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Cottage vacation rentals in Lake Simcoe

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Top-rated cottage rentals in Lake Simcoe

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

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Cottage in Brechin

4.93 out of 5 average rating, 118 reviews

COTTAGE ON LAKE SIMCOE -4 BEDROOMS /2WSHRMS

Welcome to our cozy cottage in Simcoe County, just a short drive from Toronto. It's the perfect spot for bringing together family and friends. Here, laughter fills the home, and nature's beauty is right outside your door. Dive into clear waters for some fun kayaking and boating, and wake up to beautiful sunrises from our private dock. Take a walk on scenic paths, enjoy outdoor BBQs, and paddle around in our kayaks. Book your special getaway today and start making heartwarming memories that last.

Aug 11 – 18

G$86,682 GYD per night

Cottage in Georgina

4.98 out of 5 average rating, 132 reviews

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.

Sep 17 – 24

G$35,281 GYD per night

Cottage in Innisfil

4.9 out of 5 average rating, 290 reviews

Crystal Beach Cottage & Spa

Tranquil & serene lakefront cottage with breathtaking views! This cottage fronts on the East side & faces West for a mesmerizing sunrise & sunset. A few steps to the lake for a dip in the lake, sun bathing, paddle boarding or a stroll up Innisfil Beach Park for exercise. A custom outdoor steel fire place and an all season hot tub awaits you at any moment to loosen up those muscles & release tension or kick back in the sauna to sooth the mind, body & soul. A wonderful experience awaits you!

Aug 11 – 18

G$79,816 GYD per night

Cottage in Innisfil

4.99 out of 5 average rating, 120 reviews

Charming waterfront cottage on Lake Simcoe

Charming four-bedroom cottage plus Boat house conveniently located 1 hour from GTA on a private waterfront lot surrounded by mature trees with sandy bottom and clear water. The proximity of the cottage to the water is sure to please either the sun or shade lovers with multiple large decks and dock for sitting, dining and lounging. We offer hot tub, Sauna, BBQ. trampoline, bball net, paddle boat, floating mat, kayaks, canoe, paddle board, pool table, foosball. fishing gear, life jackets

Mar 13 – 20

G$140,132 GYD per night

Cottage in Innisfil

4.83 out of 5 average rating, 240 reviews

Cozy cottage nestled in the forest, near the beach

Beautiful, modern, cottage-like home nestled in the trees. Located on a large and extremely private property at the end of a small gravel road with no neighbours on one side. Huge yard backs onto a forest with trails leaving your doorstep. Mapleview beach is only a short walk to the bottom of the road and there are so many other scenic beaches in the Sandy Cove area. The home is fully equipped, clean and cozy, with high speed internet and smart TVs, comfy bedding and pillowtop mattress.

Jun 3 – 10

G$34,531 GYD per night

Cottage in Innisfil

4.94 out of 5 average rating, 151 reviews

Utopia Villa and Spa

Welcome to Utopia where you will make amazing long lasting memories with your family and friends. Just minutes from the beach, grocery stores, gas stations, and anything else you can need. There is so much to do here that you will never want to leave! Imagine a day full of good food by the fireplace, a dip in the hot tub, relaxing in the sauna and playing in the game room. Treat yourself with a stay! House rule: No smoking/eating in hot tub. Breaking this rule will result in $500 fine.

Dec 29 – Jan 5

G$66,093 GYD per night

Cottage in Georgina

4.97 out of 5 average rating, 125 reviews

Pearl by Lake Simcoe - with sauna and steam room

Spacious and bright newly renovated house with access to the lake. This 2700 sqf house has a very functional and beautifully decorated living/dining area, 2 state of the art kitchens, 6 cosy bedrooms and 3 full washrooms. Huge 400 sqf deck with BBQ and heater comfortably fits a large company outside. Enjoy indoor sauna and steam room for deep relaxation. Free Wifi. Large entertainment room with Smart TV, XBox, Kinect and a foosball table provide plenty of activities inside the house.

Dec 17 – 24

G$131,464 GYD per night

Cottage in Innisfil

4.91 out of 5 average rating, 128 reviews

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 🤫 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, all high tech.

Oct 15 – 22

G$74,280 GYD per night

Cottage in Port McNicoll

4.98 out of 5 average rating, 124 reviews

Boe's Cottage: Newly Renovated - Great WIFI

Experience Southern Georgian Bay - Ontario's Four Season Playground. Just 90 Minutes from Toronto! Relax in our fully renovated 4 season cabin with all the amenities of home. Steps from the lake with parks, beaches, hiking, kayaking. And in the winter, snowshoe, skate, snowmobile, cross country & downhill skiing at Mount st. louis moonstone Great setup for a 'working' vacation with excellent WIFI 10 Minutes to Midland for restaurants & unique shopping experiences

Dec 3 – 10

G$23,182 GYD per night

Cottage in Georgina

4.9 out of 5 average rating, 239 reviews

Beach House-S/W Exposure! Hot Tub Sandy Water!

