$0
for 0 nights

Home in Winter Park, CO

4 bedrooms

7 beds

3.5 bathrooms

12 guests

2200 sq. ft.

Operated by a Wander partner

Trusted operators, vetted by Wander

About the property

Welcome to Bear Trail Chalet 411, a stunning mountain retreat nestled in the heart of Winter Park, Colorado. This spacious townhome offers a perfect blend of luxury and comfort, making it an ideal getaway for families and groups seeking adventure and relaxation in the beautiful Rocky Mountains.

With 4 beautifully appointed bedrooms and 3.5 bathrooms, this chalet comfortably accommodates up to 12 guests. The layout features a King Master Bedroom Suite, a Guest King Bedroom, a cozy Queen bed with a XL Twin trundle, and a charming Guest Queen Bedroom, ensuring everyone has their own space to unwind after a day of exploring.

The ambiance of Bear Trail Luxury Chalet is warm and inviting, highlighted by a gas fireplace that creates a cozy atmosphere in the living area. The open-concept design seamlessly connects the living room, dining area, and fully equipped kitchen, which boasts modern appliances including a refrigerator, stove/oven, dishwasher, and microwave. Enjoy your morning coffee with the provided Keurig coffee maker or whip up a delicious meal using the ample dishes, utensils, and cookware available.

Step outside to discover the outdoor amenities, including a private hot tub perfect for soaking under the stars, a gas grill for summer barbecues, and a balcony/deck that offers breathtaking mountain views. For those looking to stay active, the nearby recreational activities provide plenty of options for fun and relaxation.

Technology and comfort are prioritized with high-speed wireless internet, a TV/home theatre system, and a game console with several games, ensuring entertainment for all ages. Additional amenities include air conditioning, a washer/dryer, and a heated garage for your convenience.

Located in the Bear Crossing neighborhood, this chalet is in Winter Park's vibrant downtown area, where you can explore shops, restaurants, and local attractions. Whether you're hitting the slopes in winter or hiking the trails in summer, Bear Trail Luxury Chalet 411 is the perfect home base for your mountain adventures.

Don't miss out on the opportunity to experience this luxurious retreat—book your stay at Bear Trail Luxury Chalet 411 today!

Don't just stay in Winter Park, experience it with our exclusive RAD program! (Rentals I Activities I Discounts) We've hand selected Winter Park's most reputable partners to ensure our guests enjoy exclusive savings, elevated services and extraordinary adventures at the most popular attractions the area has to offer. Optional services are also available including personal grocery shopping, private chef, in-room massages and custom equipment fittings at your door. All of our properties are equipped with everything you need during your stay including Free high-speed Wi-Fi, keyless entry, accidental damage protection, gourmet coffee & tea, luxurious towels/linens/eco friendly toiletries, and 24/7 guest support. We provide the absolute finest professionally cleaned accommodations and locations the area has to offer at the lowest nightly rates available without any reservation fees by booking direct at Winter Park Escapes.

Location

  • Winter Park Resort is nearby with a free bus ride to the resort base village for numerous winter and summer activities and events
  • The Grand Park Rec Center is nearby with multiple swimming pools, gym, indoor track and huge rock climbing wall for an additional fee
  • The Foundry is next door to the Rec Center with a bowling alley, movie theater and brick oven pizza bar
  • Hideaway Park and the Rendezvous Event Center are nearby with numerous events and concerts throughout the year
  • Great dining and shopping are all nearby with many within walking distance depending on the property location
  • Grand Lake and Rocky Mountain Natl. Park are only 30 minutes away
  • Endless mountain activities throughout the year are at your door step and surrounding area

Disclosures
This property allows up to 2 dogs only for an additional fee of $49 nightly. Dogs are not allowed on the furniture or beds and must be crated if left alone. Additional fees will apply for non compliance. The majority of the properties in the Winter Park area do not have A/C due to the cooler climate. The resort base closes during the off seasons in the spring and fall but the downtown area remains open year round. A complete list of our discounts and optional services can be viewed on our website. Quiet hours are 10pm to 8am Daily. There is parking for a max of 2 vehicles at the property. Larger vehicles and vehicles with roof racks will likely not fit in the small garage. Both vehicles must be parked in the garage with no additional options for parking outside the garage. STR License #024262

Property License: 24262

Amenities

Common Amenities

  • Free parking
  • Gym
  • Dryer
  • Washer
  • EV Charger
  • Laundromat nearby
  • Mountain view
  • Massage table
  • Private Chef
  • Dedicated workspace
  • Crib
  • Coffee maker

