Waterfront holiday rentals in Oakville

A modern living room features a spacious sectional sofa adorned with colorful cushions. A glass coffee table is positioned on a decorative area rug. Large windows provide a serene view of the waterfront, illuminated by natural light. A piece of artwork depicting a flamingo adds a vibrant accent.

4.85 out of 5 average rating, 99 reviews

Outstanding Waterside Retreat - HOT TUB & 2KingBed

Welcome to your DREAM home away from home! Nestled on the serene waterfront, this elegant four-bedroom, three-bath haven offers the perfect blend of luxury and comfort for your next getaway. Whether you’re seeking a peaceful escape or an adventure-filled trip, our chic property is designed to exceed your expectations. Ready to experience the ultimate retreat? Book now and prepare for an unforgettable vacation where luxury meets nature. We’re here to ensure your stay is nothing short of perfect!

4.96 out of 5 average rating, 322 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 JULY 25-31 (6 nights/7 days) AUGUST 3-7 (4 nights/5 days) SEPTEMBER 1-17 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 orchards and the Lake

4.99 out of 5 average rating, 128 reviews

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 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.

4.9 out of 5 average rating, 258 reviews

Beautiful Renovated Beach Cottage Home

When you enter our immaculately clean Beach Cottage home you will feel like you are at a boutique hotel. Beautiful white linens and towels, WIFI, smart TV, Keurig coffee machine and more. Choose to have a BBQ with friends and family on one of our two decks as you watch the Sunset from Lake Ont. Take a stroll or a bike ride down the Beautiful boardwalk or visit the beautiful beach all located at the end of our yard. Whether you are here for business or pleasure there is something for everyone!

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, 120 reviews

California Chic +Breathe +Unwind +Restore

Enter through the grand foyer with a winding staircase, pass the kitchen, and step into the relaxing backyard featuring an in-ground, diamond-shaped, solar-heated swimming pool and a stunning lake. The view of the lake is beautiful! The area is quiet and scenic, with the soothing sounds of the lake lulling you to sleep. You are just 30 minutes away from Niagara Falls and 1 hour from Toronto. On a clear day, you can even see the Toronto skyline. It's the perfect place for a group or family of 9.

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, 264 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.

Guest suite in Burlington

4.91 out of 5 average rating, 169 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.

4.99 out of 5 average rating, 173 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.

4.86 out of 5 average rating, 143 reviews

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

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 quiet trailer park with 15 acres of nature and private access to Fairy Lake (Acton). Trailer is suitable for couple or small family. It is suited to people looking to relax and enjoy the scenery, explore the lake on kayak, exercise and explore on water bikes, fishing in the lake, enjoy some outdoor movies or campfire or under the stars.

A spacious backyard is accented with colorful Adirondack chairs arranged around a fire pit. Lush green grass and trees provide shade, while blooming flowers add natural beauty. A small shed is visible in the corner, contributing to the inviting outdoor setting.

4.84 out of 5 average rating, 134 reviews

Beachfront 6BR Newly Finished Home - Prof Cleaned

Beautiful Beach House along the boardwalk; the property backs on to the beach! Our clean and modern home on the beach can accommodate up to 15 guests. It is the perfect place to stay if you're travelling with large groups or multiple families. When renting our home you get the benefit of accessing the entire home; it is split into 2 units with outside entrances and you get full access to both fully furnished units. Stay together and still have your privacy! We look forward to hosting you

4.95 out of 5 average rating, 151 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.

4.94 out of 5 average rating, 105 reviews

The exterior of the lakefront property is presented at night, highlighting its modern architecture and stone accents. Outdoor lighting illuminates the tiered deck, while large windows reveal glimpses of the interior. A paved pathway leads up to the entrance, showcasing a welcoming stance.

Guest suite in Hamilton

Spacious Lakefront Walkup Basement Apartment

Welcome to this beautiful lakefront property! You have the full walk up basement to yourself with lake views. Enjoy the spacious backyard with a lovely gazebo. The space includes 3 bedrooms, 1 full bathroom, an eat in kitchen and a large living room with a 75 inch TV. The space sleeps 7 and a playpen, crib and high chair are available for use. There is ample parking and the property is right off the highway. The backyard is shared with the owners who live upstairs.

Popular amenities for Oakville waterfront rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Waterfront apartment accommodation

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.

