Condo vacation rentals in Winter Park

A warm living area features a wood-burning fireplace framed by wooden paneling. A cozy rug is positioned in front, with a dog resting beside it. Above the fireplace, a framed artwork adds a decorative touch, while additional items are arranged on the mantle.

4.93 out of 5 average rating, 102 reviews

Cozy Mountain Getaway - Minutes to Winter Park

Spacious condo perched on a mountain above Fraser. Views and hiking! Feel far away, while minutes from Winter Park. Free shuttle and forest walking paths steps away. Clean, comfortable, dog friendly 1 car garage + outdoor parking 1 Gig wifi (Fast!), cable, work friendly New Washer/Dryer, Dishwasher, Fridge. Wood fireplace, free wood, and floorboard heat Microwave, Ninja Blender, Air Fryer, Coffee Maker, Stove Driving distance: grocery store 5mins, downtown Winter Park 8mins, ski area 13mins

A cozy living area is showcased with a spacious sofa, a coffee table, and a prominent linear electric fireplace framed in travertine stone. In the background, a modern dining table sits adjacent to a well-equipped kitchen, with bar stools positioned at the counter.

4.9 out of 5 average rating, 114 reviews

Mountain Modern Cozyville

Remodeled with a high end modern flair for comfort and a classic mountain style A mountain-modern, warm, and cozy space that's conveniently located in a quiet mountain-view neighborhood with FREE recreation-center benefits right across the street and a FREE local bus system right out the front door to all local attractions. Safeway, coffee shops, ski/ride/hike stores less than 1-mile away. It really doesn't get any better than this! We will look forward to your feedback and adventure stories.

An open-concept living area presents a stone fireplace and vaulted wooden ceiling. A dining table with black chairs is positioned beside a fully equipped kitchen featuring stainless appliances and granite countertops. Natural light filters in through large windows, highlighting the cozy seating area.

4.94 out of 5 average rating, 154 reviews

Hideaway Park! Hot tub,Pool,FitnessCtr&FreePrkg

BEST Location in Winter Park!!Trailhead condos offer a year-round heated pool, hot tub, fire pit, patio, clubhouse, large indoor lounge, fitness room & game room. Just steps to Fraser River trail, restaurants, shopping and free ski shuttle. *On Hideaway Park* Access to Summer concerts&festivals, playground, picnic area, fire pit, and skate park to entertain kids! Relax by the fire or private furnished covered deck. Top floor (w/elevator) corner unit w/views! Pets welcome! (w/add'l clean fee).

A modern studio is presented, featuring a well-equipped kitchen with bar stools at the counter. Two armchairs sit on a patterned area rug, and a spacious bed is visible in the foreground. The design incorporates neutral tones and textured wall tiles.

4.87 out of 5 average rating, 230 reviews

Homebase Snowblaze

Enjoy the magic of the Fraser River Valley and charm of downtown Winter Park from our well-equipped, completely remodeled studio. Only an hour and thirty minute drive from Denver International Airport. Walking distance to Winter Park's Main St. lined with shops and dining and a quick 5 minute drive to the world class slopes of Winter Park resort. Take advantage of the free "Lift" bus, with a stop right out front of the building and a ride to the resort in less than 5 minutes. WP STR # 009036.

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, 194 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.

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.

The living area features a spacious sectional sofa arranged around a light-colored area rug. Nearby, a dining space with high-top wooden stools complements the modern kitchen, equipped with stainless steel appliances and white cabinetry. Natural light flows in through large windows, enhancing the inviting atmosphere.

4.97 out of 5 average rating, 110 reviews

Condo Overlooking River in Town of Winter Park

Our Condo overlooks the beautiful Fraser River close to downtown Winter Park in the heart of the Rocky Mountains. Just a few minute walk to restaurants, pubs, shops, hiking trails, and all that Winter Park has to offer! Soak in one of the hot tubs at the nearby clubhouse after a full ski day or cool off in the indoor pool after adventuring out on a hike or bike ride. Enjoy the convenience of the free ski shuttle behind the building for a 15-minute ride to Winter Park Ski Resort.

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, 109 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.

An open living area is featured, presenting a comfortable sectional sofa, a coffee table, and a dining area with bar stools. Natural light fills the space through high windows, illuminating the contemporary artwork on the wall. A kitchen is visible in the background, showcasing wood cabinetry.

