Family-friendly rentals near Winter Park Resort

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, 140 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

An indoor swimming pool is showcased with crystal-clear water, surrounded by large windows that invite natural light. Lounge chairs are arranged along the edges, and colorful pool toys float on the surface. The ceiling features exposed beams, emphasizing the spaciousness of the area.

4.93 out of 5 average rating, 126 reviews

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

Town of Winter Park license (007884) Newly renovated studio in Snowblaze Condominiums! Perfect location in the Town of Winter Park, close to Winter Park Resort and bus stop outside the front door, and walking distance from all the shops, restaurants, and bars in town! Super comfy Queen size bed in a large studio apartment, large couch and ottoman with huge TV! Updated amenities for the community! Pool has been refinished, new outdoor fire pit area, access to gym and community areas included.

4.84 out of 5 average rating, 616 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

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.

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, 233 reviews

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.

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, 477 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 cozy living area features a green sofa and a striped armchair. A wooden dining table and chairs are positioned nearby, with pendant lighting above. The kitchen showcases stainless steel appliances and warm cabinetry, enhancing the inviting space.

4.9 out of 5 average rating, 299 reviews

One Bedroom Condo - Winter Park Resort Base Area

Hit the slopes early on a powder day! If you need to pop back for a quick lunch, our condo’s convenient location makes it perfect for families. After an adventure-filled day, unwind in the oversized hot tub! As a spacious corner unit, this condo offers more room than standard 1-bedrooms. You’ll sleep comfortably on the king-size Tempurpedic bed, and the living room sofa easily converts into a queen pull-out bed for extra guests. Winter Park Short-Term Rental Registration No. [004361}

A scenic mountainous landscape is showcased, with snow-covered peaks under a clear blue sky. The foreground features a line of trees and a snow-blanketed ground, while distant mountains create a dramatic backdrop.

4.94 out of 5 average rating, 101 reviews

Amazing Top Floor WP Getaway!

Beautiful condo with excellent access to all Winter Park has to offer! Relax by the wood burning fireplace after a day of the world's best skiing (the shuttle picks up right out front), hiking, mountain biking. 1/4 mile walking trail (or 3 minute drive) drops you right in the heart of Winter Park. Amazing views from three decks! Includes underground parking, ski locker, hot tubs, pool, exercise room, game room, bar, and restaurant within the building. Fully equipped kitchen.

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, 196 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

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, 183 reviews

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

Discover the perfect mountain retreat! Enjoy seamless ski-in/ski-out access, a first-floor location, and unwind in the indoor/outdoor heated pool and new hot tubs. Stay fit in our on-site fitness center, park hassle-free, and explore with a free local shuttle at your doorstep. With custom queen and bunk murphy beds, this cozy escape offers comfort and convenience. Your mountain getaway awaits – embrace the charm, relax, and make unforgettable memories!

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, 204 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 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, 395 reviews

Winter Park Studio: On the River~ Walk Downtown!

Fireside Haven is a cozy studio located on a secluded spot RIGHT on the Fraser River, yet is walkable to all that downtown Winter Park has to offer. Dine-out, shop, enjoy coffee at a café, cocktails at happy hour, hike/bike and catch the ski shuttle all within a five-minute walk from your front door! You will have a king-size bed, queen-size sofa sleeper, full kitchen, bathroom, fireplace, private patio & ski closet.

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, 135 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

5 out of 5 average rating, 263 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 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.

4.94 out of 5 average rating, 135 reviews

Tipsy Fox @ Downtown Winter Park Near the Slopes!

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.

4.9 out of 5 average rating, 247 reviews

Ski-In Ski-Out Zephyr Mtn Lodge Condo w/ Hot Tub

The exterior of the condo building is illuminated by soft lighting, including blue decorative lights on the balcony. Snow blankets the ground, reflecting the gentle glow from the building. Tall evergreen trees frame the scene, adding to the winter ambiance.

5 out of 5 average rating, 28 reviews

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

5 out of 5 average rating, 82 reviews

Home in Winter Park

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

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.

4.97 out of 5 average rating, 111 reviews

Luxury Ski-In/Out | Ski to Winter Park Resort

4.83 out of 5 average rating, 30 reviews

Home in Winter Park

Ski In Out Lux Condo 3425 I Discounted Attractions

4.94 out of 5 average rating, 138 reviews

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.

Townhouse in Winter Park

Winter Park Mountain Views with Relaxing Hot Tub

Family- and pet-friendly home rentals

Apartment in Idaho Springs

The image features a serene lake scene reflecting surrounding mountains and trees in clear blue water. A three-story building is visible along the shore, complemented by vibrant greenery and a clear sky, creating a peaceful natural setting.

4.9 out of 5 average rating, 295 reviews

Blue Moose

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.

4.94 out of 5 average rating, 157 reviews

Hideaway Park! Hot tub,Pool,FitnessCtr&FreePrkg

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.

4.97 out of 5 average rating, 275 reviews

Beautifully Furnished Modern Condo In Downtown WP

A bright living space features a light-colored sofa positioned near a large window, showcasing views of the outdoors. The walls are adorned with warm wood paneling, while a minimalist table sits in front of the sofa. Natural light enhances the cozy atmosphere.

