Waterfront vacation rentals in Oakville

Condo in Entertainment District

A modern living area is highlighted by large windows allowing natural light. A sleek black sectional couch faces a glass coffee table, while a light-colored armchair adds comfort. A wall-mounted TV is positioned for viewing, contributing to a relaxed atmosphere.

4.96 out of 5 average rating, 156 reviews

Spacious 1 Bed + Den + Downtown + Free Parking

Spacious 1 bed+den modern condo located in the heart of downtown. Steps from the lake, parks, recreation centers. Short walk to CN Tower, Union Station, Rogers Center, Convention Center. → FAST WIFI Perfect for WFH, video calls, & streaming → Approx size 620ft² / 57m² → Dedicated Working space → 60" QLED TV → *NEW 2024* Fully equipped kitchen w/ set of cookware → Walking distance to dining & night life option → Minutes away from grocery, liquor stores, & city transit network (94 Transit Score)

4.94 out of 5 average rating, 213 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.

4.94 out of 5 average rating, 196 reviews

The entrance of the container home is visible, featuring a wooden deck surrounded by trees. A wooden chair and small table offer a cozy seating area. The deck is enclosed by a glass railing, providing an unobstructed view of the natural surroundings.

Farm stay in Lincoln

Inn The Orchard, Valley View, Modern Container

Enjoy the sounds of nature when you stay in this unique place. Our newly renovated "Valley View, Container Home" in beautiful Niagara at Inn The Orchard, has been designed with all luxuries of home but created guaranteeing a relaxing atmosphere and simplicity that you'll never forget. We love creating spaces allowing you to escape the city and be surrounded by nature while remaining in the heart of Niagara's Wine Country! Enjoy this unique spot surrounded by fruit orchards on the valley edge.

Guest suite in Burlington

A living area is featured with a pair of black leather sofas, complemented by decorative cushions. A glass coffee table sits at the center, topped with a small vase of flowers. Soft lighting is provided by two table lamps on either side, and a wall-mounted TV is visible.

4.94 out of 5 average rating, 156 reviews

Burlington core.Walk to to lakefront and downtown

Large bright lower level walkout 3 bedroom in quiet residential neighborhood within walking distance to downtown and lake. Plenty of greenspace and deck and parking. Brand new kitchen fully stocked including oil spices tea coffee. Separate entrance with self-check in. Own free laundry facilities. Close to beach, promenade, festivals, trails, restaurants, shopping and more. 45 mins to Niagara Falls and Toronto. Wi-Fi, freezer, cable, Netflix included. 3 piece bathroom and unlimited towels.

4.91 out of 5 average rating, 458 reviews

A spacious kitchen features white cabinetry and a large island with a contrasting dark granite countertop. Sunlight streams through multiple windows, illuminating the dining area with a charming table and seating. The open layout invites a connection between cooking and gathering spaces.

Home in St. Catharines

River Views | Pool Table | EVSE Near Niagara Falls

Amazing River/Pond/Ravine Views only 15 minutes from Niagara Falls and only 2 minutes from St. Catharines General Hospital. Only 8 minutes from Hernder Estate Wines and 13th Street Winery and other wineries, vineyards and orchards. Relax and watch the birds, the wildlife and the beautiful views from our "Riverview Cottage" or enjoy a round of pool in our walk-out basement. Do not hesitate to stay at our luxuriously furnished short term rental option in St. Catharines (Niagara Falls area).

4.94 out of 5 average rating, 127 reviews

A spacious living room is depicted, featuring a light-colored sofa with decorative cushions and a woven throw. A coffee table with a marble-like surface sits in front, alongside a side table supporting a modern lamp. Soft lighting enhances the welcoming ambiance.

Guest suite in Brampton

Lake Guest Suit> 15 mins YYZ>private whole place

You will enjoy this newly renovated private space! Located on the edge of beautiful Professor's Lake, a walk-out basement apartment with a separate entrance, spacious living room, bright bedroom, jet shower bathroom, comfortable king-size bed and new kitchen. Everything separated from upstairs. Private access to the lakeside path from the backyard. Enjoy your morning breeze from the lake when you walk around the lake. A lot of natural beauties, birds, fishes, turtles and great lake views.

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, 102 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!

4.92 out of 5 average rating, 181 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 Stoney Creek

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

Superhost

An aerial view captures the waterfront trailer set against lush greenery, with a private deck featuring seating arrangements. Nearby, two kayaks await by the water, and a fire pit is surrounded by logs. The tranquil lake reflects the surrounding foliage.

Tiny home in Acton

4.84 out of 5 average rating, 122 reviews

Lakefront 1 bedroom tiny home

Reconnect with nature at this unforgettable escape. Enjoy a wonderful stay in our lovely waterfront trailer located on Breezes Trailer park. It is a private and quiet trailer park with 15 acres of nature and private access to Fairy Lake (Acton). Trailer is suitable for couple or small family. This trailer is perfect for 2 to 4 adults looking to relax and enjoy the scenery or explore the lake on kayak or fishing in the lake or enjoy some outdoor movies or campfire or under the stars.

4.98 out of 5 average rating, 283 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 FEBRUARY 23-28 MARCH 1-20 MARCH 23-31 APRIL 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: Lake & orchards.

