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

Brand New Stylish 2br Condo In Oakville - Oakville
10 3 reviews
Oakville
01/09 – 28/02
SG$126/nighttotal: SG$22680 (180 )

Brand New Stylish 2br Condo In Oakville

1 4
apartment , Milton
This modern 2-bedroom, 2-bathroom flat is located at Dundas & Trafalgar in Oakville, providing easy access to Sixteen Mile Creek, Lake Ontario, beaches, and over 300 kilometers of nature trails.
This stylish apartment offers accommodation for up to 4 guests, featuring an open-concept living space, a chef-inspired kitchen with quartz countertops, in-suite laundry, high-speed Wi-Fi, and one complimentary underground parking spot, all ideal for exploring the surrounding outdoor recreational opportunities.

Best Oakville Short term rentals with a jacuzzi

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

Brand New Condo-bed+sofa Bed Bright Unit+parking - Oakville
9.5 4 reviews
Oakville
31/07 – 31/08
SG$181/nighttotal: SG$5611 (31 )

Brand New Condo-bed+sofa Bed Bright Unit+parking

1 1
apartment , Milton
This one-bedroom flat is located in a central Milton district, providing easy access to local amenities.
This flat accommodates up to three guests and includes essential amenities such as air conditioning, a kitchen, and parking, making it ideal for both business and leisure stays.
Modern Executive Townhome W/ Rooftop Hot Tub Oasis - Oakville
10 133 reviews
Oakville
01/07 – 31/07
SG$464/nighttotal: SG$13920 (30 )

Modern Executive Townhome W/ Rooftop Hot Tub Oasis

1 4
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.
Luxurious House With Pond View And Jacuzzi - Oakville
9.7 18 reviews
Oakville
01/08 – 30/09
SG$510/nighttotal: SG$30600 (60 )

Luxurious House With Pond View And Jacuzzi

1 4
apartment , Milton
This four-bedroom, three-bathroom townhouse is located in the Joshua Creek neighbourhood of Oakville, conveniently situated near major highways (403, 407, and QEW), offering easy access to Milton and other nearby attractions.
The property boasts a modern open-plan layout, sleeping up to seven guests and featuring a fully equipped kitchen with KitchenAid appliances, a Jacuzzi, a private patio, and a fitness centre, all within a short distance of local walking trails and parks.
Hot Tub Oasis · Park Backyard · Near Lake - Oakville
Oakville
04/07 – 10/07
SG$333/nighttotal: SG$1998 (6 )

Hot Tub Oasis · Park Backyard · Near Lake

1 8
apartment , Toronto
This spacious four-bedroom flat, ideal for up to ten guests, is located in a peaceful residential area between Toronto and Niagara Falls, just a short walk from Lake Ontario.
Guests can enjoy a private hot tub in the park-like garden, a secondary kitchen in the walkout suite, and exterior security cameras for added safety.

Frequently asked questions about short term rentals in Oakville

  • What kind of weather can travelers expect in Oakville?

    Oakville has a humid continental climate. Summers are warm and humid, with average highs around 25°C. Winters are cold and snowy, with average lows around -5°C. You'll want to pack for all seasons!
  • 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 lot of festivals and events throughout the year, but the most popular ones are the Oakville Jazz Festival, the Oakville Fall Fair, and the Oakville Christmas Market.
  • 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 stadiums or sports arenas, but you can catch a game at the nearby Rogers Centre in Toronto, which is home to the Toronto Blue Jays.
  • 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 close to some fantastic natural landmarks. The most popular is the Niagara Escarpment, which is a UNESCO World Biosphere Reserve. You can also visit the nearby Crawford Lake Conservation Area.
  • What are the best short term rentals for families and kids in Oakville?

  • What part of Oakville is ideal for finding lodging?

    The best place to find lodging in Oakville is near the waterfront in the downtown area, which is close to all the shops, restaurants, and attractions. The Old Oakville area is also a great choice for its charm and historic buildings.

Destinations nearby

Best family friendly Oakville Short term rentals

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

Spacious Basement In Oakville - Oakville
9.0 2 reviews
Oakville
26/08 – 06/09
SG$256/nighttotal: SG$2816 (11 )

Spacious Basement In Oakville

2 2
apartment , Toronto
This spacious Oakville basement flat, approximately 26-35 km from Toronto attractions such as the CN Tower and Rogers Centre, offers a peaceful alternative to the city centre.
The 79 square metre, two-bedroom property sleeps seven, includes a fully equipped kitchen with dishwasher, free Wi-Fi, private parking, and a washing machine; Toronto Pearson International Airport is 27 km away.
Spacious, Bright 4-bed Modern Home In Oakville - Prime Location - Oakville
Oakville
01/08 – 31/10
SG$272/nighttotal: SG$24752 (91 )

