Apartment holiday rentals in Winter Park

4.79 out of 5 average rating, 127 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 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. Whether you're hitting the slopes, exploring the trails, or just kicking back, the Alpen Rose is the ideal spot to relax and reconnect.

4.82 out of 5 average rating, 111 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.

4.94 out of 5 average rating, 119 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!

4.93 out of 5 average rating, 124 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.

4.97 out of 5 average rating, 29 reviews

Ski condo on River in downtown Winter Park!

This apartment has it all for whatever you are looking for, whether it be a family-friendly get away or a romantic outing. The amenities will not disappoint: 2 indoor hot tubs, 1 outdoor hot tub, 1 heated indoor pool, rec center, a 'kiddy' corner, workout facility, trails out the backdoor and a gathering space for cooking or lounging. *Ask for discounts during off-season and/or mid week.* Check out headwaters trails for biking options! Winter Park Short-Term Rental Registration No. #021282

4.95 out of 5 average rating, 128 reviews

Calm vibes and a great view at the Alpen Rose

Currently available for weekly and monthly rentals. Monthly rentals can use instabook, for weekly stays please send a request. 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.

4.84 out of 5 average rating, 86 reviews

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

4.96 out of 5 average rating, 137 reviews

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

5 out of 5 average rating, 27 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

4.83 out of 5 average rating, 24 reviews

Apartment in Fraser

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.

4.95 out of 5 average rating, 242 reviews

Founder’s Pointe Ski/In Out #4467

NO PETS FREE SUMMER PARKING SKI SEASON PARKING $21 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*