Family-Friendly rentals near Winter Park Resort

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.

4.97 out of 5 average rating, 201 reviews

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)

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, 180 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 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.

4.95 out of 5 average rating, 164 reviews

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

Guest suite in Winter Park

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.

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, 498 reviews

Superhost

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.

4.95 out of 5 average rating, 176 reviews

Winter Park Creekside Chalet with Hot Tub

Experience nature in this scenic 4-bedroom, 3-bathroom chalet that is secluded amongst the trees and river yet close to everything. Choose having your morning beverage nestled in front of the fireplace or in a hot tub overlooking the river. The property is perfectly situated with downtown 1 mile away, Winter Park Resort within a 10 minute drive and 75 steps from the Lift bus route too. Or, stay around the house with access to beautiful hiking and mountain biking trails just 1 block away!

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, 278 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.

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.

4.94 out of 5 average rating, 105 reviews

Beautiful Condo at Winter Park!

Beautiful one bedroom condo that sleeps up to 6 and situated at one of the best locations at Iron Horse. All amenities including pool, hot tub, fitness center, and garage are in the same building! Walk across the sky bridge and you’re at the corridor run connecting the base of Mary Jane to the base of Winter Park. Condo includes a king, queen Murphy, and one queen plus bed from a new American leather sleeper sofa. Completely equipped kitchen and great place for all activities!

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/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.

4.84 out of 5 average rating, 113 reviews

A warm wooden cabin is set against a backdrop of tall evergreen trees, blanketed in snow. The scene captures a serene winter day, with fluffy clouds drifting in a bright blue sky. Snow-covered paths lead towards the entrance of the inviting retreat.

Cabin in Winter Park

Moose House in Perfect Location!

PERFECT LOCATION with a CREEK in the backyard! > Sleeps 13 guests comfortably > 4 bedroom > 3 Baths > 2 Fireplaces > HotTub for 8 > Town square directly across street - restaurants, shops, 2 min. walk. **This property is also perfect for family reunions and small private weddings. For larger groups than 13, there is also a smaller cottage on the same property for rent, which can sleep 3 more guests. Both properties can be rented together. Please contact us to coordinate.

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.

4.88 out of 5 average rating, 220 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

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, 247 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.

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, 164 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 family-friendly rentals near Winter Park Resort

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

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.

4.89 out of 5 average rating, 337 reviews

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

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, 432 reviews

Winter Park Studio: On the River~ Walk Downtown!

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.

5.0 out of 5 average rating, 48 reviews

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

A dog is seen lounging beside a clear hot tub, with a snowy backdrop of evergreen trees. Outdoor seating is arranged nearby, and a fencing surrounds the area, providing a sense of privacy and comfort. Snow-covered ground reflects the serene winter landscape.

5.0 out of 5 average rating, 51 reviews

NEW Ski In/Out Condo w/ Hot Tub & Balcony

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.

5.0 out of 5 average rating, 20 reviews

Ski-in/Ski-out Winter Park 2 bdr

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.

5.0 out of 5 average rating, 60 reviews

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

4.94 out of 5 average rating, 18 reviews

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

5.0 out of 5 average rating, 19 reviews

Ski In/Out Sleep 10 LUX ZML Penthouse Low Chemical

Family- and pet-friendly home rentals

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.

4.86 out of 5 average rating, 117 reviews

Prime location, amazing views, stylish, sleeps 7

A modern living area features a comfortable leather sofa, accent chairs, and a coffee table. A fireplace is positioned beneath a flat-screen TV, with large windows allowing natural light to brighten the space. Artwork adorns the walls, adding a contemporary touch.

4.98 out of 5 average rating, 294 reviews

Beautifully Furnished Modern Condo In Downtown WP

4.98 out of 5 average rating, 333 reviews

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.

Condo in Fraser

View • Fireplace • Hot Tub • Sauna • Pool

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, 199 reviews

Great Condo right on the Creek License #005702

An expansive wooden deck is shown, featuring rustic log railings. Breathtaking views of lush green mountains and a clear blue sky are visible in the background, inviting appreciation of the natural surroundings.

4.94 out of 5 average rating, 156 reviews

Winter Park Mountain Views with Relaxing Hot Tub

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.

4.95 out of 5 average rating, 161 reviews

Tipsy Fox @ Downtown Winter Park Near the Slopes!

4.93 out of 5 average rating, 701 reviews

Guest suite in Fraser

The Mountains are calling!

A spacious mountain home is surrounded by snow-covered trees under a clear night sky. Warm light emanates from the windows, highlighting the wooden exterior. A large deck is visible, featuring a staircase that leads to the main entrance, inviting guests to enjoy the serene landscape.

4.87 out of 5 average rating, 276 reviews

Beautiful Rustic Home, 4 BDR+ Bonus Room!

Family-friendly home rentals with a pool

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.

4.88 out of 5 average rating, 259 reviews

Homebase Snowblaze

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

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

An outdoor heated pool is featured alongside two hot tubs, surrounded by a scenic landscape of snow-covered trees and mountains. The area is paved with a spacious deck for relaxation, with clear skies above enhancing the serene atmosphere of the retreat.

4.93 out of 5 average rating, 193 reviews

Ski-in/Ski-out, Luxury amenities +Free parking

4.99 out of 5 average rating, 155 reviews

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

5.0 out of 5 average rating, 102 reviews

Luxury 3BR Winter Park | Hot Tub | Ski Shuttle

A living area is showcased with a comfortable gray sofa and a warm electric fireplace. A large television is mounted on the stone wall. Natural light illuminates the space through windows, complemented by colorful wall accents and a cozy rug underneath.

4.88 out of 5 average rating, 347 reviews

Walk to Downtown | Hot Tub | Fire place | River |

4.93 out of 5 average rating, 134 reviews

Sleeper@SnowBlaze! Great Location! Hot Tubs/Pool!

Family-friendly home rentals with Wifi

4.98 out of 5 average rating, 40 reviews

Winter Park Ski Resort - Top Floor

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.

4.94 out of 5 average rating, 69 reviews

10 Minute Walk to the Winter Park Gondola 6 beds.

4.94 out of 5 average rating, 35 reviews

Trestle Bike Park•Hot Tub•Pet Friendly•Mtn View

The exterior of a two-story home is shown, featuring a modern design with large windows and a spacious deck. A two-car garage is visible, along with a snow-covered landscape and the ski lift nearby.

4.96 out of 5 average rating, 53 reviews

Slope side Single Family Home/Winter Park Base

A modern condo building stands against a clear blue sky, showcasing a contemporary design with a mix of dark and light materials. Large windows enhance the building's exterior, while a stone base provides stability. Surrounding snow-covered ground and evergreen trees complete the winter setting.

5.0 out of 5 average rating, 11 reviews

Ski In/Ski Out 2bdrm Winter Park

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.

5.0 out of 5 average rating, 26 reviews

Mountain Town Luxury Penthouse

Superhost

4.92 out of 5 average rating, 25 reviews

Ski-In/Out & Trestle Access | Pool