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    Lake Gregory Property Management

    2.8 (8 reviews)

    Services - Lake Gregory Property Management

    Property management

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    Michelle Calkins  - Coldwell Banker Sky Ridge Realty

    Michelle Calkins - Coldwell Banker Sky Ridge Realty

    (44 reviews)

    Michelle is amazing: your search for the best real estate agent ends with Michelle! I interviewed…read moremultiple real estate agents and Michelle stood out above and beyond as being the clear best! Michelle knows the market really well - she has a great pulse for what is going on, what each of the sub-neighborhoods are like, other lake/Association issues that might effect purchasing and selling, etc. Another great thing about Michelle as a buyer's agent is that she doesn't rush you into a home just so she can get a commission - I love how Michelle will point out negatives in a home that I might not notice (like deferred maintenance, water damage, etc. that I would not have noticed) because she truly is looking out for you and not just trying to quickly close a deal. Michelle truly cares about finding you the best home and will even wait months & months (or even years like she did with us!) and never complain about touring tons of homes with you until you find what is the best fit and checks all of your boxes. Michelle makes it her mission to find her clients their perfect home - and never settle! So here's the thing: I have an intense attention to detail PLUS I've had a real estate license for two-decades, so I have way high expectations when selecting a real estate agent to represent me and Michelle has exceeded all of my incredibly high expectations! I really appreciated how Michelle would photograph or video a home for me if one came on the market while I was out of town and couldn't make it up to Lake Arrowhead to view it - that is just one example of how caring she is! I also love how detail oriented & attentive Michelle is and she truly has your best interests in mind! We appreciate Michelle's experience and great judgment on if a property will be a good fit. Michelle also has studied interior design so she has a great eye for what would go well in a home you buy and for staging homes she sells. Michelle doesn't do anything less than amazing - all of her photos, marketing, pricing, everything is top notch! As a seller's agent she portrays your home in the best possible light and is really incredible at marketing. Michelle is an above and beyond agent! Even after the close of your home, Michelle has a great network of contractors that she can refer you to for maintenance or upgrades for your home. Everyone Michelle has referred me to has been top notch! Also, Michelle is just a super cool person - I enjoy spending time with her and during the process of finding us our ideal home she has become a friend! In addition to being privileged to work with the best real estate agent on the mountain, I just enjoy hanging out with Michelle! If the little details matter to you and you want an agent who you feel truly has your back & best interests in mind - then Michelle is the agent for you. We couldn't be happier with our experience because she found and secured us our dream home - and I gained a friend in the process!

    We purchased a home in Lake Arrowhead this past October (2020) and Michelle was our agent. I…read morealready had a sense it was a competitive market and we couldn't afford to get into bidding wars so I knew we had to select the best agent possible to work for us. I did a lot of online research and sleuthing, a lot of the other agents in L/A seemed 'typical & vanilla', what I liked about Michelle was the way she put herself out there online, and appeared to have an excellent working knowledge of the area. We locked in Michelle immediately to begin our hunt. In a matter of weeks we saw over 20 places in Lake Arrowhead and Michelle was brutally honest at times, feelings had to be put aside as I realized that she wasn't just trying to get us into 'any' house and get us off her books, she didn't want to see us over pay or end up with something that needed more 'fixing' (hello, lipstick on a pig) than we could afford. After a number of weeks and many trips to Lake Arrowhead we found the right place for us, escrow was super smooth, Michelle and her team stayed in close contact through the entire process (much more enjoyable than our first home buying experience) We closed early. But here's the real magic with Michelle, she gave us SO MUCH intel on Lake Arrowhead, the pro's the con's and the how's and the when's on how to thrive and survive in Lake Arrowhead. We have friends that moved here 18-month before us and my Wife (Janeva) and I are informing them on things about Lake Arrowhead, on top of that we had new neighbors move in recently near us as a snow storm hit, and they were completely unprepared, their agent gave them no intel at all on the area. Michelle not only helped us secure our home that we absolutely love, but she gave us a head start to mountain living that has us years ahead of others. If you're serious about wanting to buy OR sell a property in Lake Arrowhead you would be a fool to not use Michelle, you will need to be realistic though as she'll most certainly be real with you. Thanks Michelle - th

    Sky High Cabins - Sky High Mountain Lodge

    Sky High Cabins

    (8 reviews)

    My review is as an owner of a rental cabin in Big Bear Lake. For years, we had been with one of the…read morelarge property management companies on the mountain with very lackluster results. Not much rental activity except in the winter, damage to the property that went unreported by housekeeping, and just the general vibe that our small cabin was a very low priority for them. Finally, we made the decision to change management this summer after we completed a remodel. I found Leanne in a Big Bear FB group online along with several other PMs who responded to a post I made about looking for new management. Leanne was the only one who provided helpful, tangible information when she reached out to me. We spoke and then I decided she and SkyHigh cabins would be our new managers. The onboarding process was smooth and detailed. They are extremely professional and walked me through the different stages of getting ready to "go live" on the various platforms they use. It took about 6 weeks to get everything completely switched over. But when we did go live in mid-October 2025, all I can say is WOW!! We've had 12 reservations made in just over a week's time! We didn't have 12 reservations in the last year total with the old company, so this has been very, very exciting for us. Aside from all of that, Leanne, Jennifer and their team are very communicative and helpful. If you are looking for new management, I cannot recommend them enough. Just do what they tell you to do, use their vendors, and follow their lead. They have figured out the algorithms and rental platforms to such a degree that your property will actually start to pay for itself. We were on the verge of selling our cabin, but now, we will be able to hold on to it. Call them today!!

