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Waterfront vacation rentals in Oakville

Find and book unique waterfront accommodations 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 $57 CAD per night before taxes and fees

  • Verified guest reviews

    Over 500 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Oakville vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Oakville rentals

  • 4.6 Average rating

    Oakville stays receive an average rating of 4.6 out of 5 from guests

Top-rated waterfront accommodations in Oakville

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

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Superhost
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

Glamorous Waterfront Home - HOT TUB & 2 King 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!

ViewNearbyParking

4.82 out of 5 average rating, 114 reviews
Top guest favourite
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

STR Licence #26000188 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 close to 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 is easy

ParkingLaundryCheckout

4.97 out of 5 average rating, 233 reviews
Top guest favourite
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

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.

ViewBeachKitchen

4.9 out of 5 average rating, 277 reviews
Top guest favourite
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 OCTOBER 5-8 (3 nights/4 days) discounted book 1 night or all 3 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

ViewBeachHot tub

4.96 out of 5 average rating, 338 reviews
Top guest favourite
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.

ViewHeatingComfort

4.96 out of 5 average rating, 171 reviews
Top guest favourite
Farm stay in Lincoln

Lakefront Peach Farm | Hot Tub | Sauna | Fire Pit

Welcome to our stunning modern farmhouse loft, nestled on a 10-acre peach 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 property also includes lake and beach access. Book your escape now & experience the our lakefront farm stay!

BeachViewCleanliness

4.99 out of 5 average rating, 191 reviews
Top guest favourite
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.
Condo in Downtown Toronto

Fort York- Lake View Studio Condo + Indoor Parking

25th-Floor Lake Views | Free Parking | Steps to BMO Field Experience Toronto from the clouds! This modern, whisper-quiet studio offers breathtaking, unobstructed lake views. Liberty Village, CNE, Rogers Center, Ripley's Aquarium, Enercare Centre and more all within 10 minutes walk. *Free heated underground parking *Gigabit Wi-Fi & 4K Roku TV + Blackout roller shades *Full kitchen, gym, pool & sauna. *Authorized legal rental, professionally cleaned, and ready for you. Book your stay!

ViewPoolKitchen

4.96 out of 5 average rating, 113 reviews
Guest favourite
Vacation home in Hamilton

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

ViewRiverGrill

4.88 out of 5 average rating, 188 reviews
Guest favourite
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 Hamilton

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

BeachViewParking

4.92 out of 5 average rating, 210 reviews
Top guest favourite
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.

ViewCheck-inWifi

4.95 out of 5 average rating, 118 reviews
Top guest favourite
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

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.

BeachViewTV

4.95 out of 5 average rating, 113 reviews
Guest favourite
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

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.

ViewAmenitiesValue

4.92 out of 5 average rating, 192 reviews

Popular amenities for Oakville waterfront rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Waterfront apartment rentals

Top guest favourite
A panoramic view of the Humber Bay waterfront is displayed, featuring modern high-rise buildings alongside a calm body of water. The Toronto skyline is visible in the distance, framed by clear blue skies and lush greenery along the shoreline.
Apartment in Toronto

Cozy Modern Condo by Lakefront

ViewHikingGrill

4.99 out of 5 average rating, 162 reviews
Superhost
Apartment in Downtown Toronto

Good Looking Condo Across from CN TOWER & MTCC

ViewConditionDecor

4.84 out of 5 average rating, 147 reviews
Guest favourite
A spacious living area featuring a comfortable gray sofa and a modern TV set. A dining table is set for four, accompanied by light wood chairs. Large windows allow natural light to fill the room, complemented by soft gray curtains. A tall indoor plant adds a touch of greenery.
Apartment in Downtown Toronto

2BR 2 Bath Condo Across CN tower & MTCC

ViewAir conditioningAccess

4.91 out of 5 average rating, 191 reviews
Guest favourite
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.
Apartment in Downtown Toronto

Luxury Condo near CN Tower/Scotia Arena w/ parking

ViewHospitalityPets

4.89 out of 5 average rating, 133 reviews
Guest favourite
A modern dining area features a rectangular table surrounded by upholstered chairs. A sleek glass display showcases various decorative items. Bright sunlight enters through large windows, illuminating the open-plan space that flows into a cozy living area with comfortable seating.
Apartment in Downtown Toronto

Skyline Hideaway: Toronto Gem

ViewFamilyCondition

4.94 out of 5 average rating, 99 reviews
Guest favourite
A modern living space is captured with a large window offering expansive city views. A cozy green sofa is paired with decorative pillows, positioned on a patterned area rug. A round mirror and a stylish floor lamp are included, enhancing the space's contemporary design.
Apartment in Liberty Village

