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Featured Winter Park Properties

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Lakota Trailside is a modern and large luxury townhouse located in the signature Lakota community. It is located directly across from Winter Park Resort. Perfect for large groups with a a spacious floor plan, multiple gathering areas and lots of bedding options. It has outstanding views of the slopes and surrounding mountains. The floor plan has 3 levels with common space on each level. The home theater/game room is the perfect area to relax in after a day on the slopes or hiking in the ...

Lakota - 519 Summit Place
Lakota - 519 Summit Place
Lakota - 519 Summit Place
Lakota - 519 Summit Place
Lakota - 519 Summit Place
Lakota - 519 Summit Place
Lakota - 519 Summit Place
Lakota - 519 Summit Place
Lakota - 519 Summit Place
Lakota - 519 Summit Place
Lakota - 519 Summit Place
Lakota - 519 Summit Place
Lakota - 519 Summit Place
Lakota - 519 Summit Place
Lakota - 519 Summit Place
Lakota - 519 Summit Place
Lakota - 519 Summit Place
Lakota - 519 Summit Place
Lakota - 519 Summit Place
Lakota - 519 Summit Place
Lakota - 519 Summit Place
Lakota - 519 Summit Place
Lakota - 519 Summit Place
Lakota - 519 Summit Place
Lakota - 519 Summit Place
Lakota - 519 Summit Place
Lakota - 519 Summit Place
Lakota - 519 Summit Place
Lakota - 519 Summit Place
Lakota - 519 Summit Place
Lakota - 519 Summit Place
Lakota - 519 Summit Place
Lakota - 519 Summit Place
Lakota - 519 Summit Place
Lakota - 519 Summit Place
Lakota - 519 Summit Place
Lakota - 519 Summit Place
Lakota - 519 Summit Place
Lakota - 519 Summit Place
Lakota - 519 Summit Place
Lakota - 519 Summit Place
Lakota - 519 Summit Place
Lakota - 519 Summit Place
Lakota - 519 Summit Place
Lakota - 519 Summit Place
Lakota - 519 Summit Place
Lakota - 519 Summit Place
Lakota - 519 Summit Place
Lakota - 519 Summit Place
Lakota - 519 Summit Place
Lakota - 519 Summit Place
Lakota - 519 Summit Place
Lakota - 519 Summit Place
Lakota - 519 Summit Place
Lakota - 519 Summit Place
Lakota - 519 Summit Place
Lakota - 519 Summit Place
Lakota - 519 Summit Place
Lakota - 519 Summit Place
Lakota - 519 Summit Place
Lakota - 519 Summit Place
Lakota - 519 Summit Place
Lakota - 519 Summit Place

Lakota - 519 Summit Place

Winter Park Resort Village
24 guests
6 bedrooms
4.5 Baths
Starting at
$645.00
per Night

It is a beautiful day at the Red Pony no matter what time of year you come and visit. This recently remodeled home sleeps 8 and is the perfect mountain getaway to relax and enjoy the fresh air and outdoor activities. After a long day hiking, skiing or on the snowmobile you can get home and cook a gourmet meal in the well equipped kitchen. The wrap around deck is ideal during cool summer nights for star gazing and grilling out with friends and family. It is located close to Rocky Mountain ...

Red Pony - 31 Phlox Lane
Red Pony - 31 Phlox Lane
Red Pony - 31 Phlox Lane
Red Pony - 31 Phlox Lane
Red Pony - 31 Phlox Lane
Red Pony - 31 Phlox Lane
Red Pony - 31 Phlox Lane
Red Pony - 31 Phlox Lane
Red Pony - 31 Phlox Lane
Red Pony - 31 Phlox Lane
Red Pony - 31 Phlox Lane
Red Pony - 31 Phlox Lane
Red Pony - 31 Phlox Lane
Red Pony - 31 Phlox Lane
Red Pony - 31 Phlox Lane
Red Pony - 31 Phlox Lane
Red Pony - 31 Phlox Lane
Red Pony - 31 Phlox Lane
Red Pony - 31 Phlox Lane
Red Pony - 31 Phlox Lane
Red Pony - 31 Phlox Lane
Red Pony - 31 Phlox Lane
Red Pony - 31 Phlox Lane
Red Pony - 31 Phlox Lane
Red Pony - 31 Phlox Lane
Red Pony - 31 Phlox Lane
Red Pony - 31 Phlox Lane
Red Pony - 31 Phlox Lane
Red Pony - 31 Phlox Lane
Red Pony - 31 Phlox Lane
Red Pony - 31 Phlox Lane

