Cottage holiday rentals in Toronto Islands

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Top-rated cottage rentals in Toronto Islands

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An open living area showcases a comfortable sectional sofa and a glass-top coffee table. The dining space features a table surrounded by six chairs, illuminated by natural light from nearby windows. Neutral walls add to the spacious ambiance of the room.
Cottage in Brampton

202519 Oh Canada! Home Away from Home!

Spacious 6 Bedrooms 3.5 Bath with 1 King, 2 Queen, 4 Single Beds & Sofa Bed = Total 14 Sleeping Capacity! Open Concept Kitchen-Living-Dining: Convertible Sofa Bed! Bedroom 1 With King Bed Attached Bath: Bath Tub, Standing Shower! Bedroom 2 Queen Bed Jack n Jill Bath: Toilet & Shower! Bedroom 3 Queen Bed Jack n Jill Bath: Toilet & Shower! Bedroom 4 Two Kids Beds; Specially Designed Kids Space! Bedroom 5 Queen Bed with Walk-in closet & Large Window! Bedroom 6 Two Single Beds & Dedicated Workspace!

The cottage exterior is nestled among lush greenery, showcasing a contemporary design with dark walls and vibrant red accents. A pathway leads to the entrance, framed by a variety of plants and trees, enhancing the natural surroundings.
Cottage in Port Perry
4.79 out of 5 average rating, 14 reviews

Pet friendly, Hot Tub and Unli Wi-Fi w/Great View!

Discover the perfect pet-friendly haven just 45 mins from Downtown Toronto with hot tub, unlimited Wi-Fi, stunning sunset & sunrise views! Lakeridge Hideaway is 1km from 2 ski resorts and steps to the private dock on Chalk Lake. Sleeps 6 adults + 4 children, featuring open-concept living, fully renovated kitchen & rooftop outdoor shower. Explore mountain bike trails & enjoy the canoe & kayaks. Cozy up with the woodstove, 55” smart TV with Netflix & Disney+ and DVD library. Escape the city today!

Guest favourite
Cottage in Toronto
5 out of 5 average rating, 14 reviews

The Cottage in High Park - free Parking

Escape to our city oasis! Nestled in High Park/Bloor West Village, our charming cottage offers urban tranquility just 15 mins from downtown by subway. Ride a bike to the beach, wander the tree-lined streets, explore boutiques in the local village, or forest-bathe deep in the trails of High Park. Return to cozy comfort, a wood-burning fireplace, a game of charades, or step out to a covered patio, perfect for BBQ creations or a movie under the stars. Your urban-cottage escape begins here!

An expansive view of the property reveals a two-story stone house surrounded by lush green fields. A landscaped pathway leads to the entrance, while ample outdoor space and trees provide a serene atmosphere. The surrounding countryside enhances the tranquility of the setting.
Cottage in Limehouse
4.52 out of 5 average rating, 31 reviews

Executive Cottage in a CITY on 100 Acres

NO ADULT/TEENAGER Group booking. No events/party. Great Bed & Breakfast facility Our preferred customers are family ( parent with kids, grand kids). Only guests booked/paid are allowed ( NO visitors) 4 bedroom with 3.5 washroom, on 100 acres (gated property) Internet ( free 2 GB per night )-Extra usage $3/GB Finished basement also available (Sep entrance/washroom )- at Extra cost $150/night for min 3 night +75 cleaning Person booked must be present at check-in . ID may be required

Guest favourite
An aerial view showcases a stone cottage-style house with a green roof, surrounded by lush greenery and trees. A winding driveway leads to the property, where two vehicles are parked, set against an expansive green lawn.
Cottage in Goodwood
4.84 out of 5 average rating, 81 reviews

Family fun! Hot tub/snooker table/Movie Room!

We offer discounts on 3 nights or more. :) Our house is built like an old English-style stone house cottage and is approximately 1 hour from downtown Toronto. The house is great for special occasions and getting away from it all with a group of friends or family. We've included some fun extras such as a projection theater room, slate snooker table, cable TV, BBQ and an outdoor hot tub for those nights you want to relax. We supply seasoned firewood for the indoor wood fireplace, so have fun :)

Guest favourite
An aerial view reveals a spacious countryside cottage surrounded by lush greenery, showcasing a well-maintained lawn and mature trees. The property features a large driveway leading to a two-car garage, with a pathway guiding towards the entrance of the home.
Cottage in Kettleby
4.91 out of 5 average rating, 64 reviews

Gorgeious 5 Bedroom Countryside Cottage in King ON

Gorgeous 5-Bedroom Countryside Cottage - located in a quiet family neighborhood at a beautiful 3-acre lot with a huge lawn and woodlot, Lots of Parking, a minute's drive to The Manor Event Center, Hwy 400 & 427, groceries, restaurants, Golf Club, beautiful trails, Green Belts, farmers markets, Apple and strawberry picking. 20 min. to Lake Simcoe boating and fishing, many nearby shopping malls, TTC Subway, Go Station, and Canada's Wonderland. Please Note: Strictly no drug and booze parties.

