
Vacation rentals in Windy Island
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Top-rated vacation rentals in Windy Island
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Magical TreeHouse I Hot Tub, Fireplace, Pets OK
Escape to our one-of-a-kind A-Frame TreeHouse, tucked among snowy Muskoka trees near Huntsville, ON. Slow down, cozy up, and enjoy winter’s beauty. Spend evenings by the fireplace, soak under the stars in the hot tub, or head out for adventure— skiing, snowshoeing, skating, and hiking are all close by. Highlights - Hot tub & fireplace - Snowshoes provided - Sweeping snowy forest views - Free Ontario Parks pass - 10-min walk to ski hill & lake 📷 See more @door25stays for photos & inspiration!

Saltbox by the Bay + Vetta/Snowshoes/Ski/4-Seasons
Welcome to Saltbox by the Bay, your 4-season escape. Perfect for couples, a small family/friends getaway or solo retreat. This vintage cottage is upcycled with luxe amenities. Made for slow living, play boardgames & classic albums, cook up a storm & watching sunsets over the bay. Explore the charms of cottage country: hike or snowshoe the Tay Shore Trail, visit Quayle's Brewery, pamper yourself at Vetta Nordic Spa, ski/snowboard Moonstone or stop by one of the nearby towns for dinner & bowling.

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.

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.

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.

A-Frame in the Woods of GeorgianBay, Muskoka
Welcome to our A-frame in the heart of Georgian Bay, Ontario! Perfect for family escapes and relaxing couples weekends in Muskoka. This cozy retreat has three bedrooms and accommodates up to six guests. With Six Mile Lake and Whites Bay just a stroll away, indulge in serene swims or explore the local golfing, breweries, and skiing at Mount St. Louis. Immerse yourself in nature's embrace while relishing the comforts of our picturesque A-Frame home—a perfect family getaway for every season!

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.

Cozy Creek-Side Cabin
Small cabin in the woods with many seasonal uses. There is over 1000 adjoining acres of mixed forest & fields. Over 300 acres of privately owned land by the host plus over 700 acres of attached public crown lots accessible through private holdings, perfect for outdoor enthusiasts/nature lovers, as a launch pad into Algonquin Park, or as a quite retreat into the forest. Winter Activities and Uses Include: snowmobiling, ice fishing at a large selection of local lakes, snow shoeing etc.

Muskoka Spa & Golf Retreat with Sauna + Hot Tub
Embark on a family wellness journey at our Nordic farmhouse-style Cottage in Muskoka. Unwind in the wisteria-adorned hot tub or by the firepit, nestled in Muskoka chairs. This bungalow features airy ceilings, expansive windows, and a modern fireplace. While the en-suite offers a rejuvenating frameless shower and deep tub. The Muskoka river is 250m away, Port Sydney Beach a 10-min drive. Embrace year-round family fun and wellness. Your rejuvenating escape begins here.

Aux Box Muskoka | Boutique | Private Nordic Spa
Escape to the Aux Box, a boutique luxury cabin nestled in the Muskoka woods with serene river views. Designed for comfort and style, it features in-floor heating, custom cabinetry, and premium amenities. Step into your private Nordic Spa with a sauna, hot tub, and cold plunge for the ultimate relaxation. Enjoy total seclusion while being less than 10 minutes from the shops, dining, and charm of downtown Huntsville. A perfect blend of nature and luxury awaits.

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

Eaglesnest 4 season, HOT TUB, SAUNA, Pickleball
"Eagles Nest", Twelve Mile Bay, Muskoka, on 4 Season Maintained Road & Access by Watercraft from Georgian Bay Breathtaking Views - Private and Quiet - Boating - Trophy Fishing - Huge Decks, Landings and Docks - Fire Pit 50' Dock takes up to 30' Boat - Excellent Swimming & Diving - Dock has Access Ladder Fish from Dock - Your Boat - Rent a Boat - Fishing Charter from our Dock - Snowmobile Route 21 Work remotely on our wifi
Popular amenities for Windy Island vacation rentals
Other great vacation rentals in Windy Island

140 Acre Secluded Cottage Retreat 2Br+1GeorgianBay

Waterfront Muskoka Retreat | Hot Tub & Fireplace

Muskoka 3BR waterfront with amazing sunsets

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

Sloan Henge on Otter Lake

Casa Doma | Unique 3BR Muskoka Retreat + Hot Tub

Tranquil Muskoka Eco Dome in Forest w/ Lake

Priolo on the Bay Moody Escape -Lake Sauna Hot Tub
Destinations to explore
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- Blue Mountain Village
- Arrowhead Provincial Park
- Cobble Beach Golf Resort Community
- Osler Bluff Ski Club
- Craigleith Ski Club
- Rocky Crest Golf Club
- Port Carling Golf & Country Club
- Mount St. Louis Moonstone
- The Ridge at Manitou Golf Club
- The Georgian Peaks Club
- Muskoka Lakes Golf and Country Club
- Muskoka Bay Resort
- Lake Joseph Golf Club
- Windermere Golf & Country Club
- Lions Lookout
- Georgian Bay Islands National Park
- The Georgian Bay Club
- Alpine Ski Club
- Toronto Ski Club
- Hawk Ridge Golf & Country Club
- Grandview Golf Club
- Springwater Golf Course
- Muskoka Highlands Golf Links
- Horseshoe Adventure Park




