Oakville holiday homes

We found 85 holiday rentals — enter your dates for availability

your current months are May, 2024 and June, 2024.
May 2024
June 2024
Discover a selection of holiday rentals in Oakville that are perfect for your trip. Whether you’re staying in a holiday home with family, friends or just your furry companion, you'll find the best amenities for hanging out with the people that matter most, which might include a hot tub and a washer and dryer. Whatever you're looking for, you'll find a property to rent for everyone's needs, including a place that is accessible or non-smoking.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Book a holiday rental for your Oakville getaway

Learn about the unique charm of Oakville with a stay in a holiday home rental. This city has something for everyone. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in and around Oakville

Are you looking for attractions to see in the city? Venture out of your holiday home 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:

  • Quassy Amusement Park (5.7 mi / 9.2 km)
  • Mount Southington Ski Area (7.9 mi / 12.8 km)
  • Lake Compounce (8.6 mi / 13.9 km)
  • Crystal Bees (10.6 mi / 17.1 km)
  • Connecticut Valley Winery (16 mi / 25.8 km)
  • Hopkins Vineyard (16.3 mi / 26.2 km)

Exploring the natural landscape of Oakville

Whether you're an adventurous traveller or just want to take in the scenery, you'll be sure to find the perfect setting for your holiday in Oakville. Here are some of the area’s most enchanting sights, all within 30 miles (48.2 km) of the city centre:

  • Hop Brook Lake (5.1 mi / 8.1 km)
  • Lake Quassapaug (5.4 mi / 8.7 km)
  • Casey Field (9.6 mi / 15.4 km)
  • Southford Falls State Park (10.3 mi / 16.5 km)
  • Bantam Lake (10.8 mi / 17.4 km)
  • White Memorial Conservation Center (11.6 mi / 18.7 km)

Transport options to and around Oakville

The nearest airport is in Oxford, CT (OXC-Waterbury - Oxford), located 8.3 mi (13.3 km) from the city centre. If you can't find a flight that's convenient for your trip, you might consider flying into New Haven, CT (HVN-Tweed - New Haven Regional), which is 24.2 mi (38.9 km) away.

Frequently asked questions

What is the most popular type of holiday home accommodation in Oakville?

The most in-demand types of holiday homes in Oakville are apartments. After something a little different? Bookabach has a variety of options to match our guests' requirements, so you'll see properties in loads of sizes and shapes. The ideal fit is waiting for you — get hold of yours today.

How much does it cost to rent a holiday home in Oakville?

Length of stay, property type and time of year are some of the conditions that can affect the price of a holiday home. Simply enter your dates of travel to find your ideal escape. From comfy cottages to expansive luxury villas, all Bookabach holiday homes offer amazing value.

How much does it cost to rent a beach house in Oakville?

When you travel and the style and size of the property will determine the cost of your beachside stay. Click on your Oakville travel dates to see your options on Bookabach. Can't live without a hot tub? Use our filters to pick the amenities and features you want in your beach house.

What are popular home amenities in Oakville?

An oven, a balcony and a fridge head the list of most popular home amenities in Oakville. Whether you plan to go solo, with your significant other or a group of dear friends, Bookabach will help you find a holiday home that suits your style with all the features you'll enjoy.

What are the top attractions for families in Oakville?

Keeping the kiddos entertained during your holiday in Oakville is easy with these leading family-friendly attractions:

  • Lake Compounce
  • Quassy Amusement Park
  • Mattatuck Beach

How old do you have to be to rent a holiday home in Oakville?

The minimum age is typically 16, 18 or 21. It can vary between properties on Bookabach, so look at the rules of your chosen Oakville stay before you book.

How long can I rent a holiday home in Oakville for?

How long you can rent a holiday home in Oakville depends on the property. Just enter your chosen dates to display a list of options offering extended stays. With a range of creature comforts like kitchens and air conditioning, as well as some offering weekly or monthly discounts, you're sure to get somewhere just right to call your home away from home in Oakville.

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