Oakville holiday homes

We found 730 holiday rentals — enter your dates for availability
Select from 61 houses, 10 flats and other holiday rentals to find the perfect place for your stay in Oakville. Whether you’re staying in a holiday home with a group or just with your pet, you'll find the best amenities for hanging out with the people that matter most, which might include parking and a hot tub. No matter what you're looking for, you'll find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.

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Why visit Oakville

  • Urban-Nature Fusion: Enjoy scenic urban parks and nature reserves that offer a perfect blend of outdoor adventures and city experiences.
  • Historical Elegance: Discover the rich local history with museums and heritage sites that capture Oakville’s charming past.
  • Family-Friendly Vibes: Experience a welcoming, family-oriented atmosphere throughout the city’s diverse neighbourhoods.
  • Cultural Mix: Immerse yourself in a unique blend of classic charm and modern business energy.
  • Leisurely Strolls: Take leisurely walks through picturesque streets and vibrant public spaces.

Top attractions in and around Oakville

Explore the charm of Oakville, Ontario, where urban parks, nature reserves, and history museums provide a perfect blend of outdoor adventures and city experiences. Ideal for families and business themed holidays, the city offers a unique mix of cultural and natural attractions. Enjoy leisurely strolls through scenic parks and immerse yourself in the rich local history, all while experiencing the friendly, welcoming spirit of Oakville.

Things to do recommended for couples

Oakville offers a charming getaway for couples. Enjoy a leisurely walk along the picturesque waterfront, indulge in wine tasting at local vineyards, or explore the scenic gardens at Gairloch Gardens. For a memorable evening, dine at a romantic restaurant overlooking the lake, creating lasting memories together.

Things to do recommended for families

Your family will love exploring the scenic trails at Bronte Creek Provincial Park, perfect for picnics and nature walks. Don't miss the Oakville Museum for a glimpse into local history, and enjoy a day at the nearby beach at Oakville Harbour for some fun in the sun.

Things to do recommended for groups

Gather your crew for an adrenaline rush at Flamboro Speedway, a motorRacing venue 32km away from Oakville, offering thrilling sports and adventure vibes.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Oakville

No matter if you're travelling with a group, as a family, with your pets, or if you're seeking longer stays, be sure to apply the appropriate filters. Here are some top Vrbo booking tips just for you.

  • Traveling to Oakville with a group: Think about how many bedrooms you require, along with features like a fully equipped kitchen or outdoor areas for group gatherings. Luckily, you can easily refine your search to include all of these options, and much more, on Vrbo.
  • Traveling to Oakville with young kids: Traveling with young ones can pose its challenges. You must prioritise their comfort and safety, ensuring there are child-friendly amenities such as a private pool. It’s also wise to consider how close you are to attractions that cater to families.
  • Taking your pets with you to Oakville: For many families, a trip wouldn’t feel complete without their furry companions. If this resonates with you, be sure to explore Vrbo properties that welcome pets. Most of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that all members of the family feel comfortable and at home.
  • Planning for a long term stay visiting Oakville: If you're after holiday rentals offering discounts for stays of a month or more, you've come to the right spot. With the proper filter, you can effortlessly find and save on monthly rentals. Remember to include extras like a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay in Oakville

Discover Oakville, where a blend of classic charm and modern business vibes awaits. Enjoy the historic elegance of Old Oakville, explore the welcoming streets of Central Oakville, and experience a family-friendly atmosphere on every corner. Oakville offers a rich mix of urban excitement and accessible leisure, making it a perfect destination for both business and family holidays.