Bathroom 1

  • Hair dryer

Bathroom 2

  • Bath linens

Bedroom 1

  • Bed linens

Living room

  • Fire place
  • Heating
  • TV

Garage

  • Garage

Common area

  • Wifi

Laundry room

  • Ironing board

Tv room

  • Game console

Dining room

  • High chair
  • Dining table

Kitchen

  • Ice maker
  • Dishes
  • Dishwasher
  • Kitchen
  • Microwave
  • Oven
  • Fridge
  • Spices
  • Stove
  • Toaster

Patio

  • BBQ Area

Pool

  • Hot tub

5.0 · 3 reviews

D

Doug

February 2026

This was such a lovely place to stay while we skied Winter Park! The main floor was spacious and could accommodate our group of 6 very nicely, with room to spare. The kitchen was modern and well-stocked with essentials. The view was spectacular, and the hot tub was such a rejuvenating experience (with a view!) after a long day of skiing. Our family was very pleased and often commented on how great this stay was!
J

Joanne

July 2024

my Family and I just spent the past few days at your beautiful condo in Winterpark. It was one of the most relaxing and peaceful places, we have ever stayed in. The views from every room were picturesque! Everything in the condo was top of the line! Sitting in the hot tub watching the sun go down was spectacular! My son in law spotted a moose on the bike trail that was just a quarter of a mile from the condo! Thank you for a wonderful stay! We can’t wait to come back!
M

Marge

October 2024

The home has stunning views! We loved the location and layout of the home and the Winter Park Escapes management staff were very helpful when needed. We are already planning a return visit.

Where you’ll be

Winter Park, CO 80482, US

Winter Park, CO, US
39.913801-105.796574
Timezone: America/Denver

Restaurants

Deno's Mountain Bistro

Deno's Mountain Bistro is Winter Park's historic chophouse and original watering hole, housed in a beautifully restored 1900s stagecoach stop and serving Mediterranean-style steaks, fresh seafood, and an impressive wine list in a warm, inviting mountain lodge atmosphere.

Hernando's Pizza Pub

Nestled in Winter Park since 1967, Hernando's Pizza Pub serves scratch-made pizzas, pasta, and Italian classics in a cozy, lively spot adorned with $40,000 in signed dollar bills on every surface, plus a full bar.[1][3][5]

Devil's Thumb Ranch Resort & Spa

Nestled in a historic 1930s homestead with stunning Continental Divide views, Devil's Thumb Ranch's Ranch House serves pasture-to-fork modern Western cuisine featuring 100% ranch-raised Wagyu beef in a cozy saloon ambiance.

Randi's Grill & Pub

Randi's Irish Grill & Pub in Winter Park blends authentic Irish specialties like shepherd's pie and fish & chips with hearty American classics, all made in-house with local ingredients. Unwind in its cozy, lively pub atmosphere by the fireplace, pint in hand, while catching the game on HD TVs.[1][2][3][4][5][6]

The Ditch on 40

The Ditch on 40 is a family-run Winter Park roadside bar and grill specializing in authentic New Mexican cuisine made with chile from Hatch, NM, earning recognition as "Best Eats" by National Geographic. With its classic dive bar atmosphere and vibrant flavors, it's a beloved local spot serving exceptional margaritas, burgers, and sandwiches.

Sharky's Eatery

Sharky's Eatery serves up hearty breakfasts all day—like enormous pancakes, spicy southwestern dishes, and juicy burgers—in a cozy, alpine rustic café with a fun Colorado vibe.[1][2][3]

Wake N' Bacon

Wake 'n Bacon is Chicago's Instagram-famous brunch haven in Lakeview, blending Asian, Latin, and American flavors into photogenic hits like Ube Flap Jack Stacks, Spiced Maple Chicken 'n Waffles, and the legendary Bacon Flight. Floor-to-ceiling florals and vibrant vibes make every bite a celebration.[1][3][4]

Attractions

Fraser Tubing Hill

Experience the thrill of snow tubing at this family-owned Fraser institution since 1971, where a magic carpet lift whisks you effortlessly up the mountain so you can zoom back down without the work—perfect for families, groups, and anyone seeking nostalgic winter fun without special skills required.

Fraser Valley Sports Complex

Discover year-round thrills at Fraser Valley Sports Complex, from the NHL-sized Icebox rink and sand volleyball to baseball fields and a wild Western playground, all in a stunning mountain backdrop. Sports enthusiasts, families, and pickleball fans will love this versatile outdoor haven.[1][2][5]

Trestle Bike Park

Trestle Bike Park delivers gravity-fed thrills on over 40 miles of lift-served trails, from beginner greens to double black diamonds, in Colorado's Mountain Bike Capital. Adrenaline junkies and skill-builders of all levels will love its massive rentals, pro lessons, and endless flow and tech lines.[1][2][3][6][8]

Winter Park Resort

Dive into endless mountain thrills at Winter Park Resort with the Unlimited Activities Day Ticket, featuring Colorado's longest alpine slide, scenic gondola rides, and an 18-hole putting course. Adventure seekers and families craving non-stop summer fun will love this ultimate playground.[1][3]

Fraser Valley Distilling

Visit this family-owned mountain distillery in Fraser, Colorado, where you can tour the craft spirits production, enjoy expertly crafted cocktails, and savor scratch-kitchen cuisine on a scenic patio near Winter Park ski resort.

