Southwestern Ontario Holiday Rentals

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Holiday Rentals in Southwestern Ontario

The Laundry Rooms Augusta Hamilton
3.0 star property
9.6 out of 10, Exceptional, 159 reviews
"It was extremely clean and just very homey."
The price is NZ$207
includes taxes & fees
7 Jul - 8 Jul
The Laundry Rooms Augusta Hamilton
Residence & Conference Centre - Kitchener Waterloo
2.0 star property
7.2 out of 10, Good, 430 reviews
"Good stay"
The price is NZ$115
includes taxes & fees
13 Jun - 14 Jun
Residence & Conference Centre - Kitchener Waterloo
Residence & Conference Centre - Hamilton
2.0 star property
8.0 out of 10, Very good, 634 reviews
"Basic property with two decent bedrooms, a kitchen and a bathroom. Lighting in the unit was a bit dull, but that was OK for the amount of time spent there. Staff was very friendly and helpful."
The price is NZ$133
includes taxes & fees
23 Jun - 24 Jun
Residence & Conference Centre - Hamilton
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Residence & Conference Centre - Windsor
2.0 star property
7.8 out of 10, Good, 248 reviews
"Famiky friendly, easy to acess and ver friendly employees."
The price is NZ$147
includes taxes & fees
9 Jun - 10 Jun
Residence & Conference Centre - Windsor
Entire Bungalow in Tobermory
9.2 out of 10, Wonderful, 5 reviews
"We are a family of six enjoyed this property over the long weekend. The host is nice and friendly. The place is clean and the wifi is very good. During our stay we enjoyed the BBQ on the patio, the fire pit, and the fully equipped kitchen. Also the location of the house is super convenient to all attractions in the area."
The price is NZ$460
includes taxes & fees
20 Jun - 21 Jun
Entire Bungalow in Tobermory
Tobermory Chalet & Sauna
10.0 out of 10, Exceptional, 2 reviews
"Good, just waiting on a receipt"
Tobermory Chalet & Sauna
Lake Erie's charming 4 season Lake Houz with BBQ, Fire Pit & more
10.0 out of 10, Exceptional, 30 reviews
"We were there to bird. We had a few days of bad weather and hole up in the houz. It was so comfy. I don’t think I’ve weathered out storms in more comfortable digs. Nights were dark and quiet, making for sound sleep. The kitchen was well equipped and meal prep was easy."
Lake Erie's charming 4 season Lake Houz with BBQ, Fire Pit & more
Finest BR Free Parking/Wifi TV Shared Suite
7.8 out of 10, Good, 13 reviews
"I visited Milton for the weekend to attend a sporting event. The property is in a convenient location near to the venue, was very clean and was a comfortable place to rest during my short stop over. Will stay again in the future."
The price is NZ$151
includes taxes & fees
10 Jun - 11 Jun
Finest BR Free Parking/Wifi TV Shared Suite
Cedarcliff Elora - A Majestic Retreat
10.0 out of 10, Exceptional, 4 reviews
"My partner and I got married at the nearby Elora Mill Hotel & Spa. We chose to stay with some of our wedding party at Cedarcliff not only because it was close by, but because we know it would be for great pre-ceremony photos of us and our party. The only comment I would make is that the house comfortable sleeps 10, not 12 as the listing suggests. We ended up putting one person in a cot in the living room and another guest on an air mattress we happened to have in our car."
Cedarcliff Elora - A Majestic Retreat
Steps to main beach and the strip!!! Booking summer!!
9.4 out of 10, Exceptional, 16 reviews
"Nice location and very close to the beach. We really enjoyed our stay. Very quiet neighborhood."
Steps to main beach and the strip!!! Booking summer!!
North Paw - Private 5 acres, 800m shoreline
10.0 out of 10, Exceptional, 116 reviews
"Beautiful lakeshore property cared for with love by Dave and Tim. Bring your own tea or coffee and enjoy this exceptional retreat. Clean, spacious and beautifully decorated inside and outside. Hosts are very nice and attentive to our needs."
North Paw - Private 5 acres, 800m shoreline
Grand Bend Getaway: Tranquil Cottage + Walk to the Beach
9.8 out of 10, Exceptional, 14 reviews
"Was a fantastic stay with my family, close walk to the beach very clean house all around a very amazing stay."
Grand Bend Getaway: Tranquil Cottage + Walk to the Beach
Cedar Haven
10.0 out of 10, Exceptional, 5 reviews
"Beautiful, clean, quiet and private setting. Close to Tobermory tourist attractions. Food at local eateries was very good! Wonderful experience❤️ K&M Rountree"
Cedar Haven
My Lighthouse Cottages #6
10.0 out of 10, Exceptional, 29 reviews
"My fiance and I stayed at Rui's place for the weekend looking for a quiet getaway from the city. This location had everything we were looking for! Beautiful spot on the water. Make sure to take a walk down the pier to the lighthouse. Rui was a great host, 100% satisfaction."
My Lighthouse Cottages #6
The Cedar House. Minutes from the lake, wineries and golf. www.thecedarhouse.ca
10.0 out of 10, Exceptional, 21 reviews
"The cottage was spacious, clean and in a great location! A short walk over the bridge to enjoy the beach or stay at the cottage and sit at the water on a beautiful deck and read a book! We took the kayaks out and did a little tour of the canal. It was a great weekend and we all said we would definitely go back!"
The price is NZ$479
includes taxes & fees
16 Jun - 17 Jun
The Cedar House. Minutes from the lake, wineries and golf. www.thecedarhouse.ca
Tobermory Lake Front (Huron) Brand New Build!
10.0 out of 10, Exceptional, 46 reviews
"Really comfortable stay. The views were wonderful. Host was easy to communicate with. Highly recommend!"
Tobermory Lake Front (Huron) Brand New Build!
Casa Mariposa Grand Bend
10.0 out of 10, Exceptional, 12 reviews
"We enjoyed our stay at this very lovely house. It did not disappoint the beds were comfortable, the kitchen had everything you needed, the game’s room/screening room was a very nice touch. I enjoyed a hot tub before retiring for the night. The back deck and fire pit provided a great space to spend time outdoors."
The price is NZ$1,203
includes taxes & fees
5 Jul - 6 Jul
Casa Mariposa Grand Bend
Big Tub Paradise - Tranquil Oasis Surrounded by Nature
10.0 out of 10, Exceptional, 1 review
"Stay was wonderful. Well kept house, close to a lot of todos. Charming and cozy :)"
Big Tub Paradise - Tranquil Oasis Surrounded by Nature
Bruce Pines Cottage at Sauble Beach, Tranquility
9.4 out of 10, Exceptional, 19 reviews
"Property was exactly as expected from the description. The hosts communication and friendliness was second to none. My family loved our stay there, we roasted marshmallows in the backyard fire pit and spent plenty of time down down at the beach. The kitchen has everything you could ever need and was very generous with the share pantry setup. 3 bedrooms was a big plus with 2 young kids. I would definitely recommend this place to stay if you're in the area."
Bruce Pines Cottage at Sauble Beach, Tranquility
Master Bedroom with ensuite Bathroom & Closet. Kitchen and living are shared.
Master Bedroom with ensuite Bathroom & Closet. Kitchen and living are shared.
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See all available properties in Southwestern Ontario
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 Southwestern Ontario you may be interested in

