
Waterfront vacation rentals in Oakville
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Top-rated waterfront rentals in Oakville
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Cottage On Lake Ontario Niagara
OPEN TIMESLOTS MAY 16-31 (May long weekend still open checkin Saturday) JUNE 1-30 J 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: lakefront and orchards.

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.

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.

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.

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.

Wildwood Tiny Home Escape with Wood Fired Sauna
Welcome to an absolutely unique converted shipping container – Wildwood Tiny Home! This converted shipping container has a big personality! If you and your guests are looking for luxury, nature, peace, serenity, and a chance to escape the city – this getaway is perfect for you! At Wildwood Tiny Home, you can fill your time with hanging out on your own private beach & waterfront dock, enjoying your firepit, beach volleyball, horseshoes, cornhole, badminton, board games, and many more!

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.

Lux Lake Ont Beachfront - Fire Pit & Sunset Views
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!

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.

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.

Harbour front CHA CHA CHA - Lake view house
Live close to the water! Relax with your family at this peaceful 2Bd 1Bath property in Hamilton West Harbour. Enjoy a cup of coffee 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!

Lakeview Oasis: EV Outlet, 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. 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.
Popular amenities for Oakville waterfront rentals
Waterfront apartment rentals

All New CN Tower View Condo on the 35+ Floor

Harbour House

1BR+sofa with waterfront views

Oakville Oasis - Free Parking and WiFi

Spacious 2BR in Prime Downtown by CN Tower

New 40th+ floor Direct View of CN Tower and Lake

Stellar Humber Bay 2BD/2BTH Large Patio & Parking

FIFA Location: Amazing Lake View Studio CN Tower
Waterfront house rentals

Luxury Pond House, 10 minutes to Niagara Falls

Toronto Beach Paradise

Lakehouse on the Vineyard in Lincoln-Beamsville!

Palatial Waterfront Stay - HOT TUB & 2 King Bed

The Bayfront - Harbour Views + Private Pool!

Luxury Beaches Home Gourmet Kitchen Private Garden

Panoramic Lake Views | Hot Tub • Beach • Firepit

Cozy Country Spring Getaway | HotTub + Fire Pit
Waterfront condo rentals

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

Lakeview Spring Paradise@Downtown Toronto

FIFA Fan Zone Pool-Hottub-Free Parking Walk to BMO

Lakeside Condo Studio In Downtown Toronto

Luxury Condo with FreeParking. CN Tower Lake View

Luxury Entire Condo At Downtown+parking

Sleek 40+ Floor Oasis with CN Tower and Lake Views

Beautiful Lake View Studio Condo + 1 free Parking
When is the best time to visit Oakville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$25,522 GYD | G$25,104 GYD | G$28,033 GYD | G$24,895 GYD | G$29,706 GYD | G$33,681 GYD | G$33,890 GYD | G$33,053 GYD | G$28,451 GYD | G$26,568 GYD | G$25,313 GYD | G$28,869 GYD |
| Avg. temp | -3°C | -3°C | 2°C | 8°C | 14°C | 20°C | 23°C | 22°C | 18°C | 11°C | 5°C | 0°C |
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 G$6,276 GYD per night before taxes and fees

Verified guest reviews
Over 430 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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- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Enercare Centre
- Metro Toronto Convention Centre
- BMO Field
- The Danforth Music Hall
- Harbourfront Centre
- Distillery District
- Nike Square One Shopping Centre
- Toronto Eaton Centre
- Exhibition Place
- Toronto Zoo
- Trinity Bellwoods Park
- Niagara Falls State Park
- Downsview Park
- Financial District
- Wilfrid Laurier University
- Massey Hall
- Casa Loma
- Dufferin Grove Park
- York University





