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Places to stay near Winter Park Resort

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Top-rated holiday rentals near Winter Park Resort

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Guest favourite
An open living area showcases a black leather sectional couch arranged around a circular wooden coffee table adorned with greenery. Wooden accents highlight the walls, while soft lighting illuminates the adjacent kitchen and dining space visible in the background.
Townhouse in Winter Park

Modern/Rustic 2-bedroom Townhouse + Bonus Loft

Newly renovated modern/rustic three-story A-Frame townhome on the free shuttle route. Small and cozy, this 2 bedroom (+ lofted bed) can comfortably accommodate 5, but it should be noted that there's only 1 full bathroom! The location is perfect: it's quiet and serene while only being minutes from downtown Winter Park and two miles from the WP Resort. Vasquez Road is .4 miles from the front door to access everything the National Forest has to offer (hiking, snowshoe excursions, mountain biking)

4.97 out of 5 average rating, 203 reviews
Guest favourite
The rustic cabin exterior is framed by tall aspen trees and features a wooden door. Bright flower boxes, filled with white and red blooms, add a pop of color in front of the porch area. A grill is positioned nearby on the deck.
Cabin in Winter Park

Cozy Cabin in Perfect Location

You've found the perfect cabin for your trip to Winter Park. Cozy, w/a queen bed & a single, pull-out couch. Small kitchen or -on a nice day- grill on back deck near creek. Electric fireplace adds ambiance. Tiny kitchen w/appliances, Keurig &dishes. STEPS away from Cooper Creek Town Square restaurants & Hideaway Park’s concerts. The City of Winter Park has trains going through the town, which adds to the charm. We love pets/dogs! 2 or more dogs require extra $10 per dog one-time cleaning fee.

4.84 out of 5 average rating, 659 reviews
Top Guest favourite
A spacious living area features large windows that provide views of the mountains and natural light. Comfortable leather seating surrounds a low coffee table, with a decorative area rug enhancing the space. A warm ambiance is created by a nearby lamp and wooden elements.
Townhouse in Winter Park

Winter Park Townhome w/ Stunning Slope Views!

Experience Winter Park from an unbeatable location directly across from Winter Park Resort. Framed by stunning slope views, this beautifully appointed 3-bed/2.5-bath mountain retreat offers more than 1,800 square feet of spacious living for up to 8 guests. Spend your days skiing world-class terrain, hiking scenic trails, or exploring Winter Park’s dining, breweries, and live music, then return to the comfort of your own mountain escape. Winter Park Short-Term Rental Registration No. 005732

4.94 out of 5 average rating, 163 reviews
Guest favourite
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.
Condo in Winter Park

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.

4.88 out of 5 average rating, 260 reviews
Top Guest favourite
The exterior of a charming European-style home is displayed, featuring multiple windows with green shutters. A balcony adorned with vibrant flower boxes complements the rustic architecture. Lush greenery surrounds the property, enhancing its inviting appearance against a clear blue sky.
Guest suite in Winter Park

Charming Suite in Old Town Winter Park

Charming European suite steps away from a major ski resort. Located in the heart of Old Town Winter Park this beautiful European Country home is a welcoming retreat for mountain visitors. OUR LARGE PRIVATE SUITE IS IN THE LOWER LEVEL OF OUR HOME, complete with separate bedroom, kitchenette, hot tub, bathroom/shower & FREE PARKING! Take a 10-15 minute walk or short bus ride to the base of the Winter Park Resort to experience incredible skiing and boarding at any of the Resort's Territories.

4.98 out of 5 average rating, 499 reviews
Top Guest favourite
A welcoming outdoor entryway features a covered porch with colorful hanging flower baskets. Two chairs are positioned next to a small table, inviting relaxation. A decorative rug adorns the area, complementing the wooden structure and surrounding greenery.
Guest suite in Fraser

Madge’s Studio Pets welcome!

Whether it be play time or quiet time (or both!), we offer our guests (and pets) the comfort of a large studio and yard at the end of a dead end street. You have a beautiful mountain setting with easy access to all your favorite summer activities. In addition, we are 45 minutes from Rocky Mountain National Park and the lakes of Grand Lake. After enjoying a perfect Colorado day, come back to your spacious room for a drink on your private patio to think about what restaurant to enjoy.

