Family-Friendly rentals near Winter Park Resort

4.98 out of 5 average rating, 132 reviews

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

2BR townhome with a loft in a woodsy neighborhood in Winter Park/Fraser. Want a relaxing scenic place to sit by the fire or enjoy Grand County's outdoor adventures? Come stay and enjoy this townhome with access to free shuttle transportation during the winter. Both bedrooms include King beds. The loft includes a daybed that expands to a king bed and the sofa pulls out to a bed. PRIVATE 7 PERSON HOT TUB on patio. Propane Grill, easy access to hiking/biking trails, restaurants, stores, bars, etc.

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

4.96 out of 5 average rating, 292 reviews

The modern mountain home is showcased against a backdrop of snow-covered terrain and distant mountain peaks. Its angled roof and contemporary design blend seamlessly with the natural surroundings. Large windows reflect the serene landscape, while surrounding trees add to the tranquil winter setting.

Cabin in Grand County

Scandinavian-Inspired Escape: Modern Cabin w/ Spa

Escape to our Modern Mountain Home in Grand County, Colorado, where luxury meets wilderness! Nestled amidst majestic mountains, this Scandinavian-inspired retreat offers the perfect blend of rustic charm and contemporary comfort. Wake up to breathtaking views, with hiking, biking, and skiing right outside your door. Highlights: • Panoramic mountain views • Close to Winter Park & RMNP • Scandinavian-inspired design • Wood-burning fireplace • Private hot tub Grand County Permit #106884

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.

4.98 out of 5 average rating, 497 reviews

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.

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.

4.97 out of 5 average rating, 126 reviews

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.

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, 275 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, 102 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!

The open living area features modern furnishings with a large sectional couch and accent chairs. A stone fireplace is positioned beside a flat-screen TV. Natural light floods in through the glass doors that lead to a private balcony offering mountain views.

4.87 out of 5 average rating, 112 reviews

Hike & Bike! Mtn-View Condo 1 Block to Main St

Soak up the sun and enjoy alpine adventures at this 2-bed, 2-bath condo in Winter Park! Boasting a modern interior with all the comforts of home and community amenities like a hot tub and bike storage, this vacation rental ensures space for the whole crew! Grab a brew and bite to eat on Main Street, just a short walk away, or head out to conquer the mountain biking and hiking trails in the Rockies. After active days, cook dinner or host your own cookout on the patio!

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, 217 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, 241 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.

A spacious living area features a comfortable leather sofa adorned with decorative pillows. A stone fireplace serves as a focal point, while large windows allow natural light. A workspace is visible alongside a queen-size bed with a rustic plaid bedspread, creating a welcoming atmosphere.

5.0 out of 5 average rating, 119 reviews

Cozy Winter Park Riverfront Studio~ Walk Downtown

Riverside Rendezvous is a stylish studio nestled right on the Fraser River. This tranquil location is walkable to all the amenities one would desire in town. You will have a queen-size bed, queen-size sofa sleeper, full kitchen, bathroom, fireplace, private patio & ski closet. Walk to ski shuttle stop, miles of hiking/biking trails, fishing, restaurants, grocery store, bars, breweries & nightlife.

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

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, 175 reviews

Hideaway Park! Hot tub,Pool,FitnessCtr&FreePrkg

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, 257 reviews

Homebase Snowblaze

4.99 out of 5 average rating, 154 reviews

Home in Winter Park

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

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

A spacious living area is bathed in natural light from large windows, featuring a gas fireplace set against a stone backdrop. A comfortable couch provides seating, with a rustic coffee table styled with a chess set. Cozy decor elements, including soft blankets, enhance the inviting atmosphere.

4.97 out of 5 average rating, 122 reviews

Cozy Modern Cabin w/ Hot Tub - Minutes to Ski Area

4.94 out of 5 average rating, 34 reviews

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

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

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!

Family- and pet-friendly home rentals

4.84 out of 5 average rating, 647 reviews

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

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, 155 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, 158 reviews

Tipsy Fox @ Downtown Winter Park Near the Slopes!

4.93 out of 5 average rating, 698 reviews

Guest suite in Fraser

The Mountains are calling!

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 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

4.99 out of 5 average rating, 307 reviews

A spacious spa pavilion contains a six-person hot tub, emitting steam and soft, colored lights. A wood-burning fireplace complements the setting, while a large TV is mounted above. Large windows provide views of snowy outdoor scenery, enhancing the retreat's tranquil atmosphere.

Cabin in Idaho Springs

Luxury Spa Retreat with Private Hot Tub & Sauna

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, 292 reviews

Beautifully Furnished Modern Condo In Downtown WP

Family-friendly home rentals with a pool

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, 160 reviews

Cozy mountain retreat in downtown Winter Park

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, 119 reviews

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

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, 344 reviews

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

A cozy living room features a full sofa, a comfy chair, and a rustic coffee table set on a striped rug. A gas fireplace is set into a stone wall, while large windows offer mountain views. Blinds provide adjustable light control.

5.0 out of 5 average rating, 103 reviews

Cozy DT condo mins from slopes

5.0 out of 5 average rating, 101 reviews

Home in Winter Park

Luxury 3BR Winter Park | Hot Tub | Ski Shuttle

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.

4.77 out of 5 average rating, 152 reviews

Perfect ski Condo

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.

4.93 out of 5 average rating, 120 reviews

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

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, 104 reviews

Mtn condo - hot tub, bus line, stocked kitchen

Family-friendly home rentals with Wifi

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, 197 reviews

Modern/Rustic 2-bedroom Townhouse + Bonus Loft

5.0 out of 5 average rating, 39 reviews

Winter Park Ski Resort - Top Floor

5.0 out of 5 average rating, 51 reviews

Arcade | Ski-In/Out | Retro Camp Vibes | TreeCondo

A modern living area is furnished with a leather sofa, accent chairs, and a coffee table. Large floor-to-ceiling windows allow natural light to fill the space, revealing views of the outdoors. Artwork hangs on the wall, contributing to the contemporary design.

5.0 out of 5 average rating, 57 reviews

New 2BD/2BA w/AC: Walk to Restaurants + Shopping!

4.96 out of 5 average rating, 75 reviews

An open concept living area is highlighted by a modern gas fireplace set against a stone wall. A spacious sectional sofa faces the fireplace, complemented by a decorative area rug. Large windows fill the space with natural light, showcasing stylish furnishings and a dining table for six.

Home in Winter Park

Downtown WP Cabin 44 - Hot Tub - Views - Bunks

A spacious living area features a dark leather sofa and a light-colored armchair, complemented by a coffee table on a colorful rug. Natural light streams in through three windows adorned with white blinds, while an artwork hangs on the wall near a ceiling fan.

4.98 out of 5 average rating, 83 reviews

Fraser Crossing Ski/in Out #3422

4.94 out of 5 average rating, 32 reviews

Founders Pointe 4355 Ski In Ski Out Winter Park