Waterfront vacation rentals in Oakville

4.97 out of 5 average rating, 298 reviews

The exterior of the guest house features a wrap-around composite deck with glass railing, overlooking the direct waterfront views of Lake Ontario. The structure is surrounded by lush greenery and is complemented by large windows allowing natural light into the living space.

Guesthouse in Lincoln

Cottage On Lake Ontario Niagara

OPEN TIMESLOTS MAY 16-31 (May long weekend still open checkin Saturday) JUNE 1-30 J Please mark this listing as a favourite to get notifications of last minute deals. Unwind at our cozy guest house. Beautiful 2-bedroom cottage. Enjoy the direct waterfront views from the living room, bedroom and wrap around composite deck. Outdoor fire pit and BBQ. Set in vineyards, peach, nectarine and plums. Close to wineries & shops. Free Tesla charging. Views from the cottage include: lakefront and orchards.

4.99 out of 5 average rating, 119 reviews

A spacious outdoor seating area is depicted, featuring a large table shaded by a vibrant blue umbrella. Surrounding the table are six chairs with colorful cushions. Lush green grass extends into the background, where several lounge chairs and ornamental trees are visible, creating a serene environment.

Home in Lincoln

Lakehouse on the Vineyard in Lincoln-Beamsville!

Escape to peace and quiet and relaxation! Charming rustic farmhouse cottage nestled in a stunning 100 acre working vineyard with magnificent views of Lake Ontario and the Toronto Skyline. Little slice of heaven! Perfect for relaxation. Close to all winery routes, restaurants and Niagara Falls attractions. One hour from Toronto and minutes away from numerous outdoor activities for all ages including the Charles Daley Beach, Bruce Trail, Balls Falls Conservation Area and Niagara Wine Country!

A patio area with a table and four chairs is visible, positioned directly beside the water. The tranquil lake extends into the horizon, with soft waves created by the gentle breeze. A muted sky adds to the serene atmosphere.

4.9 out of 5 average rating, 255 reviews

Stunning Home on Lake Ontario

Welcome to this cozy lakeside getaway on the shores of Lake Ontario - a beautifully updated modern bungalow/cottage designed for comfort, relaxation with a bright open-concept living, dining, and kitchen. Enjoy breathtaking sunrise and stunning sunset views from the lakeside patio. Located near Fifty Point Conservation Area, an 80-hectare park with marina, as well as water park, Costco, and dinning options. Enjoy free unlimited high-speed internet and a Smart TV for a comfortable stay.

4.94 out of 5 average rating, 216 reviews

A modern two-story cottage is surrounded by lush greenery and trees. The exterior features a combination of natural wood and dark green siding. A covered porch is visible with a personal entrance and outdoor seating. Bicycles are parked nearby, enhancing the outdoor activities available.

Guest suite in Toronto

Cozy small newly built Toronto Islands getaway

Escape to a modern cottage on Toronto Island Looking onto Lake Ontario is our newly constructed modern home. Enjoy our cozy private guest suite in our family home with a kitchenette, ensuite bathroom, and private entrance Just a quick ferry ride from the bustling downtown core come explore the Toronto Islands which is the biggest car-free community in North America; with beaches, trails & skyline views as well as an amusement park in the summer. We also have 2 bikes you can use to explore.

4.99 out of 5 average rating, 157 reviews

Farm stay in Lincoln

Lakefront Farm | Hot Tub | Fire Pit | Beach Access

Welcome to our stunning modern farmhouse loft, nestled on a 10-acre farm with breathtaking lake views. This farm stay retreat offers a perfect blend of rustic charm & organic luxury. Our home has an open-concept living space with vaulted ceilings & an abundance of natural light. It also has a hot tub, sauna, deck, patio furniture, gas BBQ, and a lakefront bonfire pit. The farm soil is currently regenerating & we are between crops. Book your escape now & experience the our lakefront farm.

Shipping container in Puslinch

The exterior of a modern, dark-toned tiny home is framed by trees. A private dock with Adirondack chairs sits by the water, reflecting the structure's warm lights. The tranquil setting is enhanced by the surrounding natural landscape and evening ambiance.

