Chalet holiday rentals in Winter Park

4.97 out of 5 average rating, 92 reviews

AMAZING VIEWS! Top Of The Mountain Log Home.

TheresaRating, 5 stars1 month ago

We thoroughly enjoyed our stay. We were 7 adults, 2 young children and a 7 month old. There was a great play area for the kids! Bedroom situation was perfect! Kitchen area with eating area was great for gathering. Lovely deck with beautiful views! Very comfortable!

5 out of 5 average rating, 33 reviews

Chalet in Grand Lake

Over The Top Views Lake Granby and Rocky Mountains

MabelRating, 5 stars5 months ago

Beautiful house. One of the best places we had been. Victoria always responded to our questions. Very well equipped. Plenty of space. The views from the house are amazing. Several times we got heavy snow overnight after calling Victoria she send Mr. Ron to plow it from the driveway and the road. Its very important to have a 4 x 4 or AWD car in winter. This is a place to come back for sure!

4.97 out of 5 average rating, 112 reviews

Chalet in Martin Acres

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!

5 out of 5 average rating, 11 reviews

Chalet in Granby

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

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

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.

4.94 out of 5 average rating, 16 reviews

Mtn Views! 4k SqFt! Gym! Hot tub! 4 King Ensuites+

*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.

5 out of 5 average rating, 43 reviews

Chalet in Martin Acres

Cozy Chalet in the Mountains

Snuggle up next to the wood burning fireplace and enjoy the beautiful vistas of The Arapahoe National Forrest. This beautifully updated chalet has left no stone unturned and is graciously appointed with the most comfortable bedding, linens, towels and more. Relax and enjoy the tranquility of the mountain vistas, lakes, wildlife and all the local hiking trails. Treat yourself to a most memorable stay in the mountains! The Chalet adjoins the "Romantic Bungalow" and can be rented together.

5 out of 5 average rating, 7 reviews

Riverside 4BR Hideaway with Hot Tub in Winter Park

Discover Sky High Colorado, an elegant riverside chalet with breathtaking views of the Continental Divide. - Comfortably sleeps 10 with 4 bedrooms and 3.5 baths. - Offers a gourmet kitchen & a stylish family room. - Enjoy modern comforts like in-floor heating, Wi-Fi, 65" HDTV, BBQ grill, EV charger, boot warmers & heated garage. - Relax on the private rooftop deck with a hot tub & fire pit. - Only a 5 min drive from Winter Park Resort, and close to the Fraser River and trails.

Chalet in Clear Creek County

4.93 out of 5 average rating, 143 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

4.98 out of 5 average rating, 134 reviews

Chalet in Granby

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.

Holiday rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Houses

A space that's all yours, with room for everyone

Apartments

Convenient locations with everyday essentials

Popular amenities for Winter Park chalet rentals

Kitchen

Wi-Fi

Free parking on premises

Air conditioning

Family-friendly chalet rentals

4.97 out of 5 average rating, 92 reviews

AMAZING VIEWS! Top Of The Mountain Log Home.

TheresaRating, 5 stars1 month ago

We thoroughly enjoyed our stay. We were 7 adults, 2 young children and a 7 month old. There was a great play area for the kids! Bedroom situation was perfect! Kitchen area with eating area was great for gathering. Lovely deck with beautiful views! Very comfortable!

4.89 out of 5 average rating, 80 reviews

Pine Marten Lodge

TereseRating, 5 stars3 months ago

The home is lovely with plenty of space, comfortable beds and works well with kids. The views are spectacular; loved sitting in the living room viewing the mountains.

5 out of 5 average rating, 33 reviews

Chalet in Grand Lake

Over The Top Views Lake Granby and Rocky Mountains

MabelRating, 5 stars5 months ago

Beautiful house. One of the best places we had been. Victoria always responded to our questions. Very well equipped. Plenty of space. The views from the house are amazing. Several times we got heavy snow overnight after calling Victoria she send Mr. Ron to plow it from the driveway and the road. Its very important to have a 4 x 4 or AWD car in winter. This is a place to come back for sure!

Chalet in Fraser

4.87 out of 5 average rating, 60 reviews

Updated Mountain Cabin

KimberlyRating, 5 stars15 months ago

Second time stay for our family; we feel right at home! Thankful for a great place with a great host in a great location! Kids are already asking when we can come back!

Chalet in Grand Lake

4.67 out of 5 average rating, 147 reviews

Grand Lake 4BR/4BA Warm Hearth Mountain Home

TylerRating, 5 stars3 weeks ago

reasonable policies and great communication. Had no issues

4.79 out of 5 average rating, 43 reviews

Mallard Mountain Retreat - Grand Co / Tabernash

WendyRating, 5 stars10 months ago

This was a great place for a group of people, with lots of beds, including some in fun places. The seating at the table and in the living room was also great. We were also close to some nice hiking trails

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Luxury chalet rentals

5 out of 5 average rating, 6 reviews

Luxury Home by River | 4BR, Sonos, Chef Kitchen

KristinaRating, 5 stars4 months ago

We had a wonderful stay at this property. Everything was as decribed online. The host was very responsive and helpful with any recommendations we needed. The house was exremely comfortable and about a 5 minute drive to Winter Park Resort so the location was great. We will definitely come back to this property.

4.75 out of 5 average rating, 51 reviews

Chalet in Granby

Luxury Lodge Retreat, 360 Views!

BrianRating, 5 stars2 weeks ago

Amazing views of Lake Granby, beautiful log cabin on the inside with plenty of room and a big beautiful kitchen. Private location in a beautiful mountain setting.

5 out of 5 average rating, 4 reviews

Luxury Chalet w/ Hot Tub Near Hideaway Park

AdamRating, 5 stars4 months ago

Our families had an amazing stay! The kids had their own space and adults were able to relax in their own area. The location is convenient to the resort and to walk to restaurants and shopping. The space is equipped with everything you need to feel at home. The furnishings are in excellent condition and the space is spotless. The hot tub on the roof is a great way to end a day on the slopes. Thank you for an amazing vacation. We will be back again in the future!

5 out of 5 average rating, 3 reviews

Modern Villa w/ Hot Tub + Walk to Trails

BettyRating, 5 stars5 months ago

This was one of the best experiences ever. The home was great, location was perfect, home was greatly equipped, very clean and nicely decorated. I would highly recommend this home for anyone going to WinterPark, CO.

CynthiaRating, 5 stars4 months ago

Cozy 4BR Cabin w/ Hot Tub & Mountain Views

Beautiful home and views, and perfect for large family gathering. Love the split levels, everyone felt like they could spread out and the den on first level was great for kids hangout. The host was super easy to communicate with and very responsive. Will definitely try to stay here again!