Chalet vacation rentals in Winter Park

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Top-rated chalet rentals in Winter Park

Guests agree: these chalets are highly rated for location, cleanliness, and more.

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Top guest favourite
A charming mountain chalet is nestled among tall trees, showcasing a steeply pitched roof and warm outdoor lighting. A wooden deck surrounds the entrance, inviting guests to enjoy the natural surroundings. Vibrant yellow flowers are visible in the foreground, adding a touch of nature.
Chalet in Martin Acres
4.97 out of 5 average rating, 131 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
A spacious common area features large picture windows, allowing for ample natural light and showcasing expansive views of the surrounding landscape. The room is adorned with natural wood accents, and plush seating is arranged on soft carpet, providing a comfortable space to relax.
Chalet in Tabernash
4.95 out of 5 average rating, 104 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 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

Superhost
A wooden mountain home is surrounded by lush greenery and tall pine trees. The building features a charming design with large windows and a welcoming entrance. A spacious outdoor area is visible, providing a sense of privacy amidst the natural setting.
Chalet in Tabernash
4.86 out of 5 average rating, 92 reviews

We are finally getting snow! Book now for powder!

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
The exterior of a log cabin is framed by snow-covered trees, showcasing a spacious deck that wraps around the front. A combination of stone and wood textures enhances the cabin's natural look, while the pristine snow reflects sunlight, creating a bright winter scene.
Chalet in Winter Park
4.89 out of 5 average rating, 85 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.

An outdoor deck is presented with a circular metal table surrounded by four chairs. The expansive space features wooden decking, with stunning views of the mountainous landscape and clear sky highlighted in the background.
Chalet in Tabernash
4.75 out of 5 average rating, 44 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.

Guest favourite
The spacious great room features a large leather sofa accented with plush throw pillows. Cozy seating is provided by soft armchairs and a textured pouf. Large glass doors offer scenic views of the outdoors while allowing natural light to fill the space.
Chalet in Winter Park
5 out of 5 average rating, 18 reviews

Classic Views | Hot Tub | Game Lounge

Welcome to your Rocky Mountain retreat - a riverfront chalet in Winter Park designed for relaxation, adventure & togetherness. Enjoy stunning views, cozy interiors, & modern comforts just minutes from the slopes & downtown: • Sleeps 10 | 4 bedrooms | 7 beds | 3.5 baths • Rooftop hot tub, fire pit & mountain views • Gourmet kitchen w/ stainless appliances • Family-ready: Pack ’n Play, crib, board games • Walk to dining, shops & nightlife • Pet-friendly w/ free garage parking

Top guest favourite
A hot tub is positioned on a covered patio, surrounded by scenic views of the mountains and trees. Clear skies and gentle clouds create a serene backdrop, illuminating the inviting water surface.
Chalet in Granby
4.98 out of 5 average rating, 148 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.

Guest favourite
The exterior of a rustic, multi-level lodge is presented, showcasing wood siding and prominent roof angles. A spacious deck with railings surrounds the upper levels, with several outdoor seating areas visible. Vehicles are parked beneath the lodge, and greenery is seen in the foreground.
Chalet in Winter Park
4.89 out of 5 average rating, 83 reviews

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.

Guest favourite
Chalet in Winter Park
4.8 out of 5 average rating, 10 reviews

Slope Views | Hot Tub | Bar Area

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.

Superhost
Chalet in Granby
5 out of 5 average rating, 4 reviews

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.

Top guest favourite
Chalet in Granby
4.99 out of 5 average rating, 87 reviews

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.

Guest favourite
Chalet in Granby
4.93 out of 5 average rating, 15 reviews

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

Popular amenities for Winter Park chalet rentals

Quick stats about chalet rentals in Winter Park

  • Total vacation rentals

    Explore 10 vacation rentals in Winter Park

  • Nightly prices starting at

    Winter Park vacation rentals start at $723 CAD per night before taxes and fees

  • Verified guest reviews

    Over 210 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    10 of Winter Park vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Winter Park rentals

  • 5 Average rating

    Winter Park stays are highly rated by guests—averaging 5 out of 5!

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