Oakville Holiday Rentals from €118: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Oakville has to offer?

The Art House: 5-Acre Private Getaway w/ Firepit & AC : This holiday home rental outside of Oakville is located in a rural location, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

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Our top choices for Oakville holiday rentals

Watertown Home w/ Yard: 1 Mi to Echo Lake Park!

Oakville

includes taxes & fees

12 Apr - 13 Apr

All New Fully Furnished Cozy Studio

Wallingford Center

Rick C.

Private Apartment in Berlin

Berlin

Daniel L.

includes taxes & fees

15 Apr - 16 Apr

Private Apartment in Southbury 103

Southbury

Dominick S.

includes taxes & fees

15 Apr - 16 Apr

Cozy One Bedroom Apartment Centrally Located in Southbury

Southbury

David

includes taxes & fees

22 Apr - 23 Apr

Private Apartment in Southbury 102

Southbury

Debbie P.

includes taxes & fees

12 Apr - 13 Apr

1 bedroom, iron/ironing board, WiFi, bed sheets

Once the old Schools house now a newly furnished Apartment

Wallingford Center

Jeanette W.

includes taxes & fees

1 May - 2 May

Desk, iron/ironing board, free WiFi, bed sheets

Cozy Attic 10 min to Llitchfield

Torrington

Rhonda H.

includes taxes & fees

12 Apr - 13 Apr

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Top Oakville Hotel Reviews

Fairfield Inn & Suites by Marriott Plainville

10/10 Excellent

"Great breakfast, service was great and the room was clean with great amenities. The only issue was the TV. Couldn't log into the app because of wifi connection issues and the tv screen had color tone issues. The screen looked like the tv was hit with or dropped"

Hampton Inn Waterbury

4/10 Poor

"First of all, I have stayed in the Hampton Inn before and really liked it. When I first arrived, I thought the hotel was closed because the entrance was blocked off and it looled abandoned. I drove a little further and found another entrance. As before, the staff was wonderful and the room was clean and comfortable. The bed, however, was not - it was not firm or supportive. The minute I sat on the bed, I could feel the "guts" of it and it felt like hard coils or wires. On Day 2, the elevator was broken with no sign posted. I walked, with my four year old granddaughter and our laundry, all the way from room 328 to the elevators, only to realize it was never coming. We walked all the way back towards our room and down 3 flights of stairs - and the same thing happened again this morning only THIS TIME we were checking out, so I had two pieces of luggage and four bags and my granddaughter - back down three flights of stairs to the lobby. As a side note, in a hotel definitely not jam-packed with people, someone put a family of loud-mouths next door to us. Through the connecting door I could hear banging until 10 at night and yelling (not talking) to each other about all kinds of nonsense. They woke us up at 7 am when I thought we might get to sleep until at least 8. I don't understand why people had to be placed on top of us when the entire bui"

The Farmington Inn & Suites

6/10 Okay

"I decided to stay here because I thought it was quaint and nice and while both of those are true there were certain things that I'm used to from standard hotels that just were not present. When I walked into the room it was cold and I turned on the heat but even though it did warm up after a period of time it ended up getting pretty cold during the night. There was no reliable internet and I had to use my phone and the water in the shower was lukewarm at best even at max heat. I selected the suite so the room itself was sizable but the TV was Tiny and the size of the room made the TV basically unwatchable. All in all not too impressed"

Find out more about Oakville

Everything you need to know about Oakville holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Oakville holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Oakville holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Oakville holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oakville. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Oakville holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Oakville holiday rentals we have selected for you start as low as €118 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Oakville rentals

At Expedia, we put the best Oakville holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Oakville rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Oakville holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Oakville. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find holiday rentals in Oakville?

Yes, there are holiday rentals close to the most popular sights in Oakville, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Oakville has to offer?

The Art House: 5-Acre Private Getaway w/ Firepit & AC: This holiday home rental outside of Oakville is located in a rural location, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

What can I see and do in Oakville?

Explore the area and family-friendly sights such as Quassy Amusement Park, or get out into nature at a spot like Bellamy-Ferriday House and Garden. In the wider area, you’ll find Palace Theatre and Brass Mill Center.

What’s a holiday rental in Oakville like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Oakville. Holiday rentals offer extras like kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about a sanitised environment, a holiday rental can provide a sense of security away from shared hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a popular choice for small groups.

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Our top choices for Oakville holiday rentals