4.99 out of 5 average rating, 106 reviews

Wildwood Tiny Home Escape with Wood Fired Sauna

Welcome to an absolutely unique converted shipping container – Wildwood Tiny Home! This converted shipping container has a big personality! If you and your guests are looking for luxury, nature, peace, serenity, and a chance to escape the city – this getaway is perfect for you! At Wildwood Tiny Home, you can fill your time with hanging out on your own private beach & waterfront dock, enjoying your firepit, beach volleyball, horseshoes, cornhole, badminton, board games, and many more!

4.97 out of 5 average rating, 492 reviews

The log cabin is surrounded by lush greenery and mature trees, featuring large windows that allow for ample natural light. A well-maintained pathway leads to the entrance, with colorful flowers enhancing the peaceful outdoor setting.

Farm stay in Lincoln

Inn The Orchard, Modern Log Cabin, on water edge

Nestled among Niagara's fruit trees, our newly renovated log cabin sits on 16 Mile Creek. This modern studio is secluded, perfect for work or relaxation. Enjoy a morning coffee on the porch or an evening campfire with creek views. The cabin includes a comfortable sitting area, large windows, kitchenette (with hotplate), breakfast bar, elegant bathroom, BBQ, and more. Sauna and Cold Plunge available for all guests, included in the price for ultimate relaxation during your stay.

4.95 out of 5 average rating, 105 reviews

A bright, open living area features large windows that fill the space with natural light. A comfortable white sofa is positioned beside a wooden dining table surrounded by chairs. The polished hardwood floor reflects the light, enhancing the spacious feel of the room.

Bungalow in Grimsby

Lake front home in Niagara region

A lakefront bungalow located in a gorgeous, friendly, safe neighbourhood and a short drive from wineries, orchards, sandy beaches, hiking trails on the escarpment and outlet shopping malls. 30 min drive from Niagara Falls and the Hamilton Airport, 1hr from Toronto. On Lake Ontario with a stunning view of the CN Tower on a clear day, and minutes from a beautiful park with a rocky beach. My place is good for couples, solo adventurers, business travellers, families (with kids).

4.96 out of 5 average rating, 316 reviews

Home in Port Dalhousie

Lux Lake Ont Beachfront - Fire Pit & Sunset Views

License 23 110691 STR. Enjoy extraordinary sunsets and views of Lake Ontario and the Toronto Skyline while sitting in comfortable Muskoka chairs around a fire pit, enjoying a cup of coffee or a glass of wine. My home offers high-speed internet, multiple Smart HD TVs, indoor fireplace, 2 outdoor fire pits, and a large backyard with stairs leading to a Private Beach. Just a short walk to Lakeside Beach, downtown Port Dalhousie, and a short drive to Niagara wineries!

Superhost

The hillside villa features multiple levels with large windows offering expansive views. Smooth wooden decks are visible, surrounded by greenery, while a staircase leads to the entry. Reflective glass accents enhance the modern design, blending harmoniously with the natural surroundings.

Villa in Burlington

4.94 out of 5 average rating, 172 reviews

Waterfront Hillside Villa

Welcome to your stunning Hillside Villa situated on 150' of waterfront. Enjoy the peaceful surroundings and quiet Bay views from your 3 private outdoor decks & hot tub. Entertaining is easy in this gourmet kitchen, which is open to 1 of 2 fireplaces, family room & dining room with floor to ceiling views of the Bay. Breathe taking views of the Bay from your private dock. Hidden gems: gym, 2nd kitchen, foosball table, EV charging and private trail.

A spacious living area features hardwood flooring and a ceiling fan. An entertainment unit with a television is centered against a white wall, coupled with a decorative fireplace. A comfortable gray sofa is positioned to the left, with a small dining table adorned with sunflowers on the right.

4.96 out of 5 average rating, 158 reviews

Harbour front CHA CHA CHA - Lake view house

Live close to the water! Relax with your family at this peaceful 2Bd 1Bath property in Hamilton West Harbour. Enjoy a cup of coffee on the house. Steps from the Bayfront park with beautiful lake views, Collective Arts Brewing to enjoy a cold local beer, trendy James St N for all the restaurants, West Harbour Go Train Station , and much more! It is located within an hour from Toronto and Niagara Falls. Book your stay now!

