# Bear Trail Chalet 366
https://www.wander.com/property/659508236637963245

> Luxury vacation rental in Winter Park, CO

## Property Overview
- **Sleeps**: 8 guests
- **Bedrooms**: 3
- **Bathrooms**: 2.5
- **Square Footage**: 2,200 sq ft


## Pricing & Availability
- **Nightly Rate**: $276.39 - $352.98 (before taxes and fees)
- **Next Available**: June 19, 2026
- **Available Days**: 83 days in the next 90 days
- **Daily Pricing (Next 90 Days)**:
  - Jun 18, 2026: $278 (Available)
  - Jun 19, 2026: $276 (Available)
  - Jun 20, 2026: $278 (Available)
  - Jun 21, 2026: $278 (Available)
  - Jun 22, 2026: $278 (Available)
  - Jun 23, 2026: $276 (Available)
  - Jun 24, 2026: $278 (Available)
  - Jun 25, 2026: $278 (Available)
  - Jun 26, 2026: $304 (Available)
  - Jun 27, 2026: $304 (Available)
  - Jun 28, 2026: $304 (Available)
  - Jun 29, 2026: $278 (Available)
  - Jun 30, 2026: $276 (Available)
  - Jul 1, 2026: $278 (Available)
  - Jul 2, 2026: $276 (Available)
  - Jul 3, 2026: $305 (Available)
  - Jul 4, 2026: $305 (Available)
  - Jul 5, 2026: $305 (Available)
  - Jul 6, 2026: $305 (Available)
  - Jul 7, 2026: $276 (Available)
  - Jul 8, 2026: $278 (Available)
  - Jul 9, 2026: $276 (Available)
  - Jul 10, 2026: $276 (Available)
  - Jul 11, 2026: $278 (Available)
  - Jul 12, 2026: $276 (Available)
  - Jul 13, 2026: $276 (Available)
  - Jul 14, 2026: $276 (Available)
  - Jul 15, 2026: $276 (Available)
  - Jul 16, 2026: $276 (Available)
  - Jul 17, 2026: $304 (Available)
  - Jul 18, 2026: $327 (Available)
  - Jul 19, 2026: $331 (Available)
  - Jul 20, 2026: $276 (Available)
  - Jul 21, 2026: $278 (Available)
  - Jul 22, 2026: $278 (Available)
  - Jul 23, 2026: $276 (Available)
  - Jul 24, 2026: $276 (Not Available)
  - Jul 25, 2026: $276 (Not Available)
  - Jul 26, 2026: $278 (Not Available)
  - Jul 27, 2026: $278 (Not Available)
  - Jul 28, 2026: $278 (Not Available)
  - Jul 29, 2026: $278 (Not Available)
  - Jul 30, 2026: $276 (Not Available)
  - Jul 31, 2026: $276 (Not Available)
  - Aug 1, 2026: $276 (Available)
  - Aug 2, 2026: $278 (Available)
  - Aug 3, 2026: $278 (Available)
  - Aug 4, 2026: $278 (Available)
  - Aug 5, 2026: $276 (Available)
  - Aug 6, 2026: $278 (Available)
  - Aug 7, 2026: $278 (Available)
  - Aug 8, 2026: $276 (Available)
  - Aug 9, 2026: $276 (Available)
  - Aug 10, 2026: $276 (Available)
  - Aug 11, 2026: $278 (Available)
  - Aug 12, 2026: $278 (Available)
  - Aug 13, 2026: $276 (Available)
  - Aug 14, 2026: $276 (Available)
  - Aug 15, 2026: $276 (Available)
  - Aug 16, 2026: $276 (Available)
  - Aug 17, 2026: $278 (Available)
  - Aug 18, 2026: $278 (Available)
  - Aug 19, 2026: $276 (Available)
  - Aug 20, 2026: $276 (Available)
  - Aug 21, 2026: $278 (Available)
  - Aug 22, 2026: $276 (Available)
  - Aug 23, 2026: $276 (Available)
  - Aug 24, 2026: $278 (Available)
  - Aug 25, 2026: $276 (Available)
  - Aug 26, 2026: $276 (Available)
  - Aug 27, 2026: $276 (Available)
  - Aug 28, 2026: $276 (Available)
  - Aug 29, 2026: $276 (Available)
  - Aug 30, 2026: $276 (Available)
  - Aug 31, 2026: $278 (Available)
  - Sep 1, 2026: $276 (Available)
  - Sep 2, 2026: $276 (Available)
  - Sep 3, 2026: $278 (Available)
  - Sep 4, 2026: $353 (Available)
  - Sep 5, 2026: $353 (Available)
  - Sep 6, 2026: $352 (Available)
  - Sep 7, 2026: $304 (Available)
  - Sep 8, 2026: $278 (Available)
  - Sep 9, 2026: $276 (Available)
  - Sep 10, 2026: $278 (Available)
  - Sep 11, 2026: $276 (Available)
  - Sep 12, 2026: $276 (Available)
  - Sep 13, 2026: $276 (Available)
  - Sep 14, 2026: $278 (Available)
  - Sep 15, 2026: $276 (Available)
  - Sep 16, 2026: $278 (Available)


