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Gloucester Pool/Georgian Bay

Escape to the waterfront haven with our personally selected Georgian Bay cottage rentals, where luxury meets the wild splendour of Ontario's most stunning shoreline. Remote island retreats or adrenaline-packed watery adventure, Great Georgian Bay has a unique vibe for everyone that will not be forgotten amidst its crystal waters, windswept pines, and rugged beauty of the Canadian Shield. What distinguishes Georgian Bay is that, unlike the relatively calm lakes around Muskoka, Georgian Bay, in all its wildness and openness, presents itself as a long expanse of water, beckoning sailors, boaters, and kayakers from far away.

Explore the largest freshwater island archipelago in the world, the 30,000 Islands Archipelago, to your heart's extent. Paddle through narrow passages lined with ancient rock formations, chill on beaches where the only way to access them is by boat, or spend an entire day soaking in the scenic waterways.


For land lovers, Georgian Bay's surrounding parks and towns offer a rich culture, history, and outdoor activity. Parry Sound, the self-styled entrance to Georgian Bay, is a postcard-perfect waterfront town where visitors can delight in dockside dining, boutique shopping, and stunning sunset views. A cruise trip on the Island Queen is an experience not to be missed, with a drape of breathtaking beauty over the 30,000 Islands, every curve presenting scenery to rival any painting that the Group of Seven has ever captured on canvas in Canada. Sports lovers would not want to miss the Bobby Orr Hall of Fame, acknowledging one of hockey's all-time greats born in Parry Sound.


Further South, Honey Harbour is the entrance to Georgian Bay Islands National Park, a place for wandering souls. The park's pride is Beausoleil Island, with endless hiking trails, breathtaking swimming spots, and quiet picnic spots under windswept pines and striking granite cliffs. This sheltered sanctuary is unforgettable anywhere along Georgian Bay, whether you're watching wildlife, photographing gorgeous landscapes, or just soaking in the vibe.


In Georgian Bay, nature goes beyond beauty; as the seasons change, it reveals a new surprise at every corner. Killbear Provincial Park, with its blown-over trees and rocky shoreline, is a summer delight for hikers, bikers, and nature lovers. When winter rolls in, the bay becomes a frozen playground for ice fisherfolk, who snowshoe along its frozen shores and ski on its sparkling terrain.


Georgian Bay offers an unmatched experience, from sailing across its open waters, exploring hidden coves, or reclining on a front-row dock to an unforgettable sunset. In its untamed beauty, this exceptional cottage rental becomes the essence behind an extraordinary getaway that effortlessly blends luxury living with adventure and the ageless beauty of Ontario's most well-known waterfront.


Gloucester Pool/Georgian Bay

Escape to the waterfront haven with our personally selected Georgian Bay cottage rentals, where luxury meets the wild splendour of Ontario's most stunning shoreline. Remote island retreats or adrenaline-packed watery adventure, Great Georgian Bay has a unique vibe for everyone that will not be forgotten amidst its crystal waters, windswept pines, and rugged beauty of the Canadian Shield. What distinguishes Georgian Bay is that, unlike the relatively calm lakes around Muskoka, Georgian Bay, in all its wildness and openness, presents itself as a long expanse of water, beckoning sailors, boaters, and kayakers from far away.

Explore the largest freshwater island archipelago in the world, the 30,000 Islands Archipelago, to your heart's extent. Paddle through narrow passages lined with ancient rock formations, chill on beaches where the only way to access them is by boat, or spend an entire day soaking in the scenic waterways.

For land lovers, Georgian Bay's surrounding parks and towns offer a rich culture, history, and outdoor activity. Parry Sound, the self-styled entrance to Georgian Bay, is a postcard-perfect waterfront town where visitors can delight in dockside dining, boutique shopping, and stunning sunset views. A cruise trip on the Island Queen is an experience not to be missed, with a drape of breathtaking beauty over the 30,000 Islands, every curve presenting scenery to rival any painting that the Group of Seven has ever captured on canvas in Canada. Sports lovers would not want to miss the Bobby Orr Hall of Fame, acknowledging one of hockey's all-time greats born in Parry Sound.

