Apartment holiday rentals in Winter Park

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Quick stats about flat rentals in Winter Park

  • Total holiday rentals

    Explore 140 holiday rentals in Winter Park

  • Nightly prices starting at

    Winter Park holiday rentals start at $91 SGD per night before taxes and fees

  • Verified guest reviews

    Over 4,800 verified reviews to help you choose

  • Family-friendly holiday rentals

    70 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Holiday rentals with a pool

    60 properties feature pools

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wifi availability

    140 of Winter Park holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Winter Park rentals

  • 4.9 Average rating

    Winter Park stays are highly rated by guests – averaging 4.9 out of 5!

Top-rated apartment rentals in Winter Park

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

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Guest favourite
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.
Flat in Winter Park
4.83 out of 5 average rating, 122 reviews

Cozy Condo on the Fraser River

Bright airy western sunset view with no obstructions looking down on Fraser river 25' in front of building. Walking distance to all of Winter Park. One year old new Rec Center with pool, hot tubs, pool table, Computer, guitar, great locker rooms with showers. Free town bus comes by hourly and pick up is right at our building. Car not really needed once your here. Winter Park is great Skiing with all the summertime activities as well. Sorry we are not pet friendly. We just installed a new stove.

Top guest favourite
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.
Flat in Winter Park
4.95 out of 5 average rating, 152 reviews

Tipsy Fox @ Downtown Winter Park Near the Slopes!

Welcome to the perfect Winter Park getaway! Located in downtown, this cozy one-bed, one-bath condo is just steps away from Hideaway Park and its year-round free events. With 3 queen beds, including a sleeper sofa and a Murphy bed, it comfortably sleeps 6 guests. Enjoy the heated garage and ski locker for your vehicle and snow gear. After outdoor activities, unwind in the hot tub, gather around the fire-pit, or relax on the balcony. Conveniently close to food, slopes, tubing hill, and amenities!

Guest favourite
Flat in Winter Park
4.93 out of 5 average rating, 129 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.

Superhost
Flat in Winter Park
5 out of 5 average rating, 4 reviews

NEW Ski-In/Out Romantic Studio for Two

Escape to this ski-in/ski-out studio designed for two, where comfort meets effortless mountain access. Sleep soundly in a king bed with high-thread-count linens, brew coffee or tea in the thoughtfully equipped kitchenette, and stream your favorites on the smart TV after a day on the slopes. Unwind in the spa-like bath with a soaking tub and glass shower, then step right outside to the Corridor run just behind the building. Cozy, elevated, and perfectly located for your Winter Park getaway.

Top guest favourite
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.
Flat in Winter Park
4.97 out of 5 average rating, 119 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.

Top guest favourite
The living room features a gas fireplace surrounded by stone, providing a cozy focal point. Large windows allow natural light, framing views of the outdoors. A sectional sofa is accompanied by stylish chairs and a round glass coffee table, enhancing the inviting space.
Flat in Fraser
5 out of 5 average rating, 31 reviews

Brand new luxury condo.

Brand new luxury condo with easy access to restaurants, shops, movie theatre, bowling, recreation center, fishing, tubing hill, and the Fraser River Trail. Located five miles north of Winter Park Resort with a free shuttle stop steps away. This unit has two bedrooms plus a bunk room. A spacious kitchen with an oversized quartz island and a living room with a gas fireplace and access to the wrap-around patio and hot tub. A ski locker completes this perfect mountain getaway!

Guest favourite
A living area features a comfortable dark sofa paired with a vibrant yellow chair. A coffee table sits in front, with a rug underfoot. Natural light enters through large windows, and a door leads to the outside. Decorative artwork adorns the walls.
Flat in Winter Park
5 out of 5 average rating, 44 reviews

1BR Condo in Winter Park, CO

Cozy remodeled 1-Bedroom condo in a quiet neighborhood, which is centrally located to downtown Winter Park. This mountain retreat is ideal for those seeking a relaxing homebase to unwind after a day of outdoor adventures. Situated on free bus route providing easy access to local hiking tails, skiing, mountain biking, backpacking, fly-fishing, and downtown amenities. Shared pool and hot tubs located in rec center. Winter Park short-term rental registration No. 025242

Guest favourite
Flat in Winter Park
5 out of 5 average rating, 11 reviews

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

Cozy and comfortable ski-in, ski-out studio right on the slopes of Winter Park resort. Heated, indoor ski locker right next to the run - walk right out of the building and start skiing, or in the summer, hop on the bike and cruise the trails. Or just hike! Easy going getaway with parking passes, hot tubs, an indoor/outdoor pool, weights, steam room, stainless appliances, and a game room. When you're done, relax on the deck or with a movie by the gas fireplace!

Guest favourite
A well-lit common room features large windows with views of surrounding trees. Cozy seating arrangements include a comfortable sofa and two armchairs. A dining area with wooden chairs and a table is present. A television is located on a shelf beside a small bookshelf.
Flat in Winter Park
4.8 out of 5 average rating, 137 reviews

The Alpen Rose- Cozy cabin feel w/amazing Views

Planning a mountain getaway? The Alpen Rose is your perfect home base. Tucked among aspen trees in downtown WP, this warm and welcoming retreat offers the ideal blend of comfort, convenience, and mountain feels (not to mention VIEWS). Start your day with stunning views of the Continental Divide and WP Resort, then wind down with your crew by the fireplace as the alpenglow lights up the sky. Alpen Rose is the ideal spot to relax and reconnect and aspen peep.

Top guest favourite
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.
Flat in Winter Park
5 out of 5 average rating, 22 reviews

Mountain Town Luxury Penthouse

Stylish new penthouse - perfect for a weekend getaway or extended vacation. 2 bd, 3 bath, 2 balconies, spacious loft, private hot tub, sleeps 6-8 guests In the heart of town & the perfect base for nearby activities like skiing, hiking, fishing, golf, biking, more ... Beautiful, convenient, modern retreat. Easy access to shops & eateries for an unforgettable stay! Winter Park Registration: #025528

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

Calm vibes and a great view at the Alpen Rose

I'm sharing with you my home away from home. A stay here comes with wonderful views of the Continental Divide and Winter Park Resort. The Lyft (free bus) stops just a few steps from the house. Cook with a great front range & ski area view and fully stocked kitchen. The living space has a comfy sofa and wood-burning stove. Molekule air filters & Dyson fan to keep you comfortable.

Top guest favourite
An outdoor swimming pool is surrounded by a stone patio, featuring fountains that create gentle splashes. The backdrop includes a snow-covered hill and mountain trees, with nearby buildings displaying various architectural styles. Lounge chairs are arranged along the edge of the pool.
Flat in Winter Park
4.86 out of 5 average rating, 323 reviews

Village of Winter Park Condo

Contemporary vacation rental is located at the base of the winter park ski resort. Premier one bedroom with king bed. Sleeps 4. On third floor with access to bbq, BRAND NEW hot tub and fireplace. Enjoy an efficiency kitchen with stainless steel appliances. Self check in. License #005596

Popular amenities for Winter Park apartment rentals

When is the best time to visit Winter Park?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$302 SGD$311 SGD$277 SGD$189 SGD$162 SGD$180 SGD$194 SGD$184 SGD$164 SGD$167 SGD$211 SGD$305 SGD
Avg. temp-7°C-7°C-3°C-1°C4°C9°C13°C12°C8°C2°C-3°C-7°C

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