Oakville Vacation Rentals

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Vacation Rentals in Oakville

Homewood Suites by Hilton Toronto/Oakville

Homewood Suites by Hilton Toronto/Oakville

3 out of 5
2095 Winston Park Dr, Oakville, ON
The price is CA $133 per night from Nov 5 to Nov 5
Situated in the entertainment district, this aparthotel is 0.1 mi (0.2 km) from Oakville Entertainment Centrum and within 6 mi (10 km) of Sheridan College and ...
4.5/5 Wonderful! (386 reviews)
"Staff was amazing! King 1 bedroom suite was a bit small for a family of four - just pay attention to what you are booking!"

Reviewed on Jul. 13, 2021

Homewood Suites by Hilton Toronto/Oakville
Luxury White House  in Oakville

Luxury White House in Oakville

Oakville, ON
Located in West Oakville, this villa is within 2 mi (3 km) of Kerr Village, Lake Ontario, and Oakville Centre for the Performing Arts. Canadian Golf Hall Of ...
Luxury White House in Oakville
Oakville-31 Kaitting

Oakville-31 Kaitting

Oakville, ON
Situated in Oakville, this vacation home is 2.4 mi (3.8 km) from Sheridan College and 2.8 mi (4.5 km) from Joshua Creek Heritage Art Centre. Canadian Golf Hall ...
Oakville-31 Kaitting
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Home2 Suites by Hilton Toronto Brampton

Home2 Suites by Hilton Toronto Brampton

3 out of 5
200 Steelwell Road, Brampton, ON
The price is CA $114 per night from Oct 30 to Oct 30
Located in Steeles Industrial, this aparthotel is within 3 mi (5 km) of Victoria Park Arena, Powerade Centre, and Red Rose Convention Centre. Pearson Convention ...
4.3/5 Excellent! (242 reviews)
"Pretty clean and comfortable studio room."

Reviewed on Oct. 24, 2021

Home2 Suites by Hilton Toronto Brampton
Homewood Suites by Hilton Hamilton, Ontario, Canada

Homewood Suites by Hilton Hamilton, Ontario, Canada

3 out of 5
40 Bay Street South, Hamilton, ON
The price is CA $125 per night from Nov 25 to Nov 25
Located in Central Hamilton, this aparthotel is steps from Hamilton City Hall, Art Gallery of Hamilton, and Hamilton Convention Centre. FirstOntario Centre and ...
4.4/5 Wonderful! (1,033 reviews)
"We had a really nice stay. The hotel was very clean and the staff were friendly."

Reviewed on Oct. 26, 2021

Homewood Suites by Hilton Hamilton, Ontario, Canada
Homewood Suites by Hilton Toronto Airport Corporate Centre

Homewood Suites by Hilton Toronto Airport Corporate Centre

3 out of 5
5515 Eglinton Ave W, Toronto, ON
The price is CA $143 per night from Nov 1 to Nov 1
Located in Airport Corporate, this golf aparthotel is 0.7 mi (1.1 km) from Centennial Park and within 6 mi (10 km) of Iceland Arena and Paramount Fine Foods ...
4.5/5 Wonderful! (1,025 reviews)
"It is good place to stay. I extended from October 19 to 26."

Reviewed on Oct. 21, 2021

Homewood Suites by Hilton Toronto Airport Corporate Centre
Homewood Suites by Hilton Toronto-Mississauga

Homewood Suites by Hilton Toronto-Mississauga

3 out of 5
6430 Edwards Blvd, Mississauga, ON
The price is CA $166 per night from Oct 30 to Oct 30
Located in Gateway, this aparthotel is within 2 mi (3 km) of Apollo Convention Centre, Mississauga Grand Banquet and Convention Centre, and Mississauga Convention ...
4.4/5 Wonderful! (673 reviews)
"Loved the comfort of the room, very clean, breakfast was great. First time i ever had sweet potatoes as hashbrowns"

Reviewed on Oct. 17, 2021

Homewood Suites by Hilton Toronto-Mississauga
Home2 Suites by Hilton Milton Ontario

