
Waterfront holiday rentals in Oakville
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Top-rated waterfront rentals in Oakville
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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.

Cottage On Lake Ontario Niagara
OPEN TIMESLOTS JUNE 8-12 (4 nights/5 days) book 1 night or all 4 JUNE 14-18 (4 nights/5 days) book 1 night or all 4 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

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.

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.
Popular amenities for waterfront rentals in Oakville
Waterfront apartment rentals

All New CN Tower View Condo on the 35+ Floor

Harbour House

1BR+sofa with waterfront views

FIFA Location: Amazing Lake View Studio CN Tower

Bright & Spacious Condo | Next to CN Tower

Luxury Condo near CN Tower/Scotia Arena w/ parking

Luxury Clifton Hill -Skywheel Views-Mins to Falls!

45+ Floor Downtown Condo w Stunning CN Tower View
Waterfront house rentals

Right on the River! walking to town/artpark/docks

Luxury Pond House, 10 minutes to Niagara Falls

Toronto Beach Paradise

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

Getaway on Park 4 BR w/hot tub, Niagara Falls

Beach House: First Floor

Beachfront 6BR Newly Finished Home - Prof Cleaned

Luxury Beaches Home Gourmet Kitchen Private Garden
Waterfront apartment rentals

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

FIFA fan zone Pool/HottubFree parking walk to BMO

Fort York- Lake View Studio Condo + Indoor Parking

⭐️KING Bed Luxury Condo - CN Tower View + Parking⭐️

Amazing Views, King Bed, Easy Access to World Cup!

Modern Lakeview Condo | 2026 Match Stay

Vibrant Condo In Downtown Toronto

Chic Contemporary 2 Bedroom Minutes from the Falls
When is the best time to visit Oakville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £91 | £90 | £100 | £89 | £106 | £121 | £121 | £118 | £102 | £95 | £91 | £103 |
| 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 holiday rentals
Explore 10 holiday rentals in Oakville

Nightly prices starting at
Oakville holiday rentals start at £22 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 & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
10 of Oakville holiday rentals include wifi 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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- Waterfront rentals Halton
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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
- 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
- Wilfrid Laurier University
- Massey Hall
- Scarborough Town Center
- York University
- Casino Niagara





