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, 154 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

4.93 out of 5 average rating, 128 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.

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, 277 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.

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, 249 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.

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, 149 reviews

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

Well furnished 2 bedroom, 2 bath unit at Silverado II, sleeps 6 comfortably with the sleeper sofa in the living room. Enjoy the indoor pool, jacuzzi, sauna, game room, and underground parking on site. Dedicated free wifi available in our unit. The ski area is a free shuttle ride away and town is just a short walk down the mountain. In winter, enjoy world class alpine skiing, cross-country skiing, tubing and ice skating. In summer, experience mountain biking, alpine slide and horseback riding.

4.92 out of 5 average rating, 112 reviews

A spacious mountain home is showcased with a rustic exterior, featuring wooden siding and a gabled roof. A heart-shaped flower bed made of stone borders the front yard, surrounded by open fields and distant mountain views under a clear blue sky.

Home in Granby

Grand Elk Getaway! - Mountain Views & 7 Beds!

Welcome to Beautiful Grand Elk Getaway! Spacious & private mountain home with a modern rustic feel; Tons of natural light, vaulted ceilings & unobstructed 360 mountain views! Our Grand Elk Getaway is ideal for couples or families looking to explore Winter Park, Granby, Grand Lake and RMNP! Perfect Grand County location- 20 minutes to Winter Park, 15 Minutes to Grand Lake & Lake Granby. 5 minutes to Granby Ranch! Bring your Skis, Snowmobiles, Boats, Golf Clubs, Hiking Boots, & Fishing Gear

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, 102 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.

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, 115 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.

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, 205 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

4.78 out of 5 average rating, 109 reviews

The inviting A-frame exterior is framed by surrounding snow-covered trees, showcasing a large raised patio with decorative railings. Warm interior lighting spills through the windows, contrasting with the serene winter landscape.

Cabin in Fraser

A-Frame | 15 min to Winter Park | Private Acre

The Woodland A-Frame Retreat is a cozy, charming mountain getaway for couples and families, just 15 minutes from Winter Park Resort. Nestled on a private 1-acre lot among aspens and pines with Byer’s Peak views, it features an open living area with loft, granite countertops, stainless appliances, washer/dryer, and a cozy wood stove. Easy access to the free shuttle and nearby Idlewild Trail system makes it perfect for winter and summer adventures.

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.

4.89 out of 5 average rating, 220 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.

4.97 out of 5 average rating, 126 reviews

Two teal chairs are positioned on a balcony, facing a snow-covered landscape. The sun shines brightly in the clear sky, illuminating distant mountains and a frozen river below, creating a serene outdoor setting.

Apartment in Fraser

Walk to Restaurants! Discounts This Week!

Deep discounts this weekend!! Don’t miss this spacious 1 BR Fraser condo perfectly located for your winter 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.

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, 21 reviews

A modern living area features a spacious sectional sofa and two accent chairs. A stone fireplace with changing flame colors serves as a focal point. Large windows provide natural light and offer views of the surrounding snowy landscape.

Home in Winter Park

Condo 2203 I HotTub I View I Discounted Attraction

A spacious living area features a large sectional sofa adorned with blue and yellow cushions. Tall windows provide views of the mountains, while a ceiling fan hangs above. A soft area rug complements the room's neutral color palette, adding warmth to the inviting space.

4.99 out of 5 average rating, 74 reviews

Luxury Condo on Main Street - Winter Park, CO

4.89 out of 5 average rating, 304 reviews

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.

Apartment in Granby

Walkout Queen Studio | Pet Friendly + Hot Tubs

4.89 out of 5 average rating, 431 reviews

A spacious king bed is dressed in soft, neutral linens, complemented by decorative pillows. A window offers mountain views, while a small dining area with a table for two and a light fixture above adds functionality. A television occupies the corner, enhancing the cozy ambiance.

Apartment in Granby

Cozy K-Suite~Mtn Views~ Salt Water Pool & Hot-Tubs

4.92 out of 5 average rating, 26 reviews

Founders Pointe 4355 Ski In Ski Out Winter Park

4.88 out of 5 average rating, 130 reviews

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.

Apartment in Granby

Bear's Den

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, 331 reviews

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

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.

5 out of 5 average rating, 59 reviews

The Rustic Moose

Family- and pet-friendly home rentals

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, 162 reviews

Hideaway Park! Hot tub,Pool,FitnessCtr&FreePrkg

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, 147 reviews

Tipsy Fox @ Downtown Winter Park Near the Slopes!

4.91 out of 5 average rating, 231 reviews

A modern mountain chalet is nestled among snow-covered trees, showcasing its striking dark exterior against the winter landscape. The property is elevated on a hillside, offering panoramic views, while a winding driveway leads up to the home.

Cabin in Tabernash

Mountain Getaway - Hot Tub & Sauna. Dogs welcome!

