Condo vacation rentals in Winter Park

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, 115 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 spacious living area is highlighted by a stone fireplace and a large mounted TV. Comfortable seating includes a plush sofa and an accent chair. A rustic area rug beneath a coffee table and a contemporary dining area are visible, with natural light streaming in from sliding glass doors.

4.99 out of 5 average rating, 132 reviews

The Adventure Loft-modern luxury in Winter Park!

The Adventure Loft is in a premier top-floor location in Trailhead Lodges. It is within walking distance to Hideaway Park, breweries, and bakeries in Winter Park! The free shuttle bus picks up right down the street. The wrap-around deck offers views of the Rocky Mountains and peek-a-boo views of the Rendezvous Music Stage. This modern luxury loft with high vaulted ceilings and a gourmet kitchen awaits you for the perfect mountain getaway! We welcome pets for a $75 fee PER PET. Two pet maximum.

The modern kitchen features wooden cabinets and a spacious island with seating for four. Pendant lights illuminate the workspace, which includes a stainless steel refrigerator and a gas range. Warm wood flooring complements the contemporary design.

4.98 out of 5 average rating, 151 reviews

NEW 2 BR condo by Winter Park w/private hot tub

BRAND NEW Contemporary 2 BR 1 BA near Winter Park Ski Resort with Private Hot Tub on FREE Shuttle route. NEWLY CONSTRUCTED HIP MOUNTAIN condo with over 40K in UPGRADES styled with private deck. Only 2 miles to Winter Park Ski Resort. NOT A PARTY HOUSE! NO HOT TUB USE AFTER 10pm. Please note, in case of damage, deposit will be taken. Close to restaurants and shops located in both Fraser and Winter park. **Be sure to check the resort website for the latest on Skiing and events at winter park**

A spacious living area is shown, featuring a large sectional couch adorned with various decorative pillows. A coffee table sits at its center, and two armchairs are positioned nearby. Natural light enters through sliding glass doors, providing a view of the outside snow-covered landscape.

4.83 out of 5 average rating, 222 reviews

Main Street Luxury- Downtown with Hot Tub + Trails

You'll feel right at home at the hearth of this updated condo. You'll be on the slopes in 2 bus stops with pickup just outside. On Main Street, across from Cooper Creek and the Rendezvous Event Center, the town awaits. Host family style feasts with the fully equipped kitchen and dine up to nine. Relax in the hot tubs, on the huge couch by the big screen digital cable TV with streaming services, on the deck and in the hot tubs. Decadent Cal King bed in master. Ski lockers by the elevator.

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 spacious living area features a sleek Lovesac Sactional couch arranged around a modern coffee table. A stone fireplace enhances the warmth of the space, while large windows provide expansive views of the valley and access to a private deck. Wood beams and a spiral staircase add architectural interest.

5 out of 5 average rating, 114 reviews

Best Views In WinterPark | FamilyFriendly | Garage

COME FOR THE FUN AND STAY FOR THE BEST VIEWS IN WINTER PARK :) Your 3BR/3BA 1,300+ sqft Family Friendly Condo with Private Garage lives like a Townhome with ample space & privacy for everyone in your group. Upstairs you'll find a fully private master bed with ensuite bath. The 2nd bedroom is super private located right off the entryway with it's own private ensuite full bath as well. At the Winter Park Retreat you'll enjoy spectacular views from your private deck and throughout the home.

A cozy living space is highlighted by a large sectional sofa positioned against a brick fireplace. Natural light fills the room through a skylight and glass door that opens to a private deck. A desk with a chair adds a functional touch to the layout.

4.95 out of 5 average rating, 148 reviews

Walk to Town, Front Door Ski Shuttle Pick-up!

Located in the heart of Winter Park, this stylish top floor condo is a 2 bedroom 2 bath that's perfectly situated to meet all your vacation needs. Convenient front door ski shuttle pickup/drop-off! The condo is tucked away on a beautiful hillside, allowing for privacy and panoramic views, only a couple of blocks away from restaurants/bars. It includes two queen size beds, a sofa sleeper, fully-stocked kitchen, wood-burning fire place, spacious private patio, skylights, and new furniture.