4.97 out of 5 average rating, 507 reviews
Top Guest favourite
A modern living area is highlighted by a comfortable sectional sofa and a square glass coffee table. Floor-to-ceiling windows showcase scenic mountain views, while bright light fills the room. The open layout includes a sleek television mounted on the wall and a glimpse of the dining area.
Apartment in Winter Park

Luxury Winter Park Studio*PrivHotTub*Majestic View

Brand New Studio styled in HIP MOUNTAIN CONTEMPORARY in EXCLUSIVE Leland Creek! Perched amongst the aspen trees with spectacular sunset views,you'll never want to leave your own private Hot Tub and Deck!Floor to ceiling windows with stunning mountain views,Room+Board furniture and rustic ski vibe fill the home with a Contemporary Chic style.Private Entrance.Good Pets are welcome.10miles to Granby.18 miles to Grand Lake+Rocky Mountain National Park.DenverInternational airport 1.5 HR.

4.97 out of 5 average rating, 135 reviews
Top Guest favourite
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.
Condo in Winter Park

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.

4.91 out of 5 average rating, 280 reviews
Top Guest favourite
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.
Condo in Winter Park

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, retreat to a fully private primary suite with ensuite bath. The second bedroom, just off the entryway, has its 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.

5.0 out of 5 average rating, 131 reviews
Guest favourite
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.
Condo in Winter Park

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.

4.96 out of 5 average rating, 120 reviews
Guest favourite
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.
Condo in Winter Park

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

4.88 out of 5 average rating, 221 reviews
Top Guest favourite
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.
Condo in Winter Park

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.

4.9 out of 5 average rating, 251 reviews

Popular amenities for holiday rentals near Winter Park Resort

KitchenWi-FiPoolFree parking on premisesAir conditioning

Other top sights near Winter Park Resort

Winter Park Resort

515 locals recommend

Doc's Roadhouse

15 locals recommend

Alpine Slide

14 locals recommend

Condo rentals with Wi-Fi

Guest favourite
Condo in Winter Park

Ski-In / Ski-Out 1 Bedroom Condo base of WP Resort

4.92 out of 5 average rating, 122 reviews
Guest favourite
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.
Condo in Winter Park

Oversized 1bed Ski In/Out MTN VIEWS King&Qn beds

4.89 out of 5 average rating, 337 reviews
Guest favourite
A cozy living space is featured, showcasing a dark leather sofa with a lavender throw pillow. A wall-mounted television is positioned above a white-brick fireplace. Light hardwood flooring extends throughout, while large windows allow natural light to brighten the room.
Condo in Winter Park

Beautiful Condo at Winter Park!

4.94 out of 5 average rating, 106 reviews
Top Guest favourite
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.
Condo in Winter Park

Top Floor Condo Steps From Free Shuttle w/Hot Tub

4.93 out of 5 average rating, 290 reviews
Guest favourite
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.
Condo in Winter Park

Cozy mountain retreat in downtown Winter Park

4.94 out of 5 average rating, 165 reviews
Guest favourite
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.
Condo in Winter Park

Hideaway Park! Hot tub,Pool,FitnessCtr&FreePrkg

4.91 out of 5 average rating, 188 reviews
Guest favourite
The living room features a modern gray sofa facing a sleek coffee table and an electric fireplace. A dining area with a wooden table and chairs is visible in the background, while artwork adorns the walls, enhancing the serene ambiance.
Condo in Winter Park

Top Floor with Beautiful Views! Great location!

