Vacation rentals in Cherry Island

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Top-rated vacation rentals in Cherry Island

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Guest favourite
An A-Frame TreeHouse is nestled among the trees, featuring a wooden deck that leads to a cozy hot tub illuminated with tranquil blue light. Warm light spills from the windows, creating a welcoming ambiance as it contrasts with the natural surroundings.
Treehouse in Huntsville
4.97 out of 5 average rating, 214 reviews

Magical TreeHouse I Hot Tub, Fireplace, Pets OK

Escape to our one-of-a-kind A-Frame TreeHouse, tucked among snowy Muskoka trees near Huntsville, ON. Slow down, cozy up, and enjoy winter’s beauty. Spend evenings by the fireplace, soak under the stars in the hot tub, or head out for adventure— skiing, snowshoeing, skating, and hiking are all close by. Highlights - Hot tub & fireplace - Snowshoes provided - Sweeping snowy forest views - Free Ontario Parks pass - 10-min walk to ski hill & lake 📷 See more @door25stays for photos & inspiration!

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, 417 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 favourite
Cottage in Bracebridge
4.89 out of 5 average rating, 121 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, 150 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.

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.
Guesthouse in Huntsville
4.99 out of 5 average rating, 178 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, 244 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.

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, 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

Guest favourite
The cottage features a contemporary design with large glass windows, reflecting autumn foliage and the serene lake surrounding it. A deck offers outdoor seating with steps leading down to a small dock where canoes are moored, nestled among lush trees.
Treehouse in Utterson
4.96 out of 5 average rating, 237 reviews

The Water’s Edge * * Unique Muskoka Treehouse * *

CottageCreators presents a once-in-a-lifetime (or as often as you’d like!) Muskoka escape. Perched among the treetops on one of the region’s most stunning lakes, this rustic-luxury retreat offers a floating hammock net, two-sided indoor/outdoor fireplace, and private dock for swimming, canoeing, kayaking and SUP. Fall asleep to the gentle sounds of the lake, wake up to sunrise through the trees, and unwind in total seclusion—just you, the forest, and the water.

Top guest favourite
Cabin in Huntsville
4.95 out of 5 average rating, 567 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
A secluded treehouse is nestled among tall trees, showcasing a modern design featuring large windows and a sloped roof. The structure is elevated, supported by solid timber, and surrounded by fallen leaves, highlighting the natural beauty of the forested setting.
Treehouse in Dorset
4.96 out of 5 average rating, 283 reviews

Raven's Roost- private luxury treehouse with sauna

Unplug your tech and let the sights and sounds of the forest be your muse. Treat your body to the healing powers of a eucalyptus sauna. Cool down in the outdoor shower, stargaze, crack a book, play some Scrabble, colour or write. Sing with the wolves, skate through the forest, canoe, climb, swim, ski or snowmobile from your door to the OFSC trail. The quaint town of Dorset is in the center of one if Canada's most impressive landscapes. Escape. Exhale.

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, 140 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.

Top guest favourite
Cottage in Township Of Muskoka Lakes
4.96 out of 5 average rating, 119 reviews

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.

Popular amenities for Cherry Island vacation rentals

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