Oakville Short term rentals

531 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

Premium 2br Retreat | Ev Charger | Bronte - Oakville
10 29 reviews

Premium 2br Retreat | Ev Charger | Bronte

apartment, Milton
This two-bedroom, two-bathroom flat is situated in Milton's downtown district, a short 500-metre walk from the historic Market Square and near the Milton Art Gallery.
This individualistic apartment accommodates up to five guests and includes air conditioning, Wi-Fi, a kitchen, and parking, with a fitness centre available on-site.

Best Oakville Short term rentals with a jacuzzi

Among the 531 accommodations in Oakville, here are the 4 best rentals with a jacuzzi

The Serenity Home Pool/yoga/game Room By The Lake - Oakville
9.8 46 reviews

The Serenity Home Pool/yoga/game Room By The Lake

apartment, Toronto
This apartment is located in Mississauga, just 5 kilometres from Lake Ontario and 30 kilometres from Toronto city centre, offering a peaceful retreat with easy access to the city's attractions. The apartment has consistently received excellent ratings for its cleanliness, location, and overall user experience.
This comfortable dwelling features four bedrooms and four bathrooms, comfortably accommodating up to eight guests. Amenities include a swimming pool, a fitness centre, a garden, parking, and a fully equipped kitchen, ensuring a relaxing and enjoyable stay for families and groups.
Modern Executive Townhome W/ Rooftop Hot Tub Oasis - Oakville
10 136 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.
Contemporary Charming House - Oakville
10 5 reviews

Contemporary Charming House

apartment, Toronto
This spacious four-bedroom flat, accommodating up to nine guests, is situated approximately 72 kilometres from Downtown Toronto and 80 kilometres from Niagara Falls, offering convenient access to both urban exploration and natural wonders.
The accommodation boasts a fully equipped kitchen with a fridge, microwave, and dishwasher, air conditioning, a jacuzzi, a garden, and parking, with a resident cat, Timothy, present.
Luxury 5 Br, Gym, Sauna, Thtr, Od Fp & Ktcn, Lake - Oakville
No reviews

Luxury 5 Br, Gym, Sauna, Thtr, Od Fp & Ktcn, Lake

apartment, Hamilton
This newly built five-bedroom, four-bathroom residence is situated in Burlington, 14 kilometres from Hamilton city centre, offering proximity to the Oakville Art Society and Joseph Brant Museum.
This detached house accommodates up to ten guests and features air conditioning, a microwave oven, a dishwasher, a Jacuzzi, and parking, with cribs and baby gates available upon request.

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

Luxury Executive Studio - Oakville
10 7 reviews

Luxury Executive Studio

studio, Toronto
This Oakville luxury apartment is situated approximately 40-45 kilometres west of Toronto's major attractions, including the CN Tower, Rogers Centre, and Exhibition Place, offering a peaceful retreat whilst remaining easily accessible by car.
The 93 square metre self-catering studio sleeps three, boasting a fully equipped kitchen with dishwasher and oven, air conditioning, free Wi-Fi, on-site parking, and access to a tennis court and water park.
Luxury Modern Retreat: W/ Sauna & Modern Amenities - Oakville
10 2 reviews

Luxury Modern Retreat: W/ Sauna & Modern Amenities

apartment, Toronto
This Mississauga Erin Mills holiday home, near Lake Ontario and The Riverwood Conservancy, offers easy access to Toronto, approximately 24 kilometres from the city centre.
This spacious 224 square metre property boasts a four-bedroom, four-bathroom layout sleeping up to ten guests, complete with a fully equipped kitchen, garden, parking, and air conditioning; nearby attractions include Benares Historic House and Playdium.
Oaknest | 2bedroom Suite | Free Parking | Licensed - Oakville
9.9 16 reviews

Oaknest | 2bedroom Suite | Free Parking | Licensed

apartment, Milton
This new luxury basement flat is situated in a peaceful Milton neighbourhood, offering easy access to the QEW, 403, and 407 motorways, the GO Station, and is approximately 32 kilometres from the airport and 56 kilometres from downtown Toronto.
This bright, open-plan two-bedroom flat accommodates up to four guests, featuring a fully equipped kitchen with a dishwasher, in-suite laundry, high-speed Wi-Fi, a smart TV, and a private entrance through the garden, with complimentary coffee and snacks provided alongside one dedicated parking space.
Cozy 2 Bed Basement Suite W/ Fireplace. Quiet Home - Oakville
10 1 review

Cozy 2 Bed Basement Suite W/ Fireplace. Quiet Home

apartment, Milton
This Milton basement flat, situated in a family-friendly neighbourhood near parks and major roads, offers convenient access to local amenities.
The two-bedroom, one-bathroom self-contained apartment sleeps four, boasting a fully equipped kitchen, in-suite laundry, and a private entrance; nearby recreational parks provide opportunities for outdoor activities.

Best Oakville short term rentals with parking

Quiet Room Near The Lake - Oakville
No reviews

Quiet Room Near The Lake

apartment, Toronto
This one-bedroom flat in Toronto is ideally located for access to Lake Ontario and Appleby College, with Fortino supermarket a short walk away and excellent public transport links.
This property offers air conditioning, parking, and internet, with a dedicated workspace and a Queen bed, suitable for one guest or two with the use of an additional bedroom and shared bathroom.
Luxurious & Modern Home In Oakville - Sleeps 12 - Oakville
9.8 13 reviews

Luxurious & Modern Home In Oakville - Sleeps 12

apartment, Milton
This luxurious five-bedroom Oakville apartment, near the intersection of the 403, 407 and QEW motorways, offers easy access to Milton, being approximately 8km from the town centre.
Sleeping up to 12 guests across five en-suite bedrooms, the property boasts a modern kitchen with JennAir appliances, a private garden with fire pit, two Smart TVs, high-speed Wi-Fi, and free EV charging for two cars.
Women Only-cozy Room Prime Location  Private Bath - Oakville
9.8 31 reviews

Women Only-cozy Room Prime Location Private Bath

house, Milton
This Oakville guesthouse is conveniently located in the Dundas and Trafalgar area, near Sheridan College and major highways (403, 407, and QEW), offering easy access to Toronto (approximately 30-40km depending on the route).
The modern townhouse features a private double bedroom with en-suite bathroom, a small desk (ladies only), self check-in, and access to a nearby park with walking and cycling trails; it sleeps one guest.
Brand New Luxury 2-bedroom Condo: Free Parking - Oakville
10 8 reviews

Brand New Luxury 2-bedroom Condo: Free Parking

apartment, Hamilton
This luxurious Oakville condo, a short drive from Hamilton, is situated in an upscale neighbourhood close to top-rated schools and hospitals.
The 2-bedroom, 2-bathroom apartment boasts an open-plan design, a private balcony, a fully equipped kitchen, in-unit laundry, and access to a fitness centre and secure underground parking; it comfortably sleeps four guests.
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