  • Toronto: Toronto is a bustling metropolis and a short journey from Oakville, offering a dynamic mix of family, city-themed, and business experiences. Visitors can explore an array of shopping malls, centres, and theatres that cater to diverse tastes. The city is also home to renowned attractions including sports facility stadiums, lookout points, and modern towers, providing a vibrant urban setting. Toronto's extensive transportation network and cosmopolitan vibe make it a key destination for both leisure and professional ventures.
  • Mississauga: Located 14km from Oakville, Mississauga presents a lively city atmosphere with an emphasis on family, city-themed, and business-themed experiences. The city boasts bustling shopping mall centres, shopping centres, and even amusement parks for those seeking entertainment. Local landmarks such as sports facility stadiums, event conference venues, and convention centres add to its appeal. Mississauga's well-connected transit options and urban energy offer a well-rounded destination for visitors.
  • Great Lakes Waterfront Trail: The Great Lakes Waterfront Trail, situated 10km from Oakville, offers a scenic route primarily for footpath exploration. Ideal for outdoor, romantic, and family experiences, this trail is bordered by a shopping mall centre, recreational areas, and opportunities for body treatments. Its proximity to natural landmarks like lakes, family beaches, and sandy beaches provides a refreshing retreat into nature, perfect for leisurely strolls and quality time outdoors.

Best time to go to Oakville

If you're planning a trip to Oakville, it's a good idea to check both the weather and property rates. The warmest month is July.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January25.3°F (-3.7°C)Light RainMostly CloudyAverage
February25.5°F (-3.6°C)Light RainMostly CloudyAverage
March33.8°F (1.0°C)Light RainMostly CloudyAverage
April43.3°F (6.3°C)Light RainMostly CloudyAverage
May55.2°F (12.9°C)Light RainMostly SunnyAverage
June64.8°F (18.2°C)Light RainMostly SunnyAverage
July71.6°F (22.0°C)Light RainMostly SunnySlightly High
August71.1°F (21.7°C)Light RainMostly SunnySlightly High
September64.9°F (18.3°C)Light RainMostly SunnySlightly High
October53.2°F (11.8°C)Light RainMostly SunnySlightly Low
November41.5°F (5.3°C)Light RainMostly SunnySlightly Low
December32.9°F (0.5°C)Light RainMostly CloudySlightly Low

Booking with Vrbo is a breeze

Looking to save on your next adventure? Being flexible with your travel dates can really make a difference, as prices often fluctuate. You might also enjoy substantial savings by booking a longer stay. To find a Vrbo property that suits your budget, simply use our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's pioneering Trip Board offers you a dedicated space to design fresh trips, pick up where you last stopped, or review and arrange your travel plans. Saved and booked properties are now neatly categorised as Potential, Upcoming, or Current Trips. To access your Trip Boards, please visit: https://www.bookabach.co.nz/trips

**Based on Vrbo properties bookings.

Travel to lively Oakville

Enjoy the area's musicals, theatre scene and entertainment with a rental holiday home in Oakville. This city's wildlife, restaurants and university setting draw many visitors. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Sightseeing in and around Oakville

Are you looking for things to do while you're in the area? Venture out of your cosy holiday rental and check out everything that makes Oakville a fun place to get away to. These are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Glen Abbey Golf Club (1.8 mi / 2.9 km)
  • Glen Eden Ski and Snowboard Centre (13.1 mi / 21.1 km)
  • Royal Woodbine Golf Club (15.4 mi / 24.8 km)
  • Wild Waterworks (15.7 mi / 25.2 km)
  • Ontario Place (17.8 mi / 28.7 km)
  • Fantasy Fair (18 mi / 29 km)

Exploring the natural landscape of Oakville

Whether you're an adventurous traveller or just want to spend some time taking in the scenery, Oakville is a great place to get out in nature. Here are a few of the area's most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Coronation Park (4.2 mi / 6.7 km)
  • Erindale Park (5.8 mi / 9.4 km)
  • Lakefront Promenade Park (9.4 mi / 15.1 km)
  • Rattlesnake Point (11.3 mi / 18.2 km)
  • Kelso Conservation Area (13 mi / 20.9 km)
  • Centennial Park (13.8 mi / 22.2 km)

Travelling to and around Oakville

Fly into Toronto, ON (YYZ-Pearson Intl.), the closest airport, located 15.3 mi (24.6 km) from the city centre. If you can't find a flight that works for your travel itinerary, you can also fly into Toronto, ON (YTZ-Billy Bishop Toronto City), which is 18.5 mi (29.8 km) away.

