Chalet holiday rentals in Winter Park

Book your Summer weekend today! Heart of Grand Co!

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

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 every traveler. 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, pine floors, and laminate.

Close to chairlifts-private hot tub-decks-pet ok

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 of a duplex near the free shuttle or walk 1/3 mile to the chairlift. When you're done, come back home and relax in your private 6 person hot tub. Winter Walk offers custom wood finishes, gas fireplace, and views of the ski slopes and surrounding mountains from virtually every window.

Mtn Views! 4k SqFt! Gym! Hot tub! 4 King Ensuites+

*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.

Lone Eagle Luxury 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.

Après Chalet | Sleeps 12 | Steps to Hideaway Park

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.

Riverside 4BR chalet w/ rooftop deck & BBQ grill

Welcome to your mountain escape in the heart of Winter Park, perfect for families, friends & alpine adventurers! This riverfront chalet combines cozy charm w/ modern luxury & stunning views: * Sleeps 10 | 4BR | 7 beds | 3.5BA * Private rooftop hot tub & fire pit * Mountain views & summer BBQ patio * Gourmet kitchen & indoor gas fireplace * Walk to shops, dining & free ski shuttle * Pet-friendly & family-ready * Wi-Fi, smart TVs, W/D, garage parking

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.

Gather & Glow | Sleeps 12 | Hot Tub + Game Room

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 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 adventure—right in the heart of it all.