Bootlegger's Run

Lake Arrowhead, California
$428 avg/night
Bed 2

Bed

Bath 3

Bath

Home Cabin

Property Type

Sleep 6

Max Sleeps

Legend has it that the 1924 cabin was built as a hide out for a bootlegger by the name Worthington Squint. This scoundral allegedly ran liquor during prohibition suppling many locals, restaurants, clubs and visitors with the illegal hard stuff. Many Hollywood stars would visit Lake Arrowhead in the day. Some even claim that Jack Benny would drive up to vacation in Lake Arrowhead, party at the lake and then fill his second gas tank with the high-quality white Lightening.

Today, refurbished in 2021, this cozy private cabin sits on the remote exclusive South-East side of Lake Arrowhead, ready to receive guests for the next 100 years. With the property being off-the-grid, a guest is well rewarded with ultimate privacy and seclusion. Behind the stone wall, 1000 sf of gated deck space was added for outdoor entertaining and enjoyment of the year round hot tub spa, BBQ, and fire pit. From the upper deck, you will see one of the best views of the lake and sunsets. Not to mention the beautiful changing of color in the maple trees in fall.

The architect owner included many design details such as a rustic tin ceiling, farm sink and modern industrial light fixtues. It is decorated with local mountain art, photographs and antiques. Daydream from the copper claw foot tub as you enjoy the view of the lake or canopy of trees through the large skylight above. Perfect for a romantic get-away.

In the warmer months, there is also a private outdoor cedar shower to enjoy. Snuggle up by the original stone fireplace and oak tree trunk mantle, originally cut on the property when the cabin was built. A family and their furry friend, wishing to relax and get away from it all, would feel right at home. Pet friendly.

Our motto You will not be found, unless you want to be found!

We respect our neighbors and the peace and serenity of our mountain. If you are looking for a party house, this is not one for you. Repeating. Loud music, conversation and excessive smoking on the deck are prohibited. Normal levels of conversation and music are acceptable of course. We remotely monitor sound on our deck with a meter. Two violations of this rule and the reservation will be cancelled.

Short Term Rental Permit #CESTRP-2022-00665

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • SKI

    Cross-country Skiing And Snowboarding Nearby
  • PETS

    2 Total (up To 50 Lbs Per Pet) Pet Friendly Welcoming Dogs Only
  • BEACH

    Beach Towels
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    2 Bedrooms Bed Sheets Provided Sofa Bed
  • GENERAL

    At Least 80% Lighting From LEDs Double-glazed Windows Unit Size: 1200 Sq Ft (111 Sq M) Water-efficient Toilets Only
  • KITCHEN

    Blender Coffee Grinder Dishwasher Lobster/crab Pot Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Near Laundromat Washing Machine And Dryer
  • PARKING

    Electric Car Charging Station On Site Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Balcony Barbecue Grill Firepit Outdoor Entertainment Area Outdoor Furniture
  • POOL/SPA

    Hot Tub
  • BATHROOMS

    3 Bathrooms Bidet Hair Dryer Jetted Bathtub Shampoo Shower Soap Toilet Paper Towels Provided
  • WORKSPACES

    Desk Desk Chair
  • LANGS SPOKEN

    English
  • THINGS TO DO

    3 Outdoor Pickleball Courts Birdwatching Nearby Fishing Nearby Fitness Facilities Nearby Golf Nearby Hiking Nearby Kayaking Nearby Power Boating Nearby Sledding Nearby Snow Sports Gear Water Skiing Nearby Water Tubing Nearby
  • ENTERTAINMENT

    Books DVD Player Games Stereo Smart TV
  • LIVING SPACES

    Fireplace Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Books Children's Games Children's Toys Stair Gate
  • LOCATION HIGHLIGHTS

    In The Mountains Near A Health Or Beauty Spa Near A Hospital On The Lake
  • SERVICES AND CONVENIENCES

    Housekeeping (on Request) Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    25 Stairs To Reach Property Area Rugs In Public Areas If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. No Elevators Smoke-free Property Tile Flooring In Public Areas Upper Floors Accessible By Stairs Only Well-lit Path To Entrance

CheckIn Check-in : 03:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 6

Map Map

School District Rates & Availability

Review Review

  • Submitted Jan 13, 2026

    Stayed Jan 9, 2026

    We loved our stay at the Bootlegger’s Run!! We are a family of 5 with kids ages 10, 11 & 13 and we all had a great time! The drive up to the cabin is very narrow and curvy so if you’re going during the snowy season it might be a bit rough. There’s two amazing bathtubs and had to enjoy both, my favorite one was the one with the sky light! Every room in the house has amazing views so if you love nature then you’ll love staying here! Tim was very friendly and helpful and easy to get a hold of with any needs we had. I can see this cabin becoming a yearly family tradition.

  • Suzanne E.

    Submitted Dec 31, 2025

    Stayed Dec 26, 2025

    We've rented cabins in the Arrowhead/Big Bear area for over five years, but this one truly stood out as the best. It felt like staying at a beloved family member's home—warm, inviting, and thoughtfully curated with cozy rustic decor in soft neutrals, natural wood accents, and elegant touches throughout.The amenities were exceptional: high-quality lavender-eucalyptus soaps and lotions in every bathroom and kitchen, plentiful fluffy towels, plush bedding on king/queen beds, spa-like showers with rainfall heads, and thoughtful extras like travel-sized essentials. The availability of propane tanks for the grill, fire pit, and heaters was another great aspect, making outdoor evenings effortless and magical under string lights.As a family of four with our pet, we loved the added pet amenities—feeding bowls and dog beds throughout the house—plus plenty of safe space to roam.The private, wooded location was perfect: serene yet close to the village, with stunning views and peaceful mornings on the wraparound deck. The host was responsive, friendly, and provided clear instructions and a helpful guide.We stayed six days and hated to leave—this soul-restoring sanctuary perfectly blends modern comfort with nature's beauty. Highly recommend!

