
Cottage holiday rentals in Cherry Island
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Top-rated cottage rentals in Cherry Island
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Central & Charming Huntsville Cottage Retreat!
Secluded Muskoka Cottage Charm in Huntsville! Welcome to our charming Guest Cottage, just 5 minutes from downtown Huntsville offering easy access to all amenities. Enjoy rustic appeal combined with convenient amenities such as fast Wi-Fi, heated floors, 43" Smart TV, and propane BBQ. Stargaze by the fire pit where you could spot some deer! A perfect base for Arrowhead & Algonquin Parks, or enjoy Muskoka river views at the Brunel Lift Locks across the road. Book your charming Muskoka getaway now!

The Coach House- Cottage Charm, Central Huntsville
Enjoy the perfect blend of historic Huntsville in my custom crafted Coach House! Centrally located, it radiates a cozy Muskoka cottage ambiance, with historic Main Street just steps away with cafes, shops & many attractions. Enjoy lake adventures w/public docks or rent a canoe/kayak from Algonquin Outfitters. Offering stellar amenities like fast Wifi, free parking, a well-equipped kitchenette, back patio w/BBQ, hammock, Smart TV, skylights, and a comfy queen bed. Welcome to your perfect getaway!

Muskoka A-Frame + HOT TUB | Arrowhead | 4-Seasons
Welcome to Muskoka A-frame, the perfect couple’s getaway or solo retreat. Relax in the *HOT TUB**. Wake up to swaying treetops, play boardgames & albums by the fire, with 2-story forest views. This classic 70’s A-frame cabin has been re-imagined for the modern world. Nest away or make it your base for 4-seasons of adventure. Hike, snowshoe or cross-country ski Limberlost, ski/snowboard Hidden Valley, skate through Arrowhead forest & visit Huntsville for restaurants, breweries & local amenities

Century Home in Bracebridge Muskoka w/ EV charger!
Welcome to Century Charm, in Bracebridge, Muskoka! We are located right in the heart of Bracebridge. Located across the street from the Muskoka river, steps to Bracebridge Falls and within 6 minute walk from the historic downtown core. Walking distance to Muskoka Brewery. Kirby’s Beach & Bowyers beach nearby, 5 minutes from Santa’s village, 10 minute drive to Bracebridge Resource Management and within 30 min drive to beautiful Arrowhead Provincial Park! Golf lovers, 19 golf courses nearby

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! ✨

Cozy Muskoka River Cottage - Canoe, BBQ, Fire Pit
Retreat in the heart of Muskoka, come enjoy the sparkling calm of Muskoka River. Inside offers an open concept kitchen, living and dining area and two bedrooms facing a forested backyard with a walk-out deck. Fire up the BBQ on the front patio or toast marshmallows by the river at your new waterside oasis. ☃️❄️ From ice skating trails, winter fests and tubing to dog sledding, snowshoeing and sleigh rides — winter at the cottage is exciting, tranquil and beautiful. Ask us for recommendations!

Pine Cabin- 2 Min to Lakes/Snowmobile Trails
Enjoy a quite stay on a wooded lot in the heart of cottage country! The cabins are conveniently located within walking distance to the lovely town of Dorset, Kawagama Lake and Lake of Bays. The scenic lookout tower, hiking, snowmobiling and ATV trails are all at our doorstep. In town you can find restaurants on the water, Robinson's General Store, a bakery and an LCBO. Come swim in the pristine waters, fawn over the fall colours or go for a rip on your snowmobile. It's all here to explore!

Dog friendly Muskoka. Fun from forest to river.
Featured in Apartment Therapy and Cottage Life Magazine! Our beautiful cottage, nestled in Muskoka forest, is infused with Australian charm. Explore 300 acres of forest, walk to the river for a dip or simply bask in the sun on our deck. Books, magazines, games and puzzles are provided. We've furnished our cottage with mix of new and vintage pieces giving it a laid-back vibe. Swim in the Muskoka River in the warmer months, hike the forest year round and enjoy snowshoe trails in Winter.

