
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!

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.

3 BD/3 BA + BunkRoom + Top Floor Spa + MTN Views
Nestled in the heart of the picturesque Winter Park, Colorado, this exquisite 3-bedroom, 3-bath condo with full size beds bunk room is a perfect mountain retreat that combines rustic charm with modern comforts. Located on the top floor, this corner unit boasts high vaulted ceilings, offering an open and airy atmosphere that's further enhanced by stunning mountain views. Whether you're seeking a cozy winter haven or a refreshing summer escape, this condo promises an unforgettable experience.

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!

Studio Downtown Winter Park
Pet-friendly. Do NOT book if you have pet allergies. On the bus route to the resort and within a 3-minute walk to Cooper Creek shopping and restaurants, Hideaway Park and the Visitor's Center. Our well-appointed studio sleeps 4 comfortably and has amazing amenities including 2 hot tubs, a heated lap pool, an outdoor fire pit. There is a complimentary parking space in the covered garage, along with a secure ski locker to store your gear at the end of a long day. STR License #021860

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.

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.

Calm vibes and a great view at the Alpen Rose
Currently available for weekly and longer rentals. Will review any other requests. Welcome! 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 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.

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

Founder’s Pointe Ski/In Out #4467
NO PETS FREE SUMMER PARKING 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 Open 9am-9pm *Must be 25 to book*
Popular amenities for Winter Park apartment rentals
Weekly apartment rentals

New Construction Central Winter Park Apartment

Granby Guest Suite

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

Condo in Winter Park Ski and Mountain Views

Mountain Studio in Fraser

Cozy Mountain retreat

Mini Moose Lodge

Zephyr Mountain Lodge 2419 | Base Area Condo
Private apartment rentals

Cozy Winter Park Condo - Heart of Town

Downtown Luxury Condo | Hot Tub | Free Shuttle Rte

Cozy mtn getaway! 2 blocks from Main Street

Fraser Escape w/ private hot tub & personal garage

Ski-In/Out Condo w/ Trails, Pool & Hot Tub

WP Condo, walk to the resort

Ski & Relax Mountain Escape

Cozy Condo on the Fraser River
Apartment rentals with a hot tub

Mountain View Condo in Granby

Comfy, great location, pool!

Prime Location! Walk to Main St!

Downtown Winter Park Access to Town and Trails

Enjoy the Mountains! - 2 bedroom condo unit

Ski-In/Ski-Out Cozy Studio Retreat

2BR/2BA | 2 King Beds, Ski in-ski out

Private Indoor Hot Tub-Two Bedroom/Two Bathroom
When is the best time to visit Winter Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $307 SGD | $294 SGD | $289 SGD | $191 SGD | $163 SGD | $182 SGD | $196 SGD | $185 SGD | $166 SGD | $146 SGD | $180 SGD | $293 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 $65 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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