Chalet holiday rentals in Winter Park

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Top-rated chalet rentals in Winter Park

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Top Guest favourite

Chalet in Idaho Springs

4.97 out of 5 average rating, 109 reviews

Beautiful 4Bd Chalet w Hot Tub & Mtn Views

Make memories at this one-of-a-kind beautiful mtn getaway! This 2800 sqft home with it's nordic hygge vibe is perfect as a base camp for adventures or as a quiet nature escape! Now w Hot Tub! The St Mary's "Moose" Chalet is only 60 mins from Denver and boasts endless mountain views and peaceful star-filled nights. Easy access to skiing, hiking, biking, 4 wheeling and Denver city life! Walking distance to the St Mary's Glacier trail head, 2 private lakes, numerous alpine lakes and so much more!

Guest favourite

Chalet in Granby

5 out of 5 average rating, 11 reviews

Snowy Peaks | Family Retreat + Granby Ranch Fun

Escape to the mountains for the ultimate summer getaway! This 4BR/3BA home in Granby Ranch offers easy access to hiking, biking, and concerts — plus it’s just 30 minutes from Rocky Mountain National Park. Cool off in the community pool and relax in this cozy, family-ready retreat. Perfect for adventurers of all ages! This Snowy Peaks Chalet is a resort style condo in Granby focused on bringing groups together through quality space, good conversation, and all Granby has to offer. There is more th

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Chalet in Tabernash

4.86 out of 5 average rating, 84 reviews

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

Guest favourite

Chalet in Tabernash

4.97 out of 5 average rating, 90 reviews

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.

Guest favourite

Chalet in Winter Park

4.89 out of 5 average rating, 79 reviews

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.

Chalet in Winter Park

4.89 out of 5 average rating, 80 reviews

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.

Guest favourite

Chalet in Grand Lake

4.94 out of 5 average rating, 16 reviews

Mountain Luxe: Lake & RMNP Views, HT, GR, Explore

Escape to our modern chalet, nestled by Lake Granby in the heart of the Rocky Mountains. Perfect for up to 12 guests, our retreat offers 4 bedrooms, 3.5 bathrooms, a cozy living room with a fireplace, and a projector movie room. Relax in the hot tub, enjoy the game room, or stay active in the heated garage gym. A 10-minute drive to downtown Grand Lake, with easy access to skiing, hiking, and water activities, plus Rocky Mountain National Park. Book your unforgettable mountain getaway today!

Chalet in Grand Lake

4.66 out of 5 average rating, 145 reviews

Grand Lake 4BR/4BA Warm Hearth Mountain Home

Welcome to our family-friendly 4br/4ba cabin with breathtaking 180° mountain views, comfortably sleeping 16 guests. Enjoy full access to the home, including spacious garage. Nestled right off well-maintained snowmobile & ATV trails, it’s near Three Lakes—Granby, Shadow Mountain & Grand—and the towns of Grand Lake & Granby. Explore year-round trails for hiking, biking, and water & winter sports in RMNP & Arapaho National Forest. Winter Park & Granby Ranch Ski Resorts are just 30 minutes away!

Chalet in Tabernash

4.79 out of 5 average rating, 43 reviews

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.

Top Guest favourite

Chalet in Winter Park

5 out of 5 average rating, 6 reviews

Riverfront Chalet w/ Rooftop Patio in Winter Park

Welcome to your luxurious mountain getaway at Wilds 360, where comfort meets outdoor adventure. - Riverfront chalet with Continental Divide views. - Sleeps 10 with 4BR/3.5BA, ideal for families & groups. - Rooftop patio with private hot tub & fire pits. - Cozy family room & open living with rustic interiors. - Gourmet kitchen with Bosch appliances. - Smart lock access, heated garage, EV charger. - Complimentary Wi-Fi, in-floor heating, 65” Smart TV. - 5-minute drive to Winter Park Resort.

Top Guest favourite

Chalet in Granby

4.98 out of 5 average rating, 132 reviews

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.

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Chalet in Winter Park

5 out of 5 average rating, 4 reviews

Luxury Chalet w/ Hot Tub Near 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.