## Location
- **Address**: Winter Park, CO, US
- **Coordinates**: 39.914499, -105.796427
- **Timezone**: America/Denver
- **Local Area**: Beautiful destination with local attractions




## Amenities
- Free parking
- ACCOMMODATIONS_HOUSE_CLEANING_INCLUDED
- ACCOMMODATIONS_MEAL_DELIVERY
- ACCOMMODATIONS_OTHER_SERVICES_CONCIERGE
- ACCOMMODATIONS_OTHER_SERVICES_MASSAGE
- ACCOMMODATIONS_OTHER_SERVICES_PRIVATE_CHEF
- AMENITIES_FREE_WIFI
- AMENITIES_WIFI_SPEED_250
- AMENITIES_WIRELESS_BROADBAND
- ENTERTAINMENT_SMART_TV
- ENTERTAINMENT_VIDEO_LIBRARY
- GENERAL_TRAVEL_CRIB
- KITCHEN_DINING_COFFEEMAKER
- KITCHEN_DINING_DINING_TABLE
- KITCHEN_DINING_DISHES_AND_UTENSILS_FOR_KIDS
- KITCHEN_DINING_KITCHEN_ISLAND
- SUITABILITY_ACCESSIBILITY_WHEELCHAIR_INACCESSIBLE
- THEMES_FAMILY
- THEMES_HISTORIC
- THEMES_ROMANTIC
- Dryer
- Washer
- Ev charger
- Gym
- Laundromat nearby
- Mountain view
- Massage table
- Private chef
- Fire place
- Garage
- Hair dryer
- Heating
- Wifi
- Bed linens
- Bath linens
- Tv
- Crib
- Coffee maker
- Dishes
- Dishwasher
- Kitchen
- Microwave
- Oven
- Fridge
- Spices
- Stove
- Toaster

## Dining Recommendations
- **The Ditch on 40**: Nestled in Winter Park, The Ditch on 40 is a family-run roadside bar and grill dishing up authentic New Mexican cuisine with Hatch chile flair, killer burgers, sandwiches, and the town's best margaritas in a lively dive-bar vibe.
- **Deno's Mountain Bistro**: Nestled in a historic stagecoach stop turned Winter Park chophouse since 1976, Deno's Mountain Bistro offers aged grass-fed steaks, Mediterranean flair, and award-winning wines in a cozy mountain lodge vibe. Savor classics like burrata caprese or bison short ribs with impeccable service after a day on the slopes.
- **Hernando's Pizza Pub**: Nestled in Winter Park since 1967, Hernando's Pizza Pub serves homemade pizzas, pasta, and Italian classics in a cozy ski-town hideaway adorned with $40,000 in signed dollar bills. Warm fireplaces and lively vibes make it a beloved tradition for locals and visitors alike.
- **Devil's Thumb Ranch Resort & Spa**: Nestled in the Colorado mountains, Devil's Thumb Ranch Resort & Spa serves farm-to-fork modern ranch fare like Ranch-raised Wagyu beef and fresh herbs from on-site gardens. Savor it by a grand stone fireplace or with stunning Continental Divide views in a rustic 1930s homestead.
- **Wake N' Bacon**: Wake 'n Bacon is Chicago's Instagram-famous brunch haven in Lakeview, blending Asian, Latin, and American flavors into photogenic dishes like Ube Flapjacks and Bacon Flights. Floor-to-ceiling florals, a playful photo wall, and vibrant vibes make every meal a celebration.
- **Sharky's Eatery**: Sharky's Eatery serves hearty breakfast and lunch favorites like enormous pancakes, hefty omelets, and juicy burgers with homemade strawberry-raspberry jam, all day long. Nestled in downtown Fraser's quaint alpine rustic vibe, it's the perfect cozy spot to dig in with mimosas or fresh coffee.
- **Randi's Grill & Pub**: Nestled in Winter Park, Randi's Irish Grill & Pub blends authentic Irish specialties like shepherd's pie and fish & chips with American classics, all made fresh with local ingredients. Unwind in this lively sports bar with fireplaces, 7 HD TVs, and perfectly poured pints in a fun, family-friendly vibe.[1][2][3][4][5]

