Holiday Rentals in Oakville

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Oakville holiday rentals
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664 Holiday Rentals and Airbnb in Oakville

Best family friendly Oakville holiday rentals

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

Bright, Spacious, Quiet 2 Bedroom - Licensed - Oakville
10 164 reviews
Oakville
10/07 – 15/07
NZ$283/nightTotal: NZ$1415 (5 )

Bright, Spacious, Quiet 2 Bedroom - Licensed

2 2
apartment , Toronto
This Toronto basement flat is located in a quiet, family-friendly neighbourhood offering easy access to major roadways, a hospital, recreation centres, and shopping, all within a few kilometres radius.
The self-contained apartment, sleeping up to four guests, boasts a private backyard entrance, soundproofing, fast WiFi, Netflix, a fully equipped kitchen, designated parking, and access to a shared patio and BBQ.
New Furnished Basement Apartment Milton For Single, Couple Or Small Family - Oakville
8.1 14 reviews
Oakville
06/07 – 06/08
NZ$100/nightTotal: NZ$3100 (31 )

New Furnished Basement Apartment Milton For Single, Couple Or Small Family

1 1
apartment , Milton
This furnished basement flat in Milton, Ontario, is conveniently located 24 kilometres from the Mississauga Convention Centre and 47 kilometres from Toronto's BMO Field and Budweiser Stage.
The 45-square-metre self-catering property features two bedrooms, a living room, a fully equipped kitchen with microwave and coffee machine, private parking including an electric vehicle charging station, and accommodates up to four guests.
Immaculate House 5 Bdr 3.5 Bath - Oakville
9.9 24 reviews
Oakville
28/08 – 16/09
NZ$531/nightTotal: NZ$10089 (19 )

Immaculate House 5 Bdr 3.5 Bath

1 4
apartment , Hamilton
This Hamilton family-friendly house, perfect for groups up to 11, offers four bedrooms and three bathrooms, along with amenities including internet, parking, and a kitchen equipped with a fridge, freezer, microwave, and dishwasher.
The property boasts air conditioning and allows pets, but further details regarding its precise location within Hamilton, proximity to attractions such as Hamilton Gardens or the Waikato Museum, and the property's size and layout are needed.
Bright Oakville 3br Home |Family + Patio & Parking - Oakville
10 1 review
Oakville
01/07 – 05/07
NZ$662/nightTotal: NZ$2648 (4 )

Bright Oakville 3br Home |Family + Patio & Parking

1 3
house , Milton
This modern 3-bedroom house is located in a quiet Oakville neighbourhood, offering quick access to major motorways and a short drive to Oakville Trafalgar Hospital, approximately 3 kilometres away.
This dwelling accommodates up to six guests with three bedrooms, a fully equipped kitchen, in-unit laundry, and driveway parking for two cars, and is situated near shops, restaurants, parks, and trails.

Best Oakville holiday rentals with parking

*Cozy* 1 Bedroom Home Near Waterfront/trails - Oakville
Oakville
28/12 – 31/12
NZ$451/nightTotal: NZ$1353 (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.
Executive 1bd+den Suite|perfect For Extended Stay - Oakville
10 4 reviews
Oakville
01/07 – 01/10
NZ$186/nightTotal: NZ$17112 (92 )

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.
Stylish 3br 2.5 Bath Townhouse With Patio And Parking - Oakville
Oakville
23/07 – 14/09
NZ$810/nightTotal: NZ$42930 (53 )

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.
Free Parking, Full Kitchen/bath, Wrkspc, Sep Ent - Oakville
10 10 reviews
Oakville
06/07 – 06/08
NZ$169/nightTotal: NZ$5239 (31 )

Free Parking, Full Kitchen/bath, Wrkspc, Sep Ent

1 1
apartment , Toronto
This basement flat is located in a convenient area of Toronto, less than 1 kilometre from a grocery store, pharmacy, bakery, and restaurants, and just an hour's drive from Niagara Falls. The apartment is ideal for couples or solo travellers seeking a comfortable and affordable base for exploring the city.
The property offers a well-equipped kitchen with a fridge and microwave, a dedicated workspace for remote working, a comfortable living area with a TV, books, and games, and a bedroom with a queen-size bed. Guests can also enjoy the convenience of a washing machine and dryer, air conditioning, and free Wi-Fi.

Frequently asked questions about holiday rentals in Oakville

  • What are the top family-friendly attractions in Oakville?

    The Oakville Public Library is a great place to take the kids, with lots of fun activities and events. The Oakville Museum also has a children's section with interactive exhibits. For outdoor fun, you can go to Coronation Park, which has a playground, splash pad, and plenty of green space.
  • What are the best Airbnb and holiday rentals in Oakville?

    Waterfront Coach House Loft, The Wine Cellar and Cozy 2 Bedroom Basement Apartment are among the best Airbnb and holiday rentals in Oakville.

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

    The best time to book a vacation rental in Oakville depends on your preferences. If you want warm weather and outdoor activities, then July and August are popular months. For a quieter and more affordable experience, consider booking in the shoulder seasons, like spring or autumn.
  • 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 are the best budget-friendly activities in Oakville?

    Oakville has plenty of free or low-cost activities to enjoy. You can take a stroll along the waterfront, visit the Oakville Museum, or explore the many parks and green spaces. You can also check out the farmers market on Saturdays for fresh produce and local crafts.
  • What are the best holiday rentals with a pool in Oakville?