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, 282 reviews

Beautifully Furnished Modern Condo In Downtown WP

4.92 out of 5 average rating, 675 reviews

Guest suite in Fraser

Winter has arrived!

A cozy bedroom features a spacious bed with neutral bedding and decorative pillows. Natural light enters through large windows, illuminating the wooden walls. A bedside table stands beside the bed, complementing the warm atmosphere of the room.

4.82 out of 5 average rating, 196 reviews

Aspen grove apartment

An inviting living area features a mix of seating options, including a spacious couch and a rocking chair. A coffee table centers the space, while a kitchen bar with stools offers additional seating. Decorative artwork and a guitar adorn the walls, contributing to a cozy ambiance.

4.83 out of 5 average rating, 121 reviews

Cozy Condo on the Fraser River

4.92 out of 5 average rating, 173 reviews

A barnwood home is framed by snow-covered trees, featuring a distinct architectural design with multiple gables. Large windows allow for ample natural light, while a stone walkway leads to the welcoming entrance. The two-car garage is visible, showcasing the spacious layout of the property.

Home in Granby

Barnwood Beauty @ Grand Elk- Pet Friendly- Hot Tub

Family-friendly home rentals with a pool

A welcoming living area features a dark sofa adorned with decorative pillows. Two wide windows with wooden blinds frame serene views of the surrounding mountains, while a rustic wooden table complements the space. Soft natural light highlights the cozy interior.

4.73 out of 5 average rating, 292 reviews

Entire Condo In The Heart of Winter Park

The living room features a modern gas fireplace framed by stone tiles, with a large window offering views of trees outside. Comfortable couches are arranged around a wooden coffee table, while a flat-screen TV is mounted above the fireplace.

5 out of 5 average rating, 46 reviews

Private Sauna, Covered Parking, Hot Tub, Pool!

5 out of 5 average rating, 138 reviews

A bright living area is highlighted by large windows allowing natural light to fill the space. A stone fireplace sits below a wall-mounted TV, with a comfortable leather sofa arranged in front. A coffee table rests on a plush area rug, enhancing the cozy atmosphere.

Cabin in Granby

Riverfront Cabin! Skiing • Fly-Fishing • Hiking

4.98 out of 5 average rating, 315 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!

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.

4.86 out of 5 average rating, 96 reviews

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

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, 318 reviews

FREE WP ski bus - King bed - pool & hot tubs @ rec

4.95 out of 5 average rating, 168 reviews

Cabin in Granby

Charming 3BR Riverfront Cabin - Pet Friendly

The living room features a large sectional couch equipped with three recliners, providing ample seating space. A wood-burning fireplace, framed by natural stone, serves as a focal point. A flat-screen cable TV is positioned on a stand, with sliding glass doors leading to a balcony.

4.82 out of 5 average rating, 62 reviews

Condo w/ Views, Bus Stop to Resort, Walk Downtown.

Family-friendly home rentals with wifi

4.98 out of 5 average rating, 97 reviews

A modern stand-alone unit features a covered cedar deck with two dark wooden chairs facing an inviting entryway. Pathways lead through landscaped areas, with grassy surroundings and trees partially framing the view. An outdoor sauna is visible in the background.

Home in Fraser

Modern Downtown Home w/ Private Sauna on Bus Line

4.95 out of 5 average rating, 19 reviews

A modern kitchen features a large central island with a granite countertop, stainless steel appliances, and wooden cabinetry. Natural light fills the space, highlighting a cozy living area visible through an open doorway, with comfortable seating arranged for relaxation.

Townhouse in Winter Park

Gothic Manor at Winter Park

A modern living area features a vibrant orange sofa facing a stone-accented fireplace. A wall-mounted television hangs above the mantel. Two round ottomans and a small coffee table enhance the space. The kitchen area is visible in the background, with sleek cabinetry and stainless steel appliances.

4.86 out of 5 average rating, 35 reviews

WinterPark Abode : Ski*Sleeps8*Pet+*CommunalHotTub

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, 37 reviews

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

4.94 out of 5 average rating, 160 reviews

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!

4.95 out of 5 average rating, 82 reviews

Home in Winter Park

So Much Space! 6BDRM/Sauna/Hot Tub/3 living areas

4.94 out of 5 average rating, 16 reviews

A private hot tub is situated on a spacious deck, surrounded by a wooden railing. Scenic views of the surrounding landscape and distant mountains unfold in the background, with hints of autumn foliage visible. Comfortable seating options are arranged nearby for relaxing outdoors.

Home in Tabernash

Mountain Views Hot Tub Escape

An airy studio condominium features a curtain-draped sleeping area with a queen-sized bed, adorned in a patterned quilt. In the living area, a gray sofa and a wooden coffee table are positioned near a dining space, which includes four chairs and a view into a kitchen.