Spacious, Bright 4-bed Modern Home In Oakville - Prime Location

4 3
apartment , Toronto
This four-bedroom, three-bathroom flat in Oakville offers proximity to Lake Ontario (a 10-minute drive), Lions Valley Park (a 8-minute drive), Oakville Centre for the Performing Arts (an 8-minute drive), and Glen Abbey Golf Club (a 6-minute drive), making it ideal for exploring the surrounding areas.
With a guest capacity of eight, this residence features an on-site laundry facility and is conveniently situated for access to shopping centres like Square One and local amenities.
4br Luxury Close To Lake, 30 Mins Toronto/niagara - Oakville
9.1 13 reviews
Oakville
01/07 – 31/07
SG$261/nighttotal: SG$7830 (30 )

4br Luxury Close To Lake, 30 Mins Toronto/niagara

1 3
apartment , Toronto
This luxurious bungalow is located in a prestigious neighbourhood in the Greater Toronto Area, just a short drive from Lake Ontario and within easy reach of both Toronto and Niagara Falls, making it an ideal base for exploring the region. The spacious property boasts three bedrooms, three bathrooms, and a large recreation room with a wet bar, comfortably accommodating up to ten guests and offering plenty of space for family gatherings.
Lux 4br 3ba Home • Sunset Views & Ultimate Comfort - Oakville
9.9 29 reviews
Oakville
10/07 – 15/07
SG$403/nighttotal: SG$2015 (5 )

Lux 4br 3ba Home • Sunset Views & Ultimate Comfort

4 2
apartment , Toronto
This spacious detached house is located in a quiet Oakville neighbourhood, approximately 8 kilometres from Oakville Place, dining options, and Sheridan College, with the Oakville GO Station for Toronto commutes also around 8 kilometres away.
Offering accommodation for up to 7 guests, this comfortable property features 3 bedrooms, 2 bathrooms, air conditioning, and includes a kitchen equipped with a fridge, freezer, microwave oven, and dishwasher, alongside on-site parking.

Best Oakville short term rentals with parking

Serene Retreat - Cozy + Private! - Oakville
9.3 8 reviews
Oakville
01/08 – 30/09
SG$155/nighttotal: SG$9300 (60 )

Serene Retreat - Cozy + Private!

1 4
apartment , Toronto
This Toronto apartment, located on Grand Oak, offers a private lower-level unit with parking, ideal for exploring the city's attractions; the precise distance to landmarks requires further clarification.
The two-bedroom, one-bathroom flat sleeps five guests and features a fully equipped kitchen, air conditioning, and exclusive outdoor access.
Contemporary, Quite Two Bedroom Home ! - Oakville
9.9 76 reviews
Oakville
06/07 – 12/07
SG$297/nighttotal: SG$1782 (6 )

Contemporary, Quite Two Bedroom Home !

2 2
apartment , Toronto
This two-bedroom flat is located in Mississauga, just 4 kilometres from Oakville and easily accessible via the 403 Highway and public transport. The property has received excellent ratings for its cleanliness, location, and overall experience.
The flat is ideal for families or groups of up to four people, offering a comfortable living space with a fully equipped kitchen, a spacious living area, and two modern bathrooms. Guests can enjoy a range of amenities including air conditioning, a washing machine and dryer, and a garden, making it a convenient and enjoyable base for exploring Toronto.
Cozy 2-bedroom Apartment With Wifi, Separate Entrance And Parking - Oakville
9.4 3 reviews
Oakville
01/07 – 05/07
SG$329/nighttotal: SG$1316 (4 )

Cozy 2-bedroom Apartment With Wifi, Separate Entrance And Parking

2 3
apartment , Toronto
This Mississauga apartment, situated in the Erin Mills neighbourhood, is 5 minutes from Erin Mills Town Centre, 10 minutes from the University of Toronto Mississauga and Square One Shopping Centre, and an 18-minute drive from Toronto Pearson International Airport.
The 74-square-metre (800 sq ft) property sleeps up to five guests in two queen beds and a sofa bed, and includes WiFi, a fully equipped kitchen with dishwasher, a washing machine, air conditioning, parking, and is close to various attractions including Putting Edge and iFLY Toronto Oakville.
Serene High-celling Retreat In Upsacle And Safe Neighbourhood - Oakville
Oakville
01/08 – 30/09
SG$96/nighttotal: SG$5760 (60 )

Serene High-celling Retreat In Upsacle And Safe Neighbourhood

2 4
apartment , Toronto
This Glen Abbey holiday home in Oakville, Ontario, is situated within 2km of Saw-Whet Golf Course and Bronte Creek Provincial Park, and 3km from the Oakville Art Society.
The two-bedroom, one-bathroom property sleeps four guests and offers free Wi-Fi, a fully equipped kitchen including a dishwasher, in-home laundry facilities, and air conditioning.
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