Superhost
A heated hot tub is situated under a wooden gazebo, surrounded by bare trees and a snowy landscape. Steam rises gently from the water, creating an inviting atmosphere for relaxation in the serene outdoor setting.
Cottage in Brampton
4.8 out of 5 average rating, 15 reviews

Rustic 5BR Cottage | Cozy Hot Tub+ Autumn Backyard

Escape to nature in our private 5BR and 4WR riverside cottage – perfect retreat for groups with premium amenities! ✓ Entire cottage to yourself – full privacy! ✓ 5 spacious bedrooms with 6 double beds and 4 washrooms ✓ Cozy Family & Living Rooms ✓ Fully equipped kitchen & High-Speed Wi-Fi ✔ Dining area with seating for 8 guests ✓ Private Backyard with hot tub & Indoor games ✓ Scenic riverfront setting near Eldorado Park ✓ Safe neighborhood Book your stay and make unforgettable memories!

Guest favourite
A garden path lined with stepping stones leads to a view of the Toronto skyline across the water. Green grass and plants surround a patio table and chairs, providing a serene setting with trees framing the picturesque scene.
Cottage in Toronto
4.94 out of 5 average rating, 71 reviews

Toronto Island Cottage

This beautifully furnished, bright, and airy cottage is located just eight minutes south of the city, on the picturesque Toronto Island. This is a unique opportunity to experience all that the islands offer in a stylish setting. Perfect for a staycation or vacation, the cottage is well-equipped with everything you need to make the most of your time. The serene community is accessible only by ferry or water taxi. The view of the Toronto Harbour and skyline is absolutely epic – enjoy!

Guest favourite
A wooden dock extends into a serene lake, reflecting a clear blue sky with scattered clouds. Flower pots are positioned on the dock, while torches line the edges, contributing to a peaceful outdoor atmosphere.
Cottage in Richmond Hill
4.94 out of 5 average rating, 165 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

Top Guest favourite
A quaint red cottage is highlighted alongside a rustic barn, surrounded by a wooden fence. Lush greenery and wildflowers accompany the structure, creating a natural setting. The areas are bathed in warm sunlight, enhancing the serene and secluded atmosphere of the property.
Cottage in Palgrave
4.99 out of 5 average rating, 222 reviews

Hockley valley, up country guest cottage

please read the entire post our beautiful cottage is located on 27 acres of land. Which is very secluded and quiet. Open concept cottage , with a loft bedroom with a double bed, a double sofa bed and a single folding bed. Wood burning fire place and a Small area with a hot plate , microwave, toaster oven, coffee maker , small fridge , BBQ on the porch. Swimming pond Vegetable garden and honey bees. Beautiful wooded trail No smoking Kids are welcome

Superhost
A well-maintained cottage exterior is viewed from the driveway, featuring a manicured lawn and a paved path leading to the entrance. A white vehicle is parked in front, with a gravel border outlined by hedges. A small storage shed is visible in the background.
Cottage in Burlington
4.85 out of 5 average rating, 100 reviews

The Pearl Lodge

Almost 1 acre of land for you and your family to enjoy Free parking on premises Beautiful 4 bedroom cottage Comfortably sleeps 10 people Enjoy mini golf, pool table, and table tennis Open concept lounge and sitting area BBQ and firepit available for your use Walkout to deck with beautiful view of massive backyard Covered patio Soccer/Volley ball available upon request Located within minutes to trails, Lake Ontario, shopping and much more.

A spacious living area features a combination of light and vibrant orange walls, enhancing the room's brightness. Comfortable seating options include a sectional sofa and armchairs, with a central table surrounded by decorative plants. Soft lighting highlights a cozy atmosphere, complemented by decorative artwork.
Cottage in Ajax
4.64 out of 5 average rating, 185 reviews

Beautiful Lakeview Cottage on the Beach!!

Beautiful Retro-style Cottage in south Ajax Ontario right on the famous Paradise Beach! Only 20 minutes east of Toronto - be in the Nature and Relax with the whole family at this peaceful waterfront cottage. This unique place has a style of its own with over 2000 sq ft of living area.

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