In/Out unit is ready for fun 🤩

4.99 out of 5 average rating, 183 reviews

The exterior of the corner unit loft showcases a welcoming entrance with wooden steps leading to a covered porch. Lush greenery surrounds the building, complemented by slender aspen trees and meticulously maintained landscaping that enhances the natural setting.

Loft in Granby

Beautiful Spacious 2 Bedroom & Loft Mountain Condo

Located right in the middle of all things Rocky Mountains. You're just 30 minutes from Grand Lake/Rocky Mountain National Park/Winter Park and 2 mins from skiing, fishing, golf, and mountain biking at Granby Ranch. This corner unit has lots of space at 1200 square feet. Between the king size bed in the master, a queen bed in the 2nd bedroom, and a queen size sleeper sofa in the upstairs loft, the condo is able to sleep 6. We only allow 4 guests, but could accommodate on a case-by-case basis.

4.98 out of 5 average rating, 118 reviews

A warm living area is depicted, featuring a comfortable brown sofa and a matching armchair. A coffee table sits in front of a stone fireplace, which is accompanied by a TV mounted above. Large windows invite natural light and showcase outdoor scenery.

Condo in Granby

Granby Ranch Ski-In/Out – Hot Tub & Firepit

Freshly remodeled in July 2025, Sundog Condo is your cozy ski-in/ski-out retreat at Granby Ranch – just 20 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!

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, 195 reviews

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

Welcome to Leone’s Den. This newly renovated studio condo located at the base of Winter Park Resort. Walk less than 150 yards to the slopes! Shops, restaurants, and bars at the Village Base just across the street and a pool sized hot tub! Marvel at the beautiful mountain views from the largest hot tub in Winter Park, brand new in 2025. Enjoy the view of village and mountain landscape while enjoying the warmth of the fireplace. The studio has everything you need for an unforgettable stay.

4.92 out of 5 average rating, 178 reviews

A cozy sleeping area features a large bed with a neutral quilt, framed by a wooden sliding door. Symmetrical bedside lights illuminate the space, and a deer antler design is displayed above the headboard, enhancing the rustic mountain aesthetic.

Condo in Granby

The Mountainside at Granby Ranch

This is truly mountainside living with trail & ski access right out the door! We remodeled over 4 months & added a 14 ft live edge bar, 100 year old hardwood vanities and many other touches to make the mountainside a memorable Colorado experience. While staying you can enjoy all that Granby Ranch has to offer in every season or access Winter Park or Grand Lake in quick 20 minute drives. A grocery store and gas station are only 5 minutes away and Granby is right around the corner. Enjoy!

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, 385 reviews

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

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. It is a great place to curl up next to the electric fireplace, relax, and unwind after a full day of outdoor activities.

A spacious living area features large windows allowing ample natural light. A large leather sectional is positioned near a gas fireplace, complemented by two modern chairs. A flat-screen TV is mounted on the wall opposite, and a coffee table sits on a decorative rug.

4.99 out of 5 average rating, 141 reviews

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.

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.

4.78 out of 5 average rating, 273 reviews

Michael’s Dream Views in Winter Park, CO condo #15

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.

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, 195 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

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, 135 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.

4.88 out of 5 average rating, 321 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 $16-20 /day). Near starbucks, ski rental, shops, & restaurants!

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

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Ski-in/ski-out house rentals

5 out of 5 average rating, 18 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, 22 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, 5 reviews

Chill 301 | Pool + Hot Tub

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, 38 reviews

A modern custom home features a mix of stone and wood exteriors, framed by a gently sloping driveway. The design highlights large windows and slanted roofs, with solar panels visible on the roof. Surrounding natural landscaping adds to the mountain setting.

Home in Granby

Colorado's Coolest Ski In/Out Home

Superhost

A warm kitchen area features granite countertops with a sink and seating for two at the breakfast bar. The adjacent dining space includes a wooden table set for six, surrounded by natural light filtering through nearby windows, complemented by rustic decor on the walls.

4.84 out of 5 average rating, 58 reviews

Beautiful Ski-In Home, with Hot Tub!

Superhost

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, 5 reviews

Rustic retreat w/ hot tub & fireplace

4.98 out of 5 average rating, 87 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

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

5 out of 5 average rating, 8 reviews

2BR Ski-In Ski-Out w/ Desirable Amenities

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, 59 reviews

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

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, 31 reviews

Winter Park Resort Ski Mountain Base Condo

A studio kitchen area features wooden cabinetry, stainless steel appliances, and a mosaic backsplash. A comfortable brown couch is positioned in the living space, complemented by a decorative lamp and a coffee table. An orange accent wall adds a vibrant touch to the room.

4.94 out of 5 average rating, 88 reviews

Ski-in/out Condo

4.92 out of 5 average rating, 49 reviews

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.

Apartment in Winter Park

Cozy Condo- Walk to Winter Park Resort!

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, 51 reviews

Zephyr Mountain Lodge - 1BR Beautifully Renovated

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.

4.92 out of 5 average rating, 64 reviews

Lovely Studio at Winter Park Resort Ski In & Out

A comfortable living area features a modern fireplace beneath a wall-mounted TV. Large windows allow natural light to illuminate the space, with views of the surrounding mountains. Cozy seating arrangements include a sectional sofa and a coffee table, complemented by decorative pillows.

4.97 out of 5 average rating, 32 reviews

Zephyr Mountain Lodge 1420 Ski-In/Ski-out

Ski-in/ski-out cabin rentals

5 out of 5 average rating, 6 reviews

A spacious living area features a plush sectional couch arranged around a wooden coffee table, positioned in front of a stone fireplace. Large windows provide ample natural light and showcase mountain views, while a flat-screen TV is integrated into the wooden entertainment unit.

Cabin in Granby

Trailside Lodge: Putting Green | Hot Tub | Trails

4.71 out of 5 average rating, 14 reviews

A log cabin with a wooden deck is surrounded by snow-covered ground. Two life-size deer sculptures are positioned in the foreground, while trees and a clear blue sky are visible in the background. The cabin features large windows and natural wood finishes.

Cabin in Breckenridge

Breckenridge Cabin

5 out of 5 average rating, 26 reviews

A cozy bedding arrangement features a rustic wooden headboard and various decorative pillows with bear motifs. A soft, textured throw blanket drapes over the edge of the bed, while a nightstand holds a stylish lamp and a small potted plant, contributing to the calming atmosphere.

Cabin in Black Hawk

Couples Private Getaway- Hot Tub /Views / Ski

5 out of 5 average rating, 10 reviews

A ranch-style cabin is shown from the exterior, featuring a warm wood facade. A single-car garage is visible, along with a snow-covered driveway and surrounding landscape. Snow blankets the ground, providing a serene wintery setting.

Cabin in Granby

Ski in/out - mountain biking-hiking and more!!

5 out of 5 average rating, 11 reviews

A two-story ski cabin is seen surrounded by snow-covered landscapes, featuring a warm wooden exterior. A set of stairs leads to a deck above, where seating arrangements are visible. Tall trees and mountains in the background provide a serene, natural setting.

Cabin in Dillon

Chic Ski Cabin, 1Mi to Gondola

5 out of 5 average rating, 49 reviews

A spacious cabin is nestled among towering pine trees, showcasing a blend of wood and stone in its exterior. Snow blankets the surrounding ground, while sunlight filters through the trees, highlighting the cabin's architectural features and inviting porch.

Cabin in Fraser

Moose Pads Near Winter Park-30 Day Minimum!