Holiday rentals in Windy Island

Cosy and modern cottage on beautiful Georgian Bay

Enjoy panoramic views of Georgian Bay from this charming modern cottage on Paynter's Bay. Only eight minutes from Owen Sound, our cottage also borders on the quiet and beautiful Hibou Conservation Area where you can enjoy birding, hikes in forest and shoreline, and a great sandy beach and modern playground for the kids. Cuddle up next to the gorgeous modern Morso woodstove. Adventure awaits you with lots of skiing, biking, snowmobiling and the waterfall wonders of the Niagara Escarpment nearby.

Ultimate Georgian Bay Vacation Getaway

Come and stay at our beautifully renovated *all-season* beachfront cottage and enjoy a breathtaking panoramic view of Georgian Bay! You'll discover the cottage sitting atop a sand dune, right on one of the most stunning freshwater beaches in the world. This rare location hosts a private covered deck hovering over the white sand, in a beach house closer to the bay than anywhere else around! Summer guests also enjoy use of a heated salt water pool and large resort deck created by Paul Lafrance.

KING SIZE BED Barn style loft apartment private

Very private apartment that you will have all to yourself that’s above a barn style garage. It has everything you need for a very comfortable stay. The perfect little getaway situated near 2 lakes with public beaches and boat launches with in a short 3 minute walking distance or even shorter drive. Parry sounds 7 minutes away. there’s Restaurants near by and there’s also a 24 hour convenient store/gas station near by! The locations very nice to relax and explore what the area has to offer.

Secluded Lakeside Retreat - Atkins Hideaway

Tucked in the heart of Muskoka, this handcrafted timber frame cabin rests alongside a scenic spring-fed lake, surrounded by 8 acres of private forest. Only 10 minutes from Bracebridge, enjoy serene lake life and natural beauty while remaining close to town amenities, local shops, and eateries. Enjoy private dock relaxation, cozy cabin comforts, and outdoor fires. A Provincial Park Day Pass is included (*security deposit required) for added adventure. Come relax, recharge and reconnect.

Bardo Cabins - Pine Cabin

One of Bardo Cabins' two, four-season sister-cabins; Pine Cabin is quietly nestled below a granite outcrop among towering old pines on the beautiful, quiet, fifteen acre Dube Lake. Hike, bike, snowshoe or ski the private two kilometers of trails, dive and sunbathe from your own floating dock or wade at a nearby sandy shore, relax bug-free on the screened-in porch listening to the sounds of Bardo's surrounding ten acres of mixed old growth forest, or venture beyond to nearby amenities.

Tiny A-Frame near the Bruce Trail

Find yourself nestled among white pine trees just steps off the Bruce Trail! This tiny A-Frame is 100 sq.ft providing enough room for cozy comfort. The cabin is equipped with 2 stackable twin beds converting into a queen bed when desired. Our amenities contain all the essentials, including a BBQ, drinking and dish water, and an outhouse with a composting toilet. Centrally located to Old Baldy Lookout, Beaver Valley, Blue Mountain and Duncan Caves. The perfect spot to relax and unwind!

Bluestone

Bluestone is located less than 10 minutes' drive from beautiful Awenda Provincial Park in Tiny, Ontario. Every choice was made with guest comfort in mind. In the Summertime, take a short walk down a wooded path to Georgian Bay and perfect swimming, or explore a hiking trail and take in the natural beauty of the area. In Winter, enjoy skiing and snowshoeing locally, or stay in, put a record on, and cozy up by the fire. License #STRTT-2025-008

Hemlock Waterfront Hideaway|Pets,BBQ,Firepit,Dock

Escape to Hemlock Cabin—your private lakeside retreat. Wake up to sunrise views from the dock, spend the day paddling or swimming, then grill dinner on the BBQ and unwind on the covered patio. End your night under the stars by the fire pit 🔥. With cozy interiors, A/C, and room for couples or small families, this rustic-meets-modern gem is the perfect place to relax, recharge, and enjoy Muskoka’s natural beauty. Book your summer getaway today!

Baysong Cottage, Hot Tub and Sauna on Georgian Bay

Welcome to Baysong Cottage. We are right on the water, with a big dock, sauna and hot tub all yours to enjoy. This is the perfect getaway winter and summer. Enjoy our dock for swimming and boating, our sauna and hot tub 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.