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Waterfront vacation rentals in Oakville

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in Oakville

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

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Top guest favorite
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.
Condo in Entertainment District
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)

Guest favorite
A green plastic chair is placed on a wooden deck, positioned to face a serene lake view. Grass and a winding path lead toward the water's edge. A figure resembling a child in a pink hat is seated in the chair, enjoying the tranquil outdoor setting.
Guesthouse in Hamilton Beach
4.85 out of 5 average rating, 215 reviews

Hamilton Beach Guesthouse with guest Kayaks

LAKEFRONT* renovated lakefront small cottage with two Kayaks situated on the Hamilton Waterfront beach trail. Enjoy fantastic views of the Toronto Skyline and secluded sandy beach. Relax on large deck, overlooking the lake. Right on the waterfront trail, roller blade, bike, kayak or enjoy the sandy beach. Very central for a Niagara winery and Toronto trip. Includes: Smart TV, 1 Parking spot, Tetherball, good Wi-Fi, Fire-pit , BBQ, Kayaks Queen size bed Coffee, condiments &cooking ingredients

Top guest favorite
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
4.97 out of 5 average rating, 194 reviews

Harbour House

A spacious 2 bedroom apartment in one of Hamilton's best and safest neighbourhoods - The West Harbour. You'll be steps to the Waterfront and Bayfront Park with easy access to nature trails, amazing restaurants, trendy James Street North, and only 5 minutes away from the downtown core. A perfect launch pad for exploration, or to enjoy beautiful Hamilton. Our house is the mid point of Toronto, Niagara Falls and Wine Country, and minutes walk to the GO Train Station. Getting around will be easy!

Top guest favorite
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
4.94 out of 5 average rating, 213 reviews

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.

Top guest favorite
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.
Guest suite in Burlington
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.

Top guest favorite
Farm stay in Lincoln
4.99 out of 5 average rating, 136 reviews

Lake View Farm House | Hot Tub | Sauna | Fire Pit

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.

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
4.94 out of 5 average rating, 126 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.

Guest favorite
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
4.92 out of 5 average rating, 180 reviews

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

Top guest favorite
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
4.97 out of 5 average rating, 468 reviews

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.

Top guest favorite
A modern living area is depicted, featuring a dark sofa adorned with decorative pillows and a light wooden coffee table. A circular dining table with white chairs is in the foreground, while a wall-mounted TV is positioned opposite. Warm lighting enhances the spacious feel.
Apartment in Richmond Hill
4.96 out of 5 average rating, 405 reviews

Modern Cozy Home near the Mill Pond Park.

Our newly renovated basement apartment will enchant you with its contemporary style, brightness and coziness (large lookout windows, super bright!). It is fully furnished with style and attention to details so you can feel at home away from home. It is just a few steps away from the beautiful Mill Pond Park - a great place to immerse in the beauty of nature. The park has many lovely trails that you can explore. The apartment has everything you need to make your stay perfect.

Top guest favorite
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
4.96 out of 5 average rating, 312 reviews

Nautica Beach House on Lake Ontario

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!

Guest favorite
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 Aldershot Central
4.95 out of 5 average rating, 165 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

When is the best time to visit Oakville?

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Avg. priceﺩ.ﺇ382ﺩ.ﺇ386ﺩ.ﺇ459ﺩ.ﺇ437ﺩ.ﺇ521ﺩ.ﺇ591ﺩ.ﺇ595ﺩ.ﺇ580ﺩ.ﺇ499ﺩ.ﺇ459ﺩ.ﺇ430ﺩ.ﺇ415
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Quick stats about waterfront rentals in Oakville

  • Total vacation rentals

    Explore 10 vacation rentals in Oakville

  • Nightly prices starting at

    Oakville vacation rentals start at ﺩ.ﺇ110 per night before taxes and fees

  • Verified guest reviews

    Over 410 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

    10 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!

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