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, 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.

Top guest favourite
The spacious living room features tall, floor-to-ceiling A-frame windows that allow natural light to illuminate the area. Comfortable seating arrangements are present, along with a cozy area rug and a modern television. A balcony overlooks the scenic outdoor views, enhancing the inviting atmosphere.
Chalet in Tabernash
4.97 out of 5 average rating, 31 reviews

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.

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

An inviting living room features a large sectional sofa facing a wood coffee table. Natural light fills the space through expansive windows. A rustic wooden railing overlooks the dining area, while a staircase leads to an upper level, adding depth to the room's layout.
Chalet in Fraser
4.74 out of 5 average rating, 39 reviews

Rustic luxury for weddings & retreats GoCasaVista

Rustic home with 11 bedrooms and 9.5 bathrooms. Indoor hot tub and sauna are just of few of our amenities. Events space is available from May through October. If you plan to use the tent and wedding ammenities you must plan with us prior to making your reservation. Venue includes a 40' x 80' high top tent. Includes tables, benches, two alter sites, flatware, glassware, silverware, staging area and much more. 5 day wedding venue and house package pricing is generally $8,000 to $12,000.

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.

Superhost
A modern chalet is situated on a hillside, surrounded by pine trees. The expansive lake is visible in the background, framed by mountain ranges under a clear blue sky. The inviting architecture reflects a blend of wood and stone, emphasizing a connection with nature.
Chalet in Grand Lake
4.89 out of 5 average rating, 36 reviews

Grand Lake Lux Chalet | Hot Tub • Ski • Snowmobile

Escape to our modern chalet overlooking Lake Granby, just 10 minutes from Rocky Mountain National Park, downtown Grand Lake, and nearby ski resorts. Grand Lake is the place to be for winter fun—snowmobiling right from the house, skiing, snowshoeing, ice fishing, and more. After an active day, relax in the hot tub with stunning lake and mountain views. With 4 bedrooms, 3.5 baths, a fireplace, movie room, game room, and gym, it’s the perfect winter getaway.

Guest favourite
A wooden deck is adorned with blooming red and purple flowers in hanging pots. The expansive view reveals Lake Granby and distant mountain peaks under a partly cloudy sky, enhancing the serene natural landscape.
Chalet in Grand Lake
5 out of 5 average rating, 34 reviews

Over The Top Views Lake Granby and Rocky Mountains

This Lake Granby view log home on 5 acres backs up to Rocky Mountain National Forest. Enjoy a relaxing moment on the deck overlooking Lake Granby and a expansive view of surrounding mountain peaks. The town of Grand Lake will keep you entertained with cultural activities and an old fashioned boardwalk that dates back to 1881. With four bedrooms and three baths it is sure to meet all your needs. Come and relax in the beautiful Colorado Rockies.

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 $350 CAD per night before taxes and fees

  • Verified guest reviews

    Over 200 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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