Homes

Highland Oaks Retreat #2492

Bedroom 3 bedrooms
Bathroom 1.5 baths
Guests 6 guests
Pets Allowed Pets Allowed
  • Location: East Big Bear City
  • Type: Homes
Location Location
Description Description
Highland Oaks Retreat at Big Bear- Relaxing Sugarloaf Cottage w/ Hot Tub

Welcome to Highland Oaks Retreat. A cozy and relaxing mountain cabin in the pines, packed with essentials and comforts from home to provide the perfect setting for your next getaway with friends or family vacation to the mountains. Located just ten minutes from local activities including the ski resorts, marina, and Village shops, this quiet and relaxing location will make you feel disconnected while staying conveniently central. 

Snuggle up together on the comfy couch as you warm your toes in front of the toasty fireplace and watch the snow falling outside. The open floor plan leads to the dining area and equipped kitchen which has everything needed to whip up your home cooked meals and snacks for the mountain. A separate laundry room area offers a washer and dryer for those wet snow clothes or extended visits. Enjoy quick access to a lower-level bedroom and bathroom while two additional sleeping quarters and an added bathroom can be found upstairs on the second level, there is plenty of space here for everyone.

Venture outside where you are surrounded by nature under soaring pine trees and great ambience as you relax and unwind in the spacious private spa. A nice patio is the perfect spot to sip your first cup of coffee in the morning before heading out for fun. Enjoy ample flat parking and a convenient location no matter the season you choose to visit Big Bear. Highland Oaks Retreat is the perfect destination for your next vacation to the mountains, come experience this relaxing chalet for yourselves today!

Sleeping Arrangements:
Bedroom 1: King Bed, Full Bath- Downstairs Entry Level
Bedroom 2: Queen Bed, Shared 1/2 Bath, Streaming TV - Upstairs 2nd Level
Bedroom 3: Two Twin Beds, Shared 1/2 Bath - Upstairs 2nd Level
Living Room: Sleeper Sofa- Downstairs Entry Level

Bathroom Arrangements:
Full Bath (Master Bedroom) - Downstairs Entry Level
Hallway 1/2 Bath - Upstairs 2nd Level

