Apartment holiday rentals in Winter Park

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.

4.91 out of 5 average rating, 184 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).

The welcoming living area showcases a spacious sectional sofa adorned with a colorful throw. A stone accent wall complements the large flat-screen smart TV. Natural light enters through expansive windows, illuminating the area, while a modern counter separates the kitchen from the living space.

4.94 out of 5 average rating, 164 reviews

Cozy mountain retreat in downtown Winter Park

Lovingly remodeled Hi Country Haus 1 bedroom 1 bathroom condo central to downtown Winter Park. Use our Tiny Mountain Retreat as a launchpad to all the local access Winter Park has to offer or as a space for rejuvenation in this beautiful mountain town. Incredible access to local trail running, mountain biking, backpacking, fly-fishing, hiking and skiing. Grand Lake and Rocky Mountain National Park are easily and often visited from our spot as well. WP Short-term rental registration #019404

A private balcony features a round table surrounded by four wicker chairs, offering expansive views of the Fraser Valley and mountains. Sunlight illuminates the area, and the nearby river reflects the clear sky.

4.98 out of 5 average rating, 336 reviews

View • Fireplace • Hot Tub • Sauna • Pool

Welcome to our favorite place in the mountains We've been sharing our family getaway with guests for years; there's nothing we love more than hearing that someone watched the sunrise with a cup of coffee on the deck, came back from skiing to relax by the fireplace, or spent the evening laughing around the table together We hope you'll feel right at home here And yes...we're dog people🐾 We know vacations are better when the whole family comes along, so well-behaved dogs are warmly welcomed

Superhost

A welcoming living area features a stone fireplace with a modern fire display. A large sectional couch and coffee table are arranged around a colorful braided rug. A flat-screen TV is mounted on the wall, with a view of nature through the window. A cozy front door leads to the outside.

4.87 out of 5 average rating, 122 reviews

WP Mountain Retreat • 3BR/2BA • 3 Hot Tubs & Pool

Modern rustic condo nestled in the heart of Winter Park, CO. Completely remodeled, this charming retreat combines contemporary comfort with mountain elegance. The condo sleeps 9 comfortably with 3 cozy bedrooms, 2 full bathrooms, a fully-equipped kitchen with stainless steel appliances, and a warm living room area, perfect for relaxing after a day of mountain adventures. Enjoy easy access to local shops, dining, Lyft bus stop, and the resort. Ideal for families seeking a serene mountain getaway

4.95 out of 5 average rating, 156 reviews

10 min to Resort! Amazing Views & Sauna!

Renovated Kitchen and Baths! -Top floor condo with breathtaking resort views - Minutes from downtown - 2 expansive balconies & private sauna - Open floor plan with 2 living spaces, large island and dining - Perfect for dinner in, games, or movies by the fire Shuttle to Winter Park / Mary Jane, day trip to Devil's Thumb Ranch, Lake Granby, Grand Lake, Rocky Mountain National Park or Hot Sulphur Springs. Just 1 hr 30 min from Denver! PLEASE NOTE: the community hot tub is shared. STR # 009358

The fully equipped kitchen features wood cabinetry, modern appliances, and a large island with seating for four. A dining area with a circular table and four chairs is positioned nearby. Warm lighting is provided by a decorative pendant fixture, enhancing the cozy ambiance.

4.93 out of 5 average rating, 287 reviews

Top Floor Condo Steps From Free Shuttle w/Hot Tub

Two bedroom, Two bath, top floor condo with three private balconies. Our fully equipped kitchen comes complete with all the amenities you need to prepare your favorite meals, and we provide complimentary toiletries for your convenience. 15 minute walk to main street bars and restaurants and on the free ski shuttle line to the Mountain or Main Street. Take advantage of our free parking in front of the building and unwind after a long day on the slopes or trails in the community outdoor hot tub.

A cozy living area features a brown leather sofa paired with two white armchairs arranged around a wooden coffee table. A decorative bear print adorns the wall, and the space is illuminated by warm lighting. The open kitchen is visible in the background.

4.87 out of 5 average rating, 119 reviews

Prime location, amazing views, stylish, sleeps 7

Relax and unwind at this stylish, centrally-located condo. Features include an updated kitchen as well as both bathrooms, a cozy fire place, spacious patio to enjoy morning coffee with incredible views all season. Located just 0.5 miles from downtown Winter Park you can easily walk to restaurants and shops. A shuttle stop to Winter Park Resort is conveniently located just outside the front door making the slopes just minutes away. Easy access to biking/hiking trails as well as Wolf Park.

Superhost

A modern dining area is highlighted by a round table surrounded by green chairs, with a decorative centerpiece. A stylish light fixture hangs above, and the open kitchen features stainless steel appliances and wooden cabinetry. Natural light filters through large windows, enhancing the inviting space.

4.93 out of 5 average rating, 116 reviews

New Build | Private Hot Tub | Mtn Views | Gameroom

Enjoy a wonderful, mountain retreat in Fraser when you visit this 2-bed, 2-bath vacation rental. Property includes a private hot tub, lock-off suite, fully equipped kitchen, heated garage/game-room, smart TVs, this condo has everything you'll need for a relaxing stay. Garage includes a tornado foosball table and Pop-a-shot with room to park a car. Prime location that is 2-minutes off of the main retail corridor for Winter Park and Fraser! Winter Park resort is a short 8-minute drive!

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.

4.96 out of 5 average rating, 119 reviews

Luxury Ski-In Ski-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 inviting family room features a spacious seating area with leather couches, complemented by natural light filtering through sheer curtains. A kitchen bar with three stools provides additional seating, while a large TV is positioned for easy viewing. Decorative artwork adds a touch of character to the space.

4.98 out of 5 average rating, 172 reviews

Updated Fraser Condo | Trails, Shuttle & W/D

Bright, comfortable 1-bedroom condo in the heart of Fraser — walking distance to the free shuttle into Winter Park, local trails, shops, and restaurants. The open floor plan makes it easy to relax after a day on the mountain. In-unit washer/dryer, cozy furnishings, and a quiet, well-kept building. A short walk behind the building takes you to the community pond, where you’ll find mountain views and a spot to fish. Perfect home base for skiing, hiking, or just unwinding.

A selection of bicycles is positioned on a covered patio, showcasing their vibrant colors and sturdy frames. In the background, a scenic view of mountains and a cloudy sky is visible, with rays of sunlight filtering through the clouds, enhancing the outdoor atmosphere.

4.97 out of 5 average rating, 148 reviews

Walk to Restaurants! Bring your Fishing Pole!

Book now for peak leaf season! Bike, hike and fish from the front door!! Spacious 1 BR Fraser condo perfectly located for your spring and summer adventures in Grand County. You are just a short walk from the grocery store, restaurants, breweries and the Fraser River and Trail. You are a .8 mile walk from the train station which offers daily Amtrak service and weekend Ski train service in the winter. You are also steps away from the free Lift shuttle service.

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.