Waterfront vacation rentals in Oakville

Find and book unique waterfront rentals on Airbnb

Quick stats about waterfront rentals in Oakville

Total vacation rentals
Explore 20 vacation rentals in Oakville
Nightly prices starting at
Oakville vacation rentals start at $30 per night before taxes and fees
Verified guest reviews
Over 480 verified reviews to help you choose
Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities
Pet-friendly vacation rentals
Find 10 rentals that welcome pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wi-Fi availability
20 of Oakville vacation rentals include wi-fi access
Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Oakville rentals
4.8 Average rating
Oakville stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated waterfront rentals in Oakville

Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

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Guest favorite

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.

Home in Hamilton

4.86 out of 5 average rating, 105 reviews

Blissful Waterfront Home - HOT TUB & 2King Bed

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!

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Guest favorite

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.

Home in Hamilton

4.81 out of 5 average rating, 124 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.

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Guest favorite

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.

Home in Hamilton

4.9 out of 5 average rating, 266 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.

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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

4.85 out of 5 average rating, 150 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 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.

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Guest favorite

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

4.96 out of 5 average rating, 324 reviews

Cottage On Lake Ontario Niagara

OPEN TIMESLOTS AUGUST 12-14 (2 nights/3 days) AUGUST 25-29 (4 nights/5 days) 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 & direct Lakefront.

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Top guest favorite

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

4.96 out of 5 average rating, 158 reviews

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.

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Guest favorite

Vacation home in Hamilton

4.89 out of 5 average rating, 183 reviews

The Waterfront Oasis – Views, Firepit & Hot Tub

Escape To Our Beautiful Waterfront Retreat With Stunning Lake Ontario Views. Enjoy A Luxurious Travertine Stone Living Room And Cook In A Fully Equipped Chef’s Kitchen With Stainless Steel Appliances. Step Outside To A 3-Tiered Stone Patio Featuring A BBQ, Firepit, And Hot Tub—Perfect For Sunsets And Starry Nights. You'll Have Full Private Access To The Home, Barbeque, Patio, Hot Tub, And Direct Lake Access. Ideal For A Relaxing, Memorable Getaway With Friends. LICENCE NUMBER 26-000080

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Guest favorite

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

4.95 out of 5 average rating, 110 reviews

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).

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Top guest favorite

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

4.95 out of 5 average rating, 110 reviews

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.

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Guest favorite

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 Hamilton

4.95 out of 5 average rating, 110 reviews

Wake Up To Lake Views!

Licence #26-000115. Book now! Bring your whole family to the lake! Need a relaxing weekend? Family Get togethers, Girl’s Trip! Guy’s weekend! Couple’s getaway! Go for a hike, a wine tour, cozy up with friends. Welcome to a beautiful, spacious Lake House. Located 20 min from the wineries in Niagara-on-the-lake, the waterfront trail 5 minutes away. Bring your bikes for a ride along the lake and a local lunch. This property has 180 degree lake views.

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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

4.92 out of 5 average rating, 185 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.

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Superhost

A serene lakeside view is presented, showcasing a vibrant sunset with orange and yellow hues reflecting on the calm waters. The scene includes a round table surrounded by dark wicker chairs, with floral arrangements on the ledges and softly lit lanterns flanking the area.

Villa in Hamilton

4.86 out of 5 average rating, 103 reviews

Lake Paradise Villa - Memories to last lifetime !

Some places in Canada are so unique, so special, that they’re worth blowing a budget. Such is the case with Lake Paradise Villa, a place where you are truly immersed within truly magical Uninterrupted vistas of Lake and sensational violet-hued sunrise are complemented by impeccable attention to detail. whatever your definition of bliss, you’ll find it in. Gasp-inducing panoramas. Service that will take wow factor to next level !

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