Vacation rentals in Cherry Island

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Top-rated vacation rentals in Cherry Island

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Guest favorite

Cottage in Huntsville

4.93 out of 5 average rating, 334 reviews

The Coach House- Cottage Charm, Central Huntsville

Experience Huntsville’s charm in my custom crafted Coach House! Nestled in a central location, it radiates a cozy Muskoka cottage ambiance. Explore historic Main Street with its cafes, shops, and eateries just steps away. Enjoy lake adventures w/public docks or rent a canoe/kayak from Algonquin Outfitters. Offering stellar amenities like Wifi, free parking, a well-equipped kitchenette, back patio w/BBQ, linens, towels, Smart TV, skylights, and a comfy queen bed. Welcome to your perfect getaway!

Jul 31 – Aug 7

G$29,061 GYD per night

Guest favorite

Guesthouse in Algonquin Highlands

4.92 out of 5 average rating, 139 reviews

Charming mini-cottage, footsteps to water's edge

**No extra fees other than airbnb fees** Relax in a quaint, studio mini-cottage surrounded by water on 3 sides! Enjoy the freshness of spring, summer water activities & gorgeous autumn colours in cottage country. Perfect for singles/couples; peninsula location & tall windows give 270 degree lakeviews. Wifi, 1 parking space, kitchenette, 3pce bthrm, Queen bed, futon bed, satelliteTV. Private for guests: shoreline, island, dock, barbeQ, mountain bikes, hammock, firepit, canoes, kayaks, tubes.

Apr 5 – 12

G$28,748 GYD per night

Guest favorite

Tiny home in Bracebridge

4.9 out of 5 average rating, 165 reviews

Teremok Log Cabin & Cedar Hot Tub & Sauna on Wood

Welcome to Teremok Log Cabin at ZuKaLand, a unique and exhilarating retreat in Muskoka's enchanting forest. This Slavic-style tiny cabin, nestled among mature pines, offers a breathtaking cliff view. Access a private sandy beach to soak up the sun or take a dip in crystal-clear Muskoka River waters. Enhance your stay with breakfast in bed or Cedar Outdoor Spa, featuring hot tub and sauna packages. As evening falls, cozy up to the warmth of a real wood-stove, creating an unforgettable ambiance.

Feb 3 – 10

G$36,291 GYD per night

Guest favorite

Barn in Parry Sound

4.94 out of 5 average rating, 111 reviews

KING SIZE BED Barn style loft apartment private

Very private apartment that you will have all to yourself that’s above a barn style garage. It has everything you need for a very comfortable stay. The perfect little getaway situated near 2 lakes with public beaches and boat launches with in a short 3 minute walking distance or even shorter drive. Parry sounds 7 minutes away. there’s Restaurants near by and there’s also a 24 hour convenient store/gas station near by! The locations very nice to relax and explore what the area has to offer.

Nov 24 – Dec 1

G$19,933 GYD per night

Guest favorite

Cottage in Utterson

4.95 out of 5 average rating, 194 reviews

Hot Tub w Lake Views + Private Beach + 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.

Aug 23 – 30

G$129,392 GYD per night

Guest favorite

Tiny home in Baysville

4.95 out of 5 average rating, 103 reviews

Grandview Lake Cabin, Muskoka

A cozy Tiny Cabin located just off the shore of beautiful Grandview Lake, In Baysville Muskoka. The perfect pine cabin for a couple looking to recharge, slow down and enjoy the simple pleasures in life with the tranquil surroundings of nature. Private access to lakefront with a canoe and acres of forests for exploring are only steps outside your door. Unplug and get back to nature or enjoy modern living on the lake. 45-60 minute drive from both Algonquin and Arrowhead provincial parks.

Aug 21 – 28

G$32,406 GYD per night

Guest favorite

Cabin in Kearney

4.96 out of 5 average rating, 432 reviews

Cozy Creek-Side Cabin

Small cabin in the woods with many seasonal uses. There is over 1000 adjoining acres of mixed forest & fields. Over 300 acres of privately owned land by the host plus over 700 acres of attached public crown lots accessible through private holdings, perfect for outdoor enthusiasts/nature lovers, as a launch pad into Algonquin Park, or as a quite retreat into the forest. Winter Activities and Uses Include: snowmobiling, ice fishing at a large selection of local lakes, snow shoeing etc.

Oct 21 – 28

G$13,206 GYD per night

Guest favorite

Guesthouse in Utterson

4.93 out of 5 average rating, 114 reviews

Lakefront Muskokan Log Cabin

In the heart of Muskoka on 3 Mile Lake. This cozy Log Cabin is set on private property. This studio room has all modern amenities which include 65” Smart TV, Netflix, microwave, keurig coffee maker, mini-fridge, toaster-oven, hot plate, barbecue and wall mounted fireplace. It has two beds and a full bathroom with seated shower. The waterfront has a shallow entry or you can jump in from the dock. A canoe, 2 kayaks & life jackets are for your use. End your night with a campfire.

May 2 – 9

G$27,613 GYD per night

Guest favorite

Farm stay in Gravenhurst

4.97 out of 5 average rating, 370 reviews

Stix N Stones (Includes Light Breakfast & Kayaks)

Nestled in the woods on Walkers Point, this is a great opportunity to reconnect with nature. We promise when you leave you’ll appreciate the forest as much as the water that surrounds us. Although we are not on the water, we are a 3min drive to a semi-private beach. Kayaks & life vests included (& delivered). Snowshoes incl in winter. Light breakfast is yogurt & fruit. Short distance to renowned hiking trails, Hardy Lake Park, Sawdust City & Clearlake Brewery, Muskoka Winery.

Oct 20 – 27

G$31,703 GYD per night

Guest favorite

Cottage in Torrance

4.97 out of 5 average rating, 194 reviews

Beautiful Nine Mile Lake

Beautiful Muskoka getaway! Newly renovated 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 2 Minimum 6 nights with a Sunday check in.

May 20 – 25

G$34,954 GYD per night

Guest favorite

Treehouse in Dorset

5.0 out of 5 average rating, 138 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.

Nov 18 – 25

G$59,474 GYD per night

Guest favorite

Cabin in Sprucedale

5.0 out of 5 average rating, 102 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.

Oct 25 – Nov 1

G$25,758 GYD per night