Chalet holiday 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, 123 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 cozy living area features two brown leather sofas arranged around a modern fireplace beneath a flat-screen TV. The kitchen, visible in the background, has dark cabinetry and a spacious countertop. Large windows allow natural light, illuminating the inviting design.
Chalet in Granby
5 out of 5 average rating, 12 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

Guest favourite
The exterior of a rustic log home is showcased, featuring large windows that provide mountain views, and a spacious deck. The surrounding landscape is covered in snow with evergreen trees dotting the terrain, contributing to a serene mountain setting.
Chalet in Tabernash
4.95 out of 5 average rating, 97 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, 90 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
A spacious duplex set amidst snow-covered trees showcases a wooden facade and large windows. The front features a balcony and a covered entry, with two garages visible on the lower level. Snow piles are present along the driveway, highlighting the winter atmosphere.
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.

Guest favourite
A spacious living area features wooden walls and a warm atmosphere. Large windows provide views of the outdoors, while a comfortable seating arrangement is complemented by a cozy rug. A dining table is positioned near the window, enhancing the inviting environment.
Chalet in Winter Park
4.89 out of 5 average rating, 84 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.

A spacious wooden retreat is nestled in a snowy landscape, featuring a green roof and multiple levels. A large wrap-around deck extends from the front, with the hot tub visible nearby. Tall trees and distant mountains frame the serene setting.
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.

Guest favourite
A tranquil landscape showcases a winding river reflecting warm orange hues against snow-dusted terrain. Pine trees dot the mountainside, and rolling hills lead to distant peaks under a vibrant sunset sky, creating a serene natural scene.
Chalet in Granby
4.9 out of 5 average rating, 30 reviews

Rare view! CO River w/ Continental Divide

Ultimate enjoyment in this spacious and serene space! Spectacular/unobstructed views of the Colorado River and Continental Divide; yet still close to major towns in Grand County and Rocky Mountain National Park (less than 30 minutes in any direction). Only a 2 minute drive to a lake day on Lake Granby. Hiking right outside the front door of the property. Or just have a relaxing day at the house while you watch Eagles, Hummingbirds, Osprey, and Hawks soar over the valley below the main deck

Top guest favourite
The exterior of a modern mountain home features a combination of dark wood and stone accents. The design includes a spacious front porch with seating, large windows, and a two-car garage, all set against a backdrop of rolling hills.
Chalet in Granby
4.98 out of 5 average rating, 144 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
Chalet in Winter Park
5 out of 5 average rating, 7 reviews

Rooftop Hot Tub | Skyline Views

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 Winter Park
5 out of 5 average rating, 4 reviews

Rooftop Hot Tub | Downtown Views

Welcome to your mountain escape in the heart of Winter Park - perfect for families & friends year-round! Enjoy comfort, style & unbeatable location: - Sleeps 8 | 4 bedrooms | 5 beds | 3.5 baths - Rooftop hot tub w/ Continental Divide views - Gourmet kitchen & open-concept living w/ fireplace - Walk to dining, shops & Hideaway Park concerts (summer) - Private garage parking & high-speed Wi-Fi - Family-ready w/ Pack ’n Play & high chair

Top guest favourite
A contemporary single-family home with a two-car garage features natural wood siding and stone accents. The covered front porch is supported by stone pillars, creating a welcoming entrance. The landscape offers a mix of grass and rocks, enhancing the natural mountain setting.
Chalet in Granby
4.99 out of 5 average rating, 76 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.

Popular amenities for chalet rentals in Winter Park

Quick stats about chalet rentals in Winter Park

  • Total holiday rentals

    Explore 10 holiday rentals in Winter Park

  • Nightly prices starting at

    Winter Park holiday rentals start at £190 per night before taxes and fees

  • Verified guest reviews

    Over 200 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    10 of Winter Park holiday 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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