
Waterfront holiday rentals in Oakville
Find and book unique waterfront accommodation on Airbnb
Quick stats about waterfront rentals in Oakville

Total holiday rentals
Explore 10 holiday rentals in Oakville

Nightly prices starting at
Oakville holiday rentals start at $43 AUD per night before taxes and fees

Verified guest reviews
Over 430 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
10 of Oakville holiday 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 accommodation in Oakville
Guests agree: These waterfront accommodation options are highly rated for location, cleanliness and more.

Lakehouse on the Vineyard in Lincoln-Beamsville!
Escape to peace and quiet and relaxation! Charming rustic farmhouse cottage nestled in a stunning 100 acre working vineyard with magnificent views of Lake Ontario and the Toronto Skyline. Little slice of heaven! Perfect for relaxation. Close to all winery routes, restaurants and Niagara Falls attractions. One hour from Toronto and minutes away from numerous outdoor activities for all ages including the Charles Daley Beach, Bruce Trail, Balls Falls Conservation Area and Niagara Wine Country!

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.

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.

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.

Contemporary Vineyard Barn on the Water + Hot tub
Relax in Niagara’s wine country and enjoy the tranquility of being in a nature's paradise on the water. A mix of modern architecture and old-world charm makes this stunning century old barn, perched over 16th Mile Creek, an inspired vacation destination and offsite work location. Set amongst vineyards and orchards on an estate minutes from wineries, restaurants and downtown St Catharines, just off the QEW, our industrial chic wine country retreat sleeps 2 adults and 1 child.

Cottage On Lake Ontario Niagara
OPEN TIMESLOTS JUNE 17 (1 night/2 days) JUNE 21-JULY 6 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 and the Lake

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!
Popular amenities for Oakville waterfront rentals
Waterfront apartment accommodation

All New CN Tower View Condo on the 35+ Floor

1BR+sofa with waterfront views

Oakville Oasis - Free Parking and WiFi

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

Prince Of Wales Suite On The Park-Parking included

Bright & Spacious Condo | Next to CN Tower
Waterfront house rentals

Luxury Pond House, 10 minutes to Niagara Falls

Toronto Beach Paradise

Exceptional Waterfront Getaway- HOT TUB & 2KingBed

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

Lux Lake Ont Beachfront - Fire Pit & Sunset Views

Wake Up To Lake Views!

Luxury Beaches Home Gourmet Kitchen Private Garden

Beachfront 6BR Newly Finished Home - Prof Cleaned
Waterfront condo accommodation

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

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

Lakeside Condo Studio In Downtown Toronto

Humber Bay Family Friendly condo w Terrace&Parking

Luxury Entire Condo At Downtown+parking

Artsy and Comfy Home with a View

Modern Lakeview Condo | Walk to CN Tower & Arena

Vibrant Condo In Downtown Toronto
When is the best time to visit Oakville?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $173 AUD | $170 AUD | $190 AUD | $169 AUD | $202 AUD | $229 AUD | $230 AUD | $224 AUD | $193 AUD | $180 AUD | $172 AUD | $196 AUD |
| 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 |
Destinations to explore
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
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- Pocono Mountains Holiday rentals
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- Grand River Holiday rentals
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- Rentals with a hot tub Oakville
- Rentals with a fire pit Oakville
- Rentals with outdoor seating Oakville
- Rentals with a washing machine and dryer Oakville
- Apartment rentals Oakville
- Cottage rentals Oakville
- Rentals with beach access Oakville
- Fitness-friendly rentals Oakville
- Townhouse rentals Oakville
- Rentals with a patio Oakville
- Rentals with pools Oakville
- Pet-friendly rentals Oakville
- Family-friendly rentals Oakville
- Rentals with an EV charger Oakville
- Rentals with a fireplace Oakville
- Private suite rentals Oakville
- Rentals with breakfast Oakville
- Rentals with lake access Oakville
- House rentals Oakville
- Condo rentals Oakville
- Waterfront rentals Halton
- Waterfront rentals Ontario
- Waterfront rentals Canada
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Enercare Centre
- Metro Toronto Convention Centre
- BMO Field
- The Danforth Music Hall
- Harbourfront Centre
- Nike Square One Shopping Centre
- Toronto Eaton Centre
- Niagara Falls State Park
- Downsview Park
- Exhibition Place
- Toronto Zoo
- Trinity Bellwoods Park
- Niagara Falls
- Casa Loma
- Massey Hall
- Wilfrid Laurier University
- Scarborough Town Center
- York University
- Casino Niagara
- Fallsview Indoor Waterpark