4.95 out of 5 average rating, 128 reviews

Calm vibes and a great view at the Alpen Rose

4.92 out of 5 average rating, 664 reviews

Guest suite in Fraser

Winter has arrived!

A comfortable seating area features a dark brown sofa adorned with blue and grey pillows. A circular wood coffee table sits center stage, complemented by a small decorative tree. Light streams through a nearby window, illuminating the open space, which includes a kitchenette and storage solutions.

4.89 out of 5 average rating, 300 reviews

Walkout Queen Studio | Pet Friendly + Hot Tubs

4.94 out of 5 average rating, 211 reviews

A spacious deck surrounds a hot tub, offering views of surrounding pine trees. Comfortable outdoor seating is arranged nearby, alongside a dining table and grill. The log cabin's warm wood exterior is complemented by large windows, inviting natural light into the space.

Cabin in Idaho Springs

Hot Tub, King Bed, Grill, Deck, & Dog Friendly!

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.

4.78 out of 5 average rating, 274 reviews

Michael’s Dream Condo #15 Winter Park

Family-friendly home rentals with a pool

4.88 out of 5 average rating, 125 reviews

Winter Park | Top-Floor | Pool & Hot Tub | Ski Bus

4.98 out of 5 average rating, 306 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.

Apartment in Fraser

Private sauna, amazing view, pool, hot tub!

The studio accommodates a cozy sleeping area with a queen Murphy bed and a queen pull-out couch. Large windows provide natural light, and rustic wooden accents enhance the interior. A small table and comfortable seating complete the inviting atmosphere.

4.85 out of 5 average rating, 205 reviews

Studio~Ski Granby/Winter Park. Pool/Hot Tubs

4.87 out of 5 average rating, 55 reviews

Gorgeous! King Bed Hot Tubs Pool Views Super Cozy!

5 out of 5 average rating, 19 reviews

A modern mountain home is presented under clear blue skies, with a snow-covered roof and driveway leading to a spacious 2-car garage. The backdrop features the majestic slopes of Winter Park Resort, blanketed in fresh snow, surrounded by evergreen trees glistening in winter light.

Home in Winter Park

Winterfell at Winter Park Resort

An aerial view showcases a landscape blanketed in snow, with mountains in the background featuring ski trails. Pine trees dot the hillside, and clusters of rustic buildings are nestled within the forest, highlighting the serene mountain setting.

4.95 out of 5 average rating, 22 reviews

Winter Park Ski-In/Out Studio | Hot Tubs + Views

A stone fireplace is centered in the room, flanked by a television mounted on the wall. A dining table with two red dishes sits in front of the fireplace, while a photo of a bear adorns the wall above. Warm tones create a cozy setting.

4.89 out of 5 average rating, 118 reviews

Bear's Den

A cozy living space is highlighted by a large sectional sofa positioned against a brick fireplace. Natural light fills the room through a skylight and glass door that opens to a private deck. A desk with a chair adds a functional touch to the layout.

4.95 out of 5 average rating, 148 reviews

Walk to Town, Front Door Ski Shuttle Pick-up!

Family-friendly home rentals with wifi

The exterior of the condo is presented, showcasing a modern brown wooden structure with multiple windows. Stairs lead to the entrance, while a spacious parking lot is visible. Lush green mountains rise in the background under a bright blue sky, providing a scenic view.

5 out of 5 average rating, 13 reviews

Cozy home base for a great trip!

The living area features a leather sofa adorned with colorful throw pillows, complemented by a glass coffee table atop a textured rug. A large window allows natural light to illuminate the space, showcasing snow-covered scenery outside.

5 out of 5 average rating, 32 reviews

Winter Park Resort Ski Mountain Base Condo

A cozy living area features a large stone fireplace as the focal point, with a comfortable sofa and armchair arrangement. A wooden coffee table sits centrally, and a 65" TV is mounted on the wall opposite, while natural light enters through a skylight and sliding glass doors.

5 out of 5 average rating, 18 reviews

Cozy mtn getaway! 2 blocks from Main Street

5 out of 5 average rating, 4 reviews

Rocky Mountain Escape

A modern building with three stories is shown against a clear blue sky. The exterior features a mix of wood and stone elements with large glass windows. Balconies extend from the second and third floors, and snow is visible on the ground.

4.77 out of 5 average rating, 26 reviews

Ski-in/Ski-out Winter Park Studio

An aerial view captures a snowy landscape surrounding a vibrant lodge complex. The buildings exhibit a mixture of colors and architectural styles, nestled amidst evergreen trees and ski slopes. A circular drive is visible at the forefront, with vehicles parked along the entrance.

4.94 out of 5 average rating, 51 reviews

Zephyr Mountain Lodge - 1BR Beautifully Renovated

A cozy living area features a large sectional sofa in muted blue, positioned near a gas fireplace. A wooden coffee table rests in front, while a flat-screen TV is mounted above the fireplace. Natural light enters through a window, enhancing the inviting ambiance.

4.92 out of 5 average rating, 66 reviews

Lovely Studio at Winter Park Resort Ski In & Out

The kitchen features light wood cabinetry and modern appliances, including a black stove and refrigerator. A large island with granite countertops provides seating with three wooden stools. A welcoming entry area is visible, complemented by a textured rug and a decorative door.