Home2 Suites by Hilton Milton Ontario

3 out of 5
8490 Parkhill Drive, Milton, ON
The price is CA $157 per night from Oct 30 to Oct 30
Situated in Milton, this aparthotel is 2 mi (3.2 km) from Chudleigh's Farm and 2.3 mi (3.7 km) from Waldie Blacksmith Shop. Kelso Conservation Area and Glen ...
4.4/5 Wonderful! (559 reviews)
"Spacious clean comfortable"

Reviewed on Oct. 3, 2021

Home2 Suites by Hilton Milton Ontario
Simply Comfort. DUNDURN LOFTS

Simply Comfort. DUNDURN LOFTS

3.5 out of 5
220 Dundurn St South, Hamilton, ON
Located in Kirkendall North, this condo building is within a 15-minute walk of Cathedral Basilica of Christ the King and Central Presbyterian Church. Dundurn ...
3.9/5 Very Good! (46 reviews)
"Love the openness, and location, did not like the hassle to register, but to be fair we where tired and had no patience left."

Reviewed on Oct. 9, 2021

Simply Comfort. DUNDURN LOFTS
Avalon Suites Yorkville

Avalon Suites Yorkville

3.5 out of 5
155 Yorkville Avenue, Toronto, ON
Located in Yorkville, this aparthotel is within a 15-minute walk of Royal Ontario Museum and University of Toronto - St. George Campus. Casa Loma and Toronto ...
3.3/5 (24 reviews)
"Location of the property was great - though a bit tricky to find upon arrival. Parking is offsite and expensive. Property was as expected, clean and perfect for what we needed. Encountered a couple of problems that were quickly rectified. Kitchen isn’t well stocked - if u were hoping to cook - but ..."

Reviewed on Dec. 7, 2020

Avalon Suites Yorkville
PlanURstay - Mississauga Downtown Square One

PlanURstay - Mississauga Downtown Square One

4 out of 5
3888 Duke of York Blvd, Mississauga, ON
Located in Downtown Mississauga, this aparthotel is 0.2 mi (0.3 km) from Mississauga Celebration Square and within 6 mi (10 km) of Paramount Fine Foods Centre ...
3.2/5 (9 reviews)
"We were “upgraded” to a two bedroom apartment in a different building. A reason was not given for the change. This apartment was the dirtiest place we have ever seen! Rusty fixtures, stained carpet, mold & dust next to the refrigerator, an order and more. We could not sleep there and left after a ..."

Reviewed on Sep. 14, 2021

PlanURstay - Mississauga Downtown Square One
Homewood Suites by Hilton Burlington

Homewood Suites by Hilton Burlington

3 out of 5
975 Syscon Rd, Burlington, ON
The price is CA $144 per night from Nov 3 to Nov 3
Situated in the business district, this eco-friendly aparthotel is 0.8 mi (1.2 km) from Bronte Creek Provincial Park and within 3 mi (5 km) of Amazing Adventures ...
4.4/5 Wonderful! (324 reviews)
"The hotel was exceptionally clean, a good variety for the continental breakfast and a fair sized suite!"

Reviewed on Oct. 16, 2021

Homewood Suites by Hilton Burlington
Canada Suites on Bay

Canada Suites on Bay

3.5 out of 5
736 Bay Street, Toronto, ON
Located in University District, this aparthotel is within 1 mi (2 km) of Ryerson University, Royal Ontario Museum, and Toronto Public Library. Hockey Hall of ...
4.2/5 Very Good! (228 reviews)
"The communication and set up was easy. The room was clean and user friendly. Great location downtown"

Reviewed on Jun. 13, 2021

Canada Suites on Bay
Upscale 1BR - Boutique Apartment - PRIME Downtown Location!

Upscale 1BR - Boutique Apartment - PRIME Downtown Location!

Hamilton, ON
The price is CA $73 per night from Nov 14 to Nov 14
Located in the heart of Hamilton, this romantic apartment building is within a 10-minute walk of St. Paul's Presbyterian Church, Whitehern Historic House & Garden ...
Upscale 1BR - Boutique Apartment - PRIME Downtown Location!
This Cozy apartment is located in a safe and friendly neighbourhood.

This Cozy apartment is located in a safe and friendly neighbourhood.

