There is no cottage like this anywhere in Canada.
The Pentagon Courtyard Escape is a one-of-a-kind architectural marvel, a pentagon-shaped luxury retreat with 12 distinct roof slopes, 17-foot soaring ceilings, and a breathtaking private courtyard at its heart. Built from the ground up with intention, this is not a cottage. It's an experience.
— THE COURTYARD —
Step through the front door and into the centrepiece of the property: a lush, landscaped courtyard open to the sky, surrounded by local plants and a red maple tree. Sink into the hot tub (seats 6), lounge in the egg chair, or simply look up at Tobermory's legendary night skies. Tobermory has some of the clearest in Ontario. On a good night, you'll see the Milky Way. On a great night, the Northern Lights.
— THE HOME —
Every room wraps around this central courtyard, with windows in every corner flooding the space with natural light and views of nature. The living area features a 75" smart TV with premium sound system and a 60" electric fireplace. The kitchen is built for real cooking: stainless steel appliances, a Miele coffee machine, and a live-edge dining table that seats 10+. Smart home wiring lets you control lighting and music by voice.
— SLEEP —
Four bedrooms sleep up to 12 guests comfortably:
• 2 master bedrooms, each with a queen bed and private ensuite
• 2 additional bedrooms, each with a queen bed on the main floor + double bed in the private loft above
• 4 bathrooms total (2 ensuites + 1 full bath + powder room)
— THE BACKYARD —
A 40x10ft pergola with string lights frames the outdoor dining area: full BBQ and a large outdoor seating area perfect for summer evenings. The custom firepit handles your whole group. Carved nature paths wind through the property like a private park.
— THE DOCK & WATER —
A 35-foot private dock sits right on the water. It is perfect for morning yoga, evening wine, or launching the provided kayaks. A separate lookout deck offers views of Baptist Harbour, which connects directly to Lake Huron and the surrounding wilderness.
— GAMES & FUN —
A dedicated games room stocked with foosball, air hockey, real darts, basketball, badminton, and a full library of board games. Perfect for rainy days or late nights.
— THE EXTRAS THAT MATTER —
Tesla EV charger (extra-long cable) • Best-in-class water filtration system • Fast WiFi throughout (great for remote work) • Eco-friendly heat pumps for heating and cooling year-round • ERV fresh air system • Spray foam insulation for year-round comfort • Washer/dryer on site • Fully accessible single-level layout
— LOCATION —
Just 10 minutes from downtown Tobermory and 25 minutes from The Grotto and Bruce Peninsula National Park. Launch a glass-bottom boat tour to Flowerpot Island, hike the world-famous Bruce Trail, snorkel above 200-year-old shipwrecks in Fathom Five National Marine Park, or simply walk the harbour at golden hour. Singing Sands Beach is also a short drive away.
This property was built with love for Tobermory and designed to be shared. Whether you're here for adventure or stillness, the Pentagon will exceed every expectation.
Check-in Instructions
All check in instruction will be sent prior to check in.
Cancellation Policy
Full refund if canceled 30 days before check-in. No refund for cancellations within 30 days of check-in.
Stay Rules
There is an extra $250 Cleaning Fee and a $1000 Refundable Security Deposit
No Smoking or vaping No parties or events.
Any noise outside must be minimal after 11pm.
NO FIREWORKS!!!
No unregistered guests or visitors allowed.
Do not wear outdoor shoes in the house.
Dispose of the garbage in the trash bin and Recycling in the recycling bin
Clean up after your pet (Max Dog Size 30Lbs)
Do not leave outdoor fire pit unattended and be sure to follow Tobermory advisories on potential fire bans.
See Hot Tub acknowledgement and rules before using Hot Tub
Be sure all children are supervised. Small children should wear life jackets when in or near the water and should never be left unattended.
Please place the outdoor pillows and cushions inside the provided storage each night, especially if rain is expected.
Report any damages and/or breakages in a reasonably timely manner.
Guests agree they are responsible for any damage, repair, disrepair, unscheduled maintenance, and extra cleaning as a result of their stay, even when costs exceed the damage deposit. Guests agree to reimburse owners immediately upon receipt of a bill. To avoid being mistakenly charged, guests agree to report to the owners IMMEDIATELY any damage found or caused to the property upon arrival, any appliances or amenities not working correctly and/or missing assets/items to the best of our knowledge.
Make sure to turn off the lights, air conditioning, and any electronics when you leave the house. Don’t forget to close the windows and lock the door.
Please treat our home like you would your own.