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.

4.92 out of 5 average rating, 167 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 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.

4.88 out of 5 average rating, 110 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

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, 157 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

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, 279 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.

The exterior of the Waterside Complex is reflected on the calm surface of the water, showcasing multiple rustic-style buildings adorned in warm colors. Lush greenery surrounds the area, enhancing the natural setting, while a clear blue sky adds to the serene backdrop.

4.97 out of 5 average rating, 136 reviews

Walk to Restaurants! Hike, Bike and Fish!

Don’t miss out on late summer and early fall! Bike, hike and fish from the front door! Don’t miss this 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.

4.95 out of 5 average rating, 152 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, oversized island and dining - Perfect for dinner in, playing 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. Approx an hour from Denver! PLEASE NOTE: the community hot tub is shared.

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.

4.85 out of 5 average rating, 248 reviews

Main Street Luxury - 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 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.

4.95 out of 5 average rating, 105 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!

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.

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

4.96 out of 5 average rating, 107 reviews

The Best Location in Downtown Winter Park!

Escape to the mountains in this beautifully renovated two-story condo, ideally located in the heart of downtown Winter Park. Cozy up by the fireplace, relax in the hot tubs, or enjoy the breathtaking mountain views from your private balcony. With shops, restaurants, bars, and live events just steps away, plus a nearby bus stop offering a quick five-minute ride to Winter Park Resort, adventure and convenience are at your doorstep. STR License #018230

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.

Popular amenities for Winter Park apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

4.89 out of 5 average rating, 9 reviews

Summer Escape • Riverfront Stay in WP

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

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, 320 reviews

On Fraser River - King bed - pool & hot tubs @ rec

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.

4.85 out of 5 average rating, 112 reviews

Prime location, amazing views, stylish, sleeps 7

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, 159 reviews

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

4.92 out of 5 average rating, 26 reviews

Founders Pointe 4355 Ski In Ski Out Winter Park

A community pool area features a clear blue water pool surrounded by a sun deck. Several lounge chairs are positioned alongside the pool, with a wooden clubhouse visible in the background, providing a spacious area for relaxation and gatherings.

4.87 out of 5 average rating, 106 reviews

Four-Season Winter Park Condo w/ Pool Access!

4.81 out of 5 average rating, 124 reviews

Indian Peaks Resort with Private Indoor Hot Tub

Pet-friendly apartment 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, 105 reviews

Cozy Mountain Getaway - Minutes to Winter Park

A serene snowy landscape showcases dense evergreen trees blanketed in fresh snow. The balcony railing is visible, providing a view of the winter scene. Soft light filters through the branches, creating a peaceful atmosphere in the surrounding nature.

4.75 out of 5 average rating, 198 reviews

Great Condo right on the Creek License #005702

A spacious living area features a red seating arrangement with a comfortable sofa and armchair, complemented by light streaming through multiple windows. A kitchen island with a sink is visible, alongside a dining area that includes four chairs. A stone fireplace adds a touch of warmth to the space.

4.86 out of 5 average rating, 505 reviews

Cozy 1 bedroom Granby Ranch condo

4.9 out of 5 average rating, 331 reviews

Mountain Studio | Pool & Hot Tubs | Near RMNP

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

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, 564 reviews

Granby Mountain Retreat

4.91 out of 5 average rating, 143 reviews

Tall Timbers of the Rockies

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, 124 reviews

Winter Park Getaway for Mountain Biking/Hiking!

Apartment rentals with a pool

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

The exterior of the building showcases a four-story structure with a mix of red and stone finishes. Lush greenery surrounds a stone fire pit and seating area, while mountains are visible in the background under a partly cloudy sky.

4.82 out of 5 average rating, 150 reviews

Winter Park 2bd/2ba (Sleeps 6) - Ideal Location!

A panoramic view showcases the majestic mountains, framed by a landscape of rolling hills and dotted with trees. The seasonal colors reveal golden foliage alongside patches of green, while a serene sky provides a dramatic backdrop with soft, cloud-covered tones.

4.9 out of 5 average rating, 151 reviews

Cozy 2 bed/2 bath with Hot Tub and Mountain View

The kitchen features rich wooden cabinets and granite countertops. An under-mount sink is positioned at the island, with a view of the stainless-steel stove and microwave. Stone accents add texture to the space, while shelves display decorative items and dishware.

4.95 out of 5 average rating, 117 reviews

Walk to town! Indoor pool, sauna, hot tubs.

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.

4.89 out of 5 average rating, 163 reviews

Newly Renovated Mountain Modern Condo

An indoor swimming pool is surrounded by large windows that allow natural light to fill the space. The clear water reflects the overhead beams and sunlight, while lounge chairs are positioned nearby for relaxation.

4.76 out of 5 average rating, 148 reviews

Perfect ski Condo

A modern living space is showcased, featuring two dark leather sofas with decorative pillows, a coffee table, and a simple area rug. The kitchen area includes white cabinets, stainless steel appliances, and a small wood island, all illuminated by recessed lighting.

4.97 out of 5 average rating, 101 reviews

Mtn condo - hot tub, bus line, stocked kitchen

The cozy living area features a comfortable sofa adorned with patterned cushions, complemented by a rustic coffee table. A modern kitchen with wooden cabinetry and bar stools is visible, along with a bright, inviting atmosphere enhanced by natural light from the ceiling fixtures.