Lake View - Vibing Liberty Village

ViewKitchenIndoor spaces

4.9 out of 5 average rating, 106 reviews
Guest favourite
A modern sitting area features a sleek black couch accompanied by a light green throw blanket and decorative pillows. A small coffee table with magazines is placed on a patterned rug. Floor-to-ceiling glass doors provide access to a balcony with a view of the cityscape.
Apartment in Downtown Toronto

Cozy 1BR Steps away from CNTower

ViewComfortCondition

4.9 out of 5 average rating, 105 reviews
Guest favourite
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.
Apartment in Downtown Toronto

Bright & Spacious Condo | Next to CN Tower

ViewSleep qualityBathroom

4.83 out of 5 average rating, 133 reviews

Waterfront house rentals

Top guest favourite
Home in Lincoln

Lakehouse on the Vineyard in Lincoln-Beamsville!

BeachViewDecor

4.99 out of 5 average rating, 142 reviews
Guest favourite
Home in Roncesvalles

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

LocationWalkabilityLayout

4.92 out of 5 average rating, 158 reviews
Guest favourite
A solar-heated pool is framed by neatly landscaped greenery, illuminated by soft lighting. The spacious pool area features two small potted plants on the deck, creating a calm and inviting outdoor space for relaxation.
Home in Bronte

*5BR 4Bath Family GetAway near Lake & Harbor*

AmenitiesGetting aroundWalkability

4.89 out of 5 average rating, 38 reviews
Guest favourite
Home in Port Credit

Home in Port Credit

BeachLayoutValue

4.82 out of 5 average rating, 90 reviews
Guest favourite
Home in Hamilton

Scenic Lakeside Haven | 4BR+4BA of Luxury Living

BeachViewHospitality

4.97 out of 5 average rating, 71 reviews
Superhost
Home in Hamilton

Hamilton waterfront with pool & hot tub #26000070

ViewComfortAccess

4.63 out of 5 average rating, 70 reviews
Guest favourite
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.
Home in Hamilton

Panoramic Lake Views | Hot Tub • Beach • Firepit

ViewBeachWifi

4.91 out of 5 average rating, 91 reviews
Superhost
Home in Hamilton

Lakefront Haven: 6BR Cottage with Hot Tub & Views

ViewBeachHospitality

4.72 out of 5 average rating, 208 reviews

Waterfront condo rentals

Guest favourite
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

ViewRiverCleanliness

4.82 out of 5 average rating, 125 reviews
Top guest favourite
Condo in Downtown Toronto

Luxury Lakeview 3BR+2BA Condo • Subway & BMO Field

ViewComfortGrill

4.96 out of 5 average rating, 197 reviews
Guest favourite
A modern living space is showcased with a distinctive hanging chair positioned by large windows, offering expansive city views. Lush greenery is present, and natural light enhances the room's bright ambiance. A sofa and soft throw complete the cozy seating area.
Condo in Downtown Toronto

Skyline Condo 1bd + den + parking

ViewLocationLaundry

4.97 out of 5 average rating, 102 reviews
Guest favourite
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.
Condo in Downtown Toronto

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

ViewGetting aroundLayout

4.85 out of 5 average rating, 126 reviews
Guest favourite
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.
Condo in Downtown Toronto

Luxury Entire Condo At Downtown+parking

ViewConditionHospitality

4.93 out of 5 average rating, 167 reviews
Guest favourite
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.
Condo in Downtown Toronto

Lakeside Condo /Pool/ Walking Trail/Parking/CNE

ViewDecorCheckout

4.95 out of 5 average rating, 168 reviews
Top guest favourite
An aerial view captures the iconic CN Tower against a clear blue sky. The skyline of downtown Toronto is featured prominently, showcasing a blend of modern skyscrapers and construction projects. The scene embodies a vibrant urban atmosphere with unobstructed city and lake views.
Condo in Downtown Toronto

Brand New Condo Downtown Toronto beside CN Tower

ViewQuietDecor

4.94 out of 5 average rating, 144 reviews
Top guest favourite
The city skyline is illuminated at night, featuring the CN Tower prominently lit in red. A mix of modern skyscrapers reflects various colors, with a clear sky and moon visible in the background, highlighting the vibrant atmosphere of Toronto.
Condo in Downtown Toronto

Amazing Views, King Bed, In The Heart of Toronto!

ViewValueAccess

4.98 out of 5 average rating, 180 reviews

When is the best time to visit Oakville?

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Avg. price$173 CAD$171 CAD$190 CAD$183 CAD$189 CAD$244 CAD$230 CAD$225 CAD$193 CAD$181 CAD$172 CAD$196 CAD
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