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

A Calm Oasis In The City - Oakville
9.8 341 reviews
Oakville
01/09 – 30/09
SG$101/nighttotal: SG$2929 (29 )

A Calm Oasis In The City

1 1
apartment , Toronto
This basement apartment is located in a peaceful neighbourhood in Toronto, just a short distance from public transport that can take you to the city's main attractions. The accommodation has received excellent ratings for location, cleanliness and user experience.
The self-contained apartment has one bedroom with a queen-sized bed and a spacious living room with a double bed, suitable for up to four guests. The kitchen is fully equipped with a fridge, microwave, dishwasher, and other appliances, and the apartment also benefits from air conditioning, parking, and laundry facilities.

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
10/08 – 15/08
SG$221/nighttotal: SG$1105 (5 )

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

1 2
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.
Walk To The Lake Park, 30min Train To Fifa - Oakville
Oakville
10/07 – 15/07
SG$145/nighttotal: SG$725 (5 )

Walk To The Lake Park, 30min Train To Fifa

2 2
apartment , Toronto
This two-bedroom flat is located in a prosperous lakeside neighbourhood, offering a 30-minute commute by train to central Toronto and the FIFA grounds, with restaurants and groceries within walking distance.
This property features a post-modern industrial interior with high ceilings, air conditioning, a Jacuzzi, a garden with BBQ facilities, a Mac, and an electric piano, accommodating up to four guests.
Luxury Oakville Home, Hot Tub, Fireplace (Upper) - Oakville
9.8 37 reviews
Oakville
09/08 – 14/08
SG$599/nighttotal: SG$2995 (5 )

Luxury Oakville Home, Hot Tub, Fireplace (Upper)

1 4
apartment , Milton
This Oakville house, near quality restaurants and parks, is under 48km from Pearson Airport and 53km from Toronto city centre.
The four-bedroom, three-bathroom property sleeps ten, boasting a fully equipped kitchen, jacuzzi, garden, and parking; summer BBQs are possible using the grill.
Luxurious House With Pond View And Jacuzzi - Oakville
Oakville
01/07 – 31/07
SG$389/nighttotal: SG$11670 (30 )

Luxurious House With Pond View And Jacuzzi

4 2
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.

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

Majestic 3br Oakville Home – Fifa World Cup - Oakville
9.3 9 reviews
Oakville
28/08 – 16/09
SG$311/nighttotal: SG$5909 (19 )

Majestic 3br Oakville Home – Fifa World Cup

1 4
apartment , Toronto
This Oakville property, a three-bedroom house sleeping six, is situated minutes from Oakville's downtown core, Lakeside Park, and public transport.
The self-catering dwelling boasts a fully equipped kitchen, high-speed Wi-Fi, parking, and a modern bathroom; guests can enjoy nearby shopping and lakeside amenities.
Cozy Resort-like Stay With Pool - Oakville
9.6 14 reviews
Oakville
01/07 – 31/07
SG$86/nighttotal: SG$2580 (30 )

Cozy Resort-like Stay With Pool

1 2
apartment , Toronto
This charming bed and breakfast is situated in a peaceful residential neighbourhood of Toronto, within easy walking distance of Sixteen Mile Creek, Lions Valley, and Neyagawa Park. The property has received excellent ratings for its cleanliness, location, and overall experience.
The guest house is set up in a basement, providing a quiet and private stay for up to two guests. Guests can enjoy a spacious living area, a well-equipped kitchen, a modern bathroom, a private garden, and access to a swimming pool.
Spacious And Luxurious 2br Suite With Huge Windows - Oakville
10 1 review
Oakville
01/07 – 31/07
SG$307/nighttotal: SG$9210 (30 )

Spacious And Luxurious 2br Suite With Huge Windows

2 3
apartment , Toronto
This Mississauga apartment, located in the Erin Mills neighbourhood, is a 6.4km drive from the Oakville Entertainment Centre and iFLY Toronto Oakville.
This family-friendly 46-square-metre flat offers two bedrooms, one-and-a-half bathrooms, a fully equipped kitchen, in-unit laundry, free Wi-Fi, and parking, providing comfortable accommodation for up to four guests near various attractions including Putting Edge and Cineplex Winston Churchill cinemas.
Beautiful And Cozy Detached House In Oakville - Oakville
9.6 17 reviews
Oakville
01/09 – 30/09
SG$268/nighttotal: SG$7772 (29 )

Beautiful And Cozy Detached House In Oakville

4 4
apartment , Milton
This four-bedroom property is situated in Milton, close to the junction of Dundas Street and Neyagawa Boulevard, offering easy access to local amenities and the highway. The apartment has been awarded excellent ratings for location, cleanliness and overall user experience.
The spacious home features a modern open-plan design and can accommodate up to eight guests. Amenities include a fully equipped kitchen, air conditioning, a private garden, parking and internet access.

Best Oakville short term rentals with parking

*Family Haven* Renovated 3br  Backyard  Parking - Oakville
Oakville
28/12 – 31/12
SG$568/nighttotal: SG$1704 (3 )

*Family Haven* Renovated 3br Backyard Parking

3 2
apartment , Hamilton
This spacious 186-square-metre, two-storey townhome is situated in Burlington, a short drive from Hamilton's attractions, and is within walking distance of local shops and restaurants.
This pet-friendly residence accommodates up to six guests with three bedrooms and two bathrooms, offering a fully equipped kitchen, a formal dining area for eight, in-unit laundry, air conditioning, a terrace, and two driveway parking spaces, with high-speed WiFi suitable for remote work.
Executive Townhouse Next To Popular Provincial Park, 10 Minutes Walk - Oakville
8.0 1 review
Oakville
01/09 – 28/02
SG$155/nighttotal: SG$27900 (180 )

Executive Townhouse Next To Popular Provincial Park, 10 Minutes Walk

4 4
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.
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.
Cozy Parkview Suite In Oakville - Oakville
9.8 27 reviews
Oakville
31/07 – 02/08
SG$202/nighttotal: SG$404 (2 )

Cozy Parkview Suite In Oakville

1 2
B&B , Toronto
This private basement suite in Toronto offers a peaceful retreat near a commercial area, a 10-minute walk (1.6km) from banks, Walmart, restaurants and Starbucks.
The self-contained apartment, sleeping two guests, features a bedroom, living room, kitchen, bathroom, office area, laundry facilities, and provides disposable amenities; enjoy park views from its private backyard entrance.
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