Hamilton, ON
The price is CA $109 per night from Oct 29 to Oct 29
Situated in Hamilton, this vacation home is within 1 mi (2 km) of Chedoke Falls, Mohawk College, and Chedoke Civic Golf Course. Lazermania and Central Presbyterian ...
This Cozy apartment is located in a safe and friendly neighbourhood.
1 Bedroom walk out basement apartment separate entrance near Mavis & Steels area

1 Bedroom walk out basement apartment separate entrance near Mavis & Steels area

Brampton, ON
Situated in Brampton, this apartment building is within 3 mi (5 km) of Sheridan College Davis Campus, Eldorado Park, and Meadowvale Conservation Area. Mississauga ...
5/5 Exceptional! (1 review)
Nice and good really enjoyed stay
"I would definitely recommend these place..it was very nice organized and clean ..overall I had a very good experience"

Reviewed on Oct. 22, 2019

1 Bedroom walk out basement apartment separate entrance near Mavis & Steels area
Simply Comfort. King St Apartments

Simply Comfort. King St Apartments

3 out of 5
235 King Street East, Hamilton, ON
The price is CA $106 per night from Nov 9 to Nov 9
Located in Central Hamilton, this apartment building is within a 10-minute walk of Theatre Aquarius, Carisma Pentecostal Church, and Nathaniel Hughson Gallery. ...
3.2/5 (5 reviews)
"It was a great experience. Would definitely book again."

Reviewed on Oct. 22, 2021

Simply Comfort. King St Apartments
48th Floor Downtown Toronto CN Tower View, 25% off Monthly.

48th Floor Downtown Toronto CN Tower View, 25% off Monthly.

Toronto, ON
This family-friendly Toronto condo building is located on the waterfront, just steps from PATH Underground Shopping Mall and The Path. Ripley's Aquarium of Canada ...
4.6/5 Wonderful! (23 reviews)
Very nice
"Super clean property, amazing view! We really enjoyed our stay"

Reviewed on Aug. 15, 2020

48th Floor Downtown Toronto CN Tower View, 25% off Monthly.
EXECUTIVE LOFT in TRENDY DOWNTOWN. NETFLIX & GYM

EXECUTIVE LOFT in TRENDY DOWNTOWN. NETFLIX & GYM

Hamilton, ON
The price is CA $119 per night from Oct 31 to Oct 31
Located in Kirkendall North, this historic apartment building is within 1 mi (2 km) of Cathedral Basilica of Christ the King, Central Presbyterian Church, and ...
1/5 (1 review)
SCAMMED ME
"this owner left her property available for booking for New Years and took my money off my MasterCard and cancelled my reservation and now 1 week later still won’t refund me!"

Reviewed on Apr. 21, 2021

EXECUTIVE LOFT in TRENDY DOWNTOWN. NETFLIX & GYM
Sarkar Suites - 330 Burnhamthorpe Road

Sarkar Suites - 330 Burnhamthorpe Road

3.5 out of 5
330 Burnhamthorpe Road West, Mississauga, ON
The price is CA $167 per night from Oct 31 to Oct 31
Located in Downtown Mississauga, this condo building is steps from Mississauga Central Library and Mississauga Celebration Square. Mississauga Civic Centre and ...
3.3/5 (12 reviews)
Worst experience of my life
"I went there and the property manager didn’t show up to give me the key and I stayed 3 hours before I was told that they closed down and I had to sleep in the car"

Reviewed on Apr. 15, 2021

Sarkar Suites - 330 Burnhamthorpe Road
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in Oakville you may be interested in

Sandman Hotel Oakville

Sandman Hotel Oakville

3 out of 5
3451 South Service Road West, Oakville, ON
Fully refundableReserve now, pay when you stay
The price is CA $67 per night from Nov 28 to Nov 28
Sandman Hotel Oakville
Hilton Garden Inn Toronto/Oakville

Hilton Garden Inn Toronto/Oakville

3 out of 5
2774 South Sheridan Way, Oakville, ON
Fully refundableReserve now, pay when you stay
The price is CA $107 per night from Oct 31 to Oct 31
Hilton Garden Inn Toronto/Oakville
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Oakville. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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