4.86 out of 5 average rating, 109 reviews

Mountain Getaway Condo w/ Pool and Hot Tub

Freshly Updated- 2 Bedroom, 1 Bath Meadow Ridge Condo with space for the whole family or your favorite group to enjoy a mountain getaway! Located right on the FREE shuttle route to Winter Park Ski Resort, adventure awaits in every direction from this perfectly located condo. Start hiking or biking right out the front door. Guests have access to all the amenities at Club MeadowRidge, located steps away from the condo. Stay, Play, Relax at our wonderful Mountain Getaway!

A studio layout is presented, featuring a spacious bed with neutral bedding. A bunk bed is positioned nearby, and a set of skis is mounted on the wall. Two windows allow natural light to fill the space, complemented by a comfortable seating area with armchairs.

4.89 out of 5 average rating, 138 reviews

Studio Condo in the Heart of Winter Park! lic#9602

You're steps from terrific shops, bars, and restaurants. Right outside the condo is the free bus stop to world-class skiing at Winter Park. It is a 3-minute bus ride and frequents every 15 minutes in the winter. Free covered parking is included on a first-come basis. All new kitchen appliances installed in February 2024! Note: There's no A/C in the unit, but there is an evaporative cooler to help keep the unit cool in summer.

The living area features a stone fireplace as its focal point, complemented by a cozy leather sofa and a vintage wooden coffee table. Large windows provide natural light, while a wall-mounted TV sits on a wooden console. A textured area rug adds warmth to the space.

4.98 out of 5 average rating, 392 reviews

Winter Park Studio: On the River~ Walk Downtown!

Fireside Haven is a cozy studio located on a secluded spot RIGHT on the Fraser River, yet is walkable to all that downtown Winter Park has to offer. Dine-out, shop, enjoy coffee at a café, cocktails at happy hour, hike/bike and catch the ski shuttle all within a five-minute walk from your front door! You will have a king-size bed, queen-size sofa sleeper, full kitchen, bathroom, fireplace, private patio & ski closet.

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.

Popular amenities for Winter Park condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

A living area features a round dining table surrounded by four chairs. A cozy sofa is positioned near a flat-screen TV and a fireplace. Large glass doors open onto a balcony, providing views of snow-covered mountains.

5 out of 5 average rating, 8 reviews

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

A spacious studio is furnished with a large bed and two sofas, one featuring decorative pillows. Antique skis hang on the walls, while a small coffee table occupies the center. Natural light is filtered through the window, enhancing the room's inviting ambiance.

4.85 out of 5 average rating, 99 reviews

Cozy Mountain Studio Downtown Winter Park CO.

A combined living and dining area features a cozy couch, a coffee table, and a mounted television. A brick fireplace adds warmth to the space, complemented by a dining table with seating for four. Light-colored cabinets and countertops enhance the inviting atmosphere.

4.77 out of 5 average rating, 62 reviews

Best location - Incredible access

5 out of 5 average rating, 11 reviews

Updated condo with private garage

A living room is presented with a stone fireplace and a large flat-screen TV mounted above it. Neutral-toned sofas are arranged around a metal coffee table, complemented by a light-colored area rug. Windows allow natural light to illuminate the space, offering views of the outdoors.

5 out of 5 average rating, 59 reviews

Winter Park/Fraser Condo W/Hot Tub & Mountain View

A living area features a plush sofa and a stone fireplace, contributing to a cozy ambiance. Natural light enters through multiple windows, while a modern chandelier adds a touch of elegance. The adjacent sleeping area is visible, enhancing the open layout.

4.74 out of 5 average rating, 103 reviews

Winter Park Studio Condo - 5 Mins to Downtown!

The kitchen features light wood cabinetry and modern appliances, including a black stove and refrigerator. A large island with granite countertops provides seating with three wooden stools. A welcoming entry area is visible, complemented by a textured rug and a decorative door.

5 out of 5 average rating, 43 reviews

The Rustic Moose

An expansive view of rolling green hills and distant mountains is captured under a clear blue sky. Lush trees and a rocky terrain are visible in the foreground, creating a serene landscape that highlights the natural beauty of the area.

