Cottage holiday rentals in Oakville

A modern living area features two white chairs and a plush gray sofa, accompanied by a gold coffee table atop a soft area rug. Decorative elements include potted plants and a neon sign, while bright light streams through the windows, illuminating the open kitchen in the background.

4.96 out of 5 average rating, 256 reviews

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! 🥂🍾

4.96 out of 5 average rating, 343 reviews

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

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.

5 out of 5 average rating, 141 reviews

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

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!

The cottage exterior is enveloped by green foliage and colorful flower boxes, featuring red shutters and a decorative awning over the entrance. Bright flowers add vibrancy to the welcoming facade, creating an inviting atmosphere surrounded by nature.

4.86 out of 5 average rating, 406 reviews

Cozy and Charming Cottage - Walk to Downtown

Welcome to our Private, Cozy and Charming cottage in the heart of the beautiful, prime location and prestigious Town of Niagara-On-The-Lake. This tranquil fully furnished one bedroom cottage is neighboring to Pillar & Post Hotel & Spa and Garden.The cottage is conveniently located in walking distance (10 min/1K) to the town’s unique charm, finest restaurants, wineries, quaint shops, biking trails as well as the renowned Shaw Festival Theater. Licensed with Professional housekeeping services.

A charming red cottage features a welcoming front porch with wooden steps leading to the entrance. White window frames and flower pots with seasonal blooms enhance the front yard, bordered by well-kept greenery and a stone pathway.

5 out of 5 average rating, 135 reviews

Nancy's Guest Cottage *Perfect Winter 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!

Superhost

The exterior of a modern barn-style building is showcased against a snowy landscape, surrounded by tall trees. The structure features large windows and a dark façade, while a patio area with seating is visible in the foreground, inviting exploration of the winter scenery.

Cottage in Erin

4.84 out of 5 average rating, 110 reviews

Private oasis in Erin & Woodburning sauna

WOOD BURNING SAUNA ⭐️ONE OF A KIND, 1800 sq. ft BARNDOMINIUM on 18 acres of total privacy! Serene, country getaway in the picturesque countryside of Erin⭐️Full-size kitchen,harvest table,spotless bathroom, couch & chairs set infront of the floor to ceiling glass doors⭐️Cozy loft with tv, comfy queen bed & oversized couch. ⭐️Soaring trees & trails,grain bin bar on concrete pad with fire-pit, tables & chairs.Wood deck with patio set.Separate cabin with double bed. You won’t want to leave!

4.92 out of 5 average rating, 185 reviews

The image captures a serene view of the lakeside property, featuring a lush green lawn that slopes towards Lake Ontario. A sandy beach area and rocky shoreline are visible, framed by trees on both sides and calm turquoise water reflecting the clear sky.

Cottage in Hamilton

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

A charming light green house with white trim is framed by lush foliage, showcasing tall, well-manicured shrubs and an inviting pathway. Large windows with black shutters reflect a bright, sunny day, enhancing the overall appeal of the home.

4.96 out of 5 average rating, 155 reviews

Rooster House (Licence # 051-2023)

Located in a heart of Old Town prestigious Niagara-on-the-Lake. Our unique stylish house is perfectly located within minutes of walking distance to Queen Street (restaurants and cafés), Shaw Theatre, Lake, Golf Club and Ryerson Park. Spectacular, private garden is a great place to relax after a day of walking, biking and (wine) touring the area. Comes with 2 bdrms /2 queen beds, fully equipped kitchen, beautiful bathroom, washer/dryer, A/C, free Wi-Fi, TV, fireplace and much more.

A charming cottage is depicted with a white wooden exterior and dark shutters. The entrance features a decorative porch with steps leading up. Lush greenery and blooming flowers surround the home, while a tree provides shade to the front yard.

4.91 out of 5 average rating, 390 reviews

A Stone's Throw Niagara-on-the-Lake

A lovely, modern, newly renovated, 2-bedroom cottage. Decor that pleases the eye with a full kitchen and dining room. The living room, with ample seating and a decorative fireplace, provides a relaxing spot to unwind. Located on a tree-lined street, literally a stone's throw away from Niagara-on-the-Lakes' world-class dining, shops, and entertainment. Make it your home base as you explore N.O.T.L. and all that the Niagara Region has to offer. You'll wish you could stay longer.

The kitchen features modern finishes, a large central island, and stainless steel appliances. An open dining area with a farmhouse-style table and multiple chairs is visible, illuminated by natural light from nearby windows. The space combines functionality and comfort in a welcoming atmosphere.

4.98 out of 5 average rating, 122 reviews

The Niagara Retreat House; Old Town NOTL -#98 2020

Our licensed cottage has all the modern amenities and is just a 15 min stroll to the town centre or short bike ride to wineries. The designer kitchen and huge island is bright and welcoming. The open concept family room and dining area is spacious and relaxing. The kitchen overlooks a private deck and a large lot surrounded by tall mature trees. Listen to the sounds of nature as you sip your morning coffee or enjoy a Niagara wine as you unwind after a long day of site-seeing.

An outdoor hot tub is nestled beneath a wooden pergola, featuring jets and seating. In the background, a swimming pool is visible, surrounded by greenery and blue skies, evoking a relaxing atmosphere.

4.89 out of 5 average rating, 329 reviews

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.