
Apartment holiday rentals in Winter Park
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Top-rated apartment rentals in Winter Park
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NEW Ski In/Out Condo w/ Hot Tub & Balcony
Escape to a stunning new (2023) condo, located ON the ski run & just a short walk down to the Village for drinks & food! Enjoy restful nights on the luxurious king bed while the kids or friends have their own adventure in the (full bottom/twin top) bunk bed den, & transform the couch into a full bed for more friends! Gather at our inviting bar near the electric fireplace or on your balcony for après-ski fun, all while overlooking the run. Book today & discover comfort, convenience, & adventure!

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.

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!

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.

Ski-In/Ski-Out Studio
Step into comfort at this ski-in/ski-out studio at Iron Horse Condominiums in Winter Park. This first-floor condo features patio access to a heated pool, hot tubs, and grill. Perfect for families or couples, the light-filled space has cozy sleeping options, a full kitchen with a crock pot, and resort-style amenities, including a gym and game room. Enjoy garage parking, Wi-Fi, and proximity to trails, Winter Park Village, and the gondola. Relax and recharge after every mountain adventure!

Amazing Condo at the Base of Winter Park Resort
Our home at the base of the Winter Park Resort (100 meters from the Gondola) is updated (paint, furniture, lighting, bedding, kitchen supplies), clean, and modern to provide a cozy and comfortable base for every mountain activity: Ski, bike, play, hike, relax, and renew with a hot tub only 2 meters away. King bed, comfortable queen sleeper and a port-a-crib if you need it make this great for a family/group retreat. Winter Park Short-Term Rental Registration No. 4328

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.

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

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.

Meadowridge Mountain View Condo
Enjoy a peaceful stay in our family-friendly condo near Winter Park Ski Resort, Grand Lake, and Rocky Mountain National Park. Located in Fraser with mountain views, the condo is steps from Meadowridge Club, featuring hot tubs, pool, basketball and tennis courts, and gym. A free shuttle outside the door goes to downtown Winter Park and the ski resort.

Founder’s Pointe Ski/In Out #4467
NO PETS SKI SEASON PARKING $24 per day ****Monthly rentals ski season = free parking**** 28 days or more, no exceptions Remodeled Winter Park resort studio - FOUNDER'S POINTE BUILDING. Easy 5 min drive to downtown. Free shuttle (to 2am) NEW HOT TUB - 3rd floor Open 8am-10pm *Must be 25 to book*

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
Weekly apartment rentals

Luxury 3BR/3BA top floor unit with stunning views!

Cozy mtn getaway! 2 blocks from Main Street

WPResort sunny 2BR, 10min walk to gondola,free bus

Condo in Winter Park Ski and Mountain Views

WP Condo, walk to the resort

Brand new luxury condo.

1BR Condo in Winter Park, CO

Fort Fraser
Private apartment rentals

Studio Downtown Winter Park

Zephyr Mountain Lodge 1606 | Base Area Condo

Downtown Luxury Condo | Hot Tub | Free Shuttle Rte

Enjoy the Mountains! - 2 bedroom condo unit

Fraser Escape w/ private hot tub & personal garage

Cozy Mountain retreat

Cozy ski condo

Mini Moose Lodge
Apartment rentals with a hot tub

Mountain View Condo in Granby

Granby Guest Suite

Prime Location! Walk to Main St!

Downtown WP 3BR - Shuttle to Resort + Pool/Hot Tub

Cozy Condo- Walk to Winter Park Resort!

Ski, Golf, Fish: Serenity!

Alpine Getaway

2BR/2BA | 2 King Beds, Ski in-ski out
When is the best time to visit Winter Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $302 SGD | $289 SGD | $284 SGD | $188 SGD | $161 SGD | $179 SGD | $193 SGD | $182 SGD | $163 SGD | $144 SGD | $177 SGD | $288 SGD |
| Avg. temp | -7°C | -7°C | -3°C | -1°C | 4°C | 9°C | 13°C | 12°C | 8°C | 2°C | -3°C | -7°C |
Quick stats about flat rentals in Winter Park

Total holiday rentals
Explore 130 holiday rentals in Winter Park

Nightly prices starting at
Winter Park holiday rentals start at $64 SGD per night before taxes and fees

Verified guest reviews
Over 4,030 verified reviews to help you choose

Family-friendly holiday rentals
60 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Holiday rentals with a pool
50 properties feature pools

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
130 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!
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- Breckenridge Ski Resort
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