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

Luxury Retreat In Top Location - Oakville
9.6 63 reviews
Oakville
28/08 – 16/09
A$161/nighttotal: A$3059 (19 )

Luxury Retreat In Top Location

2 4
apartment , Milton
This excellent, family-friendly basement flat in a prestigious Milton neighbourhood is conveniently located near the GO station, Walmart, and Canadian Superstore.
The two-bedroom, one-bathroom self-catering apartment sleeps five, boasts a fully equipped kitchen including a dishwasher, high-speed Wi-Fi, Netflix, and parking, offering comfortable accommodation near Lakeshore and Milton town centre.

Best Oakville Short term rentals with a jacuzzi

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

Luxury 5 Br, Gym, Sauna, Thtr, Od Fp & Ktcn, Lake - Oakville
Oakville
23/07 – 14/09
A$1443/nighttotal: A$76479 (53 )

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

5 2
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.
Serene Oakville Retreat - Modern 2-bedroom Apartment - Oakville
Oakville
06/07 – 12/07
A$693/nighttotal: A$4158 (6 )

Serene Oakville Retreat - Modern 2-bedroom Apartment

2 2
apartment , Milton
This two-bedroom flat is situated in Halton, offering convenient access to Oakville (32 kilometres), Mississauga (32 kilometres), and Toronto (56-77 kilometres), with a GO Station a mere 7-minute drive away.
This family-friendly apartment, accommodating up to four guests, boasts a fully equipped kitchen, air conditioning, a jacuzzi, and private parking, and is located within a 15-minute drive of Oakville Place, Toronto Premium Outlet, and Erin Mills Town Centre.
Luxury Oakville Home, Hot Tub, Fireplace (Upper) - Oakville
9.8 37 reviews
Oakville
09/08 – 14/08
A$663/nighttotal: A$3315 (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
01/08 – 30/09
A$412/nighttotal: A$24720 (60 )

Luxurious House With Pond View And Jacuzzi

4 4
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, so you can expect warm summers and cold winters. You can expect temperatures to range from -15°C to 30°C. Spring and autumn are generally mild, but can be unpredictable. Don't forget to pack layers, especially if you're visiting during the shoulder 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 bustling events calendar throughout the year. You can check out the Oakville Jazz Festival in July, the Oakville Fall Fair in September, and the Oakville Christmas Market in December. These events bring the town alive with music, food, and entertainment.
  • 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 areas. Just a short drive away, you can find the picturesque Dundas Peak and the scenic Crawford Lake Conservation Area. These are great spots for hiking, camping, and enjoying the outdoors.
  • 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 downtown core of Oakville, near the waterfront, is a great place to find hotels and restaurants. However, you can also find some charming bed and breakfasts in the historic Old Oakville neighbourhood. The area around the Oakville GO station is also a convenient place to stay, as it has good access to public transportation.
  • What are the best short term rentals for families and kids in Oakville?

Destinations nearby

Best family friendly Oakville Short term rentals

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

Cozy 2 Bedrooms Modern Basement Suite With Private Entrance, Kitchen And Parking - Oakville
9.1 16 reviews
Oakville
27/06 – 04/07
A$302/nighttotal: A$2114 (7 )

Cozy 2 Bedrooms Modern Basement Suite With Private Entrance, Kitchen And Parking

2 1
apartment , Toronto
This cosy Mississauga basement flat, located 18 kilometres from Toronto Pearson International Airport and within easy driving distance of attractions such as the Rogers Centre and CN Tower (both 35 kilometres away), offers convenient access to Toronto.
The 79-square-metre self-catering property sleeps nine guests, boasting two bedrooms, one bathroom, a fully equipped kitchen with dishwasher, free Wi-Fi, air conditioning, and private parking.
Luxury Basement Apartment In Oakville Monthly Stays Only - Oakville
9.5 23 reviews
Oakville
23/07 – 14/09
A$170/nighttotal: A$9010 (53 )