Red Pony - 31 Phlox Lane

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8 guests
3 bedrooms
2 Baths
Starting at
$175.00
per Night

Elk Creek Cottage is a luxury mountain home less than 5 miles away from Winter Park’s world-class skiing, stunning views, and pure mountain adventure in the Rockies. Nestled along the Continental Divide this brand-new home is an ideal mountain retreat to make lifetime memories with your friends and family.Just a few steps outside the Great Room you can enjoy  amazing views of the Continental Divide while soaking in the private hot tub after a fun day enjoying the beautiful great ...

Elk Creek Cottages - 164 Alder Brook Trail
Elk Creek Cottages - 164 Alder Brook Trail
Elk Creek Cottages - 164 Alder Brook Trail
Elk Creek Cottages - 164 Alder Brook Trail
Elk Creek Cottages - 164 Alder Brook Trail
Elk Creek Cottages - 164 Alder Brook Trail
Elk Creek Cottages - 164 Alder Brook Trail
Elk Creek Cottages - 164 Alder Brook Trail
Elk Creek Cottages - 164 Alder Brook Trail
Elk Creek Cottages - 164 Alder Brook Trail
Elk Creek Cottages - 164 Alder Brook Trail
Elk Creek Cottages - 164 Alder Brook Trail
Elk Creek Cottages - 164 Alder Brook Trail
Elk Creek Cottages - 164 Alder Brook Trail
Elk Creek Cottages - 164 Alder Brook Trail
Elk Creek Cottages - 164 Alder Brook Trail
Elk Creek Cottages - 164 Alder Brook Trail
Elk Creek Cottages - 164 Alder Brook Trail
Elk Creek Cottages - 164 Alder Brook Trail
Elk Creek Cottages - 164 Alder Brook Trail
Elk Creek Cottages - 164 Alder Brook Trail
Elk Creek Cottages - 164 Alder Brook Trail
Elk Creek Cottages - 164 Alder Brook Trail
Elk Creek Cottages - 164 Alder Brook Trail
Elk Creek Cottages - 164 Alder Brook Trail
Elk Creek Cottages - 164 Alder Brook Trail
Elk Creek Cottages - 164 Alder Brook Trail
Elk Creek Cottages - 164 Alder Brook Trail
Elk Creek Cottages - 164 Alder Brook Trail
Elk Creek Cottages - 164 Alder Brook Trail
Elk Creek Cottages - 164 Alder Brook Trail
Elk Creek Cottages - 164 Alder Brook Trail
Elk Creek Cottages - 164 Alder Brook Trail
Elk Creek Cottages - 164 Alder Brook Trail
Elk Creek Cottages - 164 Alder Brook Trail
Elk Creek Cottages - 164 Alder Brook Trail
Elk Creek Cottages - 164 Alder Brook Trail
Elk Creek Cottages - 164 Alder Brook Trail

Elk Creek Cottages - 164 Alder Brook Trail

Fraser
8 guests
3 bedrooms
2.5 Baths
Starting at
$128.00
per Night

This Trailhead condo is prime for all the activities that Winter Park has to offer.  Situated above Rendezvous Event Center at Hideaway Park in downtown Winter Park enjoy summer concerts from the top corner private patio. Steps away from the new Fireside Market and Eatery grocery store and local favorite Hernando’s Pizza Pub. Only a minute’s walk from the unit you can hop on the FREE Winter Park shuttle “The Lift” and be at the slopes of Winter Park Resort in less than 10 minutes. ...

