Vacation rentals in Cherry Island

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Top-rated vacation rentals in Cherry Island

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

Guest favorite

Home in Huntsville

4.97 out of 5 average rating, 253 reviews

Modern Waterfront Retreat in Muskoka

Experience modern waterfront living. Located on the Muskoka River, you are a short boat ride to the large Mary Lake or take the locks right into Huntsville. Minutes from downtown Huntsville which features great shopping and restaurants. In the summer, soak in up the sun on your private dock with a spot for your boat. Calm & clear water great for swimming is 30 steps from your front door. Enjoy the snow with skiing at Hidden Valley or check out a variety of winter activities at Arrowhead Park.

Feb 4 – 11

$568 per night
Superhost

Tiny home in Bracebridge

4.9 out of 5 average rating, 155 reviews

Teremok Log Cabin & Cedar Hot Tub & Sauna on Wood

Welcome to Teremok Log Cabin at ZuKaLand, a unique 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 additional amenities, like breakfast in bed or wood-burning hot tub and sauna packages (+$$). As evening falls, cozy up to the warmth of a real wood-stove, creating an unforgettable ambiance.

Feb 22 – Mar 1

$153 per night
Guest favorite

Treehouse in Utterson

4.96 out of 5 average rating, 154 reviews

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

This once in a lifetime (unless you book more nights!) rustic cottage experience is on the shore of one of Muskoka’s most stunning lakes. Perched amongst the trees, fall asleep to the sounds of nature as you watch the water gently lap against the shore. Sit in the hammock net and share the sunrise, or get cozy with a hot chocolate on the deck next to a two-sided fireplace in this truly unique stay. Nestled in a private forest, it’s steps from the cottage to the dock for canoeing & swimming.

May 5 – 12

$974 per night

Popular amenities for Cherry Island vacation rentals

Other great vacation rentals in Cherry Island

Guest favorite

Treehouse in Minden Hills

4.99 out of 5 average rating, 159 reviews

The Baltic by Fort Treehouse Co.

Jun 11 – 18

$367 per night
Guest favorite

Apartment in Huntsville

4.97 out of 5 average rating, 207 reviews

j&r guest suite

Aug 7 – 14

$66 per night
Guest favorite

Cottage in Port Carling

4.96 out of 5 average rating, 113 reviews

Cider Haus on Brandy Lake

Feb 28 – Mar 7

$478 per night
Guest favorite

Guest suite in Huntsville

4.97 out of 5 average rating, 117 reviews

Muskoka Loft Retreat with Park Pass

Apr 5 – 12

$87 per night
Guest favorite

Cabin in Sprucedale

5.0 out of 5 average rating, 102 reviews

North Muskoka Hemlock Cabin

Nov 8 – 15

$108 per night
Guest favorite

Cottage in Huntsville

4.94 out of 5 average rating, 157 reviews

Luxury Waterfront Cottage in Muskoka

Nov 14 – 21

$530 per night
Guest favorite

Cottage in Bracebridge

4.9 out of 5 average rating, 436 reviews

Cottage on the Muskoka River

Aug 31 – Sep 7

$119 per night
Guest favorite

Treehouse in Huntsville

4.95 out of 5 average rating, 106 reviews

Charming A-Frame Treehouse | HotTub + Fireplace

Jul 31 – Aug 7

$396 per night
Guest favorite

Cottage in Huntsville

5.0 out of 5 average rating, 194 reviews

The Rock Lodge, At Mary Lake (+ Hot Tub)

Aug 22 – 29

$229 per night
Guest favorite

Cottage in Utterson

4.9 out of 5 average rating, 39 reviews

Cozy 3Bdrm Muskoka cabin on a pristine quiet lake

May 4 – 11

$245 per night
Guest favorite

Cottage in Utterson

4.94 out of 5 average rating, 48 reviews

Muskoka Waterfront on Little Long Lake

Sep 29 – Oct 6

$239 per night
Guest favorite

Cottage in Windermere

5.0 out of 5 average rating, 73 reviews

Lake Rosseau Boathouse Getaway for 2

Jun 2 – 9

$265 per night

Destinations to explore