
Vacation rentals in Cherry Island
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Top-rated vacation rentals in Cherry 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!
4.97 out of 5 average rating, 237 reviews
6BR, Hot Tub, Lakefront - Muskoka Sunset Retreat
Private lakefront on quiet Three Mile Lake with west-facing sunsets, an 80-ft dock, and hot tub overlooking the lake—your classic Muskoka experience. Unwind by the firepit, paddle the lake, or relax on the deck at sunset. Inside, enjoy a fully updated cottage with spacious kitchen, fireplace, and panoramic lake views—ideal for group stays. Wake to the sound of loons, spend the day on the water, and settle in for evenings by the fire. Welcome to Shea on the Bay. License No: STRA-TML-25-0047
4.96 out of 5 average rating, 104 reviews
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.
5.0 out of 5 average rating, 183 reviews
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.
5.0 out of 5 average rating, 289 reviews
Escape to Falconview, Huntsville-Muskoka
Enjoy a piece of Muskoka in this beautiful waterfront cottage! This six bedroom home is only minutes away from historic downtown Huntsville, as well as many grocery stores and restaurants! Located on the Vernon Narrows, close to the mouth of Lake Vernon-Also, with boat access to Lakes Mary, Fairy and Peninsula, and a boat launch only a short ride away, it’s sure to impress! If you’re looking for a place to explore or just a spot to sit back and relax, we’ve got you covered!
4.99 out of 5 average rating, 146 reviews
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.
5.0 out of 5 average rating, 182 reviews
The Water’s Edge * * Unique Muskoka Treehouse * *
CottageCreators presents a once-in-a-lifetime (or as often as you’d like!) Muskoka escape. Perched among the treetops on one of the region’s most stunning lakes, this rustic-luxury retreat offers a floating hammock net, two-sided indoor/outdoor fireplace, and private dock for swimming, canoeing, kayaking and SUP. Fall asleep to the gentle sounds of the lake, wake up to sunrise through the trees, and unwind in total seclusion—just you, the forest, and the water.
4.97 out of 5 average rating, 264 reviews
Raven's Roost- private luxury treehouse with sauna
Unplug your tech and let the sights and sounds of the forest be your muse. Treat your body to the healing powers of a eucalyptus sauna. Cool down in the outdoor shower, stargaze, crack a book, play some Scrabble, colour or write. Sing with the wolves, skate through the forest, canoe, climb, swim, ski or snowmobile from your door to the OFSC trail. The quaint town of Dorset is in the center of one if Canada's most impressive landscapes. Escape. Exhale.
4.96 out of 5 average rating, 331 reviews
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.
4.95 out of 5 average rating, 613 reviews
Dragonfly - Muskoka - High Lake
A hidden gem on High Lake, this private two-bedroom cottage is where Muskoka whispers its secrets. Just 2.5 hours north of Toronto, tucked between Hunstville and Bracebridge. Built in a charming mini-Viceroy style, the cottage welcomes you with vaulted ceilings and warm, sunlit spaces. A cozy Muskoka room extends off to the side, inviting you to linger over long dinners or curl up with a book while the lake breeze drifts through.
4.94 out of 5 average rating, 146 reviews
Cider Haus | Lakefront Sauna & Fenced Yard
Welcome to Cider Haus, a quaint four-season Muskoka cottage on Brandy Lake, just five minutes from Port Carling. Spend summer days swimming and paddling, unwind in the lake-view sauna, and gather around the natural-stone fireplace when the weather turns cool. With a fully fenced yard, equipped kitchen, and thoughtful comforts throughout, it's a welcoming lakefront retreat for couples, friends, families and pets.
4.95 out of 5 average rating, 196 reviews
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.
5.0 out of 5 average rating, 137 reviewsPopular amenities for Cherry Island vacation rentals
Other great vacation rentals in Cherry Island

Muskoka Waterfront Cabin w/ pool table&Falls view
4.85 out of 5 average rating, 197 reviews
Muskoka Waterfront w/ Hot tub (Silver Linings)
4.93 out of 5 average rating, 194 reviews
Muskoka Escape with Private Nordic Spa
5.0 out of 5 average rating, 87 reviews
Waterfront Cottage in Muskoka | SAUNA | Beach
5.0 out of 5 average rating, 54 reviews
Stunning Boathouse on Fairy Lake w/ Sauna
5.0 out of 5 average rating, 56 reviews
Cozy Cottage on *Semi-Private Lake* ~ The Rosie ~
4.98 out of 5 average rating, 56 reviews
Lakeside Retreat with Waterfront and Sauna
4.98 out of 5 average rating, 49 reviews
Muskoka Waterfront on Little Long Lake
4.94 out of 5 average rating, 80 reviewsDestinations to explore
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- Arrowhead Provincial Park
- Torrance Barrens Dark Sky Conservation Area
- Mount St. Louis Moonstone
- Gull Lake
- Killbear Provincial Park
- Awenda Provincial Park
- Deerhurst Highlands Golf Course
- Menominee Lake
- Fairy Lake
- Casino Rama Resort
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- Lions Lookout
- Three Mile Lake
- Bass Lake Provincial Park
- Wye Marsh Wildlife Centre
- Dorset Lookout Tower
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- Haliburton Forest & Wild Life Reserve Ltd
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