Oakville Short term rentals

531 available short term rental offers

7 nights
2
1
  • airbnb
  • booking
  • hotelscom
  • vrbo
  • tripadvisor
  • expedia
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelopia
Oakville short term rentals
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

Best Short term and Weekly rentals in Oakville

Best Oakville luxury short term rentals

Private Trendy Coach House - Oakville
8.8 8 reviews
Oakville
01/07 – 01/10
365 ﺩ.ﺇ/nighttotal: 33580 ﺩ.ﺇ (92 )

Private Trendy Coach House

1 1
apartment , Toronto
This Oakville studio apartment, a 30-45 minute drive from Toronto, is situated in the Oak Park neighbourhood, close to Milbank Park and public transport links.
The recently renovated self-contained unit sleeps two, boasts a custom kitchen with dishwasher and Keurig coffee maker, in-suite laundry, a smart TV, and overlooks a Japanese garden; nearby attractions include shopping and dining options.

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
27/06 – 04/07
4570 ﺩ.ﺇ/nighttotal: 31990 ﺩ.ﺇ (7 )

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

5 1
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.
Luxury Oakville Home, Hot Tub, Fireplace (Upper) - Oakville
9.8 37 reviews
Oakville
05/07 – 12/07
1608 ﺩ.ﺇ/nighttotal: 11256 ﺩ.ﺇ (7 )

Luxury Oakville Home, Hot Tub, Fireplace (Upper)

1 10
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.
Whole House New Luxury Kitchen—5 Bedrooms 5 Baths - Oakville
10 1 review
Oakville
01/09 – 28/02
1214 ﺩ.ﺇ/nighttotal: 218520 ﺩ.ﺇ (180 )

Whole House New Luxury Kitchen—5 Bedrooms 5 Baths

1 4
house , Milton
This recently renovated entire house is located in a residential area of Milton, offering easy access to local amenities and major routes.
This 5-bedroom, 5-bathroom accommodation sleeps up to 10 guests and features a brand-new kitchen, air conditioning, a Jacuzzi, and 5 dedicated parking spots.
Modern Executive Townhome W/ Rooftop Hot Tub Oasis - Oakville
10 135 reviews
Oakville
28/12 – 31/12
1843 ﺩ.ﺇ/nighttotal: 5529 ﺩ.ﺇ (3 )

Modern Executive Townhome W/ Rooftop Hot Tub Oasis

1 2
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.

Frequently Asked Questions about short term rentals 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

3bd 2.5bth House W/ Pool Table, Swing, Outdoor Bbq - Oakville
9.8 184 reviews
Oakville
01/09 – 30/09
689 ﺩ.ﺇ/nighttotal: 19981 ﺩ.ﺇ (29 )

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

1 1
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.
Modern 2br Retreat | Renovated + Free Parking - Oakville
9.8 10 reviews
Oakville
01/07 – 31/07
450 ﺩ.ﺇ/nighttotal: 13500 ﺩ.ﺇ (30 )

Modern 2br Retreat | Renovated + Free Parking

1 2
apartment , Milton
This two-bedroom basement flat is situated in a new housing development in Oakville, Ontario, just a 10-kilometre drive from Milton and within easy reach of Toronto, Mississauga, and Niagara Falls. The property has received excellent ratings for cleanliness, location, and user experience, making it a great choice for travellers seeking a comfortable and convenient stay.
The flat can comfortably accommodate up to four guests and features a modern kitchen with stainless-steel appliances, a dedicated workspace with high-speed Wi-Fi, and a living area with a Roku TV and board games for entertainment. The flat also boasts a private entrance, free parking, and air conditioning, ensuring a relaxing and enjoyable stay.
Cozy 2 Bedrooms Modern Basement Suite With Private Entrance, Kitchen And Parking - Oakville
9.1 16 reviews
Oakville
27/06 – 04/07
780 ﺩ.ﺇ/nighttotal: 5460 ﺩ.ﺇ (7 )

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

2 2
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.
Executive Townhouse Next To Popular Provincial Park, 10 Minutes Walk - Oakville
8.0 1 review
Oakville
01/09 – 28/02
442 ﺩ.ﺇ/nighttotal: 79560 ﺩ.ﺇ (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.

Best Oakville lodging with parking

Spacious 2 Bedrooms 2 Bathrooms With Cozy Charm Plus 1 Parking - Oakville
Oakville
01/09 – 30/09
653 ﺩ.ﺇ/nighttotal: 18937 ﺩ.ﺇ (29 )

Spacious 2 Bedrooms 2 Bathrooms With Cozy Charm Plus 1 Parking

1 1
apartment , Milton
This Mississauga apartment, situated 24km from the Mississauga Convention Centre and 40km from Toronto attractions including BMO Field and Exhibition Place, offers convenient access to major landmarks. This one-bedroom flat, boasting 8 square metres of floor space, features a fully equipped kitchen, private parking, and a balcony; accommodating one guest.
Luxury Retreat In Burlington - Oakville
8.0 1 review
Oakville
01/07 – 31/07
555 ﺩ.ﺇ/nighttotal: 16650 ﺩ.ﺇ (30 )

Luxury Retreat In Burlington

1 3
apartment , Hamilton
This Burlington house, a short drive from Hamilton, offers a tranquil escape for families seeking a base to explore both towns.
The three-bedroom, three-bathroom property boasts a spacious open-plan living, dining, and kitchen area (equipped with fridge, freezer, microwave, and dishwasher), comfortably accommodating up to five guests and including air conditioning.
2026 Fifa |40 Mins To Bmo Field |Oakville Go Train - Oakville
9.8 89 reviews
Oakville
09/08 – 14/08
1490 ﺩ.ﺇ/nighttotal: 7450 ﺩ.ﺇ (5 )

2026 Fifa |40 Mins To Bmo Field |Oakville Go Train

1 4
apartment , Toronto
This five-bedroom, three-bathroom house in Uptown Oakville offers self-catering for up to ten guests, conveniently located within 1.6km of Oakville Place shopping centre, 0.96km from Sheridan College, and 0.8km from a drive-in cinema.
The property features a fully equipped kitchen, a spacious living room with a 65" smart TV, two workspaces, a private enclosed garden, and family-friendly amenities including a high chair, children's books and toys; self check-in is available.
Modern 3br Home With Office And Parking And Wifi - Oakville
Oakville
08/07 – 07/08
844 ﺩ.ﺇ/nighttotal: 25320 ﺩ.ﺇ (30 )

Modern 3br Home With Office And Parking And Wifi

1 4
apartment , Toronto
This modern 3-bedroom house is situated in a quiet, family-friendly neighbourhood in Oakville, a short 3-kilometre drive from Lake Ontario and major highways for convenient access to the Greater Toronto Area.
This residence offers ample parking for four cars, high-speed Wi-Fi, in-home laundry, and a 65-inch Smart TV with Roku, comfortably accommodating up to six guests with easy access to Oakville Place Shopping Centre and nearby walking trails.
©2026 cozycozy.com