    Best decision I ever made for my Big Bear rental was partnering with Sky High Cabins. They take…read morecare of everything from permits, taxes, rental bookings, cleaners, hiring repairmen, etc. - Thank you for all that you do!

    Simone Knepper - Coldwell Banker - Give me a rainy day by the fireside any day!

    Simone Knepper - Coldwell Banker

    (49 reviews)

    Simone is a very thorough, knowledgeable and patient real estate agent specializing in Lake…read moreArrowhead and the surrounding communities. She was very honest throughout our often rocky home sale in Lake Arrowhead. I mention this because, like all sellers, we hoped for more that the final sale produced. She was always clear with us about the changing situations and whether the offer(s), and subsequent demands from buyers were reasonable, or if we should reply, provide a counteroffer, or just say nope. Buyers, especially in the mountains, seem to always ask for more, even if the last offer/counteroffer were clearly reasonable. Even at the last minute. Simone helped us thread the needle and get the home sold. Simone constantly updated us about every showing and offer, and was dogged in her determination to get follow up from any other agent who showed our property. I heartily recommend her and her agency to any prospective seller. She will go out of her way to accommodate sellers, especially those who live full-time off mountain.

    Where do I start... I will try to keep my book short. There are so many incredible things to say…read moreabout Simone! We had a real estate agent back out of showing us property because it was snowing. We drove around and Simone was holding an open house. I said, that is someone with tenacity. We walked up a huge hill where we met Simone and from that day forward she was the most kind, knowledgeable, intelligent, responsive, and thorough real estate agent we could ever ask for from start to finish. Even on the first home, we put an offer in went through all the inspections and it fell out. Simone never gave up and she found us the absolute perfect house! Not once did she ever have an attitude or show frustration of any kind through any of the transactions. She always had a sincere smile and only wanted what was best for us. I wish I could give her 10 stars, she deserves it! Simone has our highest recommendation!

    The Orange Cabins - Lake view baths at "Shoreline"

    The Orange Cabins

    (9 reviews)

    We've used Orange Cabins (Natalie and Alex) for over a year now and I honestly can't imagine doing…read morethis without them. For 20 years I've managed my own rentals (this is the first time I've used a company) and self management was brutal. You're basically on-call 24/7 because the second a guest can't figure out the hot tub, the WiFi, the lock, or decides the forest has "too many bugs," your entire evening is gone. ‍ What I appreciate most is that they actually treats this like a partnership. They care about the guest experience as much as I do, and they're insanely responsive. I'm on the message threads with guests, so I see how they handle things in real time. Professional, calm, patient, and never reactive, even when guests are being... let's just say "creative." One thing they said early on when we onboarded really stuck with me. They told me they intentionally say "our home" when talking to guests because they want guests to feel like they're staying with people who are personally invested in their experience, not some faceless management company. And honestly, it works. You can see it in the reviews. Guests constantly mention Natalie by name because they remember her. That says a lot. People don't remember automated customer service. They remember when someone genuinely takes care of them, and she really does. They've also helped me navigate permitting, operational stuff, and all the random homeowner stress that comes with having a rental in Arrowhead. Every time I call, they answer. Every question gets handled. I trust them completely, which is not a sentence I say lightly. And yes, I initially had the same thought everyone has: "Do I really want to pay a management fee?" After working with them, absolutely yes. Worth every penny. The biggest thing they gave me was peace of mind. I don't spend my life thinking about the house anymore. They also market properties on their own website, which brings in bookings we wouldn't have gotten otherwise. I basically see those as bonus bookings. Our reviews are 100% 5 stars, and a huge part of that is because of how they operate behind the scenes. I've recommended them to a ton of homeowners in Arrowhead at this point, and every single person comes back saying the same thing: "Oh thank god." Now I just go enjoy the mountain without any stress.

    We've been working with Natalie and Alex for a few months now to manage our Lake Arrowhead AirBnB…read more They have been fantastic partners and really helped us achieve rental success. The onboarding process was so easy and they helped every step of the way: obtaining the proper permits, getting amazing photographs for our listing, supplying the cabin with the essentials, etc. We immediately got 5 star reviews within the first few weeks of launching and continue to see the bookings coming in. We could not have done it without them. Highly recommend The Orange Cabins for a stress-free property management company!

    Lake Gregory Property Management - propertymgmt - Updated May 2026

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