Location, Location, Location! S/W Exposure! firepit, hot tub, west-facing sunset views, fishing, swimming, boating, and nearby amenities. In winter, it transforms into a winter wonderland, perfect for ice fishing and snowmobiling. New renovated 4-seasons retreat. Less than an hour from the GTA. This lakeside haven on Prestigious Cooks Bay provides the ideal getaway. Enjoy a rejuvenating experience with a *** Don't miss out on this incredible opportunity ***

Dec 12 – 19

G$142,556 GYD per night

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

Cottage in Kinmount

4.94 out of 5 average rating, 280 reviews

Secluded Cottage on a Private Lake

2 bedroom cedar log cottage on over 300 beautiful acres. Very private. Many walking trails to explore and enjoy. Lovely deck on the cottage and a great dock at the lake. Canoe, pedal boat, and swimming raft. All just a 2 hour drive from Toronto. We have another property at the opposite end of the private lake - all of the same wonderful outdoor activities but this time based out of a stunning log house. Check it out under other Kinmount listings!!

Jan 7 – 14

G$35,686 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Bungalows

Intimate homes. inviting architecture

Apartments

Convenient locations with everyday essentials

Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for Lake Simcoe cottage rentals

Free parking on premises

Air conditioning

Lakefront cottage rentals

Cottage in Eagle Lake

4.93 out of 5 average rating, 122 reviews

Luxurious - Waterfront Cottage

Feb 11 – 18

G$142,033 GYD per night

Cottage in Hailburton, ON

4.95 out of 5 average rating, 124 reviews

Highlands Lakefront | Sauna | Dock | Screened room

Sep 15 – 22

G$66,420 GYD per night

Cottage in Port Carling

4.99 out of 5 average rating, 122 reviews

Lake Muskoka Classic Cottage w/ Hot Tub

Jan 19 – 26

G$111,410 GYD per night

Cottage in Wasaga Beach

4.95 out of 5 average rating, 229 reviews

GATED RESORT COTTAGE

Oct 21 – 28

G$23,608 GYD per night

Cottage in Highlands East

4.94 out of 5 average rating, 190 reviews

Quiet Lakefront Cottage

Feb 7 – 14

G$32,992 GYD per night

Cottage in Waubaushene

4.81 out of 5 average rating, 126 reviews

The Cottage on Coldwater; where bay & trail meet.

May 5 – 12

G$27,641 GYD per night

Cottage in Bowmanville

4.86 out of 5 average rating, 102 reviews

Waterfront Beach House Oasis - All Season Hot Tub!

Nov 7 – 14

G$76,412 GYD per night

Cottage in Waubaushene

4.84 out of 5 average rating, 121 reviews

Waterfront Paradise on the Georgian Bay

Nov 11 – 18

G$149,210 GYD per night

Cottage rentals with a hot tub

Cottage in Bracebridge

4.91 out of 5 average rating, 213 reviews

The Hudson - Riverside Cabin, Bracebridge

Oct 25 – Nov 1

G$40,908 GYD per night

Cottage in Torrance

4.97 out of 5 average rating, 118 reviews

The Lantern Cottage - Lake Muskoka

Mar 10 – 17

G$41,190 GYD per night

Cottage in Gravenhurst

4.92 out of 5 average rating, 106 reviews

HOT TUB！The Good Times on Morrison Lake

Sep 12 – 19

G$93,609 GYD per night

Cottage in Waubaushene

4.86 out of 5 average rating, 393 reviews

Modern Chalet w/ Hot Tub on Trail - Ski/Hike/Run

Jul 13 – 20

G$91,930 GYD per night

Cottage in Washago

4.97 out of 5 average rating, 143 reviews

Mistywood Cottage

Dec 7 – 14

G$113,239 GYD per night

Cottage in Tory Hill

4.95 out of 5 average rating, 165 reviews

Charming 3 bedroom A Frame Waterfront Cottage

Oct 11 – 18

G$78,942 GYD per night

Cottage in Gravenhurst

4.97 out of 5 average rating, 149 reviews

Muskoka Oasis: Hot Tub, Sauna & Nature Retreat

Jun 24 – Jul 1

G$119,153 GYD per night

Cottage in Kawartha Lakes

4.88 out of 5 average rating, 180 reviews

Waterfront ★ Hot Tub ★ Sauna ★ BBQ ★ Kayaks ★ Wifi

Aug 13 – 20

G$98,862 GYD per night

Pet-friendly cottage rentals

Cottage in Port Severn

4.86 out of 5 average rating, 130 reviews

Cottage "Down By The Bay"

Jan 30 – Feb 6

G$17,910 GYD per night

Cottage in Port Carling

4.96 out of 5 average rating, 115 reviews

Cider Haus on Brandy Lake

Dec 6 – 13

G$53,115 GYD per night

Cottage in Bala

4.94 out of 5 average rating, 124 reviews

Charming Lakefront Bala Cottage

Dec 17 – 24

G$32,228 GYD per night

Cottage in Gravenhurst

4.85 out of 5 average rating, 137 reviews

Riverside Gravenhurst cottage. Waterfront w/ sauna

Aug 10 – 17

G$62,722 GYD per night

Cottage in Oro Station

4.92 out of 5 average rating, 36 reviews

Lake Simcoe south exposure lakefront with hot tub

Oct 18 – 25

G$105,536 GYD per night

Cottage in Little Britain

4.97 out of 5 average rating, 31 reviews

StarBay Hollow

Aug 22 – 29

G$25,974 GYD per night

Cottage in Innisfil

4.87 out of 5 average rating, 82 reviews

Lakeview Oasis 4-bedroom Cottage with Jacuzzi

Jul 17 – 24

G$112,768 GYD per night

Cottage in Washago

5.0 out of 5 average rating, 81 reviews

Relax at The Rock: Muskoka Waterfront Cottage

Oct 7 – 14

G$36,957 GYD per night

Destinations to explore