Welcome to Sky High Cabins!
At Sky High Cabins, an organically grown vacation rental management company, we transform cabins into guest-favorite retreats while maximizing revenue for rental owners.
With five years of Airbnb Superhost status, features on TV shows and Redfin, and a passion for personalized service, we are redefining property management in Big Bear, Lake Arrowhead and beyond!
“I love to host and provide an amazing experience to all of my guests. I am an avid traveler myself and mom of 3. I also am a great guest as I am very detail oriented, and want my home to be treated the same as well!”
~ Leanne Flashberg
The Sky High story: a woman-owned success built on heart.
Founded by Leanne, a visionary with a paralegal background and a knack for hospitality, Sky High Cabins began as a small, hands-on operation in Big Bear Lake.
What started as a dream to create memorable guest experiences has blossomed into a trusted name in vacation rental management — serving cabins across Big Bear Lake, Big Bear City, Twenty Nine Palms, Baldwin Lake, Helendale, Sugarloaf, and Lake Arrowhead.
As a woman-owned business, Sky High Cabins brings a unique perspective: meticulous attention to detail, a commitment to community, and a guest-first philosophy rooted in kindness. Over the past five years, we’ve grown organically, relying on word-of-mouth referrals and glowing reviews from guests and owners. Our team’s hands-on approach — staging cabins with charcuterie boards, baked goods, and chic decor — has earned us a reputation for creating Insta-worthy stays that keep guests coming back!
The best selection of Big Bear, CA, vacation rentals:
Sky High Cabins offers a wide range of ski/snowboard retreats, luxury lakefront rentals, and rustic cabins with all the amenities of home.
Whether you want to stay close to the slopes or within walking distance to the lake, we have a cabin to suit your style every day of the year – at Sky High Cabins, we can fit your needs whether it’s a romantic getaway for two or a reunion of friends and family.
Please note that booking rates vary by season. (See each property‘s booking calendar.)
Guest-first rental management services:
We’re expanding our property management services to include co-hosting to full management for all Big Bear cabin rentals and provide hands-on guidance to all cabin homeowners.
We provide a personal touch that makes us unique. From design to staging to listing, we’re here for you each step of the way. We want your cabin to stand out while maintaining it just like you left it.
Call us at 909-366-0706 to see why our company is different!
As Sky High Cabins founder and owner, Leanne invests her soul and imagination into every property that she hosts and manages.
Leanne has been named an Airbnb Ambassador for providing high-quality guest services and helping new hosts succeed with Airbnb — and she has a meticulous eye for design and details that provide all of her clients with record-producing revenue.
She has also been named a Premier Host on VRBO/Expedia and partnered with Hopper.com and Marriott Homes & Villas. Leanne’s background helps with guest hospitality, claims, legal issues, permitting and more, and she’s involved in her business 7 days a week while maintaining one-on-one owner communication.