Winter Park Chalets

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Our top choices for Winter Park chalets

Peaceful Mountain Chalet with gorgeous views!

Black Hawk

Vlad L.

Tranquility Executive Chalet

Northside Breck

Danny D.

includes taxes & fees

3 Jun - 4 Jun

Sun & Snow Chalet Breckenridge, a Dog Lovers Dream

Northside Breck

Paul B.

includes taxes & fees

3 Jun - 4 Jun

2BR Riverside Chalet, Near Trails

Northside Breck

Dan F.

includes taxes & fees

5 Jun - 6 Jun

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

Northside Breck

Allen D.

includes taxes & fees

3 Jun - 4 Jun

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

Idaho Springs

Vince A.

Mountain Vista 3 Bedroom Chalet by RedAwning

Winter Park Highlands

Luxe Summer Chalet: Epic Lake Views, Cinema & Gym - 8 Min to RMNP + Hot Tub

Grand Lake

JJ R.

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Top Winter Park Hotel Reviews

Indian Peaks Resort

10/10 Excellent

"The little apartment is in a great location, was clean, and as described. The kitchen was well equipped. The main issue we had is that it feels old and outdated. Overall it was a great deal"

CLEAN, PET-FREE, MOUNTAIN VIEW, SPACIOUS KITCHEN- steps from village of WP!

10/10 Excellent

"This is an excellent choice for a family staying in Winter Park. The only reason the cleanliness rating took a hit was because the host had a miscommunication with their cleaning crew, who cleaned the wrong condo the day before we arrived. Once we checked in and found it not ready for our arrival, she had them there within minutes, and by the time we got back from lunch, it was spotless and ready for our stay.The location is terrific, right next to an outdoor concert venue and walking distance from the shops and restaurants, as well as a short 5-minute drive from some pleasant hiking trails above the town.This is perhaps the most organized and well-marked place we’ve stayed, everything labeled and easy to find. The balcony has an excellent mountain view, and the pool/hot tub are right across the parking lot.We didn’t need them on Memorial Day Weekend, but the radiant heating in the floors would be pretty clutch in the winter time I’m sure. Great thoughtfulness reflected in that addition.Overall a terrific stay and would definitely make this a first look if we return back to Winter Park!"

Hot Tub, Firepit & Views, Sleeps 19 | Winterhaven Estate by AvantStay

10/10 Excellent

"This home was perfect for our work group. The home was cozy yet provided plenty of space for everyone. The outdoor space was lovely, the home was very clean and well equipped with plenty of supplies. We’ll definitely look to book again!"

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

10/10 Excellent

"Everything in the advertisement of this beautiful townhouse was accurate. I’d even say it was better than the pictures and its description. Clean, spacious, comfortable well maintained. Perfect location! The host/owner was attentive and communicative with me during the arrangement, booking through check-in and checkout. Every one in our party enjoyed the experience. Thank you Bob! "

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