Vacation Rentals in Oakville

664 available vacation rental offers

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Oakville vacation rentals
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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

Yara’s Nest - Oakville
10 2 reviews
Oakville
28/12 – 31/12
₹19529/nighttotal: ₹58587 (3 )

Yara’s Nest

1 2
apartment , Toronto
Yara's Nest, a three-bedroom Toronto apartment, offers pet-friendly accommodation with parking and a garden, although its precise location and proximity to landmarks remain unspecified.
This family-friendly dwelling sleeps four guests and includes a kitchen equipped with a fridge, freezer, microwave, and dishwasher, plus air conditioning and internet access.
Modern House In A Quiet Neighbourhood - Oakville
9.9 49 reviews
Oakville
27/06 – 04/07
₹26439/nighttotal: ₹185073 (7 )

Modern House In A Quiet Neighbourhood

3 2
apartment , Toronto
This Oakville apartment, situated in a family-friendly neighbourhood a short drive (approximately 30-40km) from Toronto's attractions, offers a peaceful retreat while remaining conveniently close to the city.
The two-bedroom, one-bathroom dwelling sleeps four guests and features a fully equipped kitchen, high-speed Wi-Fi, free parking, and a newly built deck; making it ideal for families visiting Toronto.
Beautiful And Cozy Detached House In Oakville - Oakville
9.6 17 reviews
Oakville
01/09 – 30/09
₹19683/nighttotal: ₹570807 (29 )

Beautiful And Cozy Detached House In Oakville

1 1
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.
Spacious And Luxurious 2br Suite With Huge Windows - Oakville
10 1 review
Oakville
01/07 – 31/07
₹22818/nighttotal: ₹684540 (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.

Best Oakville holiday rentals with parking

Contemporary, Quite Two Bedroom Home ! - Oakville
9.9 76 reviews
Oakville
06/07 – 12/07
₹22081/nighttotal: ₹132486 (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.
Oakville Spacious 2br 2wr Private Apartment - Oakville
9.8 11 reviews
Oakville
01/09 – 30/09
₹7661/nighttotal: ₹222169 (29 )

Oakville Spacious 2br 2wr Private Apartment

1 1
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.
Luxury Oakville Home, Hot Tub, Fireplace, New Home - Oakville
Oakville
06/07 – 12/07
₹63800/nighttotal: ₹382800 (6 )

Luxury Oakville Home, Hot Tub, Fireplace, New Home

1 2
house , Milton
House listing. Your accommodation will be based in Milton.
Facilities and services: an iron, a washing machine and air conditioning.
Stylish 3br 2.5 Bath Townhouse With Patio And Parking - Oakville
Oakville
01/07 – 31/07
₹39378/nighttotal: ₹1181340 (30 )

Stylish 3br 2.5 Bath Townhouse With Patio And Parking

3 2
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.

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

*Cozy* 1 Bedroom Home Near Waterfront/trails - Oakville
Oakville
28/12 – 31/12
₹25055/nighttotal: ₹75165 (3 )

*Cozy* 1 Bedroom Home Near Waterfront/trails

1 2
apartment , Hamilton
This newly renovated one-bedroom flat is situated in Burlington, a short drive from the lakefront and Burlington Pier, offering convenient access to amenities.
This private suite accommodates two guests and features a fully equipped kitchen, high-speed WiFi, in-unit laundry, and two driveway parking spaces, with pets welcome.
Luxury Modern Retreat With Sauna & Modern Amenities - Oakville
Oakville
28/12 – 31/12
₹34628/nighttotal: ₹103884 (3 )

Luxury Modern Retreat With Sauna & Modern Amenities

4 2
house , Toronto
This Mississauga property, situated 19 kilometres from Toronto Pearson International Airport and 18 kilometres from the Mississauga Convention Centre, offers convenient access to major attractions.
The 250 square metre modern home boasts four bedrooms, four bathrooms, sleeps nineteen guests, and includes a fully equipped kitchen, sauna, garden, terrace, parking, and Wi-Fi.
Trafalgar - Oakville
9.0 5 reviews
Oakville
28/12 – 31/12
₹16674/nighttotal: ₹50022 (3 )

Trafalgar

2 2
apartment , Milton
This two-bedroom flat in Oakville, Trafalgar, is approximately 22.5 kilometres from the Mississauga Convention Centre and between 33.8 and 35.4 kilometres from Toronto landmarks such as BMO Field, Rogers Centre, and the CN Tower.
This 999 square metre residence accommodates up to four guests with two bathrooms, a fully equipped kitchen, air conditioning, a balcony, and complimentary private parking, offering free high-speed WiFi.
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.

Best Oakville holiday rentals with air conditioning

💧Lakeshore Villa💧  5000 Sqft Paradise - Oakville
10 3 reviews
Oakville
27/06 – 31/12
₹18858/nighttotal: ₹3526446 (187 )

💧Lakeshore Villa💧 5000 Sqft Paradise

3 2
apartment , Toronto
This luxurious lakeside property is situated on a quiet Oakville street, a 6.4km drive from Bronte Harbour and offering breathtaking Lake Ontario views.
The three-bedroom, two-bathroom residence sleeps twelve guests and boasts a gourmet kitchen, inground pool, walk-out basement with billiards table, and private balconies from all bedrooms; luxury services including private chefs are available on request.
Luxurious 4br Oasis W/ Sauna & Games - Oakville
Oakville
27/06 – 04/07
₹34381/nighttotal: ₹240667 (7 )

Luxurious 4br Oasis W/ Sauna & Games

1 1
apartment , Toronto
This modern Toronto flat is located in a well-connected and sought-after district, offering easy access to local attractions and amenities.
This spacious apartment accommodates up to eight guests, featuring two bathrooms, a fully equipped kitchen with a dishwasher, air conditioning, and complimentary on-site parking.
Cozy & Clean, Eastlake Oakville 3 Bed 2.5 Bath - Oakville
10 7 reviews
Oakville
23/07 – 14/09
₹24214/nighttotal: ₹1283342 (53 )

Cozy & Clean, Eastlake Oakville 3 Bed 2.5 Bath

1 2
apartment , Toronto
This spacious three-bedroom bungalow is situated in southeast Oakville, offering easy access to Highways 403 and QEW, and is a short drive (approximately 6-8 km) from Oakville GO station and the town centre.
The 3-bedroom, 2.5-bathroom property sleeps five guests and includes a fully equipped kitchen, garden, parking, Wi-Fi, and a washer/dryer; nearby attractions include a nature trail and lakeside access.
Basement Apartment - The Preserve Area - Oakville
9.7 23 reviews
Oakville
15/08 – 04/09
₹12242/nighttotal: ₹244840 (20 )

Basement Apartment - The Preserve Area

2 2
apartment , Milton
This newly built basement flat is located in The Preserve area of Milton, close to major attractions and amenities. It has received excellent ratings for location, cleanliness, and overall user experience.
The flat is modern and spacious, with high ceilings and large windows, accommodating up to four guests. It comes equipped with a fully fitted kitchen, air conditioning, parking, and internet access, ensuring a comfortable and convenient stay.
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