Places to stay near Winter Park Resort

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Top-rated holiday rentals near Winter Park Resort

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A wooden balcony offers two green adirondack chairs, providing a comfortable spot to enjoy scenic views of the surrounding mountains blanketed in snow. The building features a combination of wood paneling and large windows, allowing for ample natural light.
Townhouse in Winter Park
4.98 out of 5 average rating, 198 reviews

Slopeside Trademark Mountain Retreat #44

NO PETS Walk to resort (Directly outside the “gate”) Gondola, Shops + Dining. Or, take the free shuttle - 50 seconds on the bus, that's it! Highly Sought After Trademark Development - 1/4 Mile to Gondola Next to the Resort's Blue Spruce Parking lot Outdoor Community hot tub, 360• Mountain View’s 3 story condo, 2 balconies, ski run views FREE bus 7am-2am 3 min drive to downtown, 2 mile walk - paved road along river 65” HD TV, 2 sofas, stocked kitchen 25+book - MAX 8 ADULTS **NO PETS**

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.
Apartment in Winter Park
4.94 out of 5 average rating, 145 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

Guest favourite
Flat in Winter Park
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.

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.
Apartment in Winter Park
4.93 out of 5 average rating, 270 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.

Top guest favourite
Apartment in Winter Park
4.97 out of 5 average rating, 115 reviews

Condo Overlooking River in Town of Winter Park

Our Condo overlooks the beautiful Fraser River close to downtown Winter Park in the heart of the Rocky Mountains. Just a few minute walk to restaurants, pubs, shops, hiking trails, and all that Winter Park has to offer! Soak in one of the hot tubs at the nearby clubhouse after a full ski day or cool off in the indoor pool after adventuring out on a hike or bike ride. Enjoy the convenience of the winter ski shuttle (Blue line) behind the building for a 15-minute ride to Winter Park Ski Resort.

Guest favourite
A spacious living area is shown, featuring a large sectional couch adorned with various decorative pillows. A coffee table sits at its center, and two armchairs are positioned nearby. Natural light enters through sliding glass doors, providing a view of the outside snow-covered landscape.
Apartment in Winter Park
4.83 out of 5 average rating, 229 reviews

Main Street Luxury- Downtown with Hot Tub + Trails

You'll feel right at home at the hearth of this updated condo. You'll be on the slopes in 2 bus stops with pickup just outside. On Main Street, across from Cooper Creek and the Rendezvous Event Center, the town awaits. Host family style feasts with the fully equipped kitchen and dine up to nine. Relax in the hot tubs, on the huge couch by the big screen digital cable TV with streaming services, on the deck and in the hot tubs. Decadent Cal King bed in master. Ski lockers by the elevator.

Guest favourite
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.
Apartment in Winter Park
4.9 out of 5 average rating, 301 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}

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.
Apartment in Winter Park
4.96 out of 5 average rating, 113 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.

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
4.94 out of 5 average rating, 155 reviews

Winter Park Townhome w/ Stunning Slope Views!

Your next Winter Park escape awaits at this stunning 3-bedroom, 2.5-bath vacation rental townhome - directly across from Winter Park Resort with amazing views of the slopes. Your group of up to 8 guests will love returning to the comfort of this home, offering over 1,800 square feet of living space. With such easy access to the slopes, trails, breweries, concerts and more, this is the perfect home base! Winter Park Short-Term Rental Registration No. 005732

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.
Apartment in Winter Park
4.9 out of 5 average rating, 214 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.

Guest favourite
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.
Apartment in Winter Park
4.96 out of 5 average rating, 139 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.

Guest favourite
An inviting family room features a spacious seating area with leather couches, complemented by natural light filtering through sheer curtains. A kitchen bar with three stools provides additional seating, while a large TV is positioned for easy viewing. Decorative artwork adds a touch of character to the space.
Apartment in Fraser
4.98 out of 5 average rating, 146 reviews

Updated Condo | Washer Dryer | Steps to Shuttle

This 1 bed 1 bath condo provides all the essentials for your stay and the light and open floor plan makes you feel right at home. Located walking distance from trails, shuttle stop, supermarket, coffee shops, local restaurants, and just an 8-minute drive to the base of Winter Park. A small pond with benches and mountain views sits behind the unit, offering additional outdoor space right at your fingertips.

Popular amenities for holiday rentals near Winter Park Resort

Quick stats about holiday rentals in Winter Park Resort

  • Total holiday rentals

    Explore 520 holiday rentals in Winter Park Resort

  • Nightly prices starting at

    Winter Park Resort holiday rentals start at £73 per night before taxes and fees

  • Verified guest reviews

    Over 13,330 verified reviews to help you choose

  • Family-friendly holiday rentals

    330 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 40 rentals that welcome pets

  • Holiday rentals with a pool

    120 properties feature pools

  • Rentals with dedicated workspaces

    240 properties have a dedicated workspace

  • Wifi availability

    520 of Winter Park Resort holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Winter Park Resort rentals

  • 4.8 Average rating

    Winter Park Resort stays are highly rated by guests – averaging 4.8 out of 5!