Luxury Basement Apartment In Oakville Monthly Stays Only

1 2
apartment , Milton
This luxury basement flat is located in Oakville, just 35 kilometres from both BMO Field and Budweiser Stage in Toronto, offering easy access to the city's attractions. It has received excellent ratings for location, cleanliness and user experience.
The self-catering flat, with a floor area of 11 square metres, can accommodate up to four guests. It offers a range of amenities, including a fully equipped kitchen, a washing machine, free Wi-Fi, a satellite flat-screen TV, a fireplace, a seating area, access to darts and tennis, a fitness room, and outdoor play equipment.
Private Home : Kitchen-bath-laundry-gym-parking - Oakville
9.8 35 reviews
Oakville
01/09 – 30/09
A$111/nighttotal: A$3219 (29 )

Private Home : Kitchen-bath-laundry-gym-parking

1 1
apartment , Toronto
This basement flat is conveniently located just 1.5 kilometres from Sheridan College and White Oaks Secondary School, offering easy access to Superstore, Walmart, Tim Hortons, and bus stations. It has received excellent ratings for user experience, location, and cleanliness.
The flat comfortably accommodates two guests and features a separate entrance for complete privacy. The self-catering flat includes a fully equipped kitchen, laundry facilities, a dedicated exercise space, and free parking on the driveway. Multilingual services in English, Chinese, and Cantonese are available.
Apartment Unit - Oakville
9.6 75 reviews
Oakville
28/12 – 31/12
A$170/nighttotal: A$510 (3 )

Apartment Unit

1 2
apartment , Milton
This one-bedroom apartment is situated in a peaceful neighbourhood in Milton, just a 10-minute drive from Lake Ontario and 25-30 minutes from the airport. The apartment has consistently received excellent reviews for its cleanliness, location and overall experience.
This comfortable flat can accommodate up to four guests and features a fully equipped kitchen, a dedicated workspace, a smart TV, and a private outdoor area with a barbecue. Guests also have access to free parking, an EV charging outlet, and a washing machine and dryer.

Best Oakville short term rentals with parking

Room#2 - Stylish - New - Shared Townhouse - Oakville
9.6 10 reviews
Oakville
01/07 – 31/10
A$86/nighttotal: A$10492 (122 )

Room#2 - Stylish - New - Shared Townhouse

1 2
house , Milton
This Milton B&B, perfect for couples, offers a self-catering stay with parking and internet access.
The guest house sleeps two in one bedroom and bathroom and includes a kitchen, though precise location and proximity to Milton's attractions require further details.
Luxury Modern Retreat: W/ Sauna & Modern Amenities - Oakville
10 2 reviews
Oakville
01/07 – 31/07
A$599/nighttotal: A$17970 (30 )

Luxury Modern Retreat: W/ Sauna & Modern Amenities

4 3
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.
Modern & Luxury Townhouse In Oakville - Oakville
9.5 52 reviews
Oakville
01/09 – 28/02
A$224/nighttotal: A$40320 (180 )

Modern & Luxury Townhouse In Oakville

1 4
apartment , Hamilton
This modern townhouse, situated in Oakville, offers easy access to Hamilton, approximately 48-64 km away depending on traffic, and is conveniently located near the GO Train station for onward travel to Toronto and other areas.
Sleeping up to eight guests, this three-bedroom property boasts a spacious open-plan layout, a fully equipped kitchen, private deck, high-speed internet, and a jacuzzi; a welcome pack awaits guests.
Oakville Spacious 2br 2wr Private Apartment - Oakville
9.8 11 reviews
Oakville
01/09 – 28/02
A$97/nighttotal: A$17460 (180 )

Oakville Spacious 2br 2wr Private Apartment

1 4
apartment , Toronto
This spacious Oakville basement flat, a 30-35 minute drive from Toronto Pearson Airport and downtown Toronto, offers convenient access to the QEW/403 highways and Bronte GO station.
The 116 square metre self-contained property sleeps four guests, boasting two ensuite bathrooms, a fully equipped kitchen, 65-inch TV with Netflix, and a dedicated workspace with high-speed internet.
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