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, 333 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 21 – 28

G$27,193 GYD per night

Guest favorite

Barn in Parry Sound

4.94 out of 5 average rating, 110 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.

Feb 6 – 13

G$21,652 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.

Sep 9 – 16

G$93,930 GYD per night

Guest favorite

Apartment in Huntsville

4.88 out of 5 average rating, 156 reviews

The Green House

Nestled at the bottom of a classic Muskoka rock cut, surrounded by natural beauty. With 7.5 acres, there is plenty of space to relax and explore. Direct access to Lake Vernon and our dock to enjoy the tranquil waters + breathtaking views is a two minute walk. Nature enthusiasts will be delighted by the proximity to Arrowhead and Algonquin Parks. These iconic parks offer a load of activities, hiking, biking + wildlife watching. Our dock, chairs and water toys have been stored for winter.

May 8 – 15

G$15,094 GYD per night

Guest favorite

Cabin in Kearney

4.96 out of 5 average rating, 431 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$13,158 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 21 – 28

G$27,514 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 22 – 29

G$32,249 GYD per night

Guest favorite

Cottage in Torrance

4.97 out of 5 average rating, 193 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$34,828 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.

Jan 7 – 14

G$59,261 GYD per night

Guest favorite

Condo in Huntsville

4.92 out of 5 average rating, 221 reviews

Grandview Fairy Lake Lookout

Amazing modern waterfront condo perfect for couples & small families looking for a getaway from the city. Unobstructed views of Fairy Lake with onsite swim dock, walking & hiking trails. Two 18 hole championship golf courses two minute drive away. Five minute drive to Hidden Valley ski hill , Deerhurst Resort amenities, and Huntsville Town Centre shopping/restaurants. Ten-minute drive to Arrowhead Provincial Park and 30-minute drive to Algonquin Park

Jan 5 – 12

G$26,993 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.

Jun 18 – 25

G$25,666 GYD per night

Guest favorite

Cottage in Tiny

4.94 out of 5 average rating, 204 reviews

Bluestone

Bluestone is located less than 10 minutes' drive from beautiful Awenda Provincial Park in Tiny, Ontario. Every choice was made with guest comfort in mind. In the Summertime, take a short walk down a wooded path to Georgian Bay and perfect swimming, or explore a hiking trail and take in the natural beauty of the area. In Winter, enjoy skiing and snowshoeing locally, or stay in, put a record on, and cozy up by the fire. License #STRTT-2024-017

Sep 22 – 29

G$31,586 GYD per night