Winter Park, CO Chalets from AED 1,266

A snow-covered building with illuminated windows and a ski lift in the foreground.

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Our top choices for ${destinationName} chalets

A wooden deck with two wooden chairs and a table, a blanket, and two cups on the table.

1. Cozy Rocky Mnt. Chalet/Spa, private lake, close to Denver, RedRocks, Outdoor fun

Idaho Springs

Vince A.

AED 1,817 total

includes taxes & fees

27 Oct - 28 Oct

A wooden cabin with a deck overlooking a snow-covered landscape and a clear stream.

2. 2BR Riverside Chalet, Near Trails

Breckenridge

Dan F.

AED 1,377 total

includes taxes & fees

18 Oct - 19 Oct

A rustic cabin with a stone foundation, surrounded by trees, overlooking a lake and mountains.

3. Luxury / 3 Kings, Hot Tub, Lake Views, 4K Theater, Arcade + Gym / 8 Min RMNP

Grand Lake

Amber S.

AED 3,649 total

includes taxes & fees

21 Oct - 22 Oct

A deck with lounge chairs and a railing, surrounded by tall pine trees and a mountain in the background.

4. Shadow Mountain Chalet • Lake Views • Hot Tub • Sauna • Family Friendly

Grand Lake

AED 3,507 total

includes taxes & fees

15 Oct - 16 Oct

A cozy living room with a wooden ceiling, a sofa, a coffee table, and a vase of flowers.

5. Breckenridge Tiger Run Resort. 6 Minutes to the Gondola - Free Shuttle on Hwy 9

BRECKENRIDGE

Allen D.

AED 1,266 total

includes taxes & fees

17 Oct - 18 Oct

A wooden deck with a rocking chair and a small table, overlooking a green landscape and a cabin.

6. Sun & Snow Chalet Breckenridge, a Dog Lovers Dream

Breckinridge

Matthew

AED 1,528 total

includes taxes & fees

16 Oct - 17 Oct

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Top Winter Park Hotel Reviews

Winter Park Chateau

10/10 Excellent

"The only place I stay when I’m visiting Winter Park now, comfortable beds and rooms, cool area to hang out, and restaurants within walking distance."

Creekside Luxury Retreat • 8BR • Walk to Shops, Dining & Shuttle • Sleeps 22

10/10 Excellent

"Fantastic location right by a creek. The house was clean and well organized with some fun games like ping pong & pool as well. Also, walkable to the winterpark town!Our group really enjoyed our stay here. House manager was also great & prompt in resolving, when we had a hot tub issue. Overall, highly recommend."

Renovated Condo near the Slopes and Trails

8/10 Good

"Clean and convenient location. More than adequate for our needs, though the plastic mattress covers in the bunk room were not ideal. Cumbersome approach to 2nd floor up slightly sloped stairs and a door that opens to the unit on the wrong side. Current renovations are lovely…keep going!"

Luxury Downtown Condo - Private Hot Tub! Walk to Dining and Ski Bus...

10/10 Excellent

"The location was great. The house was very clean. The amenities were great from the towels for the hot tub to the well-equipped kitchen. We were a party of 10 and we ate most of our meals because it was comfortable, fun and easy to accommodate all the cooks in the kitchen. We did Elevation Everest, lots of Downhill MTB and hikes. If we ever come back to Winter Park, we will surely stay here again. I forgot my Dyson hairdryer and I’m sure Bob is shipping it back to me now."

A Frame Club

8/10 Good

"Clean and comfortable. Great location, close to action. Super cute. Moose wandered through the property while we were there! The reasons it didn’t get 5 stars: -Breakfast was odd. Pre built burritos, grab and go, for one hour. Tasty, but just odd. -Staff repeatedly told us the restaurant was open for dinner. We sat there for 10 minutes without being acknowledged by anyone. So we left. -No bathroom fan."

Room 1

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Treat yourself

Be picky

Check prices for these dates

Our top choices for ${destinationName} chalets

1. Cozy Rocky Mnt. Chalet/Spa, private lake, close to Denver, RedRocks, Outdoor fun

2. 2BR Riverside Chalet, Near Trails

3. Luxury / 3 Kings, Hot Tub, Lake Views, 4K Theater, Arcade + Gym / 8 Min RMNP

4. Shadow Mountain Chalet • Lake Views • Hot Tub • Sauna • Family Friendly

5. Breckenridge Tiger Run Resort. 6 Minutes to the Gondola - Free Shuttle on Hwy 9

6. Sun & Snow Chalet Breckenridge, a Dog Lovers Dream

Find vacation rentals that suit your style

Top Winter Park Hotel Reviews

Winter Park Chateau

Gravity Haus Winter Park

Creekside Luxury Retreat • 8BR • Walk to Shops, Dining & Shuttle • Sleeps 22

The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park

Renovated Condo near the Slopes and Trails

Luxury Downtown Condo - Private Hot Tub! Walk to Dining and Ski Bus...

Ski-in Ski-Out Zephyr Mountain Lodge Condo with Hot Tub next to Gondola

Indian Peaks Resort

A Frame Club

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Search Chalets in Winter Park

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for ${destinationName} chalets

1. Cozy Rocky Mnt. Chalet/Spa, private lake, close to Denver, RedRocks, Outdoor fun

2. 2BR Riverside Chalet, Near Trails

3. Luxury / 3 Kings, Hot Tub, Lake Views, 4K Theater, Arcade + Gym / 8 Min RMNP

4. Shadow Mountain Chalet • Lake Views • Hot Tub • Sauna • Family Friendly

5. Breckenridge Tiger Run Resort. 6 Minutes to the Gondola - Free Shuttle on Hwy 9

6. Sun & Snow Chalet Breckenridge, a Dog Lovers Dream

Find vacation rentals that suit your style

Top Winter Park Hotel Reviews

Winter Park Chateau

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