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Southwestern Ontario Vacation Rentals

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Southwestern Ontario vacation rentals

A cozy living room with a fireplace, a sofa, a coffee table, and a bookshelf.

1. Relaxing retreat in the country

Relaxing retreat in the country
perth east
10.0 out of 10, Exceptional, (114 reviews)
"We had a great stay and would highly recommend. "
Canada
James F.
$173 nightly
The price is $202
Sep 7 - Sep 8
Total with taxes and fees
Relaxing retreat in the country
A paved walkway with benches, a small garden area, and a view of the sea.

2. Royal Harbour Resort

Royal Harbour Resort
3.5 star property
The Blue Mountains
8.6 out of 10, Excellent, (981 reviews)
"Its a good place stay and view from the resort was awesome"
Canada
Harman
$100 nightly
The price is $118
Sep 16 - Sep 17
Total with taxes and fees
Royal Harbour Resort
A modern two-story house with a garage, a wooden lower floor, and a dark upper floor.

3. Square B+B Quick walk to downtown theatres, restaurants, and shops.

Square B+B Quick walk to downtown theatres, restaurants, and shops.
Stratford
9.8 out of 10, Exceptional, (57 reviews)
"Property was clean and ready for us! Michele was a great host! Would definitely go back if we need a place to stay visiting Stratford!"
Canada
Micah De
$148 nightly
The price is $172
Sep 13 - Sep 14
Total with taxes and fees
Square B+B Quick walk to downtown theatres, restaurants, and shops.
A modern kitchen with a central island, built-in appliances, and a dining area with a table and chairs.

4. (C) Elora Riverview Flat

(C) Elora Riverview Flat
Elora
9.2 out of 10, Wonderful, (41 reviews)
"It is so close to everything!"
Canada
Stefano & Daniella
$194 nightly
The price is $219
Sep 7 - Sep 8
Total with taxes and fees
(C) Elora Riverview Flat
A wooden staircase leading to a deck with a view of a forested area and a bush of yellow flowers.

5. The Wright's Coach House

The Wright's Coach House
Elora
10.0 out of 10, Exceptional, (54 reviews)
"Really good place to stay and would stay at the same place yearly"
Canada
Burt
$231 nightly
The price is $261
Sep 30 - Oct 1
Total with taxes and fees
The Wright's Coach House
A modern hotel lobby with a central seating area, a bar, and a TV screen.

6. Newly Built Modern Condo w Balcony & City Views

Newly Built Modern Condo w Balcony & City Views
3.5 star property
K-W Hospital
$165 nightly
The price is $193
Sep 17 - Sep 18
Total with taxes and fees
Newly Built Modern Condo w Balcony & City Views
A modern living room with a sofa, coffee table, and TV. There is a balcony with a view of the city.

7. Hydropool Spa HotTub/Bowling Alley/Sauna/Patio/BBQ/