-Sleeps 8
-2 Car Driveway Parking
-2 Pets Welcome w/ Additional Fees
-1,076 Square Feet
County Permit #: CESTRP-2024-00824
Availability Calendar Availability Calendar
Available
Unavailable
Check-In
Check-Out
April 2026
Su Mo Tu We Th Fr Sa
      1 2 3 4
5 6 7 8 9 10 $115.00 11
$115.00 12 $115.00 13 $115.00 14 $115.00 15 $115.00 16 $115.00 17 $115.00 18
$115.00 19 $115.00 20 $115.00 21 $115.00 22 $115.00 23 $115.00 24 $115.00 25
$115.00 26 $115.00 27 $115.00 28 $115.00 29 $115.00 30    
May 2026
Su Mo Tu We Th Fr Sa
          $115.00 1 $115.00 2
$115.00 3 $115.00 4 $115.00 5 $115.00 6 $115.00 7 $115.00 8 $115.00 9
$115.00 10 $115.00 11 $115.00 12 $115.00 13 $115.00 14 $115.00 15 $115.00 16
$115.00 17 $115.00 18 $115.00 19 $115.00 20 $115.00 21 $178.00 22 $186.00 23
$176.00 24 $115.00 25 $115.00 26 $115.00 27 $115.00 28 $123.00 29 $126.00 30
$115.00 31            
June 2026
Su Mo Tu We Th Fr Sa
  $115.00 1 $115.00 2 $115.00 3 $115.00 4 $119.00 5 $122.00 6
$115.00 7 $115.00 8 $115.00 9 $115.00 10 $128.00 11 $170.00 12 $169.00 13
$120.00 14 $115.00 15 $125.00 16 $115.00 17 $163.00 18 $185.00 19 $179.00 20
$133.00 21 $116.00 22 $121.00 23 $138.00 24 $163.00 25 $196.00 26 $176.00 27
$138.00 28 $143.00 29 $145.00 30        
July 2026
Su Mo Tu We Th Fr Sa
      $166.00 1 $348.00 2 $409.00 3 $411.00 4
$180.00 5 $155.00 6 $134.00 7 $147.00 8 $151.00 9 $190.00 10 $179.00 11
$142.00 12 $146.00 13 $147.00 14 $147.00 15 $142.00 16 $195.00 17 $190.00 18
$141.00 19 $135.00 20 $132.00 21 $139.00 22 $148.00 23 $214.00 24 $200.00 25
$142.00 26 $147.00 27 $146.00 28 $147.00 29 $163.00 30 $225.00 31  
August 2026
Su Mo Tu We Th Fr Sa
            $208.00 1
$147.00 2 $145.00 3 $135.00 4 $137.00 5 $151.00 6 $224.00 7 $217.00 8
$154.00 9 $142.00 10 $147.00 11 $146.00 12 $146.00 13 $199.00 14 $191.00 15
$137.00 16 $137.00 17 $136.00 18 $137.00 19 $152.00 20 $202.00 21 $199.00 22
$147.00 23 $135.00 24 $128.00 25 $130.00 26 $147.00 27 $183.00 28 $186.00 29
$149.00 30 $133.00 31          
September 2026
Su Mo Tu We Th Fr Sa
    $127.00 1 $126.00 2 $141.00 3 $316.00 4 $322.00 5
$318.00 6 $135.00 7 $130.00 8 $127.00 9 $133.00 10 $190.00 11 $186.00 12
$136.00 13 $139.00 14 $135.00 15 $137.00 16 $135.00 17 $183.00 18 $174.00 19
$136.00 20 $131.00 21 $131.00 22 $129.00 23 $135.00 24 $195.00 25 $197.00 26
$142.00 27 $132.00 28 $130.00 29 $131.00 30      
October 2026
Su Mo Tu We Th Fr Sa
        $134.00 1 $211.00 2 $212.00 3
$156.00 4 $139.00 5 $138.00 6 $140.00 7 $160.00 8 $272.00 9 $261.00 10
$251.00 11 $139.00 12 $139.00 13 $137.00 14 $138.00 15 $193.00 16 $201.00 17
$141.00 18 $131.00 19 $128.00 20 $130.00 21 $132.00 22 $206.00 23 $210.00 24
$143.00 25 $129.00 26 $125.00 27 $142.00 28 $145.00 29 $210.00 30 $206.00 31
November 2026
Su Mo Tu We Th Fr Sa
$145.00 1 $127.00 2 $130.00 3 $175.00 4 $185.00 5 $222.00 6 $224.00 7
$181.00 8 $142.00 9 $229.00 10 $237.00 11 $223.00 12 $215.00 13 $215.00 14
$194.00 15 $176.00 16 $180.00 17 $157.00 18 $161.00 19 $247.00 20 $240.00 21
$216.00 22 $231.00 23 $251.00 24 $539.00 25 $528.00 26 $541.00 27 $540.00 28
$207.00 29 $189.00 30          
December 2026
Su Mo Tu We Th Fr Sa
    $201.00 1 $184.00 2 $213.00 3 $292.00 4 $282.00 5
$195.00 6 $190.00 7 $189.00 8 $192.00 9 $230.00 10 $335.00 11 $362.00 12
$241.00 13 $234.00 14 $210.00 15 $207.00 16 $226.00 17 $339.00 18 $344.00 19
$387.00 20 $413.00 21 $443.00 22 $551.00 23 $559.00 24 $555.00 25 $461.00 26
$487.00 27 $513.00 28 $513.00 29 $664.00 30 $689.00 31    
January 2027
Su Mo Tu We Th Fr Sa
          $590.00 1 $579.00 2
$372.00 3 $442.00 4 $448.00 5 $430.00 6 $326.00 7 $302.00 8 $289.00 9
$231.00 10 $225.00 11 $220.00 12 $213.00 13 $205.00 14 $394.00 15 $396.00 16
$433.00 17 $198.00 18 $188.00 19 $187.00 20 $210.00 21 $304.00 22 $319.00 23
$231.00 24 $196.00 25 $181.00 26 $184.00 27 $206.00 28 $334.00 29 $326.00 30
$225.00 31            
February 2027
Su Mo Tu We Th Fr Sa
  $221.00 1 $221.00 2 $221.00 3 $223.00 4 $331.00 5 $305.00 6
$279.00 7 $207.00 8 $188.00 9 $195.00 10 $263.00 11 $667.00 12 $634.00 13
$704.00 14 $213.00 15 $187.00 16 $186.00 17 $239.00 18 $401.00 19 $441.00 20
$202.00 21 $196.00 22 $179.00 23 $176.00 24 $207.00 25 $307.00 26 $304.00 27
$193.00 28            
March 2027
Su Mo Tu We Th Fr Sa
  $161.00 1 $160.00 2 $158.00 3 $185.00 4 $266.00 5 $264.00 6
$183.00 7 $158.00 8 $159.00 9 $162.00 10 $179.00 11 $245.00 12 $246.00 13
$181.00 14 $167.00 15 $258.00 16 $258.00 17 $258.00 18 $240.00 19 $245.00 20
$189.00 21 $181.00 22 $174.00 23 $175.00 24 $183.00 25 $226.00 26 $223.00 27
$193.00 28 $176.00 29 $175.00 30 $168.00 31      
Swipe Swipe for Availability
Bedding Bedding
Room Beds Baths Features Comments
Entry Level Queen TV
Entry Level Toilet, Combo Tub Shower
Upstairs King Toilet, Combo Tub Shower Private bath
Upstairs Queen, Twin/Twin Bunk set
Upstairs in BR#2 Toilet, Combo Tub Shower
Amenities 179 Amenities
  • 2 CARS MAX
  • 24Hr Check-In
  • All towels and bedding washed in hot water that's at least 60ºC
  • ALPINE SLIDE
  • ALPINE ZOO
  • Antiquing
  • ARCADE GAME
  • ATM / BANK
  • ATM Bank
  • AUTUMN FOLIAGE
  • AXE THROWING
  • BALCONY
  • Balcony/Terrace
  • BASKETBALL COURT
  • Bathtub
  • Bay
  • BBQ
  • BBQ-GAS
  • Beach or lakeside relaxation
  • Bed Linens
  • BIG BEAR SPEEDWAY
  • BIKE RENTALS
  • Bird Watching
  • Boating
  • BOATING / SAILING
  • BODY SOAP
  • BOWLING & ARCADE
  • Carbon Monoxide Detector
  • CEILING FAN
  • Ceiling fans
  • 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
  • DINING
  • Dining Area
  • Dining table
  • Dishes Utensils
  • DISHES | COOKWARE
  • DOWNHILL SKIING
  • Downtown
  • Dryer
  • Eco Tourism
  • Enhanced Cleaning Practices
  • Equestrian Events
  • Essentials
  • Extra Pillows And Blankets
  • Family
  • FENCED YARD
  • Fire Extinguisher
  • Fire Pit
  • FIREPIT
  • Fireplace
  • FIREPLACE-WOOD
  • Fishing
  • Fishing Bay
  • Fishing Fly
  • Fishing Freshwater
  • Fishing nearby
  • Fitness Center
  • FLATSCREEN TV
  • Free Parking
  • Free Wifi
  • Freezer
  • Fridge
  • GAME TABLE
  • Games
  • 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
  • Baking sheet
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