Pentagon Courtyard Escape exterior in Tobermory

Private cottage · Tobermory, Ontario

A remarkable retreat,
shaped by nature.

Gather by the water, unwind in the courtyard, and make the whole place yours.

4 bedrooms4 bathrooms6 beds12 guests maximum

A place unlike any other

Space to reconnect.
Room to roam.

Set among the trees near Tobermory, Pentagon Courtyard Escape brings family and friends together around its one-of-a-kind central courtyard. Bright interiors, generous gathering spaces and a private waterfront make every day feel effortless.

Spend the morning paddling, the afternoon exploring the Bruce Peninsula and the evening around the fire—or simply stay in and enjoy the view.

Aerial view into the private central courtyard

At the heart of the house

Your own private courtyard

An open-air gathering place wrapped by the cottage—perfect for morning coffee, sunny afternoons and quiet evenings under the stars.

Private dock on calm waterfront

Steps from your door

Life by the water

Follow the private path to the dock. Two kayaks, a stand-up paddleboard and life jackets are ready for your stay.

Designed for easy stays

Everything you need,
all in one place.

From slow mornings to lively game nights, the cottage is set up for the moments you came to enjoy.

01

Courtyard hot tub

A private place to relax after a day on the trails or water.

02

Private dock & terrace

Enjoy calm waterfront views and easy access for paddling.

03

Games room

Air hockey, foosball and darts for a little friendly competition.

04

Gather & dine

A full kitchen, whole-bean and drip coffee, BBQ and firepit.

Sleep comfortably

Four bedrooms,
space for everyone.

Two queen bedrooms have private ensuites. Two more bedrooms each include a queen bed and a private loft with a double bed above.

Queen bedroom with black accent wall and vaulted ceiling
Bedroom oneQueen bed · Private ensuite
Bright queen bedroom with vaulted ceiling
Bedroom twoQueen bed · Private ensuite
Bedroom with queen bed and private loft above
Bedroom threeQueen bed · Double bed in loft
Second bedroom with queen bed and private loft above
Bedroom fourQueen bed · Double bed in loft
Games room with foosball, darts and indoor basketball

For family nights and rainy days

Let the games begin.

Gather for air hockey, foosball, darts, basketball, badminton or a board game from the cottage collection.

Aerial view of the cottage surrounded by forest

Northern Bruce Peninsula

Wild beauty,
close at hand.

Make the cottage your base for clear water, rugged shoreline and unforgettable days in the Tobermory area—then return to the privacy of your own forest retreat.

  • Waterfront setting
  • Surrounded by nature
  • Near Tobermory adventures

Guest experiences

They came to escape.
They left wanting to return.

Verified guest feedback from our Vrbo and Cottages in Canada listings.

★★★★★
“The courtyard was beautiful and a great place to relax.”

Aileen C.Vrbo · September 2026

★★★★★
“Incredible house. Kids loved game room and adults enjoyed hot tub!”

Jennifer I.Vrbo · August 2025

★★★★★
“The best cottage… hands down!”

AdeelCottages in Canada · July 2026

★★★★★
“The house was spacious, with large bedrooms and plenty of room for everyone to relax comfortably.”

KirstenCottages in Canada · June 2026

Plan your escape

Your Tobermory stay
starts here.

Rates and minimum stays vary by season. Visit our listing for current availability, full policies and booking details.