Homes - Rating 5 (2)

The Winding Lane House Est 1932 # 2360

Bedroom 3 bedrooms
Bathroom 3.5 baths
Guests 6 guests
Pets Allowed Pets Allowed
  • Location: East Big Bear City
  • Type: Homes
Location Location
Description Description
Vintage 1932 Home / Original Quartz Fireplace, Claw-Foot Tub

Discover The Winding Lane House a one-of-a-kind 1930s mountain estate perfectly perched on a peaceful, tree-studded hilltop just minutes from all the best Big Bear activities. In the fall, just a few minutes to Oktoberfest, and nearby restaurants.  Set on over a quarter acre of landscaped grounds, this enchanting retreat features whimsical gardens, fountains, a private gazebo, and a charming courtyard that leads to a fully fenced backyard. It’s the ideal escape for families, couples, groups, and pet owners looking for comfort, character, and relaxation.

Inside, vintage charm meets modern luxury. Original hardwood floors, curated furnishings, and a stunning native rock fireplace create the perfect cozy mountain atmosphere. The gourmet chef’s kitchen includes Thermador appliances, custom cabinetry, and all the essentials you need for preparing home-cooked meals, holiday feasts, or quick slope-side snacks.
This spacious home offers room for everyone with two private primary suites, guest quarters with a sitting room, three full bathrooms, and a convenient half bath. Each room is prepared with warm linens, plush bedding, and fresh towels for your stay. A full laundry room with washer and dryer makes extended visits easy and comfortable.

Step outside into your very own storybook setting. Wander through the peaceful gardens, relax with your morning coffee in the gazebo, or unwind under the stars in the fully fenced backyard. The outdoor spaces create an unforgettable backdrop for every season, offering privacy and tranquility surrounded by nature. You’ll love the unbeatable central location. The home is just minutes from Oktoberfest in the fall, Big Bear Snow Play, the ski resorts, the Village, lake marinas, hiking trails, and year-round entertainment. Whether you're planning a winter ski trip, a summer lake getaway, or a cozy fall or spring retreat, this home offers access to everything Big Bear has to offer.

Experience the timeless charm and modern comforts of The Winding Lane House. Your perfect mountain getaway awaits.

Sleeping Arrangements:
Bedroom 1: King Bed, TV/Cable, Deck Access, Downstairs Entry Level
Bedroom 2: Queen Bed, Private Half Bath- Upstairs 2nd Level
Bedroom 3: Queen Bed, Gas Fireplace, Private Full Bath, Upstairs 2nd Level

Bathroom Arrangements:
Hallway Full Bath w/ Soaker Tub- Downstairs Entry Level
Hallway Full Bath- Downstairs Entry Level
Private Full Bath- Bedroom 3- Upstairs 2nd Level
Private Half Bath- Bedroom 2- Upstairs 2nd Level

Sleeps 6
-3 Cars Driveway Parking
-2 Pets Welcome w/ Additional Fee
-2,569 Total Square Feet
County Permit #:CESTRP-2023-01824

Property Highlights:
Genuine 1932 vintage home with thoughtful, character-matched additions
Original fireplace built from local red rock quartz
Claw-foot tub in the master bathroom
Tasteful antiques throughout
3 bedrooms, each with a private en-suite bathroom
Upstairs bedroom with private balcony
Garden path leading to a private gazebo
Backyard game space — horseshoes, lawn games, room for kids to play (spring–fall)
Covered porch + outdoor jacuzzi
Cook's kitchen, fully equipped
Fully fenced yard, dog-friendly
Minutes to the lake and hiking trails; peaceful, non-lakefront setting