If you're travelling by train, make your way to Oakville Station or Bronte Station and explore the city from there.

Frequently asked questions

What is the best area to stay in Oakville when booking a holiday rental?
When considering a holiday rental in Oakville, Ontario, the Bronte Village area stands out as a fantastic option. This charming neighbourhood is known for its picturesque waterfront along Lake Ontario, where you can enjoy scenic walks and relax at the local parks. Bronte Village is also home to a delightful selection of boutiques, cafes, and restaurants, making it a vibrant spot for visitors.Another noteworthy area is the Old Oakville district, which features beautiful historic homes and tree-lined streets. This neighbourhood offers a quaint, community feel while being close to the bustling downtown area. Here, you can explore the local shops and enjoy the lively option at various events held throughout the year. Additionally, the Oakville Museum and the nearby parks provide cultural and recreational opportunities for all ages.In terms of holiday rental options, both Bronte Village and Old Oakville have a variety of properties available, suiting different tastes and budgets.
Where are the best areas for renting a beach house in Oakville?
For renting a beach house in Oakville, the area around Bronte Creek and the waterfront along Lake Ontario offers some excellent options. The Bronte Harbour area is particularly appealing, with its picturesque marina and proximity to the beach. Many holiday rentals here come with amenities such as private balconies, outdoor seating areas, and access to communal gardens, providing an ideal setting for relaxation and entertaining.Along the lakeshore, you'll find charming cottages and larger homes that often feature modern kitchens, open-plan living spaces, and sometimes even private docks for those looking to enjoy water activities. The local parks, such as Bronte Creek Provincial Park, offer additional recreational opportunities, with hiking trails and picnic spots that enhance the beachside experience.In addition, the vibrant Bronte Village nearby provides a selection of restaurants and shops, making it convenient for guests to enjoy local dining and shopping options.
What is the most popular type of holiday rental accomodation in Oakville?
In Oakville, holiday houses are the most popular type of holiday rental, with approximately 232 options available throughout the town. These homes are often situated in residential neighbourhoods, providing a comfortable and spacious environment ideal for families or larger groups. Most holiday houses come equipped with multiple bedrooms, fully stocked kitchens, and outdoor areas such as gardens or patios for relaxation after a day of exploring.Apartments also feature in the rental market, with around 76 units available, typically located near local parks and vibrant shopping areas. These apartments generally include essential amenities like kitchen facilities, cosy living spaces, and some may even offer balconies for enjoying the surroundings. Additionally, there are about 28 condos available, which often provide modern furnishings and shared amenities such as pools or fitness centres.
Are there any family house rentals in Oakville?
In Oakville, Ontario, there are 18 family-friendly house rentals available, making it a splendid choice for families seeking a comfortable stay. This charming town is known for its picturesque waterfront along Lake Ontario and its proximity to various parks and recreational areas. Properties in neighbourhoods like Bronte and Glen Abbey often showcase spacious living rooms, fully equipped kitchens for preparing family meals, and outdoor spaces ideal for children to play.Visitors can enjoy access to numerous amenities such as Wi-Fi, air conditioning, and sometimes even private gardens or patios for relaxation. Nearby attractions include Bronte Creek Provincial Park, where families can explore nature trails and picnic areas, as well as local shops and restaurants that offer a taste of the area's vibrant community.
Are there pet-friendly house rentals in Oakville?
In Oakville, there are several pet-friendly house rentals available, providing a welcoming environment for travellers with furry companions. Many of these properties are equipped with essential amenities such as fully equipped kitchens, spacious living areas, and private outdoor spaces, superb for both relaxation and entertaining.The neighbourhoods around Oakville, such as Bronte and Kerr Village, offer beautiful parks and trails, making them ideal for pet owners. Bronte Creek Provincial Park, for instance, features extensive walking paths where you can enjoy nature with your pets. Additionally, the local community is known for its pet-friendly cafes and shops, ideal for those travelling with animals.
Are there any remote work holiday rentals in Oakville?