A stone fireplace is centered in the room, flanked by a television mounted on the wall. A dining table with two red dishes sits in front of the fireplace, while a photo of a bear adorns the wall above. Warm tones create a cozy setting.

4.89 out of 5 average rating, 115 reviews

Bear's Den

New! Kick back and relax in this beautifully remodeled, ground level studio. Fully equipped kitchen, stone fireplace, queen size bed and pull out sofa. Large covered patio too with mountain views! Ski Granby Ranch or Winter Park, visit Grand Lake, Hot Sulphur Springs, Rocky Mountain National Park and more! Horseback riding, Sleigh rides, Tubing, Snowmobiling, Boating, Kayaking, Paddle boarding, Fishing, Golf, Swimming. It's all here! Check in is at 4:00 pm and check out is at 10:00 am.

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.

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.

Popular amenities for Winter Park condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

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 cozy living area features a leather sofa and two lightly upholstered lounge chairs surrounding a wooden coffee table. A stone fireplace adds warmth, complemented by a mounted television above. Natural light floods in through large windows, enhancing the inviting setup.

4.94 out of 5 average rating, 49 reviews

Steps to Dining | Free Shuttle | Hot Tub

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, 70 reviews

Walk to the slopes

A spacious living area features a large sectional sofa adorned with blue and yellow cushions. Tall windows provide views of the mountains, while a ceiling fan hangs above. A soft area rug complements the room's neutral color palette, adding warmth to the inviting space.

4.98 out of 5 average rating, 64 reviews

Luxury Condo on Main Street - Winter Park, CO

5 out of 5 average rating, 11 reviews

Updated condo with private garage

A spacious living area features leather sofas arranged around an inviting fireplace. Two ottomans and a large television are positioned nearby, while natural light streams in through large windows adorned with wooden frames.

4.93 out of 5 average rating, 55 reviews

10 Minute Walk to the Winter Park Gondola 6 beds.

A multi-story lodge is viewed from a distance, featuring a mix of stone and wood exteriors. Snow-covered slopes ascend in the background, with greenery along the hillside. The building's balconies are visible, offering outdoor space, while ski lift towers are seen nearby.

5 out of 5 average rating, 51 reviews

Zephyr Ski In/Out at Winter Park - 1/2 Price Tues!

Pet-friendly condo rentals

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

5 out of 5 average rating, 76 reviews

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

Superhost

4.89 out of 5 average rating, 317 reviews

Resort Queen Studio | Ski, Pool, Hot Tubs

5 out of 5 average rating, 34 reviews

New Hike/Ski in/out Modern Condo-Mountain Views

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

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!

Condo rentals with a pool

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 cozy seating area features a dark sofa adorned with soft pillows, positioned beside large windows with yellow curtains. A wooden coffee table is set with a plate of fruit and a book, while a warm light fixture hangs overhead, enhancing the inviting ambiance.

4.87 out of 5 average rating, 400 reviews

Cozy Studio~Mtn Views~Salt Water Pool & Hot-Tubs

The studio accommodates a cozy sleeping area with a queen Murphy bed and a queen pull-out couch. Large windows provide natural light, and rustic wooden accents enhance the interior. A small table and comfortable seating complete the inviting atmosphere.

4.85 out of 5 average rating, 200 reviews

Studio~Ski Granby/Winter Park. Pool/Hot Tubs

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 welcoming living area features a light-colored sectional sofa adorned with decorative pillows. Two table lamps provide soft lighting beside a rustic coffee table. A ceiling fan, natural light from the windows, and a mountain-themed wall hanging create a comfortable, relaxed atmosphere.

4.95 out of 5 average rating, 184 reviews

King Bed & Bunkbed Ski Condo at Granby Ranch

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, 145 reviews

Newly Renovated Mountain Modern Condo

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.