4.83 out of 5 average rating, 210 reviews

An outdoor dining area is set up with a large table surrounded by several chairs. A gazebo provides cover, and the tranquil backdrop features a view of Lake Ontario during sunset, with greenery and yard games visible in the distance.

Cottage in Hamilton

Lakeview Oasis: EV Outlet, Fire Pit, Sunset View

Relax in our tranquil Lake Ontario retreat, nestled in Stoney Creek between Toronto and Niagara Falls. Our cottage boasts lake views year-round, a backyard oasis with a fire pit, outdoor furniture, and yard games. Enjoy recent renovations including billiards, ping pong, Smart TV, and board games. Sleeps six with two bedrooms and a sofa bed, fully-equipped kitchen, modern bathroom, laundry, free Wi-Fi, and parking.

Popular amenities for Oakville waterfront rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Waterfront apartment rentals

A modern bedroom features a spacious bed with a patterned comforter and two neatly arranged towels. Floor-to-ceiling windows provide a bright atmosphere, offering views of the cityscape. A decorative plant is placed near the window, and a wall-mounted TV adds to the room's convenience.

4.96 out of 5 average rating, 110 reviews

All New CN Tower View Condo on the 35+ Floor

4.97 out of 5 average rating, 202 reviews

A spacious living area features a modern leather sofa complemented by a stylish coffee table. A workspace with a desk and chair is present, with natural light streaming in from the window. Decorative elements include wall art and a serene color scheme.

Apartment in Hamilton

Harbour House

4.88 out of 5 average rating, 105 reviews

1BR+sofa with waterfront views

4.82 out of 5 average rating, 44 reviews

A round glass dining table is set for four with white plates, silver cutlery, and drinking glasses. Modern white chairs surround the table. A well-equipped kitchen with stylish finishes is visible in the background, alongside a cozy living area filled with natural light.

Apartment in Oakville

Oakville Oasis - Free Parking and WiFi

A stylish living area features a large HD Smart TV mounted on a modern entertainment center. Natural light fills the room through floor-to-ceiling windows, which have views of the city. A comfortable sofa with optional decorative cushions is positioned against a sleek wall.

4.91 out of 5 average rating, 115 reviews

Spacious 2BR in Prime Downtown by CN Tower

A bright living area features a large smart TV on a white media console. A cozy sofa is complemented by decorative pillows. In the background, a spacious bedroom is visible through an open door, showcasing a comfortable queen bed with soft bedding. Floor-to-ceiling windows provide natural light.

4.91 out of 5 average rating, 129 reviews

New 40th+ floor Direct View of CN Tower and Lake

4.91 out of 5 average rating, 35 reviews

An airy open-concept kitchen and living space features a large island with a white countertop and sleek oven. Decorative pendant lights add ambiance above the kitchen area, complemented by light-colored cabinetry. The living area includes a cozy seating arrangement, allowing for relaxed gatherings or meals.

Apartment in Toronto

Stellar Humber Bay 2BD/2BTH Large Patio & Parking

A modern studio space features a queen-sized bed with soft linens, accompanied by a stylish lamp and wall art. A round dining table with two chairs is situated nearby, and large windows provide natural light, framed by elegant drapery.

4.85 out of 5 average rating, 158 reviews

FIFA Location: Amazing Lake View Studio CN Tower

Waterfront house rentals

4.98 out of 5 average rating, 200 reviews

The exterior of a two-story house is displayed, featuring a stone and siding façade. A welcoming entrance is visible, along with a double garage. Sunlight creates a bright atmosphere, illuminating the front yard, which is well-maintained and grassy.

Home in Thorold

Luxury Pond House, 10 minutes to Niagara Falls

4.86 out of 5 average rating, 179 reviews

A sandy beach leads to a calm, blue body of water. A person in a red kayak glides along the surface, while another individual reclines on a pier, enjoying the serene view. The horizon features the meeting of the sea and sky under bright sunlight.

