Skip to content

Holiday rentals in Windy Island

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Windy Island

Guests agree: these stays are highly rated for location, cleanliness, and more.

SUPERHOST
  1. Entire cottage
  2. MacTier
Twelve Mile Bay Family Cottage 1.5 hrs from GTA

Welcome to our family cottage right on Twelve Mile Bay which is part of beautiful Georgian Bay. We have a lovely spot...a nice big deck to sit and a large dock for guests to experience the water whether they are swimming, fishing, kayaking, peddle boating or just hanging out. There is ample room for your boat if you want to bring it and there is a public boat launch minutes away. The water is clean, cottage is spacious and decor is cottage like. Lots of room to create memories. WIFIfirestick.

  1. Entire cottage
  2. Parry Sound
Taradise on Otter Lake

Welcome to Taradise on Otter Lake, a beautiful new modern build. Open concept, beautiful lake views from every room. Enjoy the sun all day long and watch the beautiful sunsets from the panoramic views on the deck or the dock. This beautifully decorated get-a-way will make you feel relaxed immediately.

SUPERHOST
  1. Entire cottage
  2. MacTier
Baysong Cottage with Sauna on Georgian Bay

Welcome to Baysong Cottage. This is the perfect getaway for one to two families winter and summer. Enjoy our dock for swimming and boating, our sauna for a rejuvenating spa experience, and all day south west facing sunshine. Great for boating, fishing, sailing, swimming, snowmobiling, ice fishing or just a getaway to enjoy a campfire, some board games and some time together.

Holiday rentals for every style

Get the amount of space that is right for you.

  • Homes
  • Hotels
  • Unique stays

Other great holiday rentals in Windy Island

  1. Entire cottage
  2. MacTier
Jach's Getaway in Muskoka, Georgian Bay - 8 Guests
  1. Entire cottage
  2. MacTier
Woods Bay Lodge Cozy 2 Bedroom Cabin
SUPERHOST
  1. Island
  2. MacTier
Georgian Bay Cottage with Open Water Views.
SUPERHOST
  1. Entire cabin
  2. Parry Sound
Fancy camping in Massassauga Provincial Park
  1. Entire cottage
  2. Parry Sound
Relaxing island getaway with sunset views
  1. Entire cottage
  2. The Archipelago
Family retreat on Private Island ~ Hot tub
  1. Entire cottage
  2. MacTier
Woods Bay Lodge Water Front 3 Bedroom Cabin
  1. Entire cottage
  2. Parry Sound
Massassauga Park - Georgian Bay Boat Access
  1. Entire cottage
  2. Parry Sound
Aisling Lakehouse - a private Muskoka experience!
SUPERHOST
  1. Entire cottage
  2. The Archipelago
Muskoka 3BR waterfront with amazing sunsets
  1. Entire cabin
  2. Parry Sound
Georgian Bay, Massassauga Provincial Park
  1. Entire cottage
  2. MacTier
Muskoka- Five bedroom cottage has it all!
  1. Airbnb
  2. Canada
  3. Ontario
  4. Parry Sound District
  5. The Archipelago
  6. Windy Island