
Cottage holiday rentals in Cherry Island
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Cherry Island
Guests agree: These cottages are highly rated for location, cleanliness and more.

Muskoka Clearwater Log Cabin & Sauna
Nestled on the tranquil Clear Lake system just north of Lake Joseph, this Muskoka Log Cabin, built in 1938 by RW Wilson, offers an extraordinary retreat. This rustic, southern-facing cabin features crystal-clear waters, historic tall pines, a wood-fired sauna, and a private dock for a rare & captivating experience. The cabin uniquely showcases heritage log construction and the rich recreational history of the Georgian Bay region. Security cameras monitor the parking area 24/7 for your safety.

Waterfront 3 BR Cottage 4 Seasons Gravenhurst Heat
4 Seasons: Heated+A|C! You and friends/family will enjoy easy access to everything Gravenhurst has to offer from our centrally located retreat cottage. Conveniently located on Pine Lake, you will have sun-filled water views throughout the cottage. We are located directly off the main highway, easy road access and parking. The lake is perfect for swimming and water sports. Get ready to sip your morning coffee on the back porch and watch the sun rise! A perfect spot for yoga and/or meditation.

Muskoka Lake Hideaway +HOT TUB/Waterfront/Bonfires
*SUMMER AVAILS* Welcome to Muskoka Lake Hideaway. Enjoy a swim off the waterfront dock & dinner from the balcony to beautiful lake views. Follow with a soak in the gazebo-covered hot tub (rain or shine), marshmallows on the bonfire & nest away with classic board games. A boutique, 4-season cottage, perfect for a couples getaway or small family/friends vacation. For outdoor excursions, explore Arrowhead, Limberlost & visit Huntsville for restaurants, breweries & local amenities, minutes away.

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! ✨

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.

Beautiful Lake House
Welcome to our beautiful 4 season lakefront cottage that is close to the amenities of the towns of Bracebridge and Huntsville. Located on a quiet, private road 2 hours from Toronto, surrounded by nature. This beautifully renovated 4-bedroom, 2 full bath cottage has everything you need for a relaxing city escape! In the winter months, enjoy skating, hiking, skiing at Hidden Valley and a variety of winter activities at Arrowhead Park. Come back and sit by the wood burning fire.

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.

Tranquil Minnicock Lake | Hot Tub & Lake Front
✨ Tranquil Minnicock Lake Escape ✨ Experience the "wow" factor 15 mins from Haliburton! 🌲 This luxury retreat features a clean, shallow shoreline perfect for swimming. 🏊♂️ The Highlights: Wellness: Private Hot Tub & peaceful Creek sounds Water: Kayaks, Pedal Boat & Life Jackets included Outdoors: Large Fire Pit, BBQ & Trekking Trails Included: Full Linens, Towels & Coffee Station ☕ 📡 Essentials: Wi-Fi, Washer/Dryer, TV & Sleds 🛷 STR License: STR25-00047

Four season cottage on Lake Vernon!
Cozy year-round lakefront home in Huntsville, Muskoka! This property is situated on Lake Vernon (only a 20 minute drive from town). It has 3 decks, a large dock with plenty of sun, a floating raft with a water slide, outdoor games, fire pit and a BBQ. The cottage is an enjoyable experience no matter what time of the year with close access to Algonquin Park, Arrowhead, The OFSC snowmobile trail and all that Huntsville has to offer.

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 Cabin: Private, 6BR, HotTub, Sauna, GameRoom
Welcome to 360 Peninsula Oasis 840 feet of private shoreline. 360° lake views from every room. No neighbours — just crown land, open water, and your group. This is the cottage people talk about for years. Nestled on a stunning peninsula on Koshlong Lake in the Haliburton area, this fully renovated 6-bedroom, 3.5-bathroom retreat sits on 3.5 private acres surrounded by crown land on all sides. Only 3 hours from the GTA.

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

Private 40 Acre Cottage with Hot Tub

The Hudson - Riverside Cabin, Bracebridge

Cozy Lakefront Cottage: Views-Hot Tub-Pet Friendly

Stunning Peninsula -Sandy beach | Hot tub & Sauna

Huntsville Lakefront Luxury Cottage Retreat

[All Season] Muskoka Cottage*HotTub*Sauna*Beach*BBQ

Panoramic Lake Views Inside & Out, Cozy & Relaxing

Muskoka Luxury Cottage.Hot Tub/Outdoor Steam Sauna
Pet-friendly cottage rentals

Charming cottage on Lake Muskoka

Cider Haus on Brandy Lake

Peaceful Waters Cottage

Waterfront @Muskoka Pines /kayaks/bbq/firepit

Where Lake Days Last Longer. Loon Lake Retreat

Haven at Georgian Bay

Gorgeous Muskoka Getaway on stunning private lake

Escape to Falconview, Huntsville-Muskoka
Private cottage rentals

HarpHyggeHouse - Serene all-season lakefront

Beautiful Nine Mile Lake

RiverEscape Summer2026-Sauna+Firepit+EV+Waterfront

Canfield House at Otter Lake Muskoka

Foster's Landing - Log Cottage on Lake Muskoka

Relax at Lakefront Follie’s Cove Cottage

Luxury Muskoka Cottage w/ Hot Tub & Water Toys

Cottage on the Muskoka River
Destinations to explore
- Montreal Holiday rentals
- Cleveland Holiday rentals
- Detroit Holiday rentals
- Niagara Falls Holiday rentals
- Mississauga Holiday rentals
- Mont-Tremblant Holiday rentals
- Buffalo Holiday rentals
- Brampton Holiday rentals
- London Holiday rentals
- Niagara Falls Holiday rentals
- Rochester Holiday rentals
- Prince Edward Holiday rentals
- Ontario Cottage Rentals
- Arrowhead Provincial Park
- Mount St. Louis Moonstone
- Hidden Valley Highlands Ski Area and Muskoka Ski Club
- Gull Lake
- Torrance Barrens Dark Sky Conservation Area
- Deerhurst Highlands Golf Course
- Awenda Provincial Park
- Lions Lookout
- Georgian Bay Islands National Park
- Kee To Bala
- Kennisis Lake
- Menominee Lake
- Casino Rama Resort
- Taboo Muskoka Resort & Golf
- Wye Marsh Wildlife Centre
- Fairy Lake
- Bass Lake Provincial Park
- Limberlost Forest and Wildlife Reserve
- Three Mile Lake
- Haliburton Forest & Wild Life Reserve Ltd
- Dorset Lookout Tower
- Couchiching Beach Park
- Haliburton Sculpture Forest





