
Cottage holiday rentals in Simcoe County
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Top-rated cottage rentals in Simcoe County
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Stunning Lakefront Cottage Hot Tub & Sauna
.🧘 Relaxing, Quiet, waterfront property with stunning nature. 🧖♀️ Experience a private Spa with year round new sauna & new hot tub and amazing view. Please bring your own bath towels! 🤫 A peaceful oasis for families. Please describe your family before requesting to book. Max 6 guests incl children. Absolutely no events, parties, noise allowed. Not for a group of friends 🏖50’x302’ lot, private dock, gazebo 👩🏻💻65” smart 4K UHD TV, fast / reliable internet, LCD fridge, filtered water

Waterfront 3 BR Cottage 4 Seasons Gravenhurst Heat
4 Seasons: Heated+A|C! You and friends/family will enjoy easy access to everything Gravenhurst has to offer from our centrally located retreat cottage. Conveniently located on Pine Lake, you will have sun-filled water views throughout the cottage. We are located directly off the main highway, easy road access and parking. The lake is perfect for swimming and water sports. Get ready to sip your morning coffee on the back porch and watch the sun rise! A perfect spot for yoga and/or meditation.

Cabin retreat with hot tub & trails near the beach
Beautiful, modern, pet-friendly cottage nestled in the trees. Located on a large, private lot secluded at the end of a small gravel road. The huge yard backs onto a forest with an extensive trail network meandering a peaceful river steps from your backdoor. Mapleview beach is a short walk down the road along with many other scenic beaches in the area. The cottage is warm, cozy and fully equipped. Offering high-speed internet and smart TVs, brand new hot tub, BBQ, outdoor firepit, and boardgames.

Cozy Winter Escape - Ski, Hike & Chill by the fire
Insta: @woodwardbythebeach 3min walk to the area’s most beautiful beach, sunsets & trails, you'll be sure to get lost in the serenity of the sand dunes year round Outdoor fire pit- s'mores included! Enjoy the BBQ, deck, & patio; the wine is on us! Fast WIFI for streaming movies or work from cottage Area is secluded yet central. 10min to Midland, close to Balm Beach - arcade, gokart, restaurant, & bar Ski/Hike/Snowmobile then unwind in a peaceful winterized home getaway with indoor fireplace

Serenity, Simplicity and Stone
This is a tiny cottage in a sleepy little hollow that opens onto the Georgian Bay. Inside, each stone was carefully chosen and the woodwork was built, piece by piece, by two craftsmen who are highly skilled and passionate about repurposing. It's an art that will leave you in awe; especially if you're worried about climate crisis. The coat hangers are upcycled 100-year-old railway spikes! If you're looking for luxury you will be disappointed but if you're a minimalist you're going to love it.

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.

Relax at The Rock: Muskoka Waterfront Cottage
Enjoy fishing, swimming and paddling 22km of the green and black rivers. Paddleboat, canoe, 2 kayaks, and a SUP provided. Take the short 5 minute stroll into town for ice cream or fresh baked treats. Lay out on the elevated deck or in the screened in porch with a good book. End your evening at the riverfront firepit. Nearby day adventures include hiking, golfing, parks, beaches, breweries, casino rama, and downhill skiing at Mount St Louis Moonstone and Horseshoe Valley (30 minute drive).

Muskoka Stunning Cottage On Little Lake
Surrounded by Little Lake, this gem provides a relaxing getaway with amazing water views. Spend your days peacefully rowing on the lake or having a picnic on the private beach, and your nights settling by a crackling fire. The home itself is plenty spacious for unwinding and getting a good night's sleep, views all-inclusive. Explore Port Severn Park right next door and play around in the public beach and splash pad. For more adventure, hike the beautiful Georgian Bay Islands National Park.

Granny's Cottage
Granny’s Cottage is located on Lake Drive East across the road from Lake Simcoe. Our private lakefront is yours to enjoy. Our lakehouse equipped with mini fridge and chairs while looking out over beautiful Lake Simcoe. Lakehouse is available late spring to early fall. This cozy cottage is newly renovated with all the comforts for a much needed getaway. Available for your use is a badminton net, 2 kayaks and a large canoe (seasonal). There is also a secure lock up for you bicycles.

