Cottage holiday rentals in Oakville

The Coupe: A Hip Wine Lovers Retreat in NOTL! ✌️

Finally! A hip place to stay in Niagara-on-the-Lake. ✌️😎 Welcome to "The Coupe", a contemporary wine lovers retreat in the heart of the Niagara wine region! Located just 400 metres from the lake and Ryerson Park, the perfect picnic spot with stunning sunsets and views of the Toronto skyline. And walking distance to all of the amazing restaurants, shops, and entertainment in the Historic Old Town, and of course... just minutes to some of the best wineries in Canada. Time to pop the bubbly! 🥂🍾

Grimsby Beach Cottage

Enjoy a day at a quiet hidden beach followed by a night around the bonfire in this charming, cottage-style home. With this convenient location, you’ll appreciate the city-like accessibility, located minutes from public beaches and a close drive to wineries, hiking trails and the quaint town of Grimsby with an array of restaurants, pubs, and cute shops. Minutes from the Bartlett highway exit, you’re also only a short drive from Port Dalhousie, downtown St. Catharines, Niagara Falls and Hamilton.

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!

Niagara Oak Lane Cottage, Private w/outdoor Patio

A studio style cozy one floor cottage with a gas fireplace warming the room, leading to a private outdoor patio, viewing the tennis court. The cottage is on wine route, bike route, close to the city, & the new hospital but in the country. Very Private. Queen size new bed. New shower and renovated bathroom. Fully equipped kitchen with fridge, stove, coffee maker, tea kettle, dishes, and of course... wine glasses. Easy access to the highway,Niagara on the Lake &Niagara Falls. Amble parking.

Nancy's Guest Cottage-Perfect for a Spring Getaway

A perfect get-away cottage located in old town Niagara-on-the Lake. Only steps away from Ryerson Park on Lake Ontario. Enjoy the use of the entire cottage for a weekend of exploring Niagara's many wineries and micro-breweries, playing golf, or taking in a play at the Shaw Festival. At the end of the day dine at one of the many restaurants in town or prepare your own meal in the fully equipped kitchen. And if your car's electric don't worry...an EV charger is available right on the property!

Chestnut Cottage

Quaint Cottage in the heart of wine country. This is a recently renovated 4 bedroom, 2 bathroom house. Basement was just finished in 2021. The house is bright and clean and furnished with a modern country farmhouse feel. WIFI, cable TV, Netflix, full kitchen and central a/c are just some of its amenities. This house would be great for couples, a group of friends or even a family looking for a relaxing getaway in the country, but still close enough to numerous activities for all to enjoy.

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!

Lake Front Heaven - Gateway to Niagara/Vineyards

A magical cottage with its own beach house on Lake Ontario. This place is special! The beach house an extra bedroom and full bath which is available during the spring/summer months. There’s a pier, boat slip, fire pit, picnic table and plenty of outdoor seating. All of this 50 minutes from downtown Toronto, 40 minutes from YYZ International airport and 25 minutes from the world famous Niagara falls. The scenic is a great base to explore the Niagara region. Operator License 24-305205

Cottage in Toronto’s West End •Walk to BMO Field•

A hidden cottage retreat in Toronto’s vibrant west end—just 15 minutes walk to BMO Field with no traffic or crowds. Tucked away on a quiet, tree-lined laneway, this fully renovated 1800s cottage offers a rare mix of charm, privacy, and location. Enjoy the energy of the city—Queen West, Ossington, Liberty Village —then come home to your own peaceful escape. Perfect for World Cup visitors, families, and remote workers. Stay close to everything, without sacrificing calm and comfort.

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

The Merlot Cottage

🏡 Escape to Elegance at the Merlot Cottage, 1459 Niagara Stone Road! 🍇 Unwind in our stunning short-term rental in the heart of Niagara-on-the-Lake! Enjoy modern comforts, beautiful surroundings, and easy access to wineries, dining, and historic sites. ✨ Book your getaway now and experience the charm of Niagara! ✨ Perfect for couples, families, or a friends’ retreat. Your unforgettable vacation starts here! 🌟 License number is 080-2021

Modern Farmhouse XL Hot Tub NOTL 15Mins- Falls

Indulge in the rejuvenating health benefits of a mid-week retreat at our Outdoor Spa. Immerse yourself in the refreshing autumn ambiance, relishing the crisp cool air, snug days, and enchanting evenings amidst the fragrant scents of fall in our picturesque outdoor setting. Discover the myriad ways to savor the essence of fall at our spa. Unwind with an overnight stay at our Modern Farm House in charming Niagara-on-the-Lake.