Cottage holiday rentals in Greater Toronto Area

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Top-rated cottage rentals in Greater Toronto Area

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Superhost
Large glass patio doors frame a scenic view of the waterfront, revealing a private deck with seating and a hot tub surrounded by trees. Sunlight casts a warm glow over the area, enhancing the sense of tranquility.
Cottage in Innisfil
4.88 out of 5 average rating, 190 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. 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

Guest favourite
The cottage exterior is illuminated under the evening sky, with a new hot tub positioned on a stone patio. A staircase leads to the entrance, and warm light can be seen through the windows, suggesting a cozy atmosphere inside.
Cottage in Innisfil
4.85 out of 5 average rating, 376 reviews

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.

Guest favourite
The exterior of a charming black wooden house is highlighted, featuring a welcoming entrance with warm light illuminating the doorway. Lush greenery and neatly arranged stone pathways frame the property, enhancing its inviting aesthetic amidst a natural setting.
Cottage in Niagara Falls
4.96 out of 5 average rating, 323 reviews

Charming Carriage House in Niagara's Wine Country

A converted carriage house and former blacksmith shop with a rich history dating back to the 1800’s - updated with brand new modern amenities. This is a one level plus loft bedroom, ideal for those who have challenges with stairs. Centrally located near the Falls, Niagara Parkway, Niagara-on-the-Lake, casinos, wineries and the largest outlet mall in Canada (car recommended). A great gathering spot in any season with a full kitchen, laundry and outdoor space ready to entertain family and friends.

Superhost
Cottage in Georgina
4.87 out of 5 average rating, 166 reviews

Waterfront Cottage-Sauna, Dock, 4-bed, 4 Parking

Bright and airy waterfront cottage in one of Lake Simcoe’s most desirable areas. The open-concept layout and unique lot design offer stunning lake views from almost every room. Enjoy custom furnishings, stylish decor, and a fully equipped kitchen—perfect for relaxing getaways or extended stays. Whether you're here for a peaceful retreat or lakeside fun, this cottage provides comfort, beauty, and convenience in a serene upscale setting. Ask us about fun activities that Lake Simcoe offers.

Top Guest favourite
Cottage in Trent Lakes
4.99 out of 5 average rating, 138 reviews

Panoramic Lake Views Inside & Out, Cozy & Relaxing

Enjoy panoramic views of Lower Buckhorn Lake with the family! Relax perched in the hot tub atop the rocks of the Canadian Shield, nestled among the tall pines. This newly updated waterfront cottage features 3 bedrooms & an open concept living space. Over 280 feet of waterfront for you to enjoy the sunrise & sunsets & fish off the dock! Get cozy on the couch, play games, or watch movies. Take a stroll around the island. Hi speed Wi-fi to work or play. 6 minutes to town, less than 2 hrs from GTA.

Top Guest favourite
An open concept living area showcases large panel doors that fully open to the outdoor deck. Inside, a comfortable seating arrangement is visible, along with a cozy area rug and a neutral color palette. Natural light floods the space, enhancing the connection to nature.
Cottage in Mono
4.94 out of 5 average rating, 131 reviews

Hockley Riverside Cottage • Loft and Bunkie

Needing an unforgettable escape? This cozy cottage is nestled in nature along the Nottawasaga river and has large panel doors that fully open for picture worthy views & peaceful sounds of the river. A new incredible outdoor fire-pit with hanging egg chairs. A cozy indoor wood burning fireplace along with a comfy pull out couch that has a projector above for the best movie nights. Heated floors if you aren't interested in maintaining a fire, fully equipped kitchen, Wi-fi, AC and washer/dryer.

Top Guest favourite
A serene lake view captures twilight colors reflected on the calm surface of the water. Soft pastel hues of pink, purple, and orange fill the sky, while the silhouette of trees frames the horizon, adding to the peaceful ambiance of the lakefront.
Cottage in Georgina
4.99 out of 5 average rating, 168 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.

Guest favourite
Cottage in Kawartha Lakes
4.93 out of 5 average rating, 146 reviews

Ke's Rustic Retreat in Kawartha Lakes

WELCOME TO KE’S PLACE! This rustic, private, 4 season, lakefront cottage on Pigeon Lake features 3 bedrooms, 3 full/double sized beds, large bright living room with sleeper sectional, newly renovated kitchen, updated bathroom, private dock, indoor fireplace, enclosed patio room, outdoor fire pit, and large yard for games and more. Located approximately 1.5 hours from Toronto, this cottage is the perfect place for families and friends to escape the hustle and bustle, relax and unwind.

Guest favourite
A serene outdoor space is framed by tall trees, where a fire pit surrounded by several chairs is set up on green grass. The calm lake reflects soft pastel hues from a sunset, adding a touch of tranquility to the scene.
Cottage in Youngstown
4.93 out of 5 average rating, 404 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!

Guest favourite
A deck features wooden furniture, including a table and chairs, positioned to overlook Lake Ontario. The sun sets in the distance, casting golden reflections on the water's surface. Shadows of trees and furnishings stretch across the deck, enhancing the serene atmosphere.
Cottage in Youngstown
4.91 out of 5 average rating, 243 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.

Guest favourite
Cottage in Innisfil
4.84 out of 5 average rating, 243 reviews

3BR on Lake Simcoe | Gorgeous Views 1hr From City

Escape the city and unwind at our charming three-bedroom bungalow on Lake Simcoe, just one hour north of Toronto. With 129 feet of private lakefront, you’ll wake up to breathtaking sunrises and stunning water views, making it the perfect all-season getaway. 🌅 Unmatched Lakefront Views 🏖️ Private & Peaceful 🏊 Shallow, Swimmable Waters 🏞️ Spacious Outdoor Area 🎣 Cozy Year-Round Escape 🚗 Easy Access – Just a one-hour drive from Toronto

Top Guest favourite
A winter scene captures a snow-covered deck overlooking a serene frozen lake. Gray and white clouds reflect soft shades of blue and orange, while tall grasses and reeds emerge from the icy water. The peaceful landscape is surrounded by trees, completing the tranquil setting.
Cottage in Kawartha Lakes
4.98 out of 5 average rating, 110 reviews

Kawartha Lakeside Haven

Located just an hour from the GTA on Pigeon Lake this cozy 4 season waterfront cottage is the perfect getaway for a family, couple or friends. This 2 bedroom (1 queen bed, 2 bunk beds) This property offers a place for relaxing, lazing around, swimming, fishing, snowmobiling, yard games or cozying up by a warm camp fire. Come enjoy what each of the four seasons has to offer in the kawartha lakes!

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