
Waterfront holiday rentals in Oakville
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Top-rated waterfront rentals in Oakville
Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.

Spacious 1 Bed + Den + Downtown + Free Parking
Spacious 1 bed+den modern condo located in the heart of downtown. Steps from the lake, parks, recreation centers. Short walk to CN Tower, Union Station, Rogers Center, Convention Center. → FAST WIFI Perfect for WFH, video calls, & streaming → Approx size 620ft² / 57m² → Dedicated Working space → 60" QLED TV → *NEW 2024* Fully equipped kitchen w/ set of cookware → Walking distance to dining & night life option → Minutes away from grocery, liquor stores, & city transit network (94 Transit Score)

Harbour House
A spacious 2 bedroom apartment in one of Hamilton's best and safest neighbourhoods - The West Harbour. You'll be steps to the Waterfront and Bayfront Park with easy access to nature trails, amazing restaurants, trendy James Street North, and only 5 minutes away from the downtown core. A perfect launch pad for exploration, or to enjoy beautiful Hamilton. Our house is the mid point of Toronto, Niagara Falls and Wine Country, and minutes walk to the GO Train Station. Getting around will be easy!

Cottage On Lake Ontario Niagara
OPEN TIMESLOTS JANUARY 13-FEBRUARY 5 FEBRUARY 8-28 MARCH 1-31 APRIL 1-30 MAY 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. Views from the cottage include: Lake & orchards.

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.

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.

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.

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 and quiet trailer park with 15 acres of nature and private access to Fairy Lake (Acton). Trailer is suitable for couple or small family. This trailer is perfect for 2 to 4 adults looking to relax and enjoy the scenery or explore the lake on kayak or fishing in the lake or enjoy some outdoor movies or campfire or under the stars.

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.

Lakeside Downtown Condo for upto 4 ppl
Enjoy a stylish experience at this centrally located place. My ONE BEDROOM PLUS DEN condo comfortably sleeps 4 people and overlooks the lake and is within walking distance to most Toronto attractions ( Budweiser Stage, BMO field, Exhibition Place, Billy Bishop Airport, CN tower, Ontario Place, countless bars, restaurants and venues. During your Stay you will have access to the state of the art facilities such as gym, sauna, pool, roof-top terrace, paid parking on site.

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

FIFA Location! All New CN Tower View Condo

The Beach House apartment Lake front Second floor.

Luxury CN Tower and Lake View Penthouse Sleeps 10

FIFA location! Newly Furnished CN Tower 2 BR Condo

FIFA Location! New 40th+ floor w View of CN Tower

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

Amazing Lake View Studio Beside CN Tower

Perfect spot downtownToronto,free parking,gym,pool
Waterfront house rentals

Luxury Pond House, 10 minutes to Niagara Falls

Lakehouse on the Vineyard in Lincoln-Beamsville!

Toronto Beach Paradise

Nautica Beach House on Lake Ontario

Wake Up To Lake Views!

Beautiful Renovated Beach Cottage Home

Luxury Beaches Home Gourmet Kitchen Private Garden

California Chic +Breathe +Unwind +Restore
Waterfront apartment rentals

Luxury Downtown 2Bed by ScotiaBank Arena + Parking

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

Lux Waterfront Condo Pool Hot Tub Free Parking

Humber Bay Family Friendly condo w Terrace&Parking

Luxury Condo with FreeParking. CN Tower Lake View

Beautiful Lake View Studio Condo + 1 free Parking

3 Bedroom CN Tower Waterfront Oasis

Artsy and Comfy Home with a View
When is the best time to visit Oakville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £78 | £78 | £93 | £89 | £106 | £120 | £121 | £118 | £101 | £93 | £87 | £84 |
| 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 410 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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- Rentals with a hot tub Oakville
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- Waterfront rentals Halton
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- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Metro Toronto Convention Centre
- Distillery District
- Port Credit
- The Danforth Music Hall
- Nike Square One Shopping Centre
- Bay Station
- BMO Field
- Harbourfront Centre
- Exhibition Place
- Toronto Zoo
- Toronto Eaton Centre
- Trinity Bellwoods Park
- Financial District
- Massey Hall
- Niagara Falls State Park
- Casa Loma
- Dufferin Grove Park
- Toronto City Hall
- Casino Niagara




