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

Discover Central Short-Term Rentals in Oakville

Find yourself moments from popular independent bistros and transit links at central short-term rentals in Oakville.

Pool Retreat In Oakville - Oakville
9.5 136 reviews

Pool Retreat In Oakville

apartment, Toronto
This four-bedroom house is situated in Oakville, a prestigious suburb of Toronto, just 3 kilometres from the highway and a short walk from the Kerr Village with its fine dining options. The property has received excellent ratings for its cleanliness, location, and overall experience.
The house can comfortably accommodate up to nine guests and features a fully equipped kitchen with a fridge, microwave oven, and dishwasher. Guests can enjoy a private garden, a swimming pool, and parking, as well as a dedicated home office space.
Comfy Br-private Bath Near Sheridan College - Oakville
9.6 49 reviews

Comfy Br-private Bath Near Sheridan College

apartment, Toronto
This Oakville guest house is situated near Sheridan College, a 48km drive from Toronto city centre, offering easy access to public transport and local amenities.
The self-contained basement suite sleeps two, features a private en-suite bathroom, keyless entry, free parking, and a well-equipped shared kitchen; guests also receive complimentary toiletries and linens.
Modern Luxe Home | 2br | Balcony | Parking - Oakville
10 9 reviews

Modern Luxe Home | 2br | Balcony | Parking

apartment, Toronto
This Oakville flat provides convenient access to Toronto, situated approximately 30 kilometres southwest of the city centre, with local shops and restaurants within 500 metres.
This two-bedroom apartment accommodates up to four guests, featuring a modern kitchen with a dishwasher, in-unit laundry, high-speed Wi-Fi, air conditioning, and a private balcony, with parking available.
Spacious 2 Bedroom Walkout Basement Suite - Oakville
9.9 67 reviews

Spacious 2 Bedroom Walkout Basement Suite

B&B, Toronto
This spacious two-bedroom basement apartment, sleeping up to six, is located in a suburban area of Toronto, offering easy access to the city's attractions although the precise distance isn't specified.
The 130 square metre suite boasts a fully equipped kitchen, laundry facilities, private garden, ample parking including EV charging, and a separate entrance.

Best Family-Friendly Holiday Rentals in Oakville

Family stays in Oakville work best when there is space and city attractions within easy reach.

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.
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.
Private Bedroom-cozy-easy Commute - Oakville
10 30 reviews

Private Bedroom-cozy-easy Commute

apartment, Toronto
This Toronto B&B, ideal for solo travellers, offers a single bedroom, bathroom and kitchen with fridge, freezer, microwave and dishwasher, and is conveniently located (precise location unspecified) within the city.
The guest house features air conditioning, a garden, parking, and excellent guest ratings for cleanliness, location and overall experience, accommodating one guest and providing Wi-Fi access.
3bd 2.5bth House W/ Pool Table, Swing, Outdoor Bbq - Oakville
9.8 192 reviews

3bd 2.5bth House W/ Pool Table, Swing, Outdoor Bbq

apartment, Toronto
This apartment is located in a quiet neighbourhood in Oakville, just 15 kilometres from downtown Toronto and less than 80 kilometres from Niagara Falls. It has consistently received excellent ratings for cleanliness, location, and user experience.
The three-bedroom home is perfect for families or groups of up to nine guests and offers a spacious layout with a large backyard. Guests can enjoy amenities like a fully equipped kitchen, a pool table, a foosball table, a quiet workstation, and a private garage.

Frequently asked questions about short term rentals in Oakville

  • What kind of weather can travelers expect in Oakville?

    Oakville has a humid continental climate, so you can expect warm summers and cold winters. The best time to visit is during the spring or fall, when the weather is mild and pleasant. Summer can get quite hot and humid, while winter can be very cold and snowy.
  • 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.

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

    Oakville doesn't have any major stadiums or arenas. However, you can find several smaller sports facilities, including the Oakville Soccer Club and the Oakville Tennis Club.
  • What are the best short term rentals with a pool in Oakville?

  • What notable natural landmarks are near Oakville?

    Oakville is surrounded by some beautiful natural landmarks! The most notable is the Niagara Escarpment, a UNESCO World Biosphere Reserve. You can also visit the nearby Bronte Creek Provincial Park, a lovely natural area with trails and historic buildings.
  • 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 part of Oakville is ideal for finding lodging?

    The best place to stay in Oakville is probably the downtown area, near the waterfront. You'll find plenty of hotels, restaurants, and shops within walking distance. If you're looking for something more budget-friendly, you could consider staying in the north end of town, near the Oakville GO Station.
  • What are the best short term rentals for families and kids in Oakville?

Popular destinations

Browse Holiday Lets with a Jacuzzi in Oakville

Coming back to a hot tub after a day in Oakville changes the whole feel of a stay. Every option here features one.

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.
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.
Modern Executive Townhome W/ Rooftop Hot Tub Oasis - Oakville
10 140 reviews

Modern Executive Townhome W/ Rooftop Hot Tub Oasis

apartment, Milton
This stylish townhouse is located in Oakville, just a short distance from Milton, and is conveniently situated near three major highways. The property has received excellent ratings for its cleanliness, location and overall experience.
The two-bedroom townhouse can comfortably accommodate up to four guests and features spacious living areas perfect for relaxing or socialising. Enjoy the private rooftop terrace with a Jacuzzi hot tub, a fully equipped kitchen with complimentary Nespresso, coffee, decaf, and tea options, and ultra-fast internet with a Roku TV and Crave TV.
Premium Furnished 1br Near Clarkson Go With Parking - Oakville
No reviews

Premium Furnished 1br Near Clarkson Go With Parking

apartment, Toronto
This Mississauga flat offers convenient access to Toronto Pearson International Airport, located 22.5 kilometres away, and is situated close to Clarkson GO station for straightforward public transport connections.
This 66 square metre one-bedroom flat accommodates up to seven guests and features a fully equipped kitchen, air conditioning, a balcony, and access to building amenities including a swimming pool, sauna, and hot tub, with private on-site parking also provided.

Best Oakville luxury short term rentals

New Modern 2br 2ba Suite Prime Oakville W/ Parking - Oakville
10 3 reviews

New Modern 2br 2ba Suite Prime Oakville W/ Parking

apartment, Hamilton
This centrally located Hamilton apartment, perfect for exploring the city, offers easy access to Hamilton's attractions; further details on proximity to specific landmarks are needed.
The two-bedroom, two-bathroom flat sleeps four guests and includes amenities such as a swimming pool, fitness centre, parking, and a fully equipped kitchen with fridge, freezer and microwave; additional information regarding specific interior design and Wi-Fi availability is required.

Our Favourite Holiday Lets with Free Parking in Oakville

Driving to Oakville? Each short-term let here includes a car park, making the city centre simple from arrival.

Cozy Getaway In Mississauga - Oakville
9.3 3 reviews

Cozy Getaway In Mississauga

apartment, Toronto
Separate Walk-up Basement Apartment Oakville - Oakville
9.8 12 reviews

Separate Walk-up Basement Apartment Oakville

apartment, Hamilton
Luxury 4 Bedroom Townhouse With Patio! - Oakville
9.4 27 reviews

Luxury 4 Bedroom Townhouse With Patio!

apartment, Hamilton
Oakville Home 3 Bed 3 Wash Prime Location - Oakville
8.5 4 reviews

Oakville Home 3 Bed 3 Wash Prime Location

apartment, Milton
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