Cooper Creek Square

Discover the charm of Cooper Creek Square, Winter Park's vibrant outdoor plaza blending eclectic shops with local artisan treasures and global cuisines around a cozy fire pit and string lights. Shoppers, foodies, and families seeking mountain-town magic will love every stroll.[1][2][3][6]

Rendezvous Event Center

Rendezvous Event Center is a vibrant downtown Winter Park hub featuring a skate park, playground, and sledding hill, plus free summer concerts and weekend events that draw families and music lovers year-round.

Things to know

Cancellation policy

Free cancellation up to 14 days before check-in. No refund after that.

Property rules

Pets allowed with fee

No smoking - fees will apply

Events not allowed

Safety & security

Check-in after 4:00 pm

Check-out before 10:00 am

12 guests maximum

Availability & Pricing

DatePrice (USD, excl. fees and taxes)Availability
Aug 31, 2026$199Available
Sep 1, 2026$199Available
Sep 2, 2026$200Available
Sep 3, 2026$200Available
Sep 4, 2026$199Available
Sep 5, 2026$199Available
Sep 6, 2026$199Available
Sep 7, 2026$199Available
Sep 8, 2026$199Available
Sep 9, 2026$200Available
Sep 10, 2026$199Available
Sep 11, 2026$199Available
Sep 12, 2026$199Available
Sep 13, 2026$199Available
Sep 14, 2026$199Available
Sep 15, 2026$200Available
Sep 16, 2026$200Available
Sep 17, 2026$199Available
Sep 18, 2026$200Available
Sep 19, 2026$199Available
Sep 20, 2026$200Available
Sep 21, 2026$200Available
Sep 22, 2026$199Available
Sep 23, 2026$199Available
Sep 24, 2026$199Available
Sep 25, 2026$199Available
Sep 26, 2026$199Available
Sep 27, 2026$200Available
Sep 28, 2026$200Available
Sep 29, 2026$200Available
Sep 30, 2026$200Available
Oct 1, 2026$199Available
Oct 2, 2026$277Available
Oct 3, 2026$279Available
Oct 4, 2026$204Available
Oct 5, 2026$200Available
Oct 6, 2026$200Available
Oct 7, 2026$200Available
Oct 8, 2026$199Available
Oct 9, 2026$274Available
Oct 10, 2026$272Available
Oct 11, 2026$199Available
Oct 12, 2026$200Available
Oct 13, 2026$200Available
Oct 14, 2026$200Available
Oct 15, 2026$199Available
Oct 16, 2026$263Available
Oct 17, 2026$263Available
Oct 18, 2026$199Available
Oct 19, 2026$200Available
Oct 20, 2026$199Available
Oct 21, 2026$199Available
Oct 22, 2026$199Available
Oct 23, 2026$250Available
Oct 24, 2026$248Available
Oct 25, 2026$199Available
Oct 26, 2026$199Available
Oct 27, 2026$199Available
Oct 28, 2026$199Available
Oct 29, 2026$200Available
Oct 30, 2026$286Available
Oct 31, 2026$282Available
Nov 1, 2026$240Not Available
Nov 2, 2026$235Not Available
Nov 3, 2026$237Not Available
Nov 4, 2026$238Not Available
Nov 5, 2026$247Not Available
Nov 6, 2026$299Not Available
Nov 7, 2026$292Not Available
Nov 8, 2026$245Not Available
Nov 9, 2026$239Not Available
Nov 10, 2026$250Not Available
Nov 11, 2026$250Not Available
Nov 12, 2026$256Not Available
Nov 13, 2026$310Not Available
Nov 14, 2026$306Not Available
Nov 15, 2026$252Not Available
Nov 16, 2026$250Not Available
Nov 17, 2026$250Not Available
Nov 18, 2026$249Not Available
Nov 19, 2026$264Not Available
Nov 20, 2026$335Not Available
Nov 21, 2026$376Not Available
Nov 22, 2026$370Not Available
Nov 23, 2026$387Not Available
Nov 24, 2026$409Not Available
Nov 25, 2026$477Not Available
Nov 26, 2026$489Not Available
Nov 27, 2026$491Not Available
Nov 28, 2026$435Not Available
Nov 29, 2026$341Not Available