
Cottage holiday rentals in Cherry Island
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Top-rated cottage rentals in Cherry Island
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Muskoka Majesty The Sugarbush Cottage
Muskoka Majesty on Lake of Bays is situated on 2.2 Acers, and 170 feet of undisturbed, pristine, private waterfront. It is located 25min from Huntsville, Algonquin Park, and Hidden Valley Ski Resort. You can Hike, Bike, Swim, Boat, Golf, Fish, ATV, Snowmobile, Ski, and so much more. Enjoy the sights and attractions that this area has to offer. Visit the quaint towns, shops and local artists, and artisans. Above all, take time to relax, enjoy each others company, and build beautiful memories.

The Rock Lodge, At Mary Lake (+ Hot Tub)
A charming little “Old meets New”cottage in the heart of Port Sydney, Muskoka. less than 5 min walk away from Mary Lake where you can enjoy the beach, have a picnic or even Launch your Water vessels into the lake for a relaxing day. Across the beach you can find a community centre with a play ground and basket ball court perfect for our younger guests. 2 km away from North granite ridge Golf Club; Our area is surrounded by preserved woodlands perfect for scenic hikes and spotting wildlife! ✨

Muskoka Lake Hideaway+ HOT TUB/Waterfront/Bonfires
*May & Summer AVAILS* The waterfront dock is up & ready for the season! Soak in the gazebo-covered hot tub to lake & forest views - rain or shine. Enjoy a bonfire, cozy up to the indoor gas fire with a book or board game & watch the seasons change over lake views. Welcome to Muskoka Lake Hideaway, a 4-season cottage for couples, a family getaway or small group of friends. For outdoor adventures, explore Arrowhead, Limberlost & visit Huntsville for restaurants, breweries & local amenities.

Tiny Luxury Cottage with Hot Tub
This tiny luxury 2 bedroom cottage is perfect for a romantic couple or small family getaway. Nestled on 1.5 acres among majestic trees and granite outcrops, creates beautiful views from the deck with BBQ, fire pit, hot tub or massive windows throughout the cottage. Water dam and river across the road create relaxing waterfall sounds that are heard from deck or enjoy it close up from the private shoreline deck and dock. Explore the Muskoka River on the kayak, SUP or river tubes.

Cozy Waterfront Lakehouse w/Sunset Views GLDN Days
Welcome to GLDN Days Lake House. A cozy, 820 sq. ft. cabin retreat, just 15 minutes north of downtown Huntsville, Muskoka. The Lake House is West facing with sunset views. Step onto the private dock and take a dive into a peaceful, non-motorized lake. The Lake House is ideally situated as it is both remote, but also conveniently located only a 5 minute drive off Hwy 11, with access to Hope's grocery store and LCBO at the exit. You'll have everything you need at your fingertips.

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.

Luxury Lake Escape | Hot Tub, Sauna & Lake Front
✨ Luxury Eagle Lake Spa Retreat ✨ Experience the "wow" factor 10 mins from Haliburton! 🌲 This designer cottage features a private natural waterfront with shallow, clean water— perfect for swimming. The Highlights: Wellness: Private Hot Tub & Sauna Water: Kayaks, Canoes, Pedal Boat & Life Jackets Outdoors: Large Fire Pit, BBQ & Trekking Trails Included: All Linens, Towels & Coffee Station Essentials: Wi-Fi, Washer/Dryer, TV & Sleds

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.

Lake Rosseau Boathouse Getaway for 2
Beautiful boathouse on Lake Rosseau. 650 square feet, 1 bedroom, 1 bath with kitchen and living space. Wrap around deck with stunning cliff and lake views. Bring your own boat, free public launch ramp next door. Easy dock access for swimming and to tie your boat. Enjoy boating, fishing and swimming on Muskoka’s “Big Three” lakes. Space is ideal for 2 adults. Additional adults (over 12) are $50/night each to a maximum of 4.

Dock | Modern Muskoka Waterfront
Enjoy the picture-perfect sights of Muskoka only two hours from downtown Toronto. Kayak on the Muskoka river, enjoy dinner on the oversized back deck, watch sunsets & stars, and roast marshmallows by the fire. This stunning two bedroom cottage is equipped with a fully modern interior. Keep warm by the beautiful Norwegian gas fireplace in the winter; stay cool with refreshing AC in the warmer months. DOCK has it all.

Foster's Landing - Log Cottage on Lake Muskoka
Relax, play, or work from "Home" at this new Log Cottage on Lake Muskoka. The property features 3 bedrooms, a fully-featured kitchen, bathroom with rain shower, Great Room with seating, dining space and cathedral ceilings, a large elevated deck with BBQ, an additional large portion of covered deck, a basement laundry room with washer and dryer, and ample open spaces at the front, side, and rear of the cottage.

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
Popular amenities for cottage rentals in Cherry Island
Cottage rentals with a hot tub

Waterfront cottage on quiet Spence lake

Private 40 Acre Cottage with Hot Tub

Lake Cabin: Private, 6BR, HotTub, Sauna, GameRoom

Stunning Peninsula -Sandy beach | Hot tub & Sauna

Cozy Lakefront Cottage: Views-Hot Tub-Pet Friendly

Stunning Lakefront Cottage Hot Tub & Sauna

Charming riverside cottage, B&B license

[All Season] Muskoka Cottage*HotTub*Sauna*Beach*BBQ
Pet-friendly cottage rentals

The Point at Six Mile Lake

The Algonquin Lakehouse w Hot Tub, Games, Fire Pit

Lakefront A-Frame in Muskoka | Sauna & Hot Tub

Peaceful Waters Cottage

Waterfront 3 BR Cottage 4 Seasons Gravenhurst Heat

Lakefront Retreat-Mary Lake|Kayak, Canoe, Firepit|

Baysong Cottage, with Sauna, on Georgian Bay

Where Lake Days Last Longer. Loon Lake Retreat
Private cottage rentals

Scandinave waterfront retreat with HOT TUB & SAUNA

Cozy Cottage on *Semi-Private Lake* ~ The Rosie ~

Canfield House at Otter Lake Muskoka

Family Getaway | Sandy Beach, Games Room & Firepit

Sun-Filled Waterfront Muskoka Cottage

Cozy lakeside Cottage on 3 Mile Lake w/ Wifi

Muskoka Waterfront on Little Long Lake

Cottage in Huntsville, Muskoka. Hot tub + Sauna.
Destinations to explore
- Montreal Holiday rentals
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- Laurentides Holiday rentals
- Arrowhead Provincial Park
- Mount St. Louis Moonstone
- Hidden Valley Highlands Ski Area and Muskoka Ski Club
- Ontario Cottage Rentals
- Gull Lake
- Deerhurst Highlands Golf Course
- Lions Lookout
- Georgian Bay Islands National Park
- Torrance Barrens Dark Sky Conservation Area
- Three Mile Lake
- Kennisis Lake
- Taboo Muskoka Resort & Golf
- Wye Marsh Wildlife Centre
- Menominee Lake
- Awenda Provincial Park
- Kee To Bala
- Casino Rama Resort
- Limberlost Forest and Wildlife Reserve
- Bass Lake Provincial Park
- Haliburton Forest & Wild Life Reserve Ltd
- Dorset Lookout Tower
- Fairy Lake
- Couchiching Beach Park
- Haliburton Sculpture Forest





