Capstone Retreats is a luxury estate management company. We help estate owners in Muskoka, ON create passive income from their luxury estates. Our estate management team has hosted over ten thousand guests and we've built systems to create an elevated experience for High Net Worth (HNW) guests.
Capstone Retreats will list, manage, and deposit funds into owner accounts so that all you need to do is watch your bank account grow and estate continuously improve. You can count on our local team to handle all the details of your vacation estate.
Capstone Retreats • Muskoka proudly serves luxury vacation estate owners and investors within a 30min radius of Bracebridge in Muskoka, ON.

Tailored travel experiences just for you
Our team will list and market your vacation estate for a seamless rental experience. We prepare your vacation estate for hosting by:
• Providing smart locks
• Coordinating property photography
• Creating and updating vacation rental listings
• Listing with marketing partners Online Travel Agencies (OTAs) such as AirBnb, VRBO, Marriott Homes & Villas, direct booking and more.
After we list, our team manages by:
• Vetting and selecting guests
• Handling communication with guests leading up to, during, and after their stay
• Overseeing check-in and check-out
• Providing during stay support as needed
• Pricing management and automation
• Inventory Management and Restocking
• Coordinating changeovers
• Scheduling and managing housekeepers
• Scheduling and providing access to vendors
• Guide the owner through building their power team to keep the property operating passively
Our process will maximize your enjoyment of your vacation estate, the cash flow you receive, and the property value. We provide:
• Automatic deposits of rental income into your account
• An owner dashboard providing real time financial and occupancy data
• A list of recommended improvements
• Ongoing consultation for how to maximize cash flow

“We thoroughly enjoyed our stay! Our host was very attentive and responsive to any questions we had prior to or upon arrival. The place was very clean, well appointed, warm and comfortable. The cottage is on the waterfront with spectacular views for our winter stay. Lots of windows and views of nature. We will definitely come back in the summer again! We highly recommend this location and you will not be disappointed.”


“Tranquility and beauty - a perfect place to unwind. You would have a hard time finding a more beautiful view, and both the private beach and the dock provide lovely places to enjoy it from, not to mention the sunroom overlooking it all. A quiet lake, perfect for canoeing or exploring in the paddle boat. Gorgeous sunrises. Comfortable, well-appointed and excellent communication. The host was a pleasure to deal with - available for questions but non-intrusive. The kitchen is beautifully renovated and has everything you need. Close to town and basic amenities, including an excellent restaurant called Cast Iron. By our second night I was already looking up the listing to see when we could book it again!”


“First thing: pictures of this space are beautiful but in person, EVEN nicer. My friends and I really loved the space of the cottage and how roomie it was. The kitchen and dining area was particularly cute and cozy. Amenities were also great- canoe, paddle board, big fire pit, insanely nice dock... We were really really impressed. Traveling during COVID is not easy, but we felt very at ease with how the space felt really sanitized. Thanks for the stay! Was great.”

Your Questions Answered
Most properties on Airbnb are vacation rentals — short-term stays that range from budget cottages to nice family getaways. Capstone Retreats operates in a different category: Vacation Estates.
Think of it like air travel:
Vacation Rentals are the commercial flight experience — from economy to business class.
Vacation Estates are the private-jet experience — personalized, high-touch, and built to perform as an appreciating asset.
A Vacation Estate is a luxury property intentionally designed, systemized, staffed, and operated for high-net-worth family retreats and corporate offsites. It earns top-tier ADR (Average Daily Rate), attracts premium guests, and runs as a cash-flowing investment asset, not just a rental.
Capstone Retreats specializes exclusively in this top 1% of properties — the ones that perform, appreciate, and crown an owners’ portfolios.
Vacation Estates typically generate $250K+ in top-line revenue, depending on location, amenities, and design.
At Capstone Retreats, we set a $100K revenue guarantee as the entry point for qualifying properties—then engineer performance well beyond that baseline.
Our focus is on operating top-tier, investment-grade estates that outperform the market and appreciate in both brand and asset value over time.
Yes. Our trained in-house team handles all changeovers and cleaning to five-star standards. During peak periods, we also use trusted local partners who meet the same quality expectations. We manage and schedule everything, so you can be an owner, not an operator — enjoying a truly passive experience.
We market each estate through Capstone’s direct booking platform, which attracts our core audience of high-net-worth families and corporate retreat groups.
To complement these exclusive channels, we also distribute a simplified version of your listing across major OTAs — including Airbnb, VRBO, Marriott Homes, and Google Homes — to capture additional occupancy during off-peak windows.
This dual-channel strategy ensures your estate maintains both premium positioning and consistent performance year-round.
Every guest at a Capstone Retreat is treated like a VIP. Our concierge team provides 1:1 white-glove support from the moment of booking through departure — ensuring every stay is seamless, stress-free, and first class. Between stays, our team oversees property resets to maintain the highest luxury standards and prepare for the next group’s arrival.
Signature guest experiences include:
Private chefs and on-site butlers
Floatplane or luxury transport directly to the dock
Onsite wellness and spa services
Curated local adventure tours
Each stay is designed to reflect the prestige of the estate and the discerning standards of its owner.
We operate with a Triple-Moat Protection System — a layered safeguard designed to protect your asset before, during, and after every stay.
It combines guest vetting, on-site oversight, post-stay verification, and specialized insurance coverage to maintain the highest standards of care. With experience hosting over ten thousand guests, we’ve learned exactly how to protect high-value estates and will share our proven systems to ensure your asset remains secure.
We can share the full system in detail once we’ve confirmed your property qualifies for the Capstone portfolio.
We don’t perform repairs directly — instead, we build the team and systems that make your property truly passive.
We do:
Property Org Chart – We help you design your estate’s team of trusted, qualified vendors.
Vendor Avengers List – We share our network of proven local professionals.
Property Access Coordination – We coordinate vendor access so maintenance never disrupts guests.
Repair & Maintenance Reporting – Our team identifies and reports issues during changeovers for quick resolution.
We don’t:
Perform maintenance or repairs ourselves. Licensed vendors complete the work.
Sign service agreements on the owner’s behalf.
Our goal is to systemize your property so it runs seamlessly — with you as an investor, not an operator.
Traditional property managers focus on maintenance and bookings. Capstone Retreats operates at a higher level — we treat each estate as a strategic luxury asset.
We don’t manage hundreds of properties. We focus on quality over quantity, capping our portfolio at 10 estates per market to deliver unmatched performance and personal attention.
Where others manage rentals, Capstone engineers Vacation Estates — luxury assets designed to perform, appreciate, and operate passively for their owners. We handle everything: branding, pricing strategy, guest experience, and revenue optimization, ensuring every estate consistently outperforms the market.