
Holiday rentals in Windy Island
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Top-rated holiday rentals in Windy Island
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Beach House Hideaway by Post Office Motel *HOT TUB
This beach house was designed with relaxation and the enjoyment of togetherness in mind. Let your worries melt away as you slip into the warmth of this water side hot tub featuring stunning view across Georgian Bay and up the mountain side, as fresh snow falls around you. The open concept design makes this the perfect place to gather with family and friends w/ walkout waterfront patio and dock access for swimming. 2 min to downtown Meaford, 20 min to Blue Mtn, 1.5 hrs to Tobermory. Hiking Trails

The Haunted House Apt 302
As you pull into the driveway this 1885 Victorian towers above you, your mouth drops in awe of the size. Up the porch to enter a small front door, a dimly lit winding staircase creaks as you ascend to 3rd floor. Original architecture painted many times over oozes with history. 70 years ago the house was turned into apartments, unloved for many of those years, time has definately taken its tole, yet to the spirits within, their big old house still stands proud and distinguished in all its glory.

Treehouse + cedar sauna
Perched atop a dramatic cliff overlooking a private pond, this one-of-a-kind off-grid treehouse is surrounded by acres of untouched forest and rugged rock cliffs. Designed for total privacy and tranquility, it’s the perfect place to unplug, slow down, and reconnect with nature. Spend your days canoeing or simply soaking in the peaceful views. As night falls, gather around the bonfire to roast marshmallows, unwind in your private sauna, and enjoy breathtaking stargazing far from city lights.

Quiet Retreat for Two
Spend a starry night in the country with the comfort of a soft bed, a wood stove, and plenty of space both indoors and out. Our yurt is located in a pocket of trees next to rolling farm fields and beautiful conservation land that the Rocklyn creek meanders through. You can prepare your meals in a sweet outdoor kitchen that is entirely screened in- or choose to sit by the fire. Bruce Trail access is just around the corner, and the towns of Meaford and Owen Sound are a short scenic drive away.

Cozy Cabin with hot tub, Sauna, hot yoga studio.
Welcome to D’oro Point overlooking Mary lake. We invite you to come relax, restore, and reconnect with nature on our 7.5 acres of wooded bliss. With only an approx 3 minute walk to our quaint neighbourhood beach, we are close enough to enjoy the lively lake life, yet maintain a private retreat feel. Stay on property and reap the health benefits of our private spa like amenities, which include the sauna, infrared hot yoga studio, and hot tub. Or, go out and explore all Muskoka has to offer.

Lakefront Cabin - Hot Tub/Hiking/22 acres.
Enjoy complete privacy on 22 acres in Muskoka at our lakefront cottage, with no neighbours in sight. The design features a spacious open-concept layout—perfect for families, friends, or couples’ getaways. Highlights include: Cedar hot tub Trails Kayak, canoe, and paddleboard Ping pong Fooseball Dock 2 smart TVs Starlink internet (100-200mbps) Board games Well-stocked kitchen 2 living areas Child-friendly amenities Gym area 450ft of water frontage 15-20min to Parry Sound Snowshoes

Aux Box Muskoka | Boutique | Private Nordic Spa
Escape to The Aux Box—a private boutique cabin nestled in the Muskoka woods with river views. Every amenity is exclusively yours, including the Nordic spa with a sauna, hot tub, cold plunge, and outdoor shower (summer). A short trail leads to your private dock with lounge chairs and canoe on the Muskoka River. Inside, enjoy custom cabinetry, a spa-inspired bathroom, and bespoke Canadian amenities, all just 10 minutes from downtown Huntsville.

Black Fox Cabin with Private Nordic Spa
Welcome to your serene escape in our brand new cabin! Nestled in a very private pine forest on a 6-acre lot, our modern cabin offers a full spa-like experience designed for ultimate relaxation and connection with nature. This tranquil retreat features a cozy firepit, a modern sauna with panoramic views, cold plunge and a rejuvenating hot tub. Perfect after a day of exploring the beautiful surroundings.

Baysong Cottage, with Sauna, on Georgian Bay
Welcome to Baysong Cottage. We are right on the water, with a big dock, canoe/kayaks and sauna all yours to enjoy. This is the perfect summer getaway. 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, or just a getaway to enjoy a campfire, some board games and some time together.

Woodland Muskoka Tiny House
**BOOK 7 NIGHTS, PAY FOR 5 (28% OFF)** Enjoy the sounds of nature when you stay in this unique tiny house. This 600 sq ft home is nestled amongst 10 acres of towering trees, granite rock and trails to explore. The tiny home will not feel so tiny once inside. With high ceilings, plenty of windows, and surprisingly spacious rooms - it is the perfect hideaway for those wanting to unplug in Muskoka.

Forest Dome
This is an air b&b you'll definitely remember. Experience the magical feeling of waking up among the trees and birds. Feel the exhilaration of taking an outdoor shower. Enjoy the crackling fire and take the time to dream again. Nature, art, waterfalls and trails are all just outside your doorstep. Try our available snowshoes to explore even further! You don't want to miss this peaceful retreat.

A-Frame Hidden in the Forest Muskoka, Georgian Bay
Welcome to our A-frame /Triangle House, Wifi, Sauna, Kitchen, A/C, Free Parking, King Bed, FIFA friendly, Smart Tv, Peaceful, Social Media Favourite, Top Choice for city escape, and an ideal weekend getaway. Come heal, enjoy the light luxury in nature, and enjoy the slow living at this premium vacation experience. Rare architecture, designer cabin. Come and gather energy in this forest sanctuary.
Popular amenities for Windy Island holiday rentals
Other great holiday rentals in Windy Island

River's End: Explore the river by kayak or canoe!

From A to Zen - a refined glamp

Spectacular Waterfront Cottage

140 Acre Secluded Cottage Retreat 2Br+1GeorgianBay

12 North

The Beach House, Georgian Bay, Beach View w/ Sauna

The Secret Garden - Dome Escape

Casa Doma | Unique 3BR Muskoka Retreat + Hot Tub
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- Arrowhead Provincial Park
- Mount St. Louis Moonstone
- Osler Bluff Ski Club
- Torrance Barrens Dark Sky Conservation Area
- Wasaga Beach Area
- Awenda Provincial Park
- Scandinave Spa Blue Mountain
- Lions Lookout
- Georgian Bay Islands National Park
- Kee To Bala
- Casino Rama Resort
- Cobble Beach Golf Resort Community
- Menominee Lake
- Wye Marsh Wildlife Centre
- Taboo Muskoka Resort & Golf
- Fairy Lake
- Bass Lake Provincial Park
- Three Mile Lake
- Sunset Point Park
- Couchiching Beach Park
- South Muskoka Curling and Golf Club
- Grandview Golf Club