The Winding Lane House is a charming 1930s mountain estate in a peaceful hilltop setting, just minutes from Big Bear’s top attractions and within minutes of Oktoberfest in the fall. Featuring beautiful gardens, a gazebo, fenced backyard, cozy vintage interiors, a gourmet kitchen, and spacious accommodations, it’s the perfect retreat for families, couples, groups, and pet owners.
Availability Calendar Availability Calendar
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October 2026
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November 2026
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$286.00 15 $293.00 16 $304.00 17 $328.00 18 $303.00 19 $319.00 20 $341.00 21
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$391.00 29 $361.00 30          
December 2026
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    $370.00 1 $355.00 2 $382.00 3 $423.00 4 $418.00 5
$333.00 6 $338.00 7 $344.00 8 $376.00 9 $408.00 10 $511.00 11 $532.00 12
$419.00 13 $435.00 14 $458.00 15 $464.00 16 $513.00 17 $641.00 18 $683.00 19
$733.00 20 $769.00 21 $787.00 22 $874.00 23 $922.00 24 $924.00 25 $889.00 26
$856.00 27 $846.00 28 $860.00 29 $1,010.00 30 $1,058.00 31    
January 2027
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$715.00 3 $783.00 4 $788.00 5 $776.00 6 $615.00 7 $641.00 8 $692.00 9
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$485.00 31            
February 2027
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  $488.00 1 $498.00 2 $499.00 3 $523.00 4 $676.00 5 $720.00 6
$529.00 7 $496.00 8 $461.00 9 $472.00 10 $553.00 11 $912.00 12 $869.00 13
$934.00 14 $529.00 15 $510.00 16 $510.00 17 $532.00 18 $658.00 19 $677.00 20
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$400.00 28            
March 2027
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  $348.00 1 $335.00 2 $336.00 3 $370.00 4 $455.00 5 $465.00 6
$356.00 7 $333.00 8 $333.00 9 $333.00 10 $333.00 11 $371.00 12 $371.00 13
$333.00 14 $333.00 15 $353.00 16 $358.00 17 $360.00 18 $371.00 19 $371.00 20
$333.00 21 $333.00 22 $333.00 23 $333.00 24 $333.00 25 $371.00 26 $371.00 27
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April 2027
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$333.00 4 $333.00 5 $333.00 6 $333.00 7 $333.00 8 $371.00 9 $371.00 10
$333.00 11 $333.00 12 $333.00 13 $333.00 14 $333.00 15 $371.00 16 $371.00 17
$333.00 18 $333.00 19 $333.00 20 $333.00 21 $333.00 22 $371.00 23 $371.00 24
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May 2027
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$333.00 2 $333.00 3 $333.00 4 $333.00 5 $333.00 6 $371.00 7 $371.00 8
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$333.00 16 $333.00 17 $333.00 18 $333.00 19 $333.00 20 $371.00 21 $371.00 22
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June 2027
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    $333.00 1 $333.00 2 $333.00 3 $371.00 4 $371.00 5
$333.00 6 $333.00 7 $333.00 8 $333.00 9 $333.00 10 $371.00 11 $371.00 12
$333.00 13 $333.00 14 $333.00 15 $333.00 16 $333.00 17 $371.00 18 $371.00 19
$333.00 20 $333.00 21 $333.00 22 $333.00 23 $333.00 24 $382.00 25 $371.00 26
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July 2027
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September 2027
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      $333.00 1 $333.00 2 $409.00 3 $406.00 4
$406.00 5 $333.00 6 $333.00 7 $333.00 8 $333.00 9 $371.00 10 $371.00 11
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Swipe Swipe for Availability
Bedding Bedding
Room Beds Baths Features Comments
Downstairs Entry Level- Bedroom 1 King Bed TV | Cable, Patio Access
Downstairs Entry Level- Hallway Full Bath Toilet, Combo Tub Shower Hallway Full Bath
Downstairs Entry Level- Hallway Full Bath w/ Soaker Tub Toilet, Tub, Shower Hallway Full Bath w/ Soaker Tub
Upstairs 2nd Level- Bedroom 2- Private Half Bath Queen Bed Toilet
Upstairs 2nd Level- Bedroom 3- Private Bath Queen Bed Toilet, Combo Tub Shower Private Bath, Gas Fireoplace, Balcony Access
Upstairs 2nd Level- Private Full Bath- Bedroom 3 Toilet, Combo Tub Shower Private Full Bath- Bedroom 3
Upstairs 2nd Level- Private Half Bath- Bedroom 2 Toilet Hallway Half Bath
Amenities 180 Amenities
  • 24Hr Check-In
  • 3 CARS MAX
  • All towels and bedding washed in hot water that's at least 60ºC
  • ALPINE SLIDE
  • ALPINE ZOO
  • Antiquing
  • ATM / BANK
  • ATM Bank
  • AUTUMN FOLIAGE
  • AXE THROWING
  • BALCONY
  • Balcony/Terrace
  • BASKETBALL COURT
  • Bathtub
  • Bay
  • BBQ
  • BBQ-PROPANE
