$0
for 2 nights

Home in Winter Park, CO

4 bedrooms

7 beds

3.5 bathrooms

12 guests

New

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
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. Our designated pet friendly properties have a pet fee of $49 nightly with a 2 dog max. Dogs are not allowed on the furniture or beds and must be crated if left alone. Additional fees will apply for non-compliance. 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
  • Dryer
  • Washer
  • EV Charger
  • Gym
  • 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

Tv room

  • Game console

Kitchen

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

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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

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.

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]

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
Jul 17, 2026$229Available
Jul 18, 2026$230Not Available
Jul 19, 2026$230Not Available
Jul 20, 2026$229Not Available
Jul 21, 2026$230Not Available
Jul 22, 2026$229Not Available
Jul 23, 2026$230Available
Jul 24, 2026$243Available
Jul 25, 2026$251Available
Jul 26, 2026$242Available
Jul 27, 2026$233Available
Jul 28, 2026$230Available
Jul 29, 2026$230Available
Jul 30, 2026$239Available
Jul 31, 2026$266Available
Aug 1, 2026$270Available
Aug 2, 2026$252Available
Aug 3, 2026$254Available
Aug 4, 2026$259Available
Aug 5, 2026$247Available
Aug 6, 2026$251Available
Aug 7, 2026$262Available
Aug 8, 2026$263Available
Aug 9, 2026$245Available
Aug 10, 2026$232Available
Aug 11, 2026$232Available
Aug 12, 2026$230Available
Aug 13, 2026$231Available
Aug 14, 2026$253Available
Aug 15, 2026$267Available
Aug 16, 2026$246Available
Aug 17, 2026$239Available
Aug 18, 2026$233Available
Aug 19, 2026$235Available
Aug 20, 2026$235Available
Aug 21, 2026$247Available
Aug 22, 2026$240Available
Aug 23, 2026$230Available
Aug 24, 2026$229Available
Aug 25, 2026$229Available
Aug 26, 2026$230Available
Aug 27, 2026$229Available
Aug 28, 2026$236Available
Aug 29, 2026$237Available
Aug 30, 2026$230Available
Aug 31, 2026$229Available
Sep 1, 2026$229Available
Sep 2, 2026$229Available
Sep 3, 2026$230Available
Sep 4, 2026$426Available
Sep 5, 2026$430Available
Sep 6, 2026$424Available
Sep 7, 2026$352Available
Sep 8, 2026$301Available
Sep 9, 2026$302Available
Sep 10, 2026$300Available
Sep 11, 2026$314Available
Sep 12, 2026$309Available
Sep 13, 2026$298Available
Sep 14, 2026$334Available
Sep 15, 2026$337Available
Sep 16, 2026$340Available
Sep 17, 2026$355Available
Sep 18, 2026$376Available
Sep 19, 2026$382Available
Sep 20, 2026$359Available
Sep 21, 2026$368Available
Sep 22, 2026$357Available
Sep 23, 2026$363Available
Sep 24, 2026$380Available
Sep 25, 2026$401Available
Sep 26, 2026$401Available
Sep 27, 2026$373Available
Sep 28, 2026$344Available
Sep 29, 2026$346Available
Sep 30, 2026$347Available
Oct 1, 2026$354Available
Oct 2, 2026$381Available
Oct 3, 2026$385Available
Oct 4, 2026$381Available
Oct 5, 2026$373Available
Oct 6, 2026$373Available
Oct 7, 2026$369Available
Oct 8, 2026$373Available
Oct 9, 2026$394Available
Oct 10, 2026$389Available
Oct 11, 2026$375Available
Oct 12, 2026$352Available
Oct 13, 2026$352Available
Oct 14, 2026$355Available
Oct 15, 2026$357Available