In Oakville, Ontario, there are numerous remote work-friendly holiday rentals available, with around 256 options to choose from. This charming town offers a blend of suburban comfort and proximity to natural beauty, making it an ideal location for those working remotely. Many properties come equipped with essential amenities such as high-speed internet, free Wi-Fi, dedicated work desks, and desk chairs, ensuring a conducive work environment. Some rentals even provide access to printers, making it easier for guests to manage their professional needs while enjoying their stay.Oakville is known for its picturesque waterfront along Lake Ontario, where visitors can unwind after a day of work. The town also features lovely parks, shops, and restaurants, providing ample opportunities to explore the local culture during downtime. To help narrow your search, insert your dates and apply the "WiFi" filter on Bookabach.
What are popular rental amenities in Oakville?
In Oakville, popular rental amenities include onsite parking, which is a significant convenience for travellers. Most holiday rentals are equipped with kitchens, allowing guests to prepare their meals and enjoy the comfort of dining in. Additionally, many properties offer coffee and tea makers for that morning brew and paper towels for everyday needs. For those travelling with furry companions, it's worth noting that pets are permitted in some rentals, making Oakville a welcoming destination for pet owners.
When is the best time to visit Oakville for a holiday rental?
The best time to visit Oakville for a holiday rental is during the peak season from July to September. This vibrant period draws in families and leisure travellers who flock to the area to enjoy its beautiful waterfront, charming parks, and engaging local festivals. With warm temperatures averaging around 25 to 30 degrees Celsius, it's an ideal time for outdoor activities, from relaxing on the beaches to strolling along the scenic trails.July, in particular, stands out as the most popular month, bringing a lively option filled with events and activities. You can immerse yourself in the local culture by attending summer festivals or enjoying outdoor dining at one of the many waterfront restaurants. The pleasant weather enhances sightseeing opportunities, allowing you to explore Oakville's historic downtown and picturesque harbours with ease.For those seeking a more budget-friendly experience, consider visiting in November. Although this month falls outside the peak tourist season, it offers a unique charm with fewer crowds and the opportunity to explore the area's fall landscapes. This quieter time is great for discovering local shops and enjoying a peaceful retreat.Ultimately, your choice of when to visit Oakville will depend on whether you prefer the bustling energy of summer or the tranquil beauty of autumn.
What are the top attractions in Oakville?
In Oakville, visitors can enjoy a variety of attractions that showcase the town's natural beauty and vibrant community. The picturesque waterfront along Lake Ontario is a highlight, particularly at Bronte Creek Provincial Park, where outdoor enthusiasts can partake in hiking, picnicking, and birdwatching. The nearby Oakville Harbour offers scenic views and opportunities for sailing and kayaking.Downtown Oakville boasts charming boutiques, art galleries, and a selection of cafes and restaurants, making it an ideal spot for leisurely strolls and dining. The Oakville Centre for the Performing Arts hosts a range of cultural events, including theatre performances and concerts, providing entertainment for all tastes.For those interested in history, the Erchless Estate, home to the Oakville Museum, offers insights into the town's past and features beautiful gardens to explore. Additionally, the Sixteen Mile Creek runs through the town, offering serene trails great for walking and cycling.
Are all fees included in the Oakville holiday homes prices shown on Bookabach?
Bookabach provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Oakville holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Oakville with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Oakville holiday homes?
You can find great discounts on holiday homes in Oakville on Bookabach, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Oakville holiday home booking on Bookabach?
To find Oakville holiday rentals with free cancellation, just use Bookabach's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Oakville?
A long-stay holiday home in Oakville is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Oakville holiday home?
Book your Oakville holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Oakville?
Prices for holiday homes in Oakville vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Oakville to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Bookabach as a host?
Joining Bookabach as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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