Caesars Windsor
4.0 star property
8.4 out of 10, Very good, 2,000 reviews
"Great hotel"
The price is NZ$254
includes taxes & fees
9 Jun - 10 Jun
Caesars Windsor
Best Western Plus Lamplighter Inn & Conference Centre
3.0 star property
8.6 out of 10, Excellent, 1,030 reviews
"The pool area was fabulous, but the water slide is never open. Like never open. The pull out couch needs 2 pillows not 1, there should be a tea in the room that is not herbal, and our tv kept distorting every 30 seconds because of the slow connection. The hotel itself was kept well, the atrium was beautiful, and while the staff was very nice they didn't seem to be the most knowledgeable "
The price is NZ$221
includes taxes & fees
17 Jun - 18 Jun
Best Western Plus Lamplighter Inn & Conference Centre
Quality Inn
2.5 star property
8.0 out of 10, Very good, 1,024 reviews
"as expected!"
The price is NZ$145
includes taxes & fees
16 Jun - 17 Jun
Quality Inn
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 holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Southwestern Ontario holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Southwestern Ontario. 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 Southwestern Ontario. Seeing all the best attractions is bound to make you fall in love with Southwestern Ontario. Who knows, you may even be tempted to extend your 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 holiday 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 Southwestern Ontario short-term rentals, that won’t be hard to do.

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