4.93 out of 5 average rating, 325 reviews

A scenic sunset over the lake highlights the serene outdoor space, featuring a deck with a fire pit. A hot tub offers relaxation under the pergola. An aerial view of the property showcases the house surrounded by well-maintained grounds and easy access to the waterfront.

Home in Lincoln

Amazing Lake-Front Retreat w/ Hot Tub + WOW Views!

HIGHLIGHTS: - Priceless lake views that changes every day - Amazing wineries, Niagara attractions nearby - Hot tub - Lake access - Kayaks to explore the lake - Deck with BBQ - Putting green - Luxury boat rental to cruise the lake - Smart TVs (Netflix included) - Ping pong, air hockey - Clean linens, towels + surfaces disinfected to ensure guests have a clean and comfortable stay ** Please review the "Other details to note" section prior to booking **

Villa in Aldershot Central

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.

4.95 out of 5 average rating, 168 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.

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, 105 reviews

FIFA Location! All New CN Tower View Condo

Apartment in Hamilton Beach

4.96 out of 5 average rating, 51 reviews

The Beach House apartment Lake front Second floor.

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, 110 reviews

FIFA location! Newly Furnished CN Tower 2 BR Condo

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.

4.9 out of 5 average rating, 125 reviews

FIFA Location! New 40th+ floor w View of CN Tower

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.

4.84 out of 5 average rating, 153 reviews

Amazing Lake View Studio Beside CN Tower

Apartment in Port Dalhousie

An outdoor balcony features wooden decking, surrounded by a black railing. A dining set with four chairs and a grill is visible, creating an inviting space for relaxation. The entrance to the apartment includes glass doors, allowing natural light into the interior.

4.97 out of 5 average rating, 33 reviews

Lake Hideaway.

4.9 out of 5 average rating, 58 reviews

A modern living area is furnished with a light-colored sofa adorned with geometric pillows. The open floor plan connects to a sleek kitchen, which features stainless steel appliances. Glass sliding doors reveal a cozy bedroom space, enhancing the apartment's contemporary design.

Apartment in Fort York

Perfect spot downtownToronto,free parking,gym,pool

A spacious balcony offers panoramic views of Toronto's skyline, including the iconic CN Tower nearby. Outdoor seating arrangements are visible, providing a place to relax while enjoying the cityscape. Clear skies and scattered clouds enhance the bright atmosphere of this high-floor location.

4.89 out of 5 average rating, 109 reviews

Luxury Condo near CN Tower/Scotia Arena w/ parking

Waterfront house rentals

4.98 out of 5 average rating, 191 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

4.99 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!

4.87 out of 5 average rating, 172 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

4.82 out of 5 average rating, 83 reviews

A spacious living area is presented with large windows offering sweeping views of the waterfront. A modern sectional sofa faces a coffee table, while dining chairs surround a sleek table in the background. Natural light fills the room, highlighting polished flooring and elegant decor.

Home in Stoney Creek

Outstanding Waterside Retreat - HOT TUB 2 King Bed

4.96 out of 5 average rating, 313 reviews

A comfortable living room features a large sectional sofa and an armchair, complemented by a rustic coffee table. A brick fireplace serves as a cozy focal point, while a mounted television hangs above. Soft lighting enhances the inviting ambiance of the space.

Home in Port Dalhousie

Nautica Beach House on Lake Ontario

4.94 out of 5 average rating, 100 reviews

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.

Home in Stoney Creek

Wake Up To Lake Views!

4.92 out of 5 average rating, 237 reviews

A spacious bedroom features a large bed adorned with white linens and decorative pillows. A textured basket holds towels beside the bed. A patterned throw blanket is draped over a wooden bench at the foot of the bed. A dark blue accent wall adds depth to the serene space.

Home in Hamilton Beach

Beautiful Renovated Beach Cottage Home

4.95 out of 5 average rating, 126 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

Waterfront condo rentals

A panoramic balcony view reveals the iconic CN Tower alongside city skyline reflections on a modern glass building. Red outdoor seating provides a contemporary touch, surrounded by a spacious tile floor that invites relaxation amidst the urban landscape.

4.88 out of 5 average rating, 143 reviews

Luxury Downtown 2Bed by ScotiaBank Arena + Parking

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.

4.96 out of 5 average rating, 141 reviews

Lux Waterfront Condo Pool Hot Tub Free Parking

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, 142 reviews

Luxury Condo with FreeParking. CN Tower Lake View

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, 103 reviews

Beautiful Lake View Studio Condo + 1 free 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.

4.96 out of 5 average rating, 110 reviews

3 Bedroom CN Tower Waterfront Oasis

The spacious living area features a comfortable sectional sofa, a glass coffee table, and a large smart TV positioned for easy viewing. Decorative art and plants enhance the ambiance, while a dining table for two is visible in the background, creating a functional and inviting space.

4.91 out of 5 average rating, 197 reviews

FIFA Location! Sleek 40+ Floor with CN Tower View

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.

4.99 out of 5 average rating, 152 reviews

Artsy and Comfy Home with a View

A modern living area is featured, showcasing a spacious grey couch with soft blue accents. A glass coffee table sits in front, and a dining area with a round table and sleek chairs is visible. Large windows provide abundant natural light, and contemporary kitchen cabinetry is seen in the background.