Cottage holiday rentals in Greater Toronto and Hamilton Area

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Top-rated cottage rentals in Greater Toronto and Hamilton Area

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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
4.92 out of 5 average rating, 248 reviews

Woodcliff Cottage

Woodcliff Cottage on the shore of Lake Ontario, NY, has been fully renovated. A new kitchen features granite countertops, 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. Falls a 20 minute drive.

Guest favourite
A charming, dark blue cottage is framed by lush greenery and vibrant purple flowers. The cobblestone pathway leads to a bright yellow front door, welcoming guests. Various flowering plants provide color and texture to the well-maintained garden, enhancing the inviting exterior.
Cottage in Niagara Falls
4.96 out of 5 average rating, 346 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.

Top guest favourite
Cottage in Georgina
4.89 out of 5 average rating, 187 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
A wooden dock extends into a calm lake, reflecting fluffy white clouds and blue skies. Lush greenery is visible along the shoreline, creating a serene natural backdrop.
Cottage in Kawartha Lakes
4.93 out of 5 average rating, 168 reviews

Ke's Rustic Retreat in Kawartha Lakes

WELCOME TO KE’S PLACE! This ALL SEASONS 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, two large decks, 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.

Top guest favourite
Cottage in Trent Lakes
4.99 out of 5 average rating, 158 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
A light-filled living area features a comfortable sofa and two armchairs arranged around a coffee table. Large windows offer views of the lawn and nearby lake, while a ceiling fan adds to the airy ambiance. A subtle area rug defines the space.
Cottage in Wilson
5 out of 5 average rating, 113 reviews

Cozy Lakefront Home 30 minutes from Niagara Falls

We are a lake front property located directly on Lake Ontario in Wilson NY that offers you beautiful views, stunning sunsets and a peaceful place to relax. We offer a comfortable 2 bedroom 2 bath home with 2 living areas, a fully equipped kitchen & a beautiful front porch that invites you to relax and unwind. There is so much to enjoy in our Niagara Region and our home is in the middle of it all! Close to wineries, restaurants, shopping, biking & hiking trails, swimming, kayaking & fishing.

Top guest favourite
A circular stone fire pit is surrounded by wooden Adirondack chairs, offering a cozy gathering space. A vibrant fire burns in the center, with lush greenery and a serene riverside view in the background under a colorful sky.
Cottage in Wasaga Beach
4.94 out of 5 average rating, 275 reviews

Charming riverside cottage, B&B license

Charming riverside cottage available on Wasaga Beach. Just a 4-minute stroll from a pristine sand beach. Immerse yourself in nature's beauty while enjoying modern amenities, including a private hot tub for relaxation. Unwind with a friendly round of mini-golf or gather around the fire pit for cozy evenings under the stars.Create lasting memories at this perfect oasis that combines riverside tranquility, mini-golf fun, hot tub relaxation, and the warmth of a fire pit. Your dream getaway awaits!

Top guest favourite
A cozy living area features a leather sectional sofa adorned with decorative cushions. A gas fireplace is situated against a rustic stone wall, complemented by wooden shelves housing potted plants. A flat-screen TV rests on a wooden stand, and inviting lighting is provided by a side lamp.
Cottage in Lincoln
5 out of 5 average rating, 141 reviews

The Stone Cottage in Vineland

Relax in this two bedroom three bathroom home that comes with a fully-equipped kitchen, dining room, laundry, and spacious living room with gas fireplace. Enjoy access to a beautifully landscaped backyard, with private deck overlooking acres of quiet farmland. The perfect modern day getaway, The Stone Cottage sports up-to-date amenities that combine with the peacefulness of country living, to create the ideal vacation retreat, within easy reach of everything the Niagara Region has to offer!

Guest favourite
A spacious living area features a high vaulted ceiling and large windows that provide sweeping views of the lake. A stone fireplace and a modern TV complement the cozy seating arrangement, which is paired with a stylish dining area, ensuring a comfortable gathering space.
Cottage in Georgina
4.95 out of 5 average rating, 121 reviews

Resort-Style Luxury Waterfront Cottage

Experience luxury at our 5-star, Superhost-rated waterfront cottage on Lake Simcoe, just 80 KM from Toronto! A guest favorite, it offers breathtaking sunsets and sunrises from the living room and loft. Relax on the sandy beach with waist-deep waters, and enjoy the patio, BBQ, bar, lounge, kayaking, and fishing. With a fully equipped kitchen, 3 bedrooms, and 2 bathrooms, it comfortably accommodates up to 8 guests. Book your dream getaway today for the perfect blend of relaxation and adventure!

Guest favourite
A warm wood-paneled living area features a comfortable seating arrangement, including a leather armchair and a spacious couch. A coffee table is centered on a textured rug. Large windows allow natural light to enter, revealing stunning water views and connecting to the dining area beyond.
Cottage in Selkirk
4.87 out of 5 average rating, 170 reviews

The Knotty Pine - Relaxing Lakefront Cottage

Enjoy what The Knotty Pine has to offer! This lakefront cottage gives you access to Lake Erie fishing, kayaking, paddle boarding, & swimming. This home offers two outdoor decks – one spacious for your family to eat, relax & BBQ & a smaller private deck off the main bedroom. The sunroom is THE spot to be in this cottage! Bask in the sun all day and enjoy the water views. It’s a truly spectacular getaway for you and your family! **stairs to water are only installed during early-May to mid-Oct

Guest favourite
A spacious living and dining area is highlighted by large windows, offering expansive views of Lake Erie. A sleek dining table is surrounded by black chairs, while a cozy seating arrangement features floral-patterned upholstery. Natural light fills the space, enhancing its bright atmosphere.
Cottage in Dunnville
4.95 out of 5 average rating, 174 reviews

Niagara Dreamhouse on the Lake|Private Sandy Beach

STR-004-2026 Enjoy the 180-degree view of Sunrise and Sunset of Lake Erie from the living room. Great place to stay when you visit Niagara Region Close to Long beach area. Our Clean and lovely 2-bedroom house with a fully equipped kitchen, large indoor living area, high-speed internet. Perfect Weekend getaway from the city life with family and friends. Watch your children build sandcastle, paddle a kaya on the blue water, create memories, funs and relax on the clean private sandy beach.

Top guest favourite
Cottage in Dunnville
4.96 out of 5 average rating, 106 reviews

Lake Erie Retreat | Hot Tub, Fire Pit, Best Views

Welcome to our Lake Erie Lake House—described as a “spectacular gem” and “the perfect getaway.” Whether for a weekend with friends or a family retreat, this lakefront oasis offers relaxation and inspiration. Enjoy panoramic views, a cozy wood-burning fireplace, hot tub, and easy beach access. One guest shared, “It was peaceful and perfect for family time.” Thoughtfully equipped with essentials and a fully stocked kitchen, our Lake House is the ideal spot to create lasting memories.

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