Cottage vacation rentals in Cherry Island

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Top-rated cottage rentals in Cherry Island

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Top guest favorite
A secluded guest cottage is surrounded by lush greenery, with prominent trees framing the scene. A gravel path leads to the cottage, which features a covered porch with chairs. Colorful flowers and a large blue spruce add natural charm to the inviting landscape.
Cottage in Huntsville
4.93 out of 5 average rating, 447 reviews

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!

Guest favorite
The Coach House exterior is framed by lush green foliage, featuring a stone pathway leading to the entrance. Two comfortable chairs are arranged near the door, inviting guests to relax. Soft lighting from the windows adds warmth to the serene outdoor setting.
Cottage in Huntsville
4.93 out of 5 average rating, 438 reviews

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!

Top guest favorite
A snow-covered entrance to the A-frame chalet is framed by tall, bare trees. The structure features a distinctive triangular roof and large glass windows, allowing natural light to illuminate the interior. A wooden deck with steps leads up to the main entrance.
Cottage in Huntsville
4.98 out of 5 average rating, 419 reviews

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

Guest favorite
Cottage in Huntsville
4.99 out of 5 average rating, 290 reviews

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! ✨

Guest favorite
An outdoor seating area is illuminated by a fire table, featuring flames flickering above smooth stones. Two stylish chairs provide a cozy atmosphere, with a view of indoor greenery and decor through large windows. A barbecue grill is positioned nearby, enhancing the outdoor dining experience.
Cottage in Bracebridge
4.89 out of 5 average rating, 126 reviews

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!

Top guest favorite
A modern cottage is set against a backdrop of tall trees, featuring a large wraparound deck illuminated by warm lights. A fire pit sits on a granite outcrop, surrounded by outdoor chairs. The peaceful evening sky casts a calm ambiance over the scene.
Cottage in Bracebridge
4.99 out of 5 average rating, 150 reviews

Tiny Luxury Cottage with Hot Tub

This tiny luxury 2 bedroom cottage with loft 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.

Top guest favorite
Cottage in Huntsville
4.96 out of 5 average rating, 118 reviews

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.

Top guest favorite
Two red Adirondack chairs are positioned on a wooden dock, facing a calm lake. The water reflects a clear blue sky and surrounding greenery, creating a serene waterfront setting.
Cottage in Huntsville
4.99 out of 5 average rating, 130 reviews

Escape to Falconview, Huntsville-Muskoka

Enjoy a piece of Muskoka in this beautiful waterfront cottage! This four 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!

Guest favorite
Cottage in Bracebridge
4.92 out of 5 average rating, 349 reviews

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

Top guest favorite
The exterior of the cottage features a modern sauna made from wood, accented by a striking red circular door. Muskoka chairs are arranged nearby, while a firepit provides a cozy gathering spot. Lush greenery surrounds the property, with a vibrant sunset sky in the background.
Cottage in Huntsville
5 out of 5 average rating, 150 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.

Top guest favorite
A serene waterfront view is presented from a deck, showcasing calm water surrounded by lush green trees. Comfortable seating arrangements are visible, creating a perfect spot for relaxation while enjoying the natural landscape.
Cottage in Torrance
4.97 out of 5 average rating, 243 reviews

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.

Top guest favorite
Cottage in Windermere
4.93 out of 5 average rating, 134 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.

Popular amenities for Cherry Island cottage rentals

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