
Cottage vacation rentals in Cherry Island
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Top-rated cottage rentals in Cherry Island
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☀ Private Waterfront LogStyle Cottage w/ Lakeview!
Complete Privacy and Serenity Within 2-Hour Drive From The Greater Toronto Area (GTA). This One-of-a-Kind Dog Friendly Cottage Amasses Private Shoreline Direct Access to The Lake With A Sandy Beach & Open Lake View From The House! Great outdoor space perfect to explore & play! Smart TV (FireTV), wireless internet (Wi-Fi), children friendly, books & table games, coffee & tea, fully equipped kitchen with appliances, dishwares & utenstils. Outdoor - Canoe, BBQ grill, Outdoor tables & chairs, etc.

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

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! ✨

Ultimate Georgian Bay Vacation Getaway
Come and stay at our beautifully renovated *all-season* beachfront cottage and enjoy a breathtaking panoramic view of Georgian Bay! You'll discover the cottage sitting atop a sand dune, right on one of the most stunning freshwater beaches in the world. This rare location hosts a private covered deck hovering over the white sand, in a beach house closer to the bay than anywhere else around! Summer guests also enjoy use of a heated salt water pool and large resort deck created by Paul Lafrance.

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.

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.

Muskoka Waterfront w/ Hot tub (Silver Linings)
*No extra fees* Come enjoy our designer furnished, newly-built, 4-season, Silver Lining Muskoka Lakehouse. This cottage offers you and your loved ones the perfect getaway with tons to do and memories to make with Insta sunsets over a lake wrapping around the entire property, a sandy beach to dip your toes, hot tub to warm up with friends, fire pit for roasting marshmallows. Other amenities: fully stocked kitchen, treehouse, games, BBQ, 1 acre of privacy, pet bed, well maintained hot tub.

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.

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.

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.

Dragonfly - Muskoka - High Lake
A hidden gem on High Lake, this private two-bedroom cottage is where Muskoka whispers its secrets. Just 2.5 hours north of Toronto, tucked between Hunstville and Bracebridge. Built in a charming mini-Viceroy style, the cottage welcomes you with vaulted ceilings and warm, sunlit spaces. A cozy Muskoka room extends off to the side, inviting you to linger over long dinners or curl up with a book while the lake breeze drifts through.

D O C K | NEW Modern Muskoka Waterfront 2+1 bed
Enjoy the picture-perfect sights of Muskoka only two hours from downtown Toronto. Kayak on the Muskoka river, enjoy dinner on the oversized back deck, watch sunsets & stars, and roast marshmallows by the fire. This stunning two bedroom cottage is equipped with a fully modern interior. Keep warm by the beautiful Norwegian gas fireplace in the winter; stay cool with refreshing AC in the warmer months. DOCK has it all.
Popular amenities for Cherry Island cottage rentals
Cottage rentals with a hot tub

CozyPeaceful LakeCottage HotTub Canada

Riverfront Cottage with HotTub

Cottage in Gravenhurst

Cottage Life! Book your winter adventure now.

Cottage on the Rocks - with Hot Tub and Sauna!

Stunning Peninsula -Sandy beach | Hot tub & Sauna

Huntsville Lakefront Luxury Cottage Retreat

CARL in Muskoka: Waterfront Cottage with Hot Tub
Pet-friendly cottage rentals

Muskoka Majesty The Sugarbush Cottage

Waterfront @Muskoka Pines /kayaks/bbq/firepit

Central & Charming Huntsville Cottage Retreat!

Picturesque Waterfront Cottage, 3BR & Dock

Muskoka Cottage Getaway with Sauna

Summer Getaway - 3 min walk to Beach, Clean & Cozy

Lakefront Cottage with Gorgeous Sunset Views

Forest Harbour Hideaway
Private cottage rentals

HarpHyggeHouse - Serene all-season lakefront

Waterfront Cottage in Muskoka | SAUNA | Beach

Four season lakefront cottage in Muskoka

Lakefront Sauna Winter Escape

The Sandwood Muskoka, Waterfront Cottage

Muskoka Waterfront on Little Long Lake

Cottage in Huntsville, Muskoka. Hot tub + Sauna.

Muskoka Lakefront Family Paradise *Hot Tub*
Destinations to explore
- Greater Toronto and Hamilton Area Vacation rentals
- Greater Toronto Area Vacation rentals
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- Island of Montreal Vacation rentals
- Grand River Vacation rentals
- Northeast Ohio Vacation rentals
- St. Catharines Vacation rentals
- Niagara Falls Vacation rentals
- Erie Canal Vacation rentals
- Laurentides Vacation rentals
- Detroit Vacation rentals
- Mont-Tremblant Vacation rentals
- Arrowhead Provincial Park
- Mount St. Louis Moonstone
- Hidden Valley Highlands Ski Area and Muskoka Ski Club
- Ontario Cottage Rentals
- Deerhurst Highlands Golf Course
- The Ridge at Manitou Golf Club
- Gull Lake
- Three Mile Lake
- Georgian Bay Islands National Park
- Lions Lookout
- Bigwin Island Golf Club
- Kennisis Lake
- Kee To Bala
- Torrance Barrens Dark Sky Conservation Area
- Haliburton Forest & Wild Life Reserve Ltd
- Taboo Muskoka Resort & Golf
- Casino Rama Resort
- Fairy Lake
- Bass Lake Provincial Park
- Awenda Provincial Park
- Menominee Lake
- Wye Marsh Wildlife Centre
- Orillia Opera House
- Couchiching Beach Park




