Cottage vacation rentals in Greater Toronto Area

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Top-rated cottage rentals in Greater Toronto Area

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Guest favorite

Cottage in Wilson, New York, US

4.98 out of 5 average rating, 186 reviews

Beautiful Lakeside Cottage

Located on the shores of Lake Ontario in Wilson, this three bedroom, one bath private home is awaiting your arrival. It is a short distance to wineries, breweries, and restaurants. The backyard oasisis of the lake is ideal for BBQing or just watching the beautiful sunsets. Complete kitchen, gas stove and stainless steel appliances with a dishwasher. All the bedrooms have plush linens. We invite you to enjoy the home we love. Please let us know if you are bringing a dog. There is a $75 pet fee.

Jan 13 – 20

G$47,705 GYD per night

Guest favorite

Cottage in Georgina, Canada

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.

Oct 8 – 15

G$35,307 GYD per night

Guest favorite

Cottage in New Dundee

4.88 out of 5 average rating, 145 reviews

Safe and Clean Cozy Waterfront Cottage

Cozy waterfront cottage. Nestled in the woods on a private lane. Enjoy this cottage vacation while being only minutes from the city of Kitchener. Take in the fresh air, cast a rod in the lake, float around in a canoe, enjoy a fire under the stars, or just hang out on the deck. In winter, explore the frozen lake with skates or snowshoes. Propane fireplace is available for emergency heat only in winter. In the event of a power outage this would be the only heat available. We allow one pet.

Oct 30 – Nov 6

G$20,898 GYD per night

Guest favorite

Cottage in Meaford, Canada

4.91 out of 5 average rating, 181 reviews

Water's Edge - 4 Season Cottage

Comfy & cozy 3 bedroom year round cottage on the shores of Georgian Bay. Sleeps 6, washer/dryer, full kitchen w/dishwasher, living & dining w/fireplace, A/C, deck, BBQ, firepit & hot tub. Suits families with older children & couples. Lots of shopping, live entertainment, artisans & exquisite local fare. 30 min drive to Blue Mountain Village & the Spa. Close to the Bruce & Georgian Trails. Spectacular views of The Bay, The Blue Mountains and the best sunrises with your morning coffee.

Feb 5 – 12

G$88,855 GYD per night

Guest favorite

Cottage in Cobourg

4.99 out of 5 average rating, 213 reviews

Hideaway: Luxury Victorian Coach House

Featured by Explore Ontario as a top 10 stay in 2022 and described by Narcity Canada as “like living in the holiday.” Follow us @coachhouse_cobourg Located on a Victorian estate, this 160 yr old guest house offers a charming, luxury retreat brimming with modern amenities. Enjoy a private hot tub exclusively for coach house guests. ✨ Spa, shop, dine, hike within 10 minutes 〰️ Minutes to Cobourg beach/ Presquile Prov. Park 〰️ private hot tub and patio 〰️ minutes to historic downtown

Sep 21 – 28

G$62,182 GYD per night

Guest favorite

Cottage in Innisfil, Canada

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.

Jan 3 – 10

G$81,148 GYD per night

Guest favorite

Cottage in Youngstown, New York, US

4.94 out of 5 average rating, 324 reviews

Lakefront cottage, Youngstown USA

Cozy, secluded cottage off the main road with lake front. **Although we have lakefront property, there is currently no access to the water on our property***. Close to the village of Youngstown for boating, fishing, food, and entertainment. A 10 minute drive from Lewiston and Artpark. Stay hidden at the lake and relax, or explore the Niagara River and Lake Ontario! Also not far from Niagara Falls, one of the seven wonders of the world, and a short drive to the Canadian border!

Nov 27 – Dec 4

G$30,205 GYD per night

Guest favorite

Cottage in Port McNicoll

4.98 out of 5 average rating, 125 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 2 – 9

G$23,221 GYD per night

Guest favorite

Cottage in Richmond Hill, Canada

4.95 out of 5 average rating, 128 reviews

White Oak on Wilcox-Richmond Hill Lakefront Oasis

Welcome to The White Oak on Wilcox - a lakefront oasis in the heart of Richmond Hill, perfect for an all-season getaway. Located just 30 mins from Toronto, enjoy direct access to Lake Wilcox with beautiful sunset views from the private dock. This vacation home welcomes you to a relaxing and serene lakefront experience. Surrounded by numerous activities to enjoy year-round, this is the perfect home-away-from-home! Share your memories with us @whiteoakcottageco

Sep 16 – 23

G$57,384 GYD per night

Guest favorite

Cottage in Youngstown, New York, US

4.9 out of 5 average rating, 173 reviews

Woodcliff Cottage

Woodcliff Cottage has been fully renovated. A new kitchen features granite countertops, high-end range, island/bar and spectacular views. The kitchen opens into a spacious living room with gas fireplace and more windows looking out over the new deck and Lake Ontario. Enjoy a sunset campfire at the fire pit with stairs leading down to Lake Ontario. 2 Bedrooms, 2 baths with walk-in shower and shower with full bathtub. We also rent Shell Cottage next door.

Oct 24 – 31

G$66,006 GYD per night

Guest favorite

Cottage in Kinmount, Canada

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 22 – 29

G$35,712 GYD per night

Superhost

Cottage in Bowmanville

4.87 out of 5 average rating, 106 reviews

Waterfront Beach House Oasis - All Season Hot Tub!

Welcome to our serene waterfront sanctuary! Immerse yourself in panoramic lake views, captivating sunsets, and endless outdoor amenities including kayaks, fire pit, BBQ, and a luxurious year-round hot tub. This spacious 4-bedroom haven offers the ultimate urban escape, whether you're cozying up indoors for a movie night or venturing out to explore the nearby Darlington conservation areas. Your perfect retreat awaits!

Sep 3 – 10

G$117,395 GYD per night