4.92 out of 5 average rating, 214 reviews
Guest favourite
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.
Condo in Winter Park

Prime location, amazing views, stylish, sleeps 7

4.87 out of 5 average rating, 119 reviews

Family-friendly house rentals

Guest favourite
A secluded chalet is surrounded by towering trees and located next to a gently flowing river. The dark wood structure features large windows and a spacious deck, inviting a connection with nature and providing serene views of the natural landscape.
Home in Winter Park

Winter Park Creekside Chalet with Hot Tub

4.95 out of 5 average rating, 178 reviews
Top Guest favourite
Home in Winter Park

Luxury 3BR Winter Park | Hot Tub | Ski Shuttle

5.0 out of 5 average rating, 102 reviews
Top Guest favourite
A spacious living area features large windows that provide abundant natural light and mountain views. A sectional sofa is arranged around a fireplace, while a dining table capable of seating up to ten is positioned nearby. A warm, inviting atmosphere is created by the tasteful decor.
Home in Fraser

Relax and Have Fun in Our Beautiful Home

4.98 out of 5 average rating, 190 reviews
Top Guest favourite
Home in Winter Park

Pool Access & Mtn View! Luxe WP Cabin, Near Trails

4.99 out of 5 average rating, 156 reviews
Guest favourite
Home in Fraser

Beautiful 5 BR Mountain Home, Hot Tub, shuttle!

4.85 out of 5 average rating, 103 reviews
Superhost
Home in Winter Park

Ski In Out Condo 3325 - Huge Hot Tub - Great Views

4.93 out of 5 average rating, 28 reviews
Top Guest favourite
Home in Winter Park

Winter Park Home | Hot Tub Sauna Walk to Downtown

5.0 out of 5 average rating, 19 reviews
Guest favourite
The exterior of a modern townhome is depicted, featuring a light brown facade with timber accents. A private garage is visible, and a gentle slope leads towards the entrance. In the background, a scenic view of a mountain covered in trees and ski trails is presented.
Home in Winter Park

Luxury Home - Winter Park Resort Views w/ Hot Tub

4.88 out of 5 average rating, 57 reviews

Apartment rentals with air conditioning

Top Guest favourite
A modern kitchen space is highlighted by a central island with seating for four. Sleek cabinetry in soft colors complements stainless steel appliances, including a refrigerator and a range hood. Pendant lights provide illumination above the island, enhancing the inviting atmosphere.
Apartment in Winter Park

Tipsy Fox @ Downtown Winter Park Near the Slopes!

4.95 out of 5 average rating, 163 reviews
Top Guest favourite
The cozy family room features a stone fireplace and a wall-mounted TV. Two brown leather armchairs are positioned near a round coffee table. Large windows provide natural light and impressive views of the Continental Divide, while artwork adorns the walls for added character.
Apartment in Winter Park

Mountain Town Luxury Penthouse

5.0 out of 5 average rating, 28 reviews
Top Guest favourite
Apartment in Winter Park

Mountain Condo w/ Hot Tub | Walk to Town | Ski Bus

5.0 out of 5 average rating, 22 reviews
Guest favourite
A spacious kitchen area features wooden cabinetry and stainless steel appliances, including a dishwasher. A dining table with black chairs is positioned near a large window, while a gas fireplace adds warmth to the cozy living space. Outdoor views are visible through the balcony door.
Apartment in Winter Park

Ski-in Ski-Out Winter Park Condo

4.89 out of 5 average rating, 76 reviews
Guest favourite
A modern living area is showcased, featuring a plush green couch and a sleek dining table. Above, a spiral staircase leads to the loft, while artwork of animals adorns the walls. The spacious kitchen area includes stainless steel appliances and an inviting breakfast bar.
Apartment in Winter Park

Downtown Winter Park W/ Hot Tub

5.0 out of 5 average rating, 22 reviews
Guest favourite
The modern condo building features a blend of stone and wood accents, with multiple balconies visible on the facade. Large windows reflect the clear blue sky, while the surrounding landscape includes snow-covered ground and evergreen trees.
Apartment in Winter Park

Ski-in/Ski-out Winter Park 2 bdr

5.0 out of 5 average rating, 20 reviews
Top Guest favourite
A spacious bedroom features a large bed with dark bedding and decorative pillows. Two expansive windows provide scenic views of the snow-covered landscape. A wooden dresser adds warmth to the room, which is illuminated by natural light.
Apartment in Winter Park

Downtown Luxury Condo | Hot Tub | Free Shuttle Rte

4.98 out of 5 average rating, 51 reviews
Superhost
A private hot tub is showcased on a spacious balcony, with jets bubbling gently. The view includes a modern condo building in the background under a bright blue sky scattered with clouds, surrounded by landscaped greenery.
Apartment in Winter Park

Cozy condo w/ patio views & hot tub

4.95 out of 5 average rating, 19 reviews

Other great holiday rentals near Winter Park Resort

Top Guest favourite
Guest suite in Fraser

The Mountains are calling!

