See all properties
Cabin

Bootlegger's Run

Photo gallery for Bootlegger's Run

Exterior
Property video
Terrace/patio
Western Sunset View
Daytime View

Reviews

10 out of 10
Exceptional
2 bedrooms3 bathroomsSleeps 61200 sq ft

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Free Wi-Fi

Rooms & beds

2 bedrooms (sleeps 6)

Elk Room - Master Bedroom

1 King Bed

Forest Room

1 Queen Bed

Living Room Sofa Pull out - Full Size

1 Double Sofa Bed

Loft

2 Single Beds

3 bathrooms

Half bath on main level of cabin. Outdoor cedar shower is located on the lower level at the bottom of the stairs.

Soap · Towels provided · Bidet · Toilet · Shower only

Main Bath

Soap · Towels provided · Bathtub · Toilet · Shower only · Shampoo · Hair dryer

Master Bath

Soap · Towels provided · Bathtub · Toilet · Jetted bathtub · Shampoo · Hair dryer

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Dining area

About this property

Bootlegger's Run

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
Our prices include all fees. No hidden fees.

Add dates for prices

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

Exterior
A-Frame - 4 Bedroom + Loft Game Room • Lake Access • Fenced Yard • AC
Lake Arrowhead
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
10.0 out of 10, Exceptional, (21 reviews)
A-Frame - 4 Bedroom + Loft Game Room • Lake Access • Fenced Yard • AC

House Rules

Check in after 3:00 PM
Minimum age to rent: 30
Check out before 11:00 AM
default

Children

Children allowed: ages 0–17
default

Events

No events allowed
default

Pets

Pets allowed: dogs less than 23 kg per pet (limit 2 pets total)
default

Smoking

Smoking is not permitted

Check-out instructions

The host requires you to complete the following before checking out:
Load and start the dishwasher
Strip any used beds and gather used towels
Remove personal items, remove leftover food and drinks and take out the rubbish
Turn off the lights, lock the doors and return the keys
See owners Manual for additional required Check-out and Clean-Up instructions.
Failure to complete these may result in a negative review from the host.
This is not a party house. House and deck are monitored by a sound meter. Second violation and your reservation will be cancelled.
Two cars maximum in the designated spots located on Rosequartz Dr. Parking along the edge of Rosequartz is prohibited.

Important information

You need to know

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
Property Registration Number CESTRP-2023-00111

About the area

Skyforest

Located in Skyforest, this cabin is near theme parks and on a lake. SkyPark at Santa's Village and Snow Valley Mountain Resort are worth checking out if an activity is on the agenda, while those looking for area attractions can visit McKenzie Water Ski School and Walking Labyrinth. Looking to enjoy an event or a game while in town? See what's happening at Norton Rec Galaxy Center or San Manuel Stadium. Enjoy the area's slopes with cross-country skiing, snowboarding and skiing, and don't miss out on the sledging.
View more Cabin rentals in SkyforestOpens in a new window
Map
Lake Arrowhead, CA

What's nearby

  • Lake Arrowhead - 12 min walk - 1.0 km
  • Lake Arrowhead Village - 15 min walk - 1.3 km
  • Lake Arrowhead Village Lakefront - 18 min walk - 1.6 km
  • SkyPark at Santa's Village - 2 min drive - 1.9 km
  • Arrowhead Resort Beach - 3 min drive - 2.3 km

Getting around

  • San Bernardino Santa Fe Depot - 39 min drive
  • San Bernardino, CA (SBD-San Bernardino Intl.) - 43 min drive

Restaurants

  • ‪Jensen's Finest Foods - ‬6 min drive
  • ‪The Cadillac Cowboy - ‬4 min drive
  • ‪Lake Arrowhead Resort - ‬4 min drive
  • ‪McDonald's - ‬4 min drive
  • ‪Jetties Waterfront Kitchen + Drink - ‬4 min drive

Frequently asked questions

Is Bootlegger's Run pet-friendly?

Yes, this property allows dogs (limit 2 total) with a maximum weight of up to 23 kg per pet. Some restrictions may apply, so please contact the property for more details.

How much does it cost to stay at Bootlegger's Run?

As of 8 Apr 2026, prices found for a 1-night stay for 2 adults at Bootlegger's Run on 31 May 2026 start from £249, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Bootlegger's Run?

On-site parking is available at the property.

What time is check-in at Bootlegger's Run?

Check-in begins at 3:00 PM.

What time is check-out at Bootlegger's Run?

Checkout is at 11:00 AM.

Where is Bootlegger's Run located?

Situated on a lake, this cabin is within 1 mile (2 km) of Orchard Bay, Village Bay and Lake Arrowhead. Lake Arrowhead Village and Lake Arrowhead Repertory Theatre Company are also within 2 miles (3 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 39 out of 43 reviews
Rating 8 - Good. 4 out of 43 reviews
Rating 6 - Okay. 0 out of 43 reviews
Rating 4 - Poor. 0 out of 43 reviews
Rating 2 - Terrible. 0 out of 43 reviews

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

9.8/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Derek F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great experience and would love to return!
Stayed 3 nights in Mar 2026
Verified

10/10 Excellent

Christopher G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful location, cozy, excellent getaway for the small family.
Stayed 3 nights in Dec 2025
Verified

10/10 Excellent

Radha P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We loved every minute ! The view, hot tub, the cabin itself ! We will be back!
Stayed 3 nights in Mar 2026
Verified

10/10 Excellent

CRAIGVTAYLOR8960

Liked: Cleanliness, check-in, communication, location, listing accuracy
Just a great place to stay in all respects!
Stayed 3 nights in Nov 2025
Verified

10/10 Excellent

Leah L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very clean and wonderful place to stay!
Stayed 4 nights in Sep 2025
Verified

8/10 Good

marc g.