Cottage on Lake Simcoe Amazing lake Views
Lakefront 3-bedroom cottage on Lake Simcoe – perfect for families! . Please note You can see the lake from living room. Features a fully equipped kitchen and two 3-piece washrooms .Enjoy stunning lake views, BBQ, fishing, and crystal-clear shallow water safe for swimming (weather permitting). Apple picking in Fall and icing fishing in winter! Water access and beach area are shared with a few friendly neighbors. Fast starlink internet! Owner Allergic issue ,so please NO PET allowed.

Waterfront Cottage sauna/golf/kayaks/beach/games
Welcome to Hally’s Cove Riverside Retreat! A fully loaded 4-season escape on the Trent Severn River! Dock your boat with shore power ⚓, lounge in the over-the-water hammock 🌅, relax in the panoramic sauna 🧖♀️, or play in the games room 🕹️ (ping pong, basketball, air hockey plus lots more). Enjoy the 4-hole putting green ⛳, 6 kayaks 🛶, lily pad and custom landscaped Muskoka rock fire pit 🔥. Summer Bonus - Mosquito-sprayed for extra comfort! IG to see more photos: @hallys_cove

Sanablue - Stylishly Un-Trendy since 1958!
Sanablue is a quiet & warm out of the way escape for your family ... that's right next to everything that's great about South Georgian Bay! See reviews for our track record! Just 91 barefoot steps to the edge of Georgian Bay IF YOU DARE!. A 4 min stroll to grab a coffee (or a bottle of wine). Just meters to Oakview Woods hiking trails & Wasaga biking trails. 10 min to Collingwood. 15 min to breathtaking Blue Mountain ..... Or just put your feet up & relax.
Popular amenities for Simcoe County cottage rentals
Cottage rentals with a hot tub

Cottage in Gravenhurst

Spacious Cottage Escape with Lakeside Hot Tub

Waterfront Paradise on the Georgian Bay

Muskoka Cottage on warm lake - 4 BR/2 BR/Hottub

Spacious family cottage 45 mins from GTA!

The Bay View Cottage w/hot tub

Charming waterfront cottage on Lake Simcoe

Innisfil retreat:Hot Tub, Sauna, fire pit
Pet-friendly cottage rentals

3 Bedroom Waterfront Cottage Kawartha Lakes

Cozy 4 Season Family Cottage

Cozy Riverfront Cottage Retreat with Dock / Ski

Georgian Bay Cottage-HotTub/Sauna/Swim/Hike/Marina

Waterfront @Muskoka Pines /kayaks/bbq/firepit

The Cottage on Coldwater; where bay & trail meet.

Forest Harbour Hideaway

Tree Tops on Six Mile Lake
Private cottage rentals

Charming cottage on the Beach

Luxury lakefront cottage escape

Muskoka Cottage Getaway with Timeless Charm

The Gingerbread House | Near Lake + Wedding Venues

Whispering Pines Cottage

Private House Heaven, sleeps 10/Firept/10+car park

Charming Waterfront Cottage - Muskoka - 4 seasons

Honeycomb Cottage, Tiny Township, Woodland Beach
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- Blue Mountain Village
- Snow Valley Ski Resort
- Beaver Valley Ski Club
- Devil's Glen Country Club
- Osler Bluff Ski Club
- Craigleith Ski Club
- Angus Glen Golf Club
- Lakeridge Ski Resort
- Port Carling Golf & Country Club
- Mount St. Louis Moonstone
- The Georgian Peaks Club
- TPC Toronto at Osprey Valley
- Muskoka Bay Resort
- Muskoka Lakes Golf and Country Club
- Caledon Country Club
- The Club At Bond Head
- Lake Joseph Golf Club
- Windermere Golf & Country Club
- Wooden Sticks Golf Club
- Georgian Bay Islands National Park
- The Georgian Bay Club
- Barrie Country Club
- Dagmar Ski Resort
- Alpine Ski Club