Trailhead Lodge 734
Trailhead Lodge 734
Trailhead Lodge 734
Trailhead Lodge 734
Trailhead Lodge 734
Trailhead Lodge 734
Trailhead Lodge 734
Trailhead Lodge 734
Trailhead Lodge 734
Trailhead Lodge 734
Trailhead Lodge 734
Trailhead Lodge 734
Trailhead Lodge 734
Trailhead Lodge 734
Trailhead Lodge 734
Trailhead Lodge 734
Trailhead Lodge 734
Trailhead Lodge 734
Trailhead Lodge 734
Trailhead Lodge 734
Trailhead Lodge 734
Trailhead Lodge 734
Trailhead Lodge 734
Trailhead Lodge 734
Trailhead Lodge 734
Trailhead Lodge 734
Trailhead Lodge 734
Trailhead Lodge 734
Trailhead Lodge 734
Trailhead Lodge 734
Trailhead Lodge 734
Trailhead Lodge 734
Trailhead Lodge 734
Trailhead Lodge 734

Trailhead Lodge 734

Winter Park Town
9 guests
2 bedrooms
2 Baths
Starting at
$99.00
per Night
NEW

Welcome to Winter Park Village, named best ski resort in North America by USA Today.  This two bed/bath located on the mountain gives you direct access to enjoy year round recreational activities for all members of the family. The fully stocked kitchen is ideal for preparing meals and entertaining by the bar.  The kitchen also opens up to the dining/living rooms. Off the living room is the patio and a walkway directly to the hot tub, fireplace, grill area and laundry facilities. ...

Founders - 4354
Founders - 4354
Founders - 4354
Founders - 4354
Founders - 4354
Founders - 4354
Founders - 4354
Founders - 4354
Founders - 4354
Founders - 4354
Founders - 4354
Founders - 4354
Founders - 4354
Founders - 4354
Founders - 4354
Founders - 4354
Founders - 4354
Founders - 4354
Founders - 4354
Founders - 4354
Founders - 4354
Founders - 4354
Founders - 4354
Founders - 4354
Founders - 4354
Founders - 4354
Founders - 4354
Founders - 4354
Founders - 4354
Founders - 4354
Founders - 4354
Founders - 4354
Founders - 4354
Founders - 4354
Founders - 4354

Founders - 4354

Winter Park Resort Village
6 guests
2 bedrooms
2 Baths
Starting at
$99.00
per Night
NEW

Welcome to Winter Park Resprt, named best ski resort in North America by USA Today.  This two bed/bath located on the mountain gives you direct access to enjoy year round recreational activities for all members of the family. The fully stocked kitchen is ideal for preparing meals and entertaining by the bar.  The kitchen opens up to the dining/living room.  The master bedroom includes a full bathroom. The second bedroom can sleep 4 with a queen and twin bunk bed. Unwind ...

Fraser Crossing - 3406
Fraser Crossing - 3406
Fraser Crossing - 3406
Fraser Crossing - 3406
Fraser Crossing - 3406
Fraser Crossing - 3406
Fraser Crossing - 3406
Fraser Crossing - 3406
Fraser Crossing - 3406
Fraser Crossing - 3406
Fraser Crossing - 3406
Fraser Crossing - 3406
Fraser Crossing - 3406
Fraser Crossing - 3406
Fraser Crossing - 3406
Fraser Crossing - 3406
Fraser Crossing - 3406
Fraser Crossing - 3406
Fraser Crossing - 3406
Fraser Crossing - 3406
Fraser Crossing - 3406
Fraser Crossing - 3406
Fraser Crossing - 3406
Fraser Crossing - 3406
Fraser Crossing - 3406
Fraser Crossing - 3406
Fraser Crossing - 3406
Fraser Crossing - 3406
Fraser Crossing - 3406
Fraser Crossing - 3406

Fraser Crossing - 3406

Winter Park Resort Village
6 guests
2 bedrooms
2 Baths
Starting at
$99.00
per Night