Liked: Check-in, communication, location, listing accuracy
I would have given this a 5 except Rooms were a bit dusty, tv armoires dusty, laundry area was also very dusty and dryer water tank was totally full when we got there so clothes not drying until we figured that out and emptied tank, worker came after we arrived to blow and do his thing which startled us otherwise we really enjoyed ourselves and the view was spectacular. would highly recommend this fabulous experience.
Stayed 4 nights in Mar 2026
Verified

10/10 Excellent

Carl S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 3 nights in Nov 2025
Verified

10/10 Excellent

Lori S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great communication. Very cozy and remote.
Stayed 6 nights in Nov 2025
Verified

10/10 Excellent

Michael D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The property has a lot of history, very cute. The back deck was awesome!
Stayed 4 nights in Aug 2025
Verified

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 3 nights in Jan 2026
Verified

10/10 Excellent

Victor P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Phenomenal Mountain Escape

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
Stayed 4 nights in Jul 2025
Verified

10/10 Excellent

Mike S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Treehouse in the tress

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.
Stayed 3 nights in Feb 2025
Verified

10/10 Excellent

Arshak Z.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Very nice place

Thank you for the beautiful place. We enjoyed it a lot.
Stayed 3 nights in Aug 2023
Verified

8/10 Good

Sandra S.

Liked: Cleanliness, check-in, communication, listing accuracy
The cabin was located in a beautiful location. You could see the lake from the property.The road to get to the property is mostly dirt and is very steep with sharp turns. The cabin has beds for 6 people but the seating in the living room is limited to 4 and is very cramped and couch is very uncomfortable. They definitely need to upgrade to a sectional to comfortably seat people. If you have 6 people they would need to sit on bar stools or at the seating area for dining. The TV is very small. Beds were comfortable. Bathroom had hair on the shower walls and shower is very small. Property says it is dog friendly but be prepared to pay 66.66 a day for a dog. Was charged 200 for 3 days. Host was very responsive to any questions we had and were thankful for that.
Stayed 3 nights in Jan 2026
Verified

10/10 Excellent

Laura O.

Liked: Cleanliness, check-in, communication, location, listing accuracy

The Perfect Getaway

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!
Stayed 5 nights in Nov 2024
Verified

10/10 Excellent

Alyssa B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful tree house escape

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.
Stayed 3 nights in Jan 2025
Verified

10/10 Excellent

Lynsey R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing

Honestly we loved our time here. It was a perfect little get away. The view was spectacular. Would 100% come back again.
Stayed 3 nights in Dec 2023
Verified

10/10 Excellent

Jill H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Romantic cabin wedding weekend!

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!
Stayed 4 nights in Oct 2024
Verified

10/10 Excellent

Becky J.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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!
Stayed 3 nights in Aug 2025
Verified

10/10 Excellent

Suzanne E.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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!
Stayed 5 nights in Dec 2025
Verified

10/10 Excellent

Atit S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family Fall Vacation

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.
Stayed 3 nights in Oct 2024
Verified

8/10 Good

Kyle C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 3 nights in Oct 2025
Verified

10/10 Excellent

Michelle C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Favorite cabin so far!

Beautiful and clean cabin. Location and views are great. Timothy is very nice and communicative. It was great to be able to stay in contact. Overall 10/10. Will be coming again.
Stayed 3 nights in Nov 2023
Verified

10/10 Excellent

April S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Peaceful getaway

I can't say enough about this place. The view is amazing, You immediately feel at home when you arrive. Every inch of the cabin has been thoughtfully and beautifully renovated. Tim is clearly a talented architect and interior designer! We will definitely be back in the future!
Stayed 3 nights in Jun 2023
Verified

10/10 Excellent

Kelsey W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Peaceful and relaxing

The property was peaceful and relaxing. It was in a quiet area with access to everything we could need but far enough away that it wasn't a bother. The property itself was beautiful and surprisingly spacious. The owner was super attentive and did a good job of making the stay as pleasant as possible. He was also very good about recommending nice places in the area for entertainment and unwinding. We would highly recommend this vacation stay to anyone looking to get away from it all for a recharging escape. Thank you, Tim!
Stayed 5 nights in Apr 2024

About the host

Hosted by Timothy Gajewski

Host profile image
I am an architect and interior designer who fell in love with this quaint cabin. A 1924 cabin with some history and a "story". I think of her as a beautiful "older" lady. With my love and care, she will shine new for the next 100 years.

Bruno my french bulldog oversees the grounds, ensuring that no squirrels or racoons step foot on the deck.

Why they chose this property

This is romance at it's best! Come cozy up to the fire. Everything is secluded and private. Hearing the wind blowing through the trees on the mountain and seeing the spectacular view of the lake and sunset will make you want to come back again and again.

What makes this property unique

A vintage luxury cabin with modern updates, remote and secluded for privacy but still only a few minutes from the Lake Arrowhead Village for restaurants and supplies.

Languages:

English

Premier Host

They consistently provide great experiences for their guests
Tell us how we can improve our siteShare feedback