Holiday rentals in Cherry Island

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Top-rated holiday rentals in Cherry Island

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Top guest favourite
A charming A-frame chalet is set amidst a snowy landscape, with a green metal roof and large windows revealing forest views. A wooden deck with steps leads to the entrance, surrounded by birch and pine trees in a serene winter setting.
Cottage in Huntsville
4.98 out of 5 average rating, 408 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

Top guest favourite
Cottage in Huntsville
5 out of 5 average rating, 283 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 favourite
Cottage in Bracebridge
4.89 out of 5 average rating, 119 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 favourite
A modern two-story house is framed by tall trees, set against a backdrop of warm sunset hues. A stone driveway leads to the entrance, which is adorned with welcoming plants and porch lighting, creating an inviting entryway into the home.
Cabin in Huntsville
5 out of 5 average rating, 145 reviews

Cozy Cabin with hot tub, Sauna, hot yoga studio.

Welcome to D’oro Point overlooking Mary lake. We invite you to come relax, restore, and reconnect with nature on our 7.5 acres of wooded bliss. With only an approx 3 minute walk to our quaint neighbourhood beach, we are close enough to enjoy the lively lake life, yet maintain a private retreat feel. Stay on property and reap the health benefits of our private spa like amenities, which include the sauna, infrared hot yoga studio, and hot tub. Or, go out and explore all Muskoka has to offer.

Guest favourite
A modern bathroom features a sleek, glass-enclosed shower with a rainfall showerhead. Adjacent is a warm eucalyptus sauna, evident through the glass door, highlighting its wooden interior. Spa essentials, including bottles of body wash, are neatly displayed on a wall shelf.
Flat in Huntsville
4.91 out of 5 average rating, 224 reviews

Luxury Spa Getaway ~ Private Sauna ~ Walk to Beach

Experience our exquisite Airbnb! Immerse in tranquility near attractions. - Luxuriate in our eucalyptus sauna, a haven of relaxation. - Enjoy a fully equipped kitchen, cozy fireplace, and stylish furnishings. - Entertain with a TV, board games, and outdoor BBQ. - Stay comfortable with essentials, workspace, washer, and dryer. - Explore outdoors with beach access, private entrance, and fire pit. - Enjoy free parking and an Tesla EV charger Book now for an unforgettable stay in the Muskokas.

Top guest favourite
A cozy living space features a comfortable dark blue sofa complemented by a small wooden table. Two large windows allow natural light to illuminate the area, revealing views of the surrounding trees. A pendant light hangs from a wood-paneled ceiling above.
Guest house in Huntsville
4.99 out of 5 average rating, 174 reviews

Muskoka Retreat with Arrowhead/Algonquin Park Pass

Welcome to our beautiful Muskoka Retreat, just 20 mins from the town of Huntsville. There is a complimentary Provincial Park Pass provided, between check in and check out times. The decor is fresh and intimate, with warm wood accents. Our property is surrounded by trees, on 10 acres of forested land, where you can enjoy the company of many species of birds and wildlife. The guest house is completely separate and private, from our home, which is 50 feet away, and it was newly built in 2022.

Top guest favourite
A handcrafted timber frame cabin is set among trees, featuring natural wood siding and large windows that invite the outdoors in. A welcoming porch is accessed by a wooden staircase, while a covered area to the side provides shelter. The surrounding forest complements the rustic design.
Cabin in Bracebridge
5 out of 5 average rating, 241 reviews

Secluded Lakeside Retreat - Atkins Hideaway

Tucked in the heart of Muskoka, this handcrafted timber frame cabin rests alongside a scenic spring-fed lake, surrounded by 8 acres of private forest. Only 10 minutes from Bracebridge, enjoy serene lake life and natural beauty while remaining close to town amenities, local shops, and eateries. Enjoy private dock relaxation, cozy cabin comforts, and outdoor fires. A Provincial Park Day Pass is included (*security deposit required) for added adventure. Come relax, recharge and reconnect.

Top guest favourite
A private balcony is framed by tall green pines, offering a view of the peaceful waters of Cookson Bay. The area features two comfortable chairs positioned to enjoy the serene environment and the lush landscape under a partially cloudy sky.
Apartment in Huntsville
4.95 out of 5 average rating, 235 reviews

Lakeside in Muskoka

Welcome to "Lakeside," a Muskoka waterfront condo. Surrounded by majestic pines, our top-floor unit has a patio that overlooks Cookson Bay, on Fairy Lake. Lakeside is located close to everything "Muskoka"! Want the cottage experience? Consider hiking at Arrowhead, canoeing in Algonquin, paddle boarding downtown, golfing, skiing at Hidden Valley, or relaxing at the Deerhurst spa. Lakeside is a one bed, one bath, luxury condo, suitable for two guests looking for a Muskoka getaway!

Top guest favourite
A serene pathway leads through lightly snow-covered trees to a geodesic dome illuminated by warm string lights. The dome's entrance, framed by the natural surroundings, invites guests into a cozy retreat amidst a tranquil winter landscape.
Dome in McKellar
4.96 out of 5 average rating, 126 reviews

Geodesic River Dome rustic remote super camping

Reconnect with nature and each other at this unforgettable river side escape. a stunning geodesic dome camping experience awaits you…sleep under the stars, enjoy a campfire overlooking the peaceful river, sip your morning coffee on your own private dock (seasonal), get ready to unplug and relax in all the best ways. Remember, you'll be super camping so expected camping things like bugs and an outhouse :), in the winter months it can be chilly, and in the summer can get hot.

Guest favourite
The cozy cottage features a welcoming porch with white railings, surrounded by vibrant autumn foliage. The exterior showcases gray siding, with a prominent sign displaying 'Hudson.' A few pumpkins and decorative flowers are placed near the entrance, adding seasonal charm.
Cottage in Bracebridge
4.92 out of 5 average rating, 348 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 favourite
Cabin in Huntsville
4.95 out of 5 average rating, 561 reviews

Aux Box Muskoka | Boutique | Private Nordic Spa

Escape to the Aux Box, a boutique luxury cabin nestled in the Muskoka woods with serene river views. Designed for comfort and style, it features in-floor heating, custom cabinetry, and premium amenities. Step into your private Nordic Spa with a sauna, hot tub, and cold plunge for the ultimate relaxation. Enjoy total seclusion while being less than 10 minutes from the shops, dining, and charm of downtown Huntsville. A perfect blend of nature and luxury awaits.

Top guest favourite
The interior of a cozy cabin features wooden walls and a high ceiling with exposed beams. A small table is positioned near a vintage wood stove, complemented by two chairs. A kitchenette area is visible, along with windows that provide natural light to the space.
Cabin in Sprucedale
4.98 out of 5 average rating, 139 reviews

North Muskoka Hemlock Cabin

In the northern part of Muskoka sits this tiny cabin paradise. This 325 square foot cabin was originally built as a hunt camp in 1955 and has been newly renovated to be modern and comfortable while still maintaining its vintage rustic charm. Come and unplug in this quiet simple space only 5 minutes from Ilfracombe beach. Many folk singer/songwriters have recorded in this cabin over the past few years and it is now being opened up as a quiet getaway.

Popular amenities for Cherry Island holiday rentals

  1. Airbnb
  2. Canada
  3. Ontario
  4. Muskoka
  5. Muskoka Lakes
  6. Cherry Island