4.94 out of 5 average rating, 99 reviews

Amazing Top Floor WP Getaway!

Pet-friendly condo rentals

4.91 out of 5 average rating, 32 reviews

New Luxe Condo | Hot Tub | Minutes to WP! | Fraser

5 out of 5 average rating, 76 reviews

NEW Ski Winter Park | Hot Tub, Garage + Boot Dryer

Aerial view showcases a vibrant landscape of Fall foliage, with golden and green trees contrasting against the mountain backdrop. The town of Winter Park is visible below, framed by the surrounding mountains under a clear blue sky.

4.93 out of 5 average rating, 15 reviews

Pet-friendly condo w/ balcony, hot tub & gym

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

4.91 out of 5 average rating, 137 reviews

Tall Timbers of the Rockies

A dining area showcases a table set for four, complemented by green placemats and glassware. A flat-screen TV is mounted on a wood-paneled wall, while a stone fireplace adds warmth to the space. A nature-themed artwork enhances the atmosphere.

4.88 out of 5 average rating, 552 reviews

Granby Mountain Retreat

A comfortable living area features a large television mounted on the wall above a wooden entertainment unit. The unit contains books and decorative items. A clear view of the kitchen and dining area is visible in the background, along with modern appliances and a casual seating arrangement.

4.99 out of 5 average rating, 118 reviews

Winter Park Getaway for Mountain Biking/Hiking!

A modern kitchen area features wood cabinetry and stainless steel appliances, including a refrigerator and microwave. A dining table with two chairs is positioned nearby, complemented by a cozy gray armchair. The space is illuminated by ceiling lights, enhancing the inviting atmosphere.

4.83 out of 5 average rating, 520 reviews

Luxurious Mountain Condo

Condo rentals with a pool

The living area features a comfortable seating arrangement with wooden chairs and a coffee table. A television is mounted above a fireplace, while a clock and books are displayed on a shelf. Large sliding glass doors provide access to outdoor views.

4.8 out of 5 average rating, 215 reviews

Great View, pool & hot tub, 1 bed & loft sleeps 6

A spacious living area features a modern sectional sofa and a dark stone fireplace, creating a cozy focal point. A large flat-screen TV is mounted on the wall above the fireplace. Light filters in through the high ceilings, enhancing the open layout.

4.86 out of 5 average rating, 233 reviews

Beautiful Condo with Hot Tub on Ski Bus Route

A modern kitchen setup features a granite countertop with bar seating for four. Stainless steel appliances, including a refrigerator and oven, complement the tile backsplash. A coffee maker is visible, along with pantry items organized on shelves.

4.91 out of 5 average rating, 313 reviews

FREE WP ski bus - King bed - pool & hot tubs @ rec

A tranquil pond reflects vibrant sunset colors with gentle ripples. Surrounding greenery and distant mountains create a serene landscape, while a fountain adds a dynamic element to the water. Nearby buildings are silhouetted against the colorful sky, enhancing the peaceful ambiance.

4.93 out of 5 average rating, 237 reviews

Pine in the Sky Condo, Cozy + Close to GR/WP/RMNP

A cozy living area is highlighted by a stone fireplace and wooden accents. A sectional sofa faces a coffee table adorned with decorative items. A dining table for four is visible, set against the backdrop of a well-equipped kitchen with modern appliances.

4.86 out of 5 average rating, 235 reviews

Sandy and Ryan's Granby Getaway!

A spacious bedroom is furnished with a wooden king bed, layered with a white comforter and a brown throw. Two bedside tables with lamps flank the bed. A colorful autumn-themed artwork adorns the wall above, complementing the warm tones of the decor.

4.95 out of 5 average rating, 122 reviews

Mountain Delight Near Winter Park

A modern living area features a deep blue sofa adorned with decorative pillows, a glass coffee table, and a cozy textured rug. Natural light filters in through large windows, highlighting a dining area and a spiral staircase that leads to the loft space above.

4.9 out of 5 average rating, 144 reviews

Newly Renovated Mountain Modern Condo

A welcoming living area features a stone fireplace and large windows that allow natural light. Seating is provided by a comfortable couch and rocking chair, complemented by a dining table. A mounted TV is also visible, creating a cozy space for relaxation and entertainment.