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

    For a taste of local cuisine, try the Oakville Fish Market, which serves fresh seafood. The Queen's Plate Restaurant is also a popular spot for traditional Canadian dishes. If you're looking for something a bit more casual, the Oakville Farmers Market has a variety of food vendors offering local produce and baked goods.
  • 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.

  • Are there pet-friendly attractions in Oakville?

    Yes, many of Oakville's parks and green spaces are pet-friendly. You can also take your furry friend for a walk along the waterfront or visit the Oakville Museum, which welcomes well-behaved dogs.
  • What are the best rentals or Airbnbs with a jacuzzi in Oakville?

    The best holiday rentals or Airbnb with a jacuzzi in Oakville are Pathway Suites, Beautiful Cozy 1 Br Condo Steps To Sq1 and Beautiful City View 1br High Rise Sq1 Condo 5-.

  • What are the benefits of choosing a vacation rental in Oakville?

    Vacation rentals offer more space and privacy than hotels, and they can be a great option for families or groups. They also often come with amenities like kitchens and laundry facilities, which can save you money on dining out and laundry costs.
  • What are the top sports attractions and facilities in Oakville?

    Oakville has a number of sports facilities, including the Oakville Soccer Club, the Oakville Tennis Club, and the Oakville Golf Club. You can also catch a hockey game at the Oakville Hawks, the town's junior hockey team.

Destinations nearby

Best Oakville holiday rentals with a balcony

Modern Luxury Townhome With 2br Balcony Plus Parking - Happy Oaks - Oakville
Oakville
10/07 – 15/07
NZ$368/nightTotal: NZ$1840 (5 )

Modern Luxury Townhome With 2br Balcony Plus Parking - Happy Oaks

2 2
house , Toronto
This modern luxe residence is situated in Oakville, 26 kilometres from the Mississauga Convention Centre and 32-35 kilometres from Toronto landmarks such as BMO Field, Rogers Centre, and the CN Tower, with Toronto Pearson International Airport located 26 kilometres away.
This property offers free WiFi, private parking, air conditioning, a kitchen, and a balcony, accommodating up to seven guests with a check-out time of 11:00 AM.
South Oakville Bliss Haven Monthly Stays Only - Oakville
8.5 2 reviews
Oakville
01/09 – 30/09
NZ$531/nightTotal: NZ$15399 (29 )

South Oakville Bliss Haven Monthly Stays Only

5 1
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.
Modern Townhouse Rooftop Vibes - Oakville
Oakville
28/08 – 16/09
NZ$291/nightTotal: NZ$5529 (19 )

Modern Townhouse Rooftop Vibes

1 4
house , Milton
This Milton house, sleeping seven guests, offers one bedroom and three bathrooms within an 111 square metre space and includes free private parking; its precise location within Milton requires further clarification to determine proximity to local landmarks.
The property boasts a fully equipped kitchen, free Wi-Fi, a terrace/balcony, air conditioning, and an outdoor fireplace, perfect for relaxing evenings.
Spacious 2 Bedrooms 2 Bathrooms With Cozy Charm Plus 1 Parking - Oakville
Oakville
01/09 – 30/09
NZ$306/nightTotal: NZ$8874 (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.

Best Oakville holiday rentals with air conditioning

All In One Studio Living - Oakville
Oakville
22/06 – 22/07
NZ$205/nightTotal: NZ$6150 (30 )

All In One Studio Living

1 1
apartment , Milton
This Milton studio apartment is centrally located, offering easy access to local amenities although precise distances to specific landmarks are not provided.
The self-contained unit sleeps two, features a full kitchen with an Enbridge gas stove, high-speed internet, and additional sleeping arrangements via two sofa beds and a Murphy bed, making it suitable for small gatherings.
Cozy Basement Apartment In The Heart Of Oakville - Oakville
9.7 126 reviews
Oakville
01/09 – 30/09
NZ$129/nightTotal: NZ$3741 (29 )

Cozy Basement Apartment In The Heart Of Oakville

2 1
apartment , Toronto
This two-bedroom flat is located just a short distance from Oakville Place shopping mall and the Oakville GO station, in a quiet and safe neighbourhood. The property has received excellent ratings for location, cleanliness, and overall user experience.
The apartment offers a private entrance and full privacy, with access to the entire basement, excluding a locked storage room. Guests can enjoy a fully furnished living space, including a kitchen with a fridge and microwave, as well as a washer and dryer available on weekends.
Luxury Oakville Home, Hot Tub, Fireplace (Upper) - Oakville
9.8 37 reviews
Oakville
05/07 – 12/07
NZ$753/nightTotal: NZ$5271 (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.
Modern Oakville Condo | Gym | Near Go & Highways - Oakville
Oakville
23/07 – 14/09
NZ$196/nightTotal: NZ$10388 (53 )

Modern Oakville Condo | Gym | Near Go & Highways

1 2
apartment , Milton
This one-bedroom flat is situated in Oakville, offering proximity to Lake Ontario and Erindale Park, with cultural sites such as Joshua Creek Heritage Art Centre and Oakville Museum nearby.
This comfortable apartment accommodates up to two guests and features internet and air conditioning, providing a convenient base for exploring local attractions like the Oakville Centre for the Performing Arts.
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