Vacation rentals in Cherry Island

Muskoka Waterfront on Little Long Lake

Newly built modern lakefront bungalow cottage in the heart of the Muskokas. House is very bright with a large wraparound deck, large dock, lakefront firepit, and plenty of scenic hang out spots. Perfect for families and close friends. Surrounded by crown land off a private road, enjoy this beautiful retreat with modern amenities including indoor fireplace, high ceilings, spacious common area and high-speed internet. Boats, water and firewood on site as well indoor activities and 55" smart TV.

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

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.

Muskoka Waterfront w/ Hot tub (Silver Linings)

*No extra fees* Come enjoy our designer furnished, newly-built, 4-season, Silver Lining Muskoka Lakehouse. This cottage offers you and your loved ones the perfect getaway with tons to do and memories to make with Insta sunsets over a lake wrapping around the entire property, a sandy beach to dip your toes, hot tub to warm up with friends, fire pit for roasting marshmallows. Other amenities: fully stocked kitchen, treehouse, games, BBQ, 1 acre of privacy, pet bed, well maintained hot tub.

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.

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!

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.

Lakeside Retreat with Waterfront and Sauna

Escape to your perfect Muskoka retreat! This beautifully renovated 4-bedroom, 2-bath cottage offers true waterfront living just steps from your door. Relax in our outdoor cedar sauna with lake views, sit in front of the fire, or lounge on endless deck and dock space and take in the serene lake views. Perfectly located near Bala and Port Carling, you’ll be close to Muskoka’s popular dining, shops, and entertainment while still tucked away in a peaceful setting.

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.

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.

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.

Stunning Muskoka Waterfront Cottage on 3 Mile Lake

SUMMER 2026 PROMOTIONS AVAILABLE - PLEASE MESSAGE FOR DETAILS. Whispering Pines Cottage is a private 4-bedroom Muskoka retreat on 2 acres with over 1,000 ft of waterfront on 3 Mile Lake and the Dee River. Enjoy stunning views through large Muskoka windows, a spacious Great Hall, fully equipped kitchen, and a lower level with entertainment. Ideal for families or longer, relaxing stays. STRA-TML-26-0046