Oakville Short term rentals

720 available short term rental offers

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Oakville short term rentals
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Best Short term and Weekly rentals in Oakville

Best Oakville luxury short term rentals

Walk To The Lake,minutes To Oakville Downtown - Oakville
10 11 reviews

Walk To The Lake,minutes To Oakville Downtown

house, Toronto
This Toronto guesthouse is conveniently located near Lake Ontario, a short distance from Appleby College and Fortino supermarket, offering easy access to public transport.
The self-catering property features two bedrooms, one bathroom, and can accommodate one guest (with an optional extra bedroom), boasting a garden, parking, and air conditioning; a minimum one-month stay is required.

Best Oakville Short term rentals with a jacuzzi

Among the 720 accommodations in Oakville, here are the 3 best rentals with a jacuzzi

Luxurious House With Pond View And Jacuzzi - Oakville
No reviews

Luxurious House With Pond View And Jacuzzi

apartment, Milton
This Oakville holiday home, an 11-minute (17.7km) drive from Lake Ontario and a 13-minute (20.9km) drive from Square One Shopping Centre, offers convenient access to Oakville's attractions.
Sleeping eight guests, the property boasts four bedrooms, four bathrooms, a fully equipped kitchen including a dishwasher and lobster pot, a jacuzzi, and covered parking; nearby activities include Putting Edge mini golf and Glen Abbey Golf Course.
Premium 3br Oakville /Pool, Gym And Parking, Close To All Hwys & Shops - Oakville
No reviews

Premium 3br Oakville /Pool, Gym And Parking, Close To All Hwys & Shops

apartment, Toronto
This three-bedroom flat in Oakville offers convenient access to major motorways and shopping centres such as Square One and Toronto Premium Outlets, with Lake Ontario situated a short distance away.
This residence provides on-site Wi-Fi, air conditioning, a pool, and a gym, along with practical amenities like a clothes dryer and towels, making it suitable for travellers seeking a serviced apartment in the Toronto area.
Brand New Luxury 2 Bedroom Oakville Townhouse With King Bed! - Oakville
No reviews

Brand New Luxury 2 Bedroom Oakville Townhouse With King Bed!

apartment, Milton
This two-bedroom townhouse is situated in North Oakville, just 15 minutes by train from Milton's historic downtown. It's a convenient location with easy access to the GO station, major highways, and local amenities.
The property offers ample space for up to four guests, and features a modern design with engineered hardwood floors and stainless steel appliances. Enjoy the outdoor space on one of the two private patios, and take advantage of the in-suite laundry, master bedroom with ensuite bathroom, and a fully equipped kitchen with a fridge, microwave, and dishwasher.

Frequently asked questions about short term rentals in Oakville

  • What kind of weather can travelers expect in Oakville?

    Oakville has a humid continental climate, with warm summers and cold winters. Expect temperatures ranging from -10°C to 30°C throughout the year. Pack for all seasons, especially if you're visiting during spring or autumn when the weather can be unpredictable.
  • What are the best short term rentals in Oakville?

    Among the short term rentals in Oakville, Waterfront Coach House Loft, The Wine Cellar and Cozy 2 Bedroom Basement Apartment are the most popular ones.

  • What are the most popular festivals and events in Oakville?

    Oakville has a lively events calendar. The Oakville Jazz Festival is a popular summer event, attracting music lovers from across the region. The Oakville Fall Fair is another highlight, showcasing local produce and entertainment.
  • What are the best short term rentals with a pool in Oakville?

  • Are there any famous stadiums or sports arenas in Oakville?

    Oakville doesn't have any major professional sports stadiums or arenas. The town is mainly known for its beautiful scenery and its focus on community events rather than big-league sports.
  • What are the best short term rentals with a jacuzzi in Oakville?

    The best short term rentals with a jacuzzi in Oakville are Planurstay - Luxury Suites Mississauga Downtown, Pathway Suites and Beautiful Cozy 1 Br Condo Steps To Sq1 .

  • What notable natural landmarks are near Oakville?

    Oakville is surrounded by beautiful natural landmarks. The nearby Bronte Creek Provincial Park is a great spot for hiking, fishing, and camping. For a scenic drive, head to the Niagara Escarpment, a breathtaking geological formation that offers stunning views.
  • What are the best short term rentals for families and kids in Oakville?

