Cottage vacation rentals in Cherry Island

Find and book unique cottages on Airbnb

Top-rated cottage rentals in Cherry Island

Guests agree: these cottages are highly rated for location, cleanliness, and more.

%{current} / %{total}1 / 1
Top guest favorite
A charming A-frame cabin is framed by lush trees, featuring a green metal roof and large windows that create a bright atmosphere. A wooden deck extends from the entrance, with a firepit surrounded by four Adirondack chairs positioned on a grassy area.
Cottage in Huntsville
4.98 out of 5 average rating, 388 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 **NEW HOT TUB**. Wake up to swaying treetops, make gourmet meals & relax 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. 3 min to a private beach. Hike, canoe or swim at Arrowhead or Limberlost Forest. And visit Huntsville for restaurants, breweries & local amenities just minutes away.

Top guest favorite
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.
Cottage in Huntsville
5 out of 5 average rating, 276 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
Four red Adirondack chairs are arranged neatly on a wooden dock beside the lake, with a large striped umbrella providing shade. The calm water reflects the lush greenery from the shoreline, creating a serene setting ideal for relaxation.
Cottage in Utterson
4.94 out of 5 average rating, 236 reviews

Private Beach, Hot Tub and Water Toys

Welcome to the best Muskoka has to offer! Our 4-bedroom cottage is perched on a piece of the Canadian Shield with aerial views of the lake and a gentle slope down to your own private sandy beach. Explore 1.5 acres of beautiful wooded forest, play games on the flat manicured lawn or enjoy 245 feet of shoreline on the shallow sandy beach or jumping off the dock. Take in gorgeous sunsets from the large upper deck and toast marshmallows over the fire to end your evenings on Three Mile Lake.

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, 139 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
Natural light filters through large windows in the spacious living area, showcasing a mix of vintage and modern furnishings. A vibrant area rug lies beneath a comfortable seating arrangement, which includes a brown leather sofa and a cozy armchair, all highlighted by wooden ceiling beams.
Cottage in Huntsville
4.96 out of 5 average rating, 106 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.

Guest favorite
Cottage in Bracebridge
4.89 out of 5 average rating, 112 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 maple farms and strawberry picking to festivals, tours, mini putt and a theme park — summer at the cottage is both exciting and beautiful. Ask us for our recommendations!

Guest favorite
Cottage in Eagle Lake
4.92 out of 5 average rating, 214 reviews

Luxurious - Waterfront Cottage

This beautiful luxury cottage will just wow you from the moment you enter. Clean shallow shoreline great for swimming. Has all amenities you will need and is about 10 minutes south of Haliburton. Cottage has Washer/Dryer, Wi-Fi, Lots of Parking, Large Fire Pit, Kayaks, Canoes, Sleds (winter),Pedal Boat, Life Jackets, Coffee Machine (with coffee), Tea Kettle, Hot Tub, Sauna, BBQ and TV. Lake is great for fishing, beautiful trails for trekking. Full linens and towels included.

Top guest favorite
A wooden dock extends over calm waters, featuring four Adirondack chairs in red and yellow. The serene lake reflects the surrounding trees and sky, with a light morning mist gently hovering above the water's surface.
Cottage in Port Carling
4.99 out of 5 average rating, 130 reviews

Gorgeous Muskoka Getaway on stunning private lake

Enjoy the perfect cozy Muskoka cottage "The Perch" on a beautiful private lake. This family and pet-friendly home is your year-round retreat. Your family will be close to everything when you stay at this centrally located place but you will feel like you are at a peaceful cottage surrounded by nature. With all of the amenities that you would need, you will find that The Perch is everything you are looking for to create memories with friends, families or a loved ones.

Guest favorite
A two-story private residence is nestled among lush greenery, showcasing a charming green exterior. The large windows allow natural light to fill the space, while a wrap-around balcony offers outdoor seating. The entrance is elevated, accessed by a set of steps leading from the rocky landscape.
Cottage in Port Carling
4.98 out of 5 average rating, 179 reviews

Lake Muskoka Classic Cottage w/ Hot Tub

Start planning your retreat at this four season luxury private residence on lake Muskoka. Located in the heart of Muskoka’s pristine natural beauty. Relax and enjoy a truly unforgettable experience from the moment you arrive and create life long memories with loved ones. Home features a chef kitchen, butlers pantry, cozy double sided wood burning fireplace, heated floors in bathrooms, wrap around balcony, complete privacy from neighbours. Additional services available.

Top guest favorite
An inviting outdoor space features a hot tub and a unique sauna, surrounded by neatly arranged stone pathways. The backyard includes Muskoka chairs around a firepit, with lush greenery and trees creating a natural backdrop. A covered patio area extends the living space outdoors.
Cottage in Huntsville
5 out of 5 average rating, 122 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, 236 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.

Guest favorite
An aerial view showcases the cottage nestled among vibrant autumn foliage, featuring shades of orange, yellow, and green. The property is bordered by two bodies of water, one visible on the left. The distinctive red roof contrasts with the natural colors of the surrounding landscape.
Cottage in Township Of Muskoka Lakes
4.95 out of 5 average rating, 106 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 cottage rentals

  1. Airbnb
  2. Canada
  3. Ontario
  4. Muskoka District
  5. Muskoka Lakes
  6. Cherry Island
  7. Cottage rentals