
Waterfront holiday 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.

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.

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.

Cottage On Lake Ontario Niagara
OPEN TIMESLOTS OCTOBER 19-30 NOVEMBER 1-30 DECEMBER 1-31 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 charging on-site. Views from the cottage include peaches, vineyards and orchards.

Burlington core.Walk to to lakefront and downtown
Large bright lower level walkout 3 bedroom in quiet residential neighborhood within walking distance to downtown and lake. Plenty of greenspace and deck and parking. Brand new kitchen fully stocked including oil spices tea coffee. Separate entrance with self-check in. Own free laundry facilities. Close to beach, promenade, festivals, trails, restaurants, shopping and more. 45 mins to Niagara Falls and Toronto. Wi-Fi, freezer, cable, Netflix included. 3 piece bathroom and unlimited towels.

Lake View Farm House | Hot Tub | Sauna | Fire Pit
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.

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.

Modern Cozy Home near the Mill Pond Park.
Our newly renovated basement apartment will enchant you with its contemporary style, brightness and coziness (large lookout windows, super bright!). It is fully furnished with style and attention to details so you can feel at home away from home. It is just a few steps away from the beautiful Mill Pond Park - a great place to immerse in the beauty of nature. The park has many lovely trails that you can explore. The apartment has everything you need to make your stay perfect.

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.

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 - 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!

The Grimsby Getaway -Full Kitchen, Fire Pit, Lake
Open concept home with full kitchen, 6 windows for natural light, walking distance from lake, large backyard & firepit, office space 1000 Mbps High Speed Wi-Fi, washer & dryer with full bathroom. Great for up to 6 guests. ✓ Vineyard country ✓ 25 minutes from Clifton Hills, Niagara Falls ✓ Grimsby is full of hiking spots and the beautiful Bruce trail. ✓ Between Niagara and Toronto ✓ 6 minute walk to the waterfront

Luxurious 5BR Beach House with Firepit
Spatious and luxirious house by the beach has 5 bedrooms with a large comfy sectional, enough to sleep 10 guests total. Our kitchen is fully stocked with everything you need to make grand dinners. We have a beautiful long custom designed dining table for memorable family gatherings. Enjoy serene views of the lake on our large furnished deck, where there is a large BBQ, dining area, sofa, and fire table.
Popular amenities for waterfront rentals in Oakville
Waterfront apartment rentals

Good Looking Condo Across from CN TOWER & MTCC

Luxury CN Tower and Lake View Penthouse Sleeps 10

Harbour House

Charming Private 3 Bedroom Townhome Glen Williams

Oakville Oasis - Free Parking and WiFi

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

Amazing Lake View Studio Beside CN Tower

Condo-mansion with large terrace
Waterfront house rentals

Toronto Beach Paradise

Lakehouse on the Vineyard in Lincoln-Beamsville!

Nautica Beach House on Lake Ontario

The Bayfront Flat - Harbour Views + Private Pool!

The Nautical Nook | Luxury Beach House

Luxury Beaches Home Gourmet Kitchen Private Garden

Beachfront 6BR Newly Finished Home - Prof Cleaned

Immaculate house 5 bdr 3.5 bath
Waterfront apartment rentals

3BR&2BATH Condo CNT+Lake 2mins walk Subway Station

Lux Waterfront Condo by Rogers -IndoorPool-Parking

Humber Bay Family Friendly condo w Terrace&Parking

Luxury Condo with FreeParking. CN Tower Lake View

3 Bedroom CN Tower Waterfront Oasis

Spacious 1 Bed + Den + Downtown + Free Parking

Downtown Toronto 2 BDR Condo CN Tower/Lake Views

Luxury 3BR Sky Condo - Award Winning Design
Quick stats about waterfront rentals in Oakville
Total rentals
10 properties
Nightly prices starting at
€ 34 before taxes and fees
Total number of reviews
350 reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Destinations to explore
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Mississauga Holiday rentals
- Mount Pocono Holiday rentals
- Niagara Falls Holiday rentals
- Pittsburgh Holiday rentals
- Grand River Holiday rentals
- St. Catharines Holiday rentals
- Detroit Holiday rentals
- Columbus Holiday rentals
- Northeast Ohio Holiday rentals
- Cleveland Holiday rentals
- Rentals with a fireplace Oakville
- Fitness-friendly rentals Oakville
- Townhouse rentals Oakville
- Flat rentals Oakville
- Cottage rentals Oakville
- Rentals with a hot tub Oakville
- Rentals with a patio Oakville
- Rentals with breakfast Oakville
- Rentals with an EV charger Oakville
- House rentals Oakville
- Rentals with outdoor seating Oakville
- Rentals with pools Oakville
- Private suite rentals Oakville
- Rentals with a firepit Oakville
- Rentals with lake access Oakville
- Rentals with beach access Oakville
- Family-friendly rentals Oakville
- Rentals with a washing machine and dryer Oakville
- Pet-friendly rentals Oakville
- Apartment rentals Oakville
- Waterfront rentals Regional Municipality of Halton
- Waterfront rentals Ontario
- Waterfront rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Budweiser Stage
- Exhibition Place
- Distillery District
- Sherkston Shores Beach Resort & Campground
- Port Credit
- Metro Toronto Convention Centre
- Clifton Hill
- The Danforth Music Hall
- Toronto Zoo
- Harbourfront Centre
- Financial District
- CF Toronto Eaton Centre
- Niagara Falls State Park
- BMO Field
- Trinity Bellwoods Park
- Massey Hall
- Casa Loma
- Whistle Bear Golf Club
- Dufferin Grove Park
- Legends on the Niagara Golf Course