## Activities & Attractions
- **Winter Park Resort**: Soar up Winter Park Resort's scenic gondola for free on winter evenings to the mountaintop après at Sunspot, where live music, tasty specials, and epic Rocky Mountain views create unforgettable vibes. Families, friends, and adventure seekers love this chill yet lively way to cap the day.[4]
- **Fraser Tubing Hill**: Since 1971, the Historic Fraser Tubing Hill has delivered thrilling snow tubing rides on a family-owned slope with a magic carpet lift—no skills needed. Families, groups, and young thrill-seekers love its low-key fun, cozy fireplace, and nighttime excitement.
- **Trestle Bike Park**: Trestle Bike Park delivers over 40 miles of lift-served thrills in Colorado's mountains, blending jumps, flowy blues, and gnarly tech lines for every rider from nervous newbies to pro shredders. Families and gravity junkies alike will love its endless progression and stunning peak views.[1][2][3][5]
- **Cooper Creek Square**: Discover the charm of Cooper Creek Square, Winter Park's lantern-lit outdoor plaza blending eclectic shops with handmade artisan treasures and global cuisines around a cozy fire pit. Families, fashion lovers, and mountain adventurers will adore this vibrant hub of local vibes and unique finds.[1][2][3][5]
- **Fraser Valley Sports Complex**: Discover year-round thrills at Fraser Valley Sports Complex, from the NHL-sized Icebox rink and sand volleyball to a historic Western playground amid stunning mountain views. Sports enthusiasts, families, and pickleball fans will love this scenic outdoor haven.[1][2][3][5]
- **Rendezvous Event Center**: Rendezvous Event Center is a vibrant downtown Winter Park hub featuring a skate park, playground, and year-round activities, from free summer concerts and live music to winter sledding with provided sleds—perfect for families seeking outdoor fun and community entertainment.
- **Fraser Valley Distilling**: Discover Fraser Valley Distilling, a family-owned mountain gem crafting small-batch spirits like gin, vodka, and whiskey influenced by high-altitude precision and local grains, paired with scratch-kitchen bites and craft cocktails. Skiers, hikers, and spirit lovers will savor its laid-back après vibe in cozy Fraser, Colorado.[1][2][3]
- **Coca Cola Tubing Hill At Winter Park**: Fly down thrilling banked curves on the four-lane Coca-Cola Tube Hill at Winter Park, with a covered conveyor effortlessly whisking you back to the top for endless fun. Families, thrill-seekers, and non-skiers of all ages (36"+) will love this no-skills-required snowy adventure.[1][3][4][5]
- **Hideaway Park**: Nestled in downtown Winter Park's Rocky Mountains, Hideaway Park transforms seasonally into a sledding hill with free sleds and fire pits in winter, or a vibrant amphitheater for summer concerts, skate park, and climbing wall. Families, outdoor enthusiasts, and kids of all ages adore its year-round fun and central vibe.[1][2][5]

