Chalet vacation rentals in Winter Park

AMAZING VIEWS! Top Of The Mountain Log Home.

It's a luxurious and rustic log home. Filled with natural wood furniture and modern kitchen appliances, the home is sure to impress everyone. The exterior walls are made from 10" pine logs. The interior walls are a mix of pine T&G and drywall with a hand troweled finish. All counter tops are granite. With 5 bedrooms, 4 bathrooms, 3 common areas, a huge deck, a walk out basement, this home has plenty of entertaining space. The flooring is a mix of carpet, tile, and laminate. GC permit # 104937

Pole Creek, WP, Granby Ranch, Grand Lake w/in mins

Jaw Dropping mountain views from every room! This beautiful mountain home nestled on over an acre of land is the perfect getaway for your mountain vacation. Close to town but enjoy the peace of being engulfed in mountain views. Enjoy all the amenities; A dream kitchen, beautiful deck 270 degree views, hot tub, gas grill, ping pong table, home gym, man cave/MIL suite, upstairs office and more. Close to Rocky Mountain national park, Winter Park Resort, Fraser, Devils Thumb Ranch, Ski Granby ranch

Pine Marten Lodge

Our beautiful Canadian-log home offers spectacular views of the Continental Divide, beds for an extended family of 12 or more, & a 15-min drive to Winter Park/Mary Jane ski resorts (the driveway and county road are plowed). The back of the house is spanned by picture windows & a deck. The alpine and Nordic skiing are world-class. The fishing, hiking, rafting, & mountain biking are superb. Our home is very family-friendly with 2 high chairs, 2 pack'n'plays, diaper pail, training potty, etc.

Mallard Mountain Retreat - Grand Co / Tabernash

GREAT LOCATION This Rocky Mountain Retreat sits at the end of a spruce and pine lined lane overlooking the Arapahoe National Forest. It's a perfect getaway that's close to everything. We are five minutes from the YMCA of the Rockies (ziplining, tubing, hiking), Devil's Thumb Ranch and Spa, and Pole Creek golf course. Skiing, mountain biking, horseback riding, and fishing are also nearby. And high speed internet is provided for those times that you need to check in with the outside world.

Hillside Views | Hot Tub | Trail Access

Escape to Hygge Hideaway, a spacious 4-bedroom cabin in Winter Park’s Bear Trail neighborhood. Enjoy sweeping mountain views, a private hot tub, and relaxing evenings after days spent hiking, biking, and exploring the outdoors. Perfect for families or groups, this rustic-chic retreat blends cozy design with modern comforts like a chef’s kitchen, smart TVs, and thoughtful luxury touches throughout. #HyggeHideaway #WinterPark #CozyCabin #MountainViews #HotTub #SummerEscape #GroupGetaway

Lone Eagle Luxe Mtn Home- Hot Tub + Gym/Peloton

Luxury mountain getaway located in the Granby Ranch ski resort, and golfing community. 4 bedrooms + loft, large deck with grill and fire pit, hot tub and gym featuring a peloton bike. Perfectly situated on the mountainside with views of the rocky mountains between Winter Park, and Grand Lake. 2 king suites, queen bedroom, bunk room and bunk loft with office. 5 minutes from Granby ranch ski resort, 30 minutes to winter park, grand lake and entrance of RMNP.

Walk to Lifts - Private Hot Tub - Dog Friendly

Nestled in the pines and surrounded by soaring peaks, Winter Walk is a skiers dream. One of the few pet friendly properties that offers close to the slope convenience with the ambiance of a private ski lodge. Half a block to the free shuttle or walk 1/3 mile to the chairlift. Come back home and relax in your private 6 person hot tub. We offer custom wood finishes, gas fireplace, and views of the ski slopes and surrounding mountains from virtually every window.

Slope Views | Hot Tub

Après Chalet is a luxurious 4-bedroom villa in the heart of Winter Park, blending modern style with mountain charm. Enjoy rooftop hot tub views, a game room, and high-tech features like Sonos and high-speed Wi-Fi. Just steps from Hideaway Park concerts, downtown dining, shops, and minutes from Winter Park Resort. Ideal for families or groups with sleeping for 12, a gourmet kitchen, and designer touches. Adventure awaits with hiking, biking, and skiing nearby.

Cozy Ski-In Ski-Out Lodge + Private Hot Tub at GR

Welcome to Slope Side Lodge—your true ski-in/ski-out base at Granby Ranch. Tucked among trees for a peaceful, cozy feel, this home blends adventure with comfort: private hot tub, gas fireplace, and two living areas for easy group time. Ideal for families and groups seeking mountain fun with a warm home base. Clip into your skis or hop on your bike, head out, and return to quiet evenings beneath the stars—your mountain hideaway right on the slopes awaits.

Rooftop Hot Tub | Walk to Downtown | Sleeps 10

Escape to Gather & Glow, a luxe townhome in downtown Winter Park with mountain views, a private rooftop hot tub, and a game room. Walk to shops, dining, and easy access to hiking, biking, and the free shuttle to Winter Park Resort. Features include 4 bedrooms (sleeps 10), a chef’s kitchen, Sonos sound, EV charger, boot warmers, and more. Perfect for families, groups, or anyone seeking comfort, style, and summer adventure right in the heart of it all.

Lone Eagle Chalet at Granby Ranch - With Hot Tub!

Built in 2021, this 4 bedroom + loft, single-family home, is nestled above Granby Ranch Ski Resort, with stunning 180-degree views to the west. The home offers over 2900sf of contemporary mountain decor, including 3 king bedrooms, a bunk room, and a loft with dedicated workstation. The property also features a large covered deck, a walk-out basement, a private hot-tub, and a new flagstone patio, with wood-burning fire-pit.

Snowy Peaks | Family Retreat + Granby Ranch Fun

Escape to the mountains for the ultimate winter getaway at Snowy Peaks Chalet! This spacious 4BR/3BA retreat at Granby Ranch puts you right in the heart of ski season fun, with easy access to downhill skiing, snowboarding, and other activities at the base of Granby Ranch. After a day on the slopes, warm up by the fire, gather around for games and conversation, and enjoy the comfort of this thoughtfully designed mountain home