Further South, Honey Harbour is the entrance to Georgian Bay Islands National Park, a place for wandering souls. The park's pride is Beausoleil Island, with endless hiking trails, breathtaking swimming spots, and quiet picnic spots under windswept pines and striking granite cliffs. This sheltered sanctuary is unforgettable anywhere along Georgian Bay, whether you're watching wildlife, photographing gorgeous landscapes, or just soaking in the vibe.

In Georgian Bay, nature goes beyond beauty; as the seasons change, it reveals a new surprise at every corner. Killbear Provincial Park, with its blown-over trees and rocky shoreline, is a summer delight for hikers, bikers, and nature lovers. When winter rolls in, the bay becomes a frozen playground for ice fisherfolk, who snowshoe along its frozen shores and ski on its sparkling terrain.

Georgian Bay offers an unmatched experience, from sailing across its open waters, exploring hidden coves, or reclining on a front-row dock to an unforgettable sunset. In its untamed beauty, this exceptional cottage rental becomes the essence behind an extraordinary getaway that effortlessly blends luxury living with adventure and the ageless beauty of Ontario's most well-known waterfront.

Hamptons
  • Gloucester Pool/Georgian Bay

The Hamptons is truly a classic gem perfect for family or corporate gatherings. Situated in Gloucester Pool, the Hamptons is 90 minutes north of Toronto. Gloucester Pool is located in the southern most region of Muskoka, near Port Severn.

  • Sleeps: Up to 12 guests
  • From: $56,600 / Week - Off-Season $3,390 / Night (including taxes & fees)
  • Features: Newly renovated 7000 sq. ft. oasis
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Glass House
  • Gloucester Pool/Georgian Bay

Off-Season Special ! Enjoy The Glass House for $2,000/night during the off-season. Nestled in the scenic Gloucester Pool, The Glass House is an architectural gem, perfect for family getaways or corporate retreats. Located just 90 minutes north of Toronto in the southernmost region of Muskoka, near Port Severn, Gloucester Pool offers a beautiful backdrop for your stay.

  • Sleeps: Up to 14 guests
  • From: $33,900 / Week - Off-Season $2,260/ Night (including taxes & fees)
  • Features: Located just 90 minutes north of Toronto
  • family icon (14)
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Georgian Bay Lakehouse
  • Gloucester Pool/Georgian Bay
  • New Listings
  • Muskoka

A newly built modern property that redefines luxury and comfort. Nestled in the picturesque town of Tiny, Ontario, this stunning cottage is designed with top-of-the-line amenities to ensure an unforgettable getaway.

  • Sleeps: Up to 10 guests
  • From: $33,900 / Week - Off-Season $2,825 / Night (including taxes & fees)
  • Features: This modern cottage is your ideal destination
  • family icon (10)
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KINGS FARM RETREAT
  • Gloucester Pool/Georgian Bay
  • New Listings

Off-Season Special! $4,500/day. Kings Farm Retreat is the perfect destination for those seeking a luxurious escape in a tranquil setting. Whether you're looking to reconnect with nature, spend quality time with loved ones, or simply unwind in style, this cottage rental promises an unforgettable experience. Book your stay today and create cherished memories at Kings Farm Retreat on Gloucester Pool.

  • Sleeps: Up to 9 guests
  • From: $19,210 / Week - Off-Season $1,921 / Night (including taxes & fees)
  • Pets: Sorry, no pets
  • Features: A luxurious escape in a tranquil setting
  • family icon (10)
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KINGS FARM COTTAGE
  • Gloucester Pool/Georgian Bay
  • New Listings

Introducing Kings Farm Cottage, nestled on the picturesque shores of Gloucester Pool. Just a mere one and a half hours away from the bustling city of Toronto, escape to this idyllic retreat where tranquility meets opulence.

  • Sleeps: Up to 10 guests
  • From: $28,250 / Week - Off-Season $2,260 / Night (including taxes & fees)
  • Pets: Sorry, no pets
  • Features: Where tranquility meets opulence.
  • family icon (10)
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MAGNOLIA HOUSE
  • Gloucester Pool/Georgian Bay
  • New Listings
  • Muskoka

This newly renovated cottage offers the perfect escape on the serene shores of Lake Muskoka.

  • Sleeps: Up to 16 guests
  • From: $33,900 / Week - Off-Season $2,825 / Night (including taxes & fees)
  • Features: The ultimate escape for those seeking a lavish and serene getaway.
  • family icon (16)
  • bed icon (7)
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