4.97 out of 5 average rating, 122 reviews

All New CN Tower View Condo on the 35+ Floor

4.97 out of 5 average rating, 213 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

4.89 out of 5 average rating, 117 reviews

1BR+sofa with waterfront views

4.83 out of 5 average rating, 48 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 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, 165 reviews

Amazing Lake View Studio CN Tower

A spacious living area is highlighted by a large black and white artwork on the wall. A dark sectional sofa is positioned across from a sleek glass coffee table, with two white chairs nearby. Warm lighting from table lamps adds to the modern aesthetic.

4.96 out of 5 average rating, 102 reviews

Lakeview Condo in the heart of Downtown Toronto

A modern living area is presented with a light grey sofa adorned with patterned cushions. A stylish coffee table sits in front, while two lamps provide soft lighting. The open kitchen, visible in the background, showcases sleek cabinetry and seating for four on navy blue chairs.

4.84 out of 5 average rating, 120 reviews

Bright & Spacious Condo | Next to CN Tower

A vast view from the private balcony overlooks the iconic CN Tower, framed by a vibrant blue sky and fluffy white clouds. The urban skyline is visible, showcasing a blend of modern buildings and architectural features.

4.92 out of 5 average rating, 119 reviews

45+ Floor Downtown Condo w Stunning CN Tower View

Waterfront house rentals

4.94 out of 5 average rating, 141 reviews

Home in Roncesvalles

Garden Gem | Central | Walk to City's Best Places.

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, 108 reviews

Wake Up To Lake Views!

A private backyard is showcased, featuring a heated saltwater pool with inviting blue water. A shaded seating area is set under a large umbrella, surrounded by lush greenery and vibrant yellow flowers. The exterior wall of the home is adorned with light-colored siding, complementing the tranquil setting.

4.92 out of 5 average rating, 72 reviews

The Bayfront - Harbour Views + Private Pool!

4.83 out of 5 average rating, 6 reviews

Home in Downtown Toronto

CN Tower View w/Free Parking, Pool, Gym by FIFA!

5 out of 5 average rating, 25 reviews

The modern farmhouse is seen in the background, framed by rows of fruit trees. The expansive lawn leads to a line of tall trees, offering a sense of tranquility. The clear sky complements the serene setting, creating a peaceful ambiance around the property.

Home in Lincoln

The Rittenhouse (on the water & peach farm)

A hot tub is illuminated with a soft pink light, surrounded by a wooden deck. A private entrance to the home is visible in the background, complemented by greenery and a clear evening sky.

4.91 out of 5 average rating, 81 reviews

Panoramic Lake Views | Hot Tub • Beach • Firepit

4.81 out of 5 average rating, 77 reviews

Home in Port Credit

Home in Port Credit

4.89 out of 5 average rating, 27 reviews

A modern living area features a large sectional couch with a mix of decorative pillows, complemented by a geometric rug. A coffee table with a small plant is centered in the space, while a wall-mounted TV is positioned above a sleek fireplace, creating a cozy atmosphere.

Home in Oakville

Immaculate house 5 bdr 3.5 bath

Waterfront condo accommodation

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, 337 reviews

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

A bright bedroom features a spacious bed dressed in crisp white linens, topped with a soft, textured throw. Natural light fills the space through a large window, accented by elegant curtains. A small nightstand with a lamp and a decorative plant adds to the calming atmosphere.

4.85 out of 5 average rating, 112 reviews

**30%OFF** Lake view property ❤️ of downtown

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, 153 reviews

Lakeside condo/Pool/Rooftop Hottub/Parking/CNE

A contemporary waterfront condominium complex is visible, showcasing multiple glass-fronted balconies and lush greenery surrounding the entrance. The building features an urban design with large windows, allowing for abundant natural light, under a vibrant blue sky with scattered clouds.

4.89 out of 5 average rating, 467 reviews

Lakeside Condo Studio In Downtown Toronto

4.81 out of 5 average rating, 115 reviews

A spacious living area is featured, with large windows offering natural light and views of the city. A comfortable gray sofa is situated alongside a vibrant red armchair. A wooden coffee table rests on a patterned rug, complemented by a flat-screen TV and decorative artwork.

Condo in Etobicoke

Humber Bay Family Friendly condo w Terrace&Parking

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.

4.92 out of 5 average rating, 145 reviews

Luxury Entire Condo At Downtown+parking

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

Fort York- Lake View Studio Condo + Indoor 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.