Chalet holiday 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.

Views! 4k SqFt! Gym! Hot tub! 4 King Suites+BunkRm

*Tranquil Trails* Escape to this mountainside *Rocky Mountain Rental House* in Tabernash, CO. This ~4000 sq ft, 5BR chalet offers the perfect blend of luxury, comfort, and adventure. Unwind in the indoor hot tub after a day of exploring the nearby slopes or trails while the kids play in the game room. Located minutes from Winter Park Ski Area and surrounded by natural beauty, this dog-friendly (w/fee), spacious retreat is ideal for families, groups, and anyone seeking an unforgettable getaway.

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.

Summit Views | Hot Tub | Games

Experience the absolute summit of Winter Park luxury. With jaw dropping alpine views that frame your entire stay, this 4BR, 3.5BA designer retreat is a rare and intimate sanctuary perfect for up to 15 guests. Indulge in the private hot tub, a gourmet chef’s kitchen, and multiple refined living areas, all blending upscale comfort with an unbeatable location, just minutes from Winter Park Resort. Enjoy a heated garage and expansive decks, securing your seamless, personalized summer escape.

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.

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.

Mtn Views | Fire Pit | Games

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.

3-Level Views | Hot Tub | Games

Peakview Paradise is a luxury 4-bedroom retreat in Winter Park’s Rendezvous community with stunning alpine views and elevated mountain living! - 4BR home with Byers Peak and resort views - Ideal summer base for hiking and biking - Chef’s kitchen, vaulted ceilings, high-end finishes - Private hot tub and smart home tech - 2 ensuite bedrooms, spacious layout - Heated 2-car garage - Elysian collection with elevated hospitality

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