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.

0 of 0 items showing

1 of 3 pages

Guest favorite

Home in Hamilton

4.88 out of 5 average rating, 576 reviews

THE BAYFRONT APARTMENT - beautiful harbour views!

Located in the North End neighborhood of Hamilton, enjoy my charming 2 bedroom apartment including a private balcony overlooking the beautiful Hamilton Harbor. You'll be steps away from scenic, picturesque, waterfront trails and only a 5 minute drive to the downtown core. Enjoy plenty of amazing restaurants within walking distance along James Street North. Hamilton is also conveniently located between Niagara Falls and Toronto so my apartment is an excellent base for exploring Southern Ontario.

Guest favorite

Guesthouse in Lincoln

4.99 out of 5 average rating, 142 reviews

Cottage On Lake Ontario Niagara

OPEN TIMESLOTS NOVEMBER 14-30 DECEMBER 1-14 DECEMBER 15-21 DECEMBER 28-30 (2 nights/3 days) DECEMBER 31 (new year’s available) 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. We are located along the south shore of Lake Ontario amongst the fruit belt of the Niagara. Set in vineyards, peach, nectarine and plums. Close to wineries & shops. Free Tesla charger on-sit

Guest favorite

Guesthouse in Hamilton Beach

4.84 out of 5 average rating, 198 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

Superhost

Cottage in Hamilton

4.84 out of 5 average rating, 143 reviews

Lakeview Oasis: EV Charger, Fire Pit, Sunset View

Relax in our tranquil Lake Ontario retreat, nestled in Stoney Creek between Toronto and Niagara Falls. Our cottage boasts lake views year-round, a backyard oasis with a fire pit, outdoor furniture, and yard games. Indoors, enjoy recent renovations including billiards, ping pong, Smart TV, and board games. Sleeps six with two bedrooms and a sofa bed, fully-equipped kitchen, modern bathroom, laundry, free Wi-Fi, and parking. Create unforgettable memories in our cozy and tastefully decorated home.

Guest favorite

Farm stay in Lincoln

4.95 out of 5 average rating, 106 reviews

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.

Superhost

Vacation home in Hamilton

4.86 out of 5 average rating, 111 reviews

Oasis By The Water, Breathtaking Sunsets and Views

Paradise is Calling you to this Exquisite Getaway! With Breathtaking Indoor And Outdoor Entertainment Areas and Stone Interlock Patio Overlooking Jaw Dropping Views Of Lake Ontario. Catch Incredible Sunrises And Sunsets. Sit By The Cozy Fire With Family And Friends, And Make Memories That Last A Lifetime. High End Finishes With Turkish Stone Throughout and a Gorgeous Custom Kitchen With High End Appliances. 4 Bedrooms Allows For a Variety Of Sleeping Arrangements.

Guest favorite

Vacation home in Burlington

4.97 out of 5 average rating, 102 reviews

Lakeside Luxury: Couples - Business - Lower Level

Experience the charm of the 1938 Burlington Boathouse with a stunning lake view, just a short walk from downtown. Enjoy the cozy atmosphere, Sonos speakers in every room, and a comfortable bed with luxurious linens. Please note that this apartment may not be suitable for guests taller than 6'3" due to some ductwork. Unfortunately, the fireplace is currently not operable, and we've adjusted the price accordingly to offer you great value during your stay.

Guest favorite

Rental unit in Milton

4.83 out of 5 average rating, 104 reviews

Backyard Oasis Guesthouse.

Welcome to our cozy walk-out basement apartment with no kitchen. It is a completely private unit with separate entrance. Perfect for making some memories at this unique and family-friendly place. Backing on to the Sixteen-mile creek, this backyard oasis has a sun-drenched inground pool surrounded by mature perennial gardens, a new manufactured stone patio, with upper and lower shaded lounge areas. NOTE:POOL IS CLOSED FOR THE SEASON

Guest favorite

Home in Hamilton

4.96 out of 5 average rating, 114 reviews

Harbour front CHA CHA - Lake view house

Live by the water! Relax with your family at this peaceful 2Bd 1Bath Lakeview property in Hamilton West Harbour. Enjoy a cup of Nespresso on the house. Steps from the Bayfront park with beautiful lake views, Collective Arts Brewing to enjoy a cold local beer, trendy James St N for all the restaurants, West Harbour Go Train Station , and much more! It is located within an hour from Toronto and Niagara Falls. Book your stay now!

Guest favorite

Rental unit in Hamilton

4.91 out of 5 average rating, 323 reviews

Cozy apartment on Lake Ontario

Apartment located on the ground floor of a residential unit, separate from the main house. Enjoy falling asleep to the sound of the waves, as the bedroom overlooks Lake Ontario. Large deck connected to the bedroom patio door with a seating area so you can enjoy the view. Head down to the beach for the day, and roast some marshmallows' on the firepit during sunset.(Provided the wind is blowing towards the lake).

Guest favorite

Guest suite in Brampton

4.91 out of 5 average rating, 116 reviews

Lakeside Unit & Breathtaking View! 15 Mins to YYZ!

Scenic lakeside walkout basement apartment with breathtaking view! Bright, clean and spacious. Full kitchen, washer and dryer for your convenience. Free WiFi and one parking. Located at the most prestigious area in Brampton - Professor's Lake. Out side of my house is a trail around the whole lake for around 3 kilometers. Wonderful for runners or simply walk around the lake to enjoy the nature.

Guest favorite

Condo in Downtown Toronto

4.97 out of 5 average rating, 276 reviews

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

Enjoy the stunning lake view in this open concept 700 sq ft condo with 9 ft ceilings, in the heart of the harbourfront. Right next to CN Tower, Rogers Centre, and Scotiabank Arena. Includes parking space, TV, and internet. Gym, indoor-out door pool, Variety of restaurants and grocery stores steps away. Minutes walk to subway, Union Station, the business district, and Billy Bishop City Airport.