About Sky High Cabins
Sky High Cabins is an organically grown, woman-owned vacation rental and management company built on hospitality, design, and a guest-first mindset. From slope-side retreats to cozy lakefront escapes, we create memorable stays while helping owners maximize revenue through attentive care and hands-on service across Big Bear, Lake Arrowhead, and surrounding communities.
Browse our cabins or learn about our property management services.
The Sky High story: a woman-owned success built on heart
Founded by Leanne Flashberg, Sky High Cabins began as a small, hands-on operation in Big Bear Lake and has grown through word-of-mouth and glowing guest and owner reviews. Today, we host and manage properties throughout Big Bear Lake, Big Bear City, Twenty Nine Palms, Baldwin Lake, Helendale, Sugarloaf, and Lake Arrowhead—bringing meticulous attention to detail, community commitment, and a personal touch to every stay.
Recognized for exceptional hosting
- 7+ years of Superhost-level performance and guest satisfaction
- Featured on television and in major publications, including Redfin and the L.A. Daily News
- Partnered with leading travel brands and distribution channels
- Known for curated staging, thoughtful amenities, and repeat guest loyalty
The best selection of Big Bear vacation rentals
From ski-in/ski-out stays and luxury lakefront homes to rustic cabins with all the comforts of home, we offer something for every season and style—romantic getaways, family trips, and group gatherings included. Rates vary by season; check each property’s calendar for current availability.
Guest-first rental management services
Whether you need co-hosting support or full-service management, our team provides design guidance, listing optimization, and hands-on care to make your cabin stand out—while maintaining it just the way you like it. Discover how our personalized, responsive approach drives results for homeowners.
Explore property management or contact us to get started.
Meet the founder: Leanne Flashberg
Leanne invests her heart and creativity into every home. Recognized as an industry mentor and ambassador for exceptional hosting, she brings a background that spans hospitality, guest relations, permitting, claims, and compliance—paired with a keen eye for design and revenue growth. She remains personally involved seven days a week and keeps one-on-one communication with owners a top priority.