The Hudson - Riverside Cabin, Bracebridge
Nestled in the pines on the Muskoka River is this cozy one-bedroom cottage, ideal for a couple’s retreat. The Hudson offers the best of all worlds: it is relaxing, tranquil, and private, but you’re only a 10-minute drive from the Town of Bracebridge with unique shops, restaurants, groceries, and breweries, not to mention numerous tourist attractions. Marked trails are direct across the river. For more photos and information visit us on IG (at) thehudson.riversidecabin

Beautiful Nine Mile Lake
Beautiful Muskoka getaway! Modern 4 season waterfront cottage! Stunning views! Located on picturesque Nine Mile Lake. Over 70% of the lake is crown land. Perfect for kayaking and canoeing to enjoy all the beauty Muskoka is known for. We have kayaks a canoe and a paddle board for you to enjoy. Plenty of sun exposure on the dock you can swim all day long. Close to hiking and snowmobile trails. May 15-Oct Minimum 6 nights with a Sunday check in.

Stunning Muskoka Waterfront Cottage on 3 Mile Lake
Whispering Pines Cottage is a spacious 4-bedroom retreat on a private 2-acre property surrounded by 3 Mile Lake and the Dee River. Take in stunning winter lake views through the large Muskoka window, explore nearby snowmobile trails, or enjoy peaceful walks through the snowy landscape. The perfect Muskoka winter escape for families and nature lovers. Note: In winter months, all wheel drive vehicles with winter tires are mandatory.

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

Waterfront cottage on quiet Spence lake

Stunning Peninsula -Sandy beach | Hot tub & Sauna

Lake Muskoka Classic Cottage w/ Hot Tub

Cozy Muskoka Winter Escape with Hot Tub

Huntsville Lakefront Luxury Cottage Retreat

Deers Haven Cottage in Haliburton 4bedrm 3bathrm

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

Lazy Lakehouse on Lake Manitouwabing-2 bdrm+Bunkie
Pet-friendly cottage rentals

Serenity, Simplicity and Stone

Lakefront Cottage with Sauna and Steam Room

Cozy Riverfront Cottage with Dock

Cottage on the Rocks - with Hot Tub and Sauna!

Peaceful Muskoka Riverfront Retreat hot tub/Games

Muskoka Cottage Getaway with Sauna

Waterfront Cottage

Gorgeous Muskoka Getaway on stunning private lake
Private cottage rentals

Muskoka Escape | Fireplace, Games, Netflix, Canoe

Waterfront Cottage in Muskoka | SAUNA | Beach

Luxury Lake Rosseau- Muskoka Cabin Hot tub & Beach

Waterfront Cottage # Five- 1 Bedroom

Beautiful Waterfront Cottage on Kennisis Lake

Cottage in Huntsville, Muskoka. Hot tub + Sauna.

Adorable Muskoka Lakefront Cottage

Muskoka Waterfront - Hot Tub. Water Toys. Pool Tbl
Destinations to explore
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Mississauga Holiday rentals
- Island of Montreal Holiday rentals
- Grand River Holiday rentals
- Northeast Ohio Holiday rentals
- St. Catharines Holiday rentals
- Niagara Falls Holiday rentals
- Erie Canal Holiday rentals
- Laurentides Holiday rentals
- Mont-Tremblant Holiday rentals
- Detroit Holiday rentals
- Arrowhead Provincial Park
- Mount St. Louis Moonstone
- Hidden Valley Highlands Ski Area and Muskoka Ski Club
- Ontario Cottage Rentals
- Deerhurst Highlands Golf Course
- The Ridge at Manitou Golf Club
- Gull Lake
- Three Mile Lake
- Georgian Bay Islands National Park
- Bigwin Island Golf Club
- Lions Lookout
- Kennisis Lake
- Torrance Barrens Dark Sky Conservation Area
- Kee To Bala
- Haliburton Forest & Wild Life Reserve Ltd
- Taboo Muskoka Resort & Golf
- Casino Rama Resort
- Bass Lake Provincial Park
- Fairy Lake
- Wye Marsh Wildlife Centre
- Awenda Provincial Park
- Couchiching Beach Park
- Menominee Lake
- Orillia Opera House




