Cottage holiday rentals in Cherry Island

4.98 out of 5 average rating, 132 reviews

An A-frame cottage is nestled among autumn trees, featuring large glass windows and a spacious deck. Surrounding the fire pit are several dark wooden Adirondack chairs, with a nearby barrel sauna visible, enhancing the outdoor gathering space.

Cottage in Sundridge

European A-Frame on 6 Private Acres with Sauna

Nestled on 6 private acres the a-frame is perfect for nature enthusiasts, couples, and friends seeking a weekend retreat. The Estonian-designed cottage blends luxury with rustic charm, featuring 3 bedrooms, 2 bathrooms and a fully equipped kitchen. Unwind in the barrel sauna or gather around the fire pit under the stars. Discover a small public beach, boat launch and dock within walking distance. Explore local distilleries, breweries, and shops or adventure into nature for countless activities.

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A charming cottage is nestled among mature trees, showcasing a mix of modern and antique design elements. The exterior features a metal roof and wooden accents, with a welcoming staircase leading to the entrance. Large windows provide views of the surrounding natural landscape.

4.99 out of 5 average rating, 302 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! ✨

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5 out of 5 average rating, 145 reviews

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.

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4.96 out of 5 average rating, 115 reviews

A tranquil lakefront scene at sunset, featuring serene water surrounded by lush trees. Smooth stone terrain leads to the water's edge, where a canoe and a dock are visible. The warm sunlight casts a soft glow across the landscape, creating a peaceful atmosphere.

Cottage in Gravenhurst

Charming Waterfront Cottage - Muskoka - 4 seasons

Welcome to the Cottage on Reay Lake! This 4 season house is your perfect tranquil escape. Located in the Muskoka's, our waterfront home is only 2 hours away from the Greater Toronto Area. The cottage was built in 2009 and hosts open concept living with 3 bedrooms & 2 full bathrooms. Amenities Include, Starlink Wifi, Lakefront, Canoe, Paddle board, Kayak, Life jackets, BBQ, Firepit, Laundry, Mountain Biking, nearby Golf, & a Drive-in theatre. Reconnect with nature; relax and unwind…

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4.99 out of 5 average rating, 168 reviews

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

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.

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4.9 out of 5 average rating, 119 reviews

A cozy sitting area features two light-colored armchairs with soft cushions, positioned near large windows offering views of the trees and lake beyond. A small circular table sits between the chairs, enhancing the inviting space filled with natural light.

Cottage in Utterson

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.

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A modern bungalow is framed by trees under a vibrant sunset sky. Outdoor seating, including Muskoka chairs, surrounds a firepit, while a putting green is positioned in the foreground, featuring multiple holes for practice.

5 out of 5 average rating, 167 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.

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4.92 out of 5 average rating, 263 reviews

Cottage in Eagle Lake

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

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Two black Adirondack chairs are positioned on a wooden dock, facing a serene lake at sunset. The water reflects soft hues of orange and pink, while the surrounding landscape remains silhouetted in the background, creating a tranquil scene.

4.97 out of 5 average rating, 100 reviews

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.

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4.93 out of 5 average rating, 135 reviews

A spacious outdoor deck is surrounded by trees, featuring a red umbrella over a seating area. A BBQ grill is positioned on the side, while flower pots add a touch of greenery. Lounge chairs invite relaxation in this tranquil setting.

Cottage in Windermere

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.

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4.98 out of 5 average rating, 106 reviews

A modern boathouse is situated on a tranquil lake, surrounded by tall trees. The building features multiple windows and a spacious deck on the roof, providing scenic views of the water. Sunlight reflects on the calm lake surface, enhancing the serene environment.

Cottage in Windermere

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.

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