  • Beach or lakeside relaxation
  • Bed Linens
  • BIG BEAR SPEEDWAY
  • BIKE RENTALS
  • Bird Watching
  • Boating
  • BOATING / SAILING
  • BODY SOAP
  • BOWLING & ARCADE
  • CABLE
  • Cable/satellite TV
  • Carbon Monoxide Detector
  • CEILING FAN
  • Ceiling fans
  • CENTRAL HEAT
  • Central heating
  • Children Welcome
  • City getaway
  • Cleaning Disinfection
  • Clothing storage
  • CO2 DETECTOR
  • Coffee Maker
  • Conditioner
  • Cooker
  • Cooking Basics
  • COUNTY PERMIT
  • Cross Country Skiing
  • Cycling
  • Cycling trips
  • CYCLING/BIKING
  • Deadbolt Lock
  • DECK
  • Deck Patio Uncovered
  • Decked area
  • Dedicated workspace
  • DINING
  • Dining Area
  • Dining table
  • Dishes Utensils
  • DISHES | COOKWARE
  • Dishwasher
  • DOWNHILL SKIING
  • Downtown
  • Dryer
  • Eco Tourism
  • Enhanced Cleaning Practices
  • Equestrian Events
  • Essentials
  • Extra Pillows And Blankets
  • Family
  • FENCED YARD
  • Fire Extinguisher
  • Fireplace
  • FIREPLACE-GAS
  • FIREPLACE-WOOD
  • Fishing
  • Fishing Bay
  • Fishing Fly
  • Fishing Freshwater
  • Fishing nearby
  • Fitness Center
  • FLATSCREEN TV
  • Free Parking
  • Free Wifi
  • Freezer
  • Fridge
  • Garden Or Backyard
  • GO KARTS
  • Golf
  • Golf course within 30 min drive
  • GOLF COURSE/RANGE
  • Golf Optional
  • Grill
  • Groceries
  • GUEST - AirBnB Rounding Adjustment
  • HAIR DRYER
  • Heating
  • High-touch surfaces cleaned with disinfectant
  • Hiking
  • HIKING TRAILS
  • Hiking trips
  • Historic
  • Horse riding nearby
  • Horseback Riding
  • Hospital
  • Hot Tub
  • Hot Water
  • Hunting
  • Hunting Big Game
  • Hunting Small Game
  • INTERNET
  • Internet Access
  • Jacuzzi
  • Jacuzzi/hot tub
  • JET SKI RENTALS
  • Jet Skiing
  • KAYAK / SUP
  • Kayaking
  • KIDS WELCOME
  • Kitchen
  • Lake
  • LAKE + MARINA
  • LAKE TOURS
  • Laptop Friendly
  • Laundromat
  • LAUNDRY
  • Linens
  • LINENS + TOWELS
  • Linens provided
  • Living Room
  • Lock Box
  • Marina
  • Microwave
  • MINESHAFT COASTER
  • Mini golf
  • Miniature Golf
  • Minimum Age Limit
  • Mountain
  • Mountain Biking
  • Mountain Climbing
  • MOUNTAIN VIEW
  • Mountain views
  • Mountaineering
  • MUSEUM
  • Museums
  • Necessary
  • NO AC AVAILABLE
  • NO PARTIES/EVENTS
  • NO SMOKING
  • Not Necessary
  • Outdoor Lighting
  • Outdoor seating
  • Outlet Shopping
  • Oven
  • Paddle Boating
  • PAPER TOWELS
  • Parking
  • Parking space
  • Patio
  • Patio Or Balcony
  • Pets allowed
  • Pets Considered
  • PETS OK- (FEE)
  • Pier Fishing
  • Playground
  • PORTABLE FAN
  • Portable fans
  • PRIVATE ENTRANCE
  • Private Living Room
  • Private yard
  • Refrigerator
  • Resort
  • Rock Climbing
  • Roller Blading
  • Romantic
  • Self Check In / Check Out
  • SELF CHECK OUT
  • Self Check-In
  • SHAMPOO
  • Stove
  • Swimming
  • Washer
  • Wifi
Reviews Rating 5 (2) Reviews
Rating 5
5 ⭐️ The most magnificent stay in The Winding House!
Winding Lane home is a wonderful older home in a good neighborhood. With 2 bedrooms upstairs and the main downstairs it provides privacy for all occupants. The mixture of antique and modern is fascinating and very well done .. with a large gourmet kitchen. Morning coffee on the front porch with the stellar Jay's is delightful. And there is a white picket fence. Both the front yard and large back yard are fully fenced .. with a hot tub. Such a comfortable home that we rented it 2 years in a row.
Sam And Colleen - Posted: 10/12/2025
Rating 5
unforgettablee Big Bear getaway!
From the moment we arrived, we were captivated by the cabin's warm wood interiors, original stone fireplace, and thoughtful touches that honor its legacy. The layout is perfect for families or small groups, with spacious bedrooms, a well-equipped kitchen, and inviting common areas that encourage connection and relaxation. The outdoor space is just as special—whether you're sipping coffee on the deck, enjoying the fresh mountain air, or stargazing at night, it's easy to feel grounded and inspired here. The location is ideal too—close to the lake, hiking trails, and the Village, yet tucked away enough to feel like a true escape. This home is more than just a place to stay—it's an experience. You can feel the history in its walls and the care in every detail. We left feeling refreshed, connected, and already dreaming of our next visit. Highly recommend Cabin 2360 to anyone looking for a soulful, unforgettablee Big Bear getaway.
Guest - Posted: 10/5/2025
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