Vacation Rentals in Oakville

664 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • makemytrip
  • oyo
  • yatra
  • goibibo
  • travelguru
  • cleartrip
  • vrbo
  • expedia
  • hotelscom
  • tripcom
  • agoda
Oakville vacation rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

664 Vacation rentals and Airbnb in Oakville

Best family friendly Oakville vacation rentals

Among the 664 accommodations in Oakville, here are the 4 best family friendly rentals

Apartment ∙ 2 Bedrooms ∙ 4 Guests - Oakville
Oakville
28/12 – 31/12
₹17610/nightTotal: ₹52830 (3 )

Apartment ∙ 2 Bedrooms ∙ 4 Guests

2 2
apartment , Milton
This two-bedroom flat in Halton offers convenient access to Oakville and Mississauga (both 32 kilometres away) and is 56 to 79 kilometres from downtown Toronto, with a GO station 630 metres from the property.
This modern apartment for four guests features a fully equipped kitchen with a dishwasher and microwave, air conditioning, a swimming pool, a jacuzzi, and private parking, providing a comfortable base for exploring the Greater Toronto Area.
Luxury 5br Home W/ Spa Bath - Oakville
Oakville
28/12 – 31/12
₹123181/nightTotal: ₹369543 (3 )

Luxury 5br Home W/ Spa Bath

5 2
apartment , Hamilton
This five-bedroom, four-bathroom holiday flat in Burlington is situated a mere 3-minute drive from Bronte Creek Provincial Park and an 11-minute drive from Lake Ontario, offering convenient access to natural attractions and waterfront activities.
This spacious property accommodates up to ten guests and features an on-site laundry facility, providing a comfortable base for exploring local theatres such as the Village Theatre Waterdown and art centres like the Burlington Art Centre, all within an 11-minute drive.
Chic&cozy Ll 2bed 2bath-kitchenette L *Near Lake* - Oakville
9.3 16 reviews
Oakville
25/06 – 28/06
₹23311/nightTotal: ₹69933 (3 )

Chic&cozy Ll 2bed 2bath-kitchenette L *Near Lake*

2 4
house , Oakville
This two-bedroom apartment is situated in the Bronte neighbourhood of Oakville, just a short walk from Lake Ontario and the bustling Bronte Harbour. It has received excellent ratings for location, cleanliness, and overall experience.
This modern apartment is perfect for a family or group of up to five people, offering a comfortable and convenient stay. You'll enjoy a fully equipped kitchen, two bathrooms, and a private outdoor space, as well as access to a swimming pool and jacuzzi.
Luxury Executive Studio In Prestigious Glen Abbey Oakville - Oakville
Oakville
01/08 – 30/09
₹11894/nightTotal: ₹713640 (60 )

Luxury Executive Studio In Prestigious Glen Abbey Oakville

1 4
studio , Toronto
This one-bedroom apartment is located in the prestigious Glen Abbey community of Oakville, approximately 40 kilometres southwest of Toronto and within easy reach of Bronte Creek Provincial Park.
The 93 square metre studio flat offers a comfortable stay for up to four guests and features a fully equipped kitchen, a king-sized bed, a 55-inch television, and a private patio, perfect for relaxing after a day exploring the surrounding area.

Best Oakville holiday rentals with parking

Executive 1bd+den Suite|perfect For Extended Stay - Oakville
10 4 reviews
Oakville
01/09 – 30/09
₹12500/nightTotal: ₹362500 (29 )

Executive 1bd+den Suite|perfect For Extended Stay

1 1
apartment , Milton
This luxury one-bedroom plus den flat is located in Oakville, offering direct access to the 407, QEW/403, and 401 motorways, with the Oakville GO Station just 10 minutes away for a 30-minute commute to Toronto's Union Station.
This family-friendly apartment includes a private balcony, a fully equipped kitchen with a Ninja blender and Keurig coffee machine, an indoor gym, a party room, an outside lounge with a barbecue area, and underground parking with EV charging, accommodating up to two guests.
Bright 2 Bedroom Apartment, Free Parking, Wi-fi - Oakville
9.8 91 reviews
Oakville
26/08 – 06/09
₹13344/nightTotal: ₹146784 (11 )

Bright 2 Bedroom Apartment, Free Parking, Wi-fi

1 2
apartment , Milton
This Milton basement flat offers convenient access to parks, trails, and major retailers such as Walmart and Superstore, lying approximately 64km from Toronto city centre and 160km from Niagara Falls.
The self-contained apartment sleeps three guests in a queen and single bed configuration, with an optional queen air mattress available (fee applies), and includes a 65-inch smart TV, dishwasher, and private parking.
Luxe Furnished Home In Oakville - Oakville
Oakville
08/07 – 07/08
₹18259/nightTotal: ₹547770 (30 )

