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Top Holiday Rentals in Southwestern Ontario

Our top choices for Southwestern Ontario holiday rentals

Residence & Conference Centre - Windsor

2.0 star property
8.2 out of 10, Very good, (397)
"A great convenient spot to stay in the Windsor area "
Residence & Conference Centre - Windsor

Residence & Conference Centre - Hamilton

2.0 star property
8.0 out of 10, Very good, (755)
"Staff were great,location was great too"
Residence & Conference Centre - Hamilton

The Laundry Rooms Augusta Hamilton

3.0 star property
9.6 out of 10, Exceptional, (365)
"Perfect location for dining and entertainment "
The price is £101
includes taxes & fees
21 Sept - 22 Sept
The Laundry Rooms Augusta Hamilton

Residence & Conference Centre - Kitchener Waterloo

2.0 star property
7.2 out of 10, Good, (545)
"I enjoyed my stay it was very clean "
Residence & Conference Centre - Kitchener Waterloo

North Shore Cottages

3.0 star property
7.6 out of 10, Good, (148)
"It was perfect for our little weekend getaway for a baseball tournament. "
The price is £67
includes taxes & fees
8 Sept - 9 Sept
North Shore Cottages

Cozy Grand cabins with AC, WiFi, 8 separate bedrooms & baths perfect for groups!

The price is £497
includes taxes & fees
1 Sept - 2 Sept
Cozy Grand cabins with AC, WiFi, 8 separate bedrooms & baths perfect for groups!

Bluewater Sunset - *Lakefront - Fireplace* - Private Lake Access

9.6 out of 10, Exceptional, (27)
"We had a lovely time, and no issues. Hope to go back someday."
Bluewater Sunset - *Lakefront - Fireplace* - Private Lake Access

Grand Bend Getaway Cottage | Hot Tub & Relax by the Beach | 6Bed+3Bath

9.8 out of 10, Exceptional, (36)
"Excellent getaway!"
Grand Bend Getaway Cottage | Hot Tub & Relax by the Beach | 6Bed+3Bath

ON POINT: Pelee Beach House

9.8 out of 10, Exceptional, (26)
"We stayed here during the Point Pelee festival of birds. The location is perfect, and very close to the park. The cottage itself is beautiful, with two amazing decks with wonderful views. It is modern, spacious and has everything you need to enjoy your vacation. The bedrooms were so comfortable, and the bathrooms had great amenities.We would definitely stay here again and recommend this to friends and family.Thank-you."
ON POINT: Pelee Beach House

Cozy Cabin retreat

10.0 out of 10, Exceptional, (7)
"Really enjoyed our stay. Camping experience just seconds outside of the city. Loved it, will book again!"
The price is £106
includes taxes & fees
1 Sept - 2 Sept
Cozy Cabin retreat

Lake Huron Getaway: Cozy Cottage, Private Access, Second-Row Location

7.8 out of 10, Good, (12)
"Close to lake, house could use some upgrades. But still a comfy spot for a few people."
Lake Huron Getaway: Cozy Cottage, Private Access, Second-Row Location

New The Carlyle 204 Grand Ben

10.0 out of 10, Exceptional, (2)
"The property was in great shape, and the management team was always professional and quick to respond. Although we had a few small issues, we were able to resolve them easily. Overall, we had a wonderful stay."
The price is £365
includes taxes & fees
14 Sept - 15 Sept
New The Carlyle 204 Grand Ben

Cabin in Little Cove Adventure park, Tobermory Cabin 12

9.2 out of 10, Wonderful, (19)
"This place is absolutely amazing very clean cabins and washroom/shower area. Staff are friendly and available for you when you need them. Prices are awesome and your 10 to 15 minutes away from most attractions."
Cabin in Little Cove Adventure park, Tobermory Cabin 12

The Red Jelly Bean C · The Red Jelly Bean Cabin- On the Beach & Off the G

9.0 out of 10, Wonderful, (12)
"Beautiful view of the Lake, very close to Point Pelee Park if your looking to hit the park for the day. Restaurant within walking distance called Ships Ahoy. Didnt eat there but its an option. Lemington min drive away if you need something. Cozy cabin, but like in the description its geared for its outdoor space. We got stuck inside, because the weather was horrible. It has everything you will need for your stay. Very clean, and the people who take care of the property were very helpful (Jamie)...
The Red Jelly Bean C · The Red Jelly Bean Cabin- On the Beach & Off the G

Cottage Retreat 75 Steps from the shores of spectacular Lake Huron, Sauble Beach

9.4 out of 10, Exceptional, (3)
"Cozy cottage, kitchen utensils available, quiet place, very close to the beach"
Cottage Retreat 75 Steps from the shores of spectacular Lake Huron, Sauble Beach

Nature Retreat | Cabin on 40 Acres, 15 Mins from Beaches

9.2 out of 10, Wonderful, (5)
"When we were there was not a lot of mosquitoes just used bug spray and coils and could stay out all night. There’s a mini fridge and barbecue on the property which wasn’t in the posting. Had a great time and the host answered our question throughly and quickly "
The price is £110
includes taxes & fees
3 Sept - 4 Sept
Nature Retreat | Cabin on 40 Acres, 15 Mins from Beaches

Sweet Retreat - In the Village of Tobermory

8.6 out of 10, Excellent, (10)
"Great cozy place with 2 clean bedrooms. At night its so quiet and cozy at the fireplace, were they had already provided us with logs. There were games and puzzles at home too. Its a well organized cozy and clean place and great for small get together. Even have a swingset at the back for kids. So closeby to downtown and very close to bruce anchor docking deck, closer than the bruce anchor parking. And walkable distance to the main strip. Great location, cozy and clean place, great fireplace and...
The price is £241
includes taxes & fees
14 Sept - 15 Sept
Sweet Retreat - In the Village of Tobermory

Ultimate Tobermory Getaway

9.4 out of 10, Exceptional, (6)
"Amazing stay "
Ultimate Tobermory Getaway

The Lake House, Couples Retreat! Cabin 3

7.8 out of 10, Good, (10)
"This property is perfect to relax and unwind. Very quiet and excellent communication with the owner"
The Lake House, Couples Retreat! Cabin 3

Woodfire Lake Cabin, Sky Lake Retreat. Sleep 2 People

8.6 out of 10, Excellent, (18)
"Waterfront property, easy to get to both Huron and Georgian Bay, quick drive to Wiarton for anything you need. Comfortable and clean cabin!"
Woodfire Lake Cabin, Sky Lake Retreat. Sleep 2 People
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.
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Top Southwestern Ontario Hotel Reviews

Find out more about Southwestern Ontario

Find out more about Southwestern Ontario

Everything you need to know about Southwestern Ontario 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 Southwestern Ontario 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 Southwestern Ontario holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Southwestern Ontario holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Southwestern Ontario. 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 Southwestern Ontario 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 Southwestern Ontario holiday rentals we have selected for you start as low as £67 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Southwestern Ontario rentals

At Expedia, we put the best Southwestern Ontario 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 Southwestern Ontario 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 Southwestern Ontario 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 Southwestern Ontario. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Explore a world of travel with Expedia

Explore a world of travel with Expedia