Popular destinations

Best family friendly Oakville Short term rentals

Among the 720 accommodations in Oakville, here are the 4 best family friendly rentals

Executive Townhouse Next To Popular Provincial Park, 10 Minutes Walk - Oakville
8.0 1 review

Executive Townhouse Next To Popular Provincial Park, 10 Minutes Walk

apartment, Toronto
This Oakville family home, situated in the West Oak Trails neighbourhood, is approximately 32 kilometres southwest of Toronto, close to Glen Abbey Golf Course and the Canadian Golf Hall of Fame.
The four-bedroom property, sleeping seven guests, boasts three bathrooms, a fully equipped kitchen, in-house laundry, smart TVs, air conditioning, a terrace, garden, and parking; nearby recreational activities are available.
Private Bedroom-queen Bed- Easy Commute - Oakville
9.8 39 reviews

Private Bedroom-queen Bed- Easy Commute

apartment, Toronto
This charming bed and breakfast is located in the peaceful Glen Abbey neighbourhood, a short walk from parks, trails and a plaza with shops and restaurants. It has consistently received excellent ratings for cleanliness, location and overall guest experience.
The guest house offers a private bedroom in a spacious four-bedroom home with shared living spaces, including two living rooms, a patio and a semi-finished basement with a table tennis table. Guests can enjoy a vegan breakfast and hot meal service, fast internet, a garden, parking and air conditioning.
Spacious & Cozy Basement Suite-free Parking/wi-fi - Oakville
9.7 50 reviews

Spacious & Cozy Basement Suite-free Parking/wi-fi

B&B, Toronto
This Oakville basement apartment, a short distance from Oakville GO station and a 10-minute drive (approximately 16 km) from Bronte GO Station, provides easy access to Toronto via public transport.
This self-contained flat offers two bedrooms, two bathrooms, sleeping up to four guests, and features a modern kitchen, in-unit laundry facilities, free Wi-Fi, and parking; friendly hosts are available upstairs.
Cozy 2 Bedroom Basement Apart - Oakville
10 7 reviews

Cozy 2 Bedroom Basement Apart

apartment, Toronto
This two-bedroom Toronto apartment, perfect for group trips of up to four guests, is situated in an unspecified area of the city; further details regarding proximity to specific Toronto landmarks such as the CN Tower or the Royal Ontario Museum are needed.
The 1-bathroom flat features a fully equipped kitchen including a fridge, freezer, and dishwasher, air conditioning, parking, and internet access; additional information on the property's size, interior design, and nearby activities is required for a complete description.

Best Oakville short term rentals with parking

Stylish New 2br Suite W/ Parking - Oakville
9.8 21 reviews

Stylish New 2br Suite W/ Parking

apartment, Milton
This modern two-bedroom apartment in Oakville offers convenient access to Milton via the nearby highway and GO Train station, reducing travel time to the town centre.
The 2-bedroom flat sleeps four guests comfortably, boasting a fully equipped kitchen, in-unit laundry, high-speed internet, and free on-site parking; self check-in is available 24/7.
Cozy Br-private Bath-15' Walk To Sheridan College - Oakville
9.9 33 reviews

Cozy Br-private Bath-15' Walk To Sheridan College

apartment, Toronto
This charming bed and breakfast is located in a peaceful neighbourhood in Oakville, just 8 kilometres from Sheridan College, 10 minutes by car from Oakville town centre, and 16 minutes by car from Mississauga town centre. The property has received excellent ratings for its cleanliness, location, and overall experience.
The accommodation is a self-contained basement apartment with a private entrance, sleeping up to two guests. The apartment features a well-equipped kitchen with a fridge and microwave, a comfortable queen-sized bedroom, and a shared laundry room.
Near Appleby College And Lake On - Oakville
10 3 reviews

Near Appleby College And Lake On

apartment, Toronto
This Toronto guesthouse is conveniently located near local schools, restaurants, and a Fortino supermarket, offering easy access to amenities.
The self-contained basement unit features a spacious ensuite bathroom, kitchenette with cooking facilities, and accommodates one guest, with shared laundry facilities also available; free Wi-Fi is included.
Modern 1br Oakville Condo  Balcony View  Parking - Oakville
10 2 reviews

Modern 1br Oakville Condo Balcony View Parking

apartment, Milton
This modern, stylish one-bedroom apartment, offering accommodation for up to three guests, is situated in Oakville, just 3.5 kilometres from the waterfront and downtown Oakville, ideal for exploring local shops and cafes.
The apartment features a private balcony, a sofa bed for extra guests, on-site parking, and access to a fitness studio, making it suitable for business trips and relaxing getaways.
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