Luxe Furnished Home In Oakville

4 4
apartment , Toronto
This four-bedroom, four-bathroom Oakville apartment rental in West Oak Trails offers easy access to Bronte Creek Provincial Park (approx. 5 km) and Glen Abbey Golf Course (approx. 8 km).
The self-catering property sleeps seven, includes a fully equipped kitchen with dishwasher, in-unit laundry, parking, and smart TV with Wi-Fi, and is close to further attractions such as Saw-Whet Golf Course and the Canadian Golf Hall of Fame.
Cozy 3 Bedroom Bungalow With Bright Basement Suit. - Oakville
Oakville
01/07 – 31/07
₹15693/nightTotal: ₹470790 (30 )

Cozy 3 Bedroom Bungalow With Bright Basement Suit.

3 4
apartment , Toronto
This cosy bungalow is located in West Oakville, offering proximity to Bronte Creek Provincial Park and Rattray Marsh Conservation Area, with cultural sites such as the Canadian Golf Hall Of Fame nearby.
This apartment provides accommodation for up to 10 guests with 3 bedrooms and 1 bathroom, featuring air conditioning and internet, and is situated in a quiet, family-friendly neighbourhood ideal for relaxation.

Frequently asked questions about holiday rentals in Oakville

  • Which neighborhood in Oakville should you consider for a vacation rental?

    For a vacation rental, I'd recommend the Old Oakville neighbourhood. It's charming, with lots of Victorian architecture and a great selection of restaurants and shops. It's also within walking distance of the waterfront and the Oakville Museum.
  • What are the best Airbnb and vacation rentals in Oakville?

    Waterfront Coach House Loft, The Wine Cellar and Cozy 2 Bedroom Basement Apartment are the most popular Airbnb and vacation rentals in Oakville among travelers.

  • When is the best time to book a vacation rental in Oakville?

    The best time to book a vacation rental in Oakville is during the shoulder seasons, like spring or autumn. You'll avoid the crowds and the prices are usually lower.
  • What are the most popular Airbnbs in Oakville?

    Among the Airbnbs in Oakville, Waterfront Coach House Loft, The Wine Cellar and Cozy 2 Bedroom Basement Apartment are the most popular ones.

  • What events or festivals should visitors check out in and around Oakville?

    Oakville has a lot of great events throughout the year. In the summer, there's the Oakville Jazz Festival, which is always a big hit. And in the fall, there's the Oakville Fall Fair, which is a great place to experience local culture. If you're looking for something a bit different, you could check out the Bronte Creek Provincial Park, they have a lot of events throughout the year.
  • What are the best vacation rentals with a pool in Oakville?

  • What are the best restaurants with local dishes in Oakville?

    If you're looking for local dishes, I'd recommend checking out The Oakville Chop House. They're known for their steaks and their Canadian-inspired menu. Another great option is The Stone House, they have a great selection of local seafood.
  • What are the best rentals for families and kids in Oakville?

    The best rentals for families and kids in Oakville are Home Away From Home (Basement Apartment), Pathway Suites and Cozy & Beautiful Basement Apartment.

  • What are the best walking or cycling routes in Oakville?

    Oakville has a lot of great walking and cycling routes. The Waterfront Trail is a popular option, it stretches for kilometers along the lake. You could also try the Oakville Creek Trail, it's a bit more off the beaten path, but it's really scenic.
  • What are the best rentals or Airbnbs with a jacuzzi in Oakville?

    The best vacation rentals or Airbnb with a jacuzzi in Oakville are Pathway Suites, Beautiful Cozy 1 Br Condo Steps To Sq1 and Luxurious1 Br Condo In Downtown Mississauga .

  • Are there pet-friendly attractions in Oakville?

    Yes, Oakville is quite pet-friendly. You can bring your dog to Coronation Park, they have a designated off-leash area. And most of the restaurants along the waterfront have outdoor patios where you can enjoy a meal with your furry friend.
  • What are the benefits of choosing a vacation rental in Oakville?

    Vacation rentals offer a lot of benefits, like more space and privacy compared to a hotel. You can also often find rentals with amenities like a kitchen and laundry facilities, which can be very convenient. And of course, you'll have the chance to experience local life in a more authentic way.