4.92 out of 5 average rating, 704 reviews
Top Guest favourite
An outdoor swimming pool is surrounded by a stone patio, featuring fountains that create gentle splashes. The backdrop includes a snow-covered hill and mountain trees, with nearby buildings displaying various architectural styles. Lounge chairs are arranged along the edge of the pool.
Apartment in Winter Park

Village of Winter Park Condo

4.86 out of 5 average rating, 323 reviews
Top Guest favourite
A private hot tub is located on the patio, providing views of the living space through large glass doors. The interior features an open layout with a cozy fireplace and a TV visible on the wall. Modern furnishings create a welcoming environment.
Townhouse in Winter park

Modern Cabin w/ Hot Tub & Garage - Minutes to Mtn

4.98 out of 5 average rating, 133 reviews
Guest favourite
The living area features a spacious leather sectional sofa arranged around a coffee table, creating an inviting space. A stone fireplace serves as a focal point, while large windows allow natural light to fill the room. A television is positioned within a wooden console.
Townhouse in Winter Park

Beautiful Townhome in Downtown Winter Park!

4.9 out of 5 average rating, 234 reviews
Guest favourite
Condo in Winter Park

Winter Park Ski Resort - Top Floor

4.98 out of 5 average rating, 42 reviews
Top Guest favourite
A modern building is visible on the left, surrounded by snow-covered ground and tall evergreen trees. A clear blue sky is overhead, with the sun shining brightly in the upper right corner. A snow-packed path leads through the winter landscape, inviting exploration.
Apartment in Winter Park

Modern New build ski in/out. 1br + den.

5.0 out of 5 average rating, 49 reviews
Guest favourite
Apartment in Winter Park

Ski in / Ski out at Winter Park - pool & hot tub

4.9 out of 5 average rating, 20 reviews
Guest favourite
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.
Condo in Winter Park

10 Minute Walk to the Winter Park Gondola 6 beds.

4.94 out of 5 average rating, 69 reviews

Frequently Asked Questions

  • Where is Winter Park Resort located?

    Winter Park Resort is set in the Rocky Mountains of Colorado, surrounded by national forest. Its elevated location has scenic alpine views and direct access to mountain terrain.

  • When is the best time to visit Winter Park Resort?

    Many visitors enjoy Winter Park Resort in winter for skiing and snowboarding, while late spring through early fall are often recommended for mountain biking, hiking, and scenic lift rides. Each season draws people with different interests in outdoor activities.

  • How old is Winter Park Resort?

    Winter Park Resort dates back to the early 1940s, making it a long-established part of Colorado’s mountain recreation landscape. Over the years, it has expanded its trails and amenities to welcome a diverse range of visitors.

  • Why was Winter Park Resort built?

    Winter Park Resort was developed to provide a mountain recreation destination accessible to outdoor enthusiasts and residents of Colorado. Its founding supported the region’s growing interest in winter sports.

  • What are some things to do near Winter Park Resort?

    Around Winter Park Resort, you can explore mountain biking trails, hiking paths, and opportunities for snowshoeing or tubing seasonally. The nearby town area has restaurants, shops, and spaces for local art and culture.

  • How is the weather near Winter Park Resort?

    Winters near Winter Park Resort are cold and snowy, with temperatures often between 11–36°F (-11–2°C). Summers bring milder days around 43–68°F (6–20°C), and afternoon showers are common during July and August.

  • How was Winter Park Resort built?

    Winter Park Resort’s creation involved carving ski runs, installing foundational lifts, and developing lodges at high elevations exceeding 9,000 ft (2,743 m). Over time, its infrastructure has expanded to serve year-round outdoor activities.

  • What is the history of Winter Park Resort?

    Winter Park Resort began in the early 1940s, growing from a simple ski area to a widely known mountain resort. Its development reflects Colorado’s strong tradition in skiing, snow sports, and outdoor recreation.

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