Chalet vacation 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, 114 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 Evergreen

4.91 out of 5 average rating, 392 reviews

40 mins to Red Rocks*Hot Tub-Mind Serene* Chalet

Unique and peaceful A-Frame above Evergreen. Rustic feel for those who want to be serene and peaceful, but still on the grid. The chalet features satellite high-speed internet* (see additional notes), a full-size fridge, and a gas fireplace. Upstairs features a double bed, private balcony, and a Queen Size bed too. Go hiking, read a book, relax in the Hot Tub, or take in old-town Evergreen just 15 mins away. With over 240 high reviews, this is the original. Why take a chance on the imitators?

Guest favourite

Chalet in Nederland

4.97 out of 5 average rating, 122 reviews

Secluded Mountain Chalet - Private Shady Trail

Escape to a romantic mountain chalet on 38 private acres with jaw-dropping views of the Continental Divide. Soak in the private hot tub under the stars, relax by the fireplace, and enjoy two private bedrooms with en suites. Peace, privacy, and stargazing await—no quiet hours, just you and the mountains. A secluded retreat perfect for one or two couples seeking tranquility, comfort, and unforgettable views. Located on the far end of the road with a private, shady trail that leads to the creek!

Guest favourite

Chalet in Boulder

4.88 out of 5 average rating, 165 reviews

SkyMountain Lodge with Hot Tub and Infrared Sauna

20 Minutes to Boulder.. A world Away, Sky Mountain Lodge awaits you! Take in the stunning views from the 2 story atrium, gourmet kitchen, hot tub for 6, conservatory, and 3 separate decks. Great for house sharing with 3+ bedrooms and 3 full bathrooms. Located in the quaint mountain village of Gold Hill, you'll find a historic mining town frozen in time with a General Store & Pub, Museum, The Gold Hill Inn (fab food and live local music every week), Bluebird Lodge, and The Red Store.

Top guest favourite

Chalet in Winter Park

5 out of 5 average rating, 8 reviews

Stunning 4-BR Retreat w/ Hot Tub & Mountain Views

Escape to Sky High Colorado, a stylish riverside chalet with stunning views of the Continental Divide. - Elegant retreat sleeps 10 with 4 bedrooms and 3.5 baths. - Enjoy a gourmet kitchen, stylish family room, in-floor heating, fast Wi-Fi & 65" HDTV. - Offers a BBQ grill, EV charger, boot warmers, and heated garage. - Unwind on the private rooftop deck with a hot tub and fire pit. - Located just 5 min drive from Winter Park Resort and steps from the Fraser River and scenic trails.

Superhost

Chalet in Breckenridge

4.85 out of 5 average rating, 137 reviews

New chalet at waterfall. Good dogs welcome.

New chalet away from all the noise, tranquility on pristine lake with river & waterfall right out the back door. Hiking trails 100 yards away go for miles and miles. All the conveniences of home with high speed access. Two lovely bedrooms & bathrooms. One has day bed which can be two twins or pops up to king. Two storage lofts. Sounds, views & smells go with you for a wonderful memory of your time here. 2 parking spaces on site. Summit County Short Term Rental License. STR00063

Guest favourite

Chalet in Clear Creek County

4.92 out of 5 average rating, 146 reviews

Rustic-Chic Colorado Chalet with Hot tub!

Escape to this nearly off the grid Rustic-Chic Cabin in the heart of the Colorado Rockies. World-class skiing, hiking, biking and fishing minutes away! Your private summer, winter, fall or spring retreat! Quick Trips: 15 Restaurants 3 Micro Breweries Georgetown Train Zip-lining ATV Rentals Argo Mill Rafting St Mary's Glacier Mt Evans Casinos 30 Min West of Red Rocks 25 Min East of Loveland Ski Area 45 Min East of Keystone/A-basin 40 Min West of Downtown Denver 1 hr to DIA

Top guest favourite

Chalet in Black Hawk

4.98 out of 5 average rating, 254 reviews

Lakefront • Kayaks • Views • Fishing • HotTub

✦ Luxury Lakefront ✦ 🛋️ Entire place fully updated 🏔️ Spectacular mountain and lake views 🛶 Kayak and fish directly from your doorstep ♨️ Unwind in the 6-person hot tub 🌳 Enjoy 1.2 acres of secluded land 🔥 Features a propane fire pit and grill 🛏️ 2 King Bedrooms, 2 full baths 🌐 High-speed internet for work or play 🎿 16 miles to Skiing (Eldora Mountain) 📍 30 miles to Boulder 📍 36 miles to Denver 🎸 30 miles to Red Rocks Amph 🏢 5 minutes Pool, Sport center, etc.

Guest favourite

Chalet in Granby

4.98 out of 5 average rating, 135 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

Chalet in Breckenridge

4.86 out of 5 average rating, 226 reviews

Northpole cozy mountain Chalet!

This adorable & newly remodeled chalet sleeps 4+. 1 bedroom w queen & tv. Colorado room is a separate living room with sleeper/sofa queen w 2 chairs, fireplace & flatscreen TV. 1 full Bath. Washer/dryer in unit & dishwasher. Full Kitchen & Purified Water System. Rec Center w Indoor Pool & 2 hot tubs & more! Free shuttle to Breck and nearby towns. Beautiful mountain views and hiking/bike trails just steps away. Skiing just minutes away. port-a-crib in unit

Guest favourite

Chalet in Estes Park

4.91 out of 5 average rating, 190 reviews

Mont Blanc Chalet - 20-NCD0127

Mont Blanc Chalet perches majestically above the town of Estes Park, Colorado, gateway to Rocky Mountain National Park. With extraordinary sweeping views of Long's Peak and the entire Continental Divide, this luxury log home affords guests the grandiose seclusion of a mountain hideaway, but with the convenience of an in-town location. You won't find a better view in Estes. It's also about one mile from the park entrance and minutes to Elkhorn Drive.

Guest favourite

Chalet in Grand Lake

4.93 out of 5 average rating, 183 reviews

BASE CAMP for Rocky Mountain National Park!

Welcome to the WaterWood Chalet, ideally located between Rocky Mountain National Park and Grand Lake, named TripAdvisor's "Best American Lake Town" in 2018. Enjoy a warm, welcoming community with every outdoor mountain activity just minutes away. Experience quiet solitude or thrilling adventures with abundant wildlife right outside your doorstep. Our updated, comfortable home offers a unique RMNP basecamp for your perfect getaway.