## Local Services
- **Fireside Market & Eatery**: Fireside Market & Eatery is your go-to spot for premium to-go meals like juicy Pastrami Bacon Jam Burgers, fresh salads, and house-made gelato in unique monthly flavors. Grab locally sourced favorites and essentials alongside made-to-order eats—all in one convenient stop.
- **Safeway**: Discover Safeway's deli delights, from antipasti and marinated mushrooms to unique stuffed grape leaves and spicy honey. Elevate your meals with premium artisan cheeses, specialty diet options like vegan and keto, and fresh everyday favorites.[1][3][5]
- **Winter Park Market (Sinclair Gas Station)**: Winter Park Market at Sinclair Gas Station fuels your adventures with top-tier DINOCARE® gasoline, fresh snacks, and a surprising selection of beers, whiskeys, and tequilas—all at affordable prices in the heart of Winter Park, CO.
- **Fraser Quickstop**: I don't have enough information to write an accurate description of Fraser Quickstop's specialty items or unique offerings. The search results indicate that Fraser Quickstop is a truck stop with basic services like diesel fuel, auto/RV gas, a mini mart, tire repairs, and oil/fuel additives[2], but they don't describe any distinctive specialty items or what makes it unique beyond standard truck stop amenities.

To create an engaging description highlighting genuine specialty offerings, I would need search results that specifically detail Fraser Quickstop's food selections, private-label products, or other distinguishing features.
- **Stop N Save**: I don't have enough information to write an engaging description highlighting Stop N Save's specialty items or unique offerings. The search results describe Stop N Save as a **convenience store** with general convenience store needs[1], but they don't detail specific specialty items, unique products, or what distinguishes it from other convenience stores. To create an accurate and compelling description, I would need information about their signature products, local specialties, or distinctive features.
- **Sinclair Gas Station**: Sinclair Gas Station fuels your adventures with top-tier gasoline, affordable hot food, and a full selection of beer, whiskey, and tequila right at the pump. Grab Dino merch for a fun, nostalgic twist on your stop.[2][1][3]
- **Trail's End Mercantile**: Nestled at the base of Winter Park Resort, Trail's End Mercantile is your one-stop shop for groceries, ski accessories, official resort logowear, and unique souvenirs like tees, hats, and mugs. Stock up on vacation essentials with friendly staff ready to gear you up for mountain adventures.
- **Shell**: Shell stations offer crave-able snacks, fresh coffee, cold drinks, and hot eats like chicken tenders—perfect for fueling up on the go with something new around every corner.[2][3]
- **Fraser Marketplace**: Discover Fraser Marketplace, your go-to spot near Safeway for fresh groceries and seasonal specialties like winter ski gear and summer essentials, all at a community donation center vibe.[1][2]



## Additional Information
- **Shipping to**: <p><strong>Shipping Items to the House</strong><br>Can I ship some gear to the house before my stay? Absolutely! However, please note that deliveries are at your own discretion; Wander will not be held liable for lost, stolen, or tampered items or packages.<br><br>IMPORTANT: Please ensure that delivery will fall during your stay dates in order to prevent disturbing the guests at the house before and after your trip. Should your package arrive on a day that doesn’t fall during your trip, a $50 fee will be charged for our runner's fee.</p><p><br><strong>Need Something at the Home? </strong><br>If there is anything you want in your Wander Home that you can’t find, simply let Concierge know so they can help out (no need to buy anything). You may contact them through the app or by texting&nbsp;<a target="_blank" rel="noopener noreferrer" class="notion-link-token notion-focusable-token notion-enable-hover" href="tel:+17373773205">+1-737-377-3205</a>.</p>
- **Occupancy notice**: <p>This home follows a strict maximum occupancy rule. Please make sure that the total number of guests accompanying you (including both children and adults) doesn't exceed the indicated maximum occupancy above to avoid cancellation of your stay and additional fees.</p>
- **No smoking**: <p>Smoking is not permitted anywhere on the property.</p>

## Guest Services
- **24/7 Concierge**: Available through the Wander app
- **Housekeeping**: Professional cleaning service
- **Maintenance**: On-call support for any issues
- **Local Recommendations**: Dining, activities, and experiences

## Property Details
- **Property ID**: 659508236637963245
- **Hero Image**: 

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*Last modified: 2026-06-18*