Destinations nearby

Best Oakville holiday rentals with a balcony

Spacious 2 Bedrooms 2 Bathrooms With Cozy Charm Plus 1 Parking - Oakville
Oakville
01/09 – 30/09
₹16979/nightTotal: ₹492391 (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.
South Oakville Bliss Haven Monthly Stays Only - Oakville
8.5 2 reviews
Oakville
01/09 – 30/09
₹30912/nightTotal: ₹896448 (29 )

South Oakville Bliss Haven Monthly Stays Only

5 4
house , Toronto
This five-bedroom house, ideal for large groups, is situated in South Oakville, approximately 32-37 kilometres from Toronto attractions including the Mississauga Convention Centre, BMO Field, Budweiser Stage, and Exhibition Place.
The 13-square-metre property boasts three bathrooms, a fully equipped kitchen, private parking, Wi-Fi, and a balcony with barbecue facilities, comfortably accommodating up to 19 guests.
Stylish 3br 2.5 Bath Townhouse With Patio And Parking - Oakville
Oakville
01/07 – 31/07
₹39405/nightTotal: ₹1182150 (30 )

Stylish 3br 2.5 Bath Townhouse With Patio And Parking

3 3
house , Toronto
This townhouse is situated in Streetsville, approximately 16 kilometres from the Mississauga Convention Centre and 19 kilometres from Toronto Pearson International Airport.
This property offers 125 square metres of living space with three bedrooms and two bathrooms, accommodating up to nine guests with amenities including a dishwasher, microwave oven, fridge, air conditioning, a terrace, balcony, and free private parking.
Luxury Oakville Home, Hot Tub, Fireplace, New Home - Oakville
10 1 review
Oakville
06/07 – 12/07
₹63800/nightTotal: ₹382800 (6 )

Luxury Oakville Home, Hot Tub, Fireplace, New Home

4 2
house , Milton
This luxurious property is situated in Oakville, just 24 kilometres from the Mississauga Convention Centre, 35 kilometres from BMO Field, and 37 kilometres from Budweiser Stage. The home has received excellent ratings for its location, cleanliness, and overall user experience.
This four-bedroom home is spacious and comfortable, with a floor area of 229 square metres and a guest capacity of 10. The property offers a range of amenities, including a private hot tub, outdoor dining area, fireplace, fully equipped kitchen, free Wi-Fi, washer and dryer, and a peaceful garden.

Best Oakville holiday rentals with air conditioning

Marjan Lane Home, In A Very Quiet, Peaceful Area! - Oakville
9.3 3 reviews
Oakville
08/07 – 07/08
₹12710/nightTotal: ₹381300 (30 )

Marjan Lane Home, In A Very Quiet, Peaceful Area!

1 4
apartment , Hamilton
This Mattamy home, situated in Hamilton's desirable Orchard neighbourhood, offers a peaceful residential setting within easy reach of local attractions (distances to specific landmarks require further information on the precise location within The Orchard).
This spacious 112 square metre, two-bedroom house sleeps four, boasting a fully furnished interior, air conditioning, a garden, parking, and internet access; the nightly rate is £55.20 (plus applicable taxes and potential pet cleaning fee).
4br Luxury Close To Lake, 30 Mins Toronto/niagara - Oakville
9.1 13 reviews
Oakville
01/07 – 31/07
₹21710/nightTotal: ₹651300 (30 )

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

1 4
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.
Clarkson Go&qew | Direct Train To Toronto&niagara - Oakville
Oakville
09/08 – 14/08
₹21268/nightTotal: ₹106340 (5 )

Clarkson Go&qew | Direct Train To Toronto&niagara

3 4
apartment , Toronto
This Mississauga flat provides excellent connectivity, being just a short drive from Downtown Toronto and Niagara Falls via Clarkson GO Station, and conveniently located near the Ford Oakville Assembly Plant and the Lake Ontario waterfront.
This three-bedroom, one-bathroom flat accommodates up to eight guests and features a fully equipped kitchen with a Keurig, a private garden with a patio and BBQ, high-speed 5G Wi-Fi, a Smart TV, and dedicated driveway parking.
*Top Rated In Oakville*luxurious Private Apartment - Oakville
9.9 20 reviews
Oakville
28/12 – 31/12
₹20637/nightTotal: ₹61911 (3 )

*Top Rated In Oakville*luxurious Private Apartment

1 2
apartment , Toronto
This Glen Abbey, Oakville self-catering property is conveniently located near major roads, approximately 13km from Lake Ontario, and within a 16km radius of Glen Abbey Golf Course and Deer Creek Golf Course.
The spacious basement flat sleeps four guests in two bedrooms and one bathroom, boasting a fully equipped kitchen, in-unit laundry, Smart TV with streaming services, Xbox One with racing simulator, and private parking; enjoy nearby Oakville Place Shopping Centre, a short drive from Toronto (64km) and Niagara Falls (80km).
©2026 cozycozy.com