  • Christopher G.

    Submitted Dec 26, 2025

    Stayed Dec 23, 2025

    Beautiful location, cozy, excellent getaway for the small family.

  • Lori S.

    Submitted Nov 30, 2025

    Stayed Nov 24, 2025

    Great communication. Very cozy and remote.

  • Carl S.

    Submitted Nov 24, 2025

    Stayed Nov 21, 2025

    The host and the cabin are excellent, as advertised. The view is terrific and you can see Lake Arrowhead from several areas on the deck.

  • CRAIGVTAYLOR8960

    Submitted Nov 5, 2025

    Stayed Nov 2, 2025

    Just a great place to stay in all respects!

  • Kyle C.

    Submitted Oct 20, 2025

    Stayed Oct 9, 2025

    Location is fantastic, just minutes from the village. Cabin amenities were thoughtful. Cabin layout is perfect for the amount of guests allowed. I only wish there was ONE larger tv somewhere within the cabin - for those of us who enjoy watching sports.My only two complaints: 1) Bed sheets smelled like mildew - we rewashed them ourselves the day after our arrival.2) We recived a noise complaint from a neighbor at 3PM on a sunny Saturday which I thought was quite ridiculous. Seemingly, the neighbors are used to guests making visits based solely on serenity. Well, it was my 38th birthday, and my group was more than respectful of the surrounding neighbors. Especially in the evenings.

  • Leah L.

    Submitted Oct 4, 2025

    Stayed Sep 18, 2025

    Very clean and wonderful place to stay!

  • Michael D.

    Submitted Aug 21, 2025

    Stayed Aug 1, 2025

    The property has a lot of history, very cute. The back deck was awesome!

  • Becky J.

    Submitted Aug 18, 2025

    Stayed Aug 7, 2025

    We enjoyed a peaceful long weekend at Bootlegger's Run. The house is as described. Check in, check out and communication was all very easy. Wi-fi worked well for a zoom call. All of the supplies were available in the kitchen to cook meals. I appreciated the starter set up Keurig pods. We enjoyed the outdoor shower too! The house is close to everything we wanted...Lake Arrowhead Village, Blue Jay, Cedar Glen. Everything about the house is easy and comfortable. Thank you for a great place to stay!

  • Victor P.

    Submitted Jul 21, 2025

    Stayed Jul 17, 2025

    This amazing property is clean and well maintained! The views of the lake from the deck are incredible, and the sunsets are magical. We spent our nights enjoying the fire pit and jacuzzi. The kitchen was easy to use and well stocked with all the dishes and cookware we needed. Close to Arrowhead Village but quiet and serene! Overall an amazing stay

  • Mike S.

    Submitted Feb 16, 2025

    Stayed Feb 10, 2025

    Lovely little home nestled in the mountain treetops. Area was quiet and peaceful with breathtaking views. Would definitely go back again. The owner was also responsive and helpful.

  • Alyssa B.

    Submitted Jan 6, 2025

    Stayed Jan 2, 2025

    We had a wonderful time nestled in the trees. The deck has gorgeous views of the greenery. The spa worked wonderfully and we used it several times. We'll be sure to come visit again.

  • Laura O.

    Submitted Dec 16, 2024

    Stayed Nov 25, 2024

    We had the perfect getaway. The cabin is equally beautiful and comfy/cozy. We had everything we needed and then some. Our host was easy and wonderful to work with. We absolutely stay at Bootleggers Run again!

  • Atit S.

    Submitted Oct 28, 2024

    Stayed Oct 9, 2024

    Great cabin up in the mountains. Serene and secluded, yet equipped with modern amenities. The deck offers astounding views of Lake Arrowhead. The hot tub further enhances the already amazing deck experience. My family had an awesome fall getaway. We hope to revisit and explore other seasons at The Bootlegger's Run.

  • Jill H.

    Submitted Oct 22, 2024

    Stayed Oct 17, 2024

    We stayed at Bootlegger’s Run the weekend of our wedding in Lake Arrowhead and enjoyed the beautiful cabin and hot tub. The cabin is so cozy. Our host was very responsive and helpful with a few questions. We would definitely come back!

  • Paul D.

    Submitted Jun 13, 2024

    Stayed Jun 10, 2024

    My wife and I needed a retreat to relax and get away from the city. I wanted a secluded mountain cabin with a beautiful view, nicely appointed with all the amenities. I found it at the “Bootleggers Run” in Sky Forest. The view overlooking the lake is spectacular. Loved to soak in the hot tub from the secluded deck as well as enjoy a second spacious deck with gas fire pit and sitting area and large table for eight. All of this and more! Inside, a cozy thoughtfully decorated mountain home. If space allowed I would talk about giant indoor copper bathtub, a second jetted tub in the master, and private outdoor shower. Well done Tim. Thanks for opening your home. To all considering this place. My advice. Don’t delay. If available, book it now!

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Total

Includes taxes and fees
$428+
View details