Home in The Beaches

Toronto Beach Paradise

A bright living area features a spacious sectional sofa and a round ottoman on a patterned rug. Large windows provide natural light and offer views of the outdoors. A decorative fireplace and artwork adorn the walls, enhancing the room’s modern aesthetic.

4.84 out of 5 average rating, 94 reviews

Magnificent Lakefront Home - HOT TUB & 2KingBed

A hot tub is positioned on a deck overlooking a calm, expansive lake. The water reflects soft gray skies, creating a serene atmosphere. Rocky shoreline is visible in the foreground, enhancing the tranquil lakeside setting.

4.94 out of 5 average rating, 103 reviews

Wake Up To Lake Views!

4.9 out of 5 average rating, 60 reviews

The Bayfront - Harbour Views + Private Pool!

4.95 out of 5 average rating, 129 reviews

A bright sitting area showcases a large stained-glass window, casting colorful light. Furnishings include a white leather sofa and glass coffee table, with soft pillows adding comfort. A well-stocked bookshelf stands nearby, and a vintage cabinet complements the decor.

Home in The Beaches

Luxury Beaches Home Gourmet Kitchen Private Garden

The image features a diamond-shaped solar-heated swimming pool reflecting the soft colors of sunset. Comfortable blue lounge chairs are positioned nearby, overlooking a serene lake. The distant skyline can be faintly seen across the water, blending into the horizon.

4.81 out of 5 average rating, 113 reviews

California Chic +Breathe +Unwind +Restore

4.98 out of 5 average rating, 122 reviews

The exterior of a two-story house showcases a blend of stone and dark wood siding, with a spacious deck accessible from the upper floor. Lush green grass and neatly arranged flower beds surround the home, while a gray sky sets a calm backdrop.

Home in Alton

Cozy Country Spring Getaway | HotTub + Fire Pit

Waterfront condo rentals

A small balcony features a bistro table and two wooden chairs, overlooking a serene view of Lake Ontario. A potted plant sits in the center of the table, with the shimmering water and distant shore visible in the background.

4.97 out of 5 average rating, 326 reviews

Lively 1+1 Lakeview Condo near CN Tower + Free Prk

4.93 out of 5 average rating, 404 reviews

2BR Condo | Balcony + Parking by CN Tower & Scotia

A modern living area features a dark couch adorned with decorative pillows, positioned beside a glass coffee table. A stylish bookshelf occupies the wall, displaying plants and decorative objects. A large flat-screen TV is mounted on the wall, enhancing the entertainment options.

4.95 out of 5 average rating, 148 reviews

FIFA Fan Zone Pool-Hottub-Free Parking Walk to BMO

A light-colored sofa is positioned in the foreground, adorned with plush, textured pillows. The modern kitchen in the background features white cabinetry, stainless steel appliances, and a central island topped with decorative items, creating a fresh and inviting space.

4.87 out of 5 average rating, 149 reviews

Luxury Condo with FreeParking. CN Tower Lake View

A modern living space features a light-colored sofa adorned with decorative pillows. A coffee table with various items sits in front of a wall-mounted television. Large windows allow natural light to fill the area, showcasing views of the city beyond.

4.95 out of 5 average rating, 137 reviews

Luxury Entire Condo At Downtown+parking

A modern living area features large windows offering panoramic city views. A sleek 70" smart TV is mounted on one wall, while a contemporary glass coffee table stands in front of a plush gray sofa adorned with soft throw pillows. Natural light fills the room.

4.97 out of 5 average rating, 119 reviews

3 Bedroom CN Tower Waterfront Oasis

A desk with an ergonomic chair is positioned near floor-to-ceiling windows, offering a stunning view of Lake Ontario at sunset. The scene features a vibrant sky with hues of orange and purple, along with glimpses of the surrounding greenery and cityscape.

4.98 out of 5 average rating, 105 reviews

Beautiful Lake View Studio Condo + 1 free Parking

A comfortable living area is highlighted by a plush sofa adorned with decorative pillows. A sleek television is positioned on a wooden media console, while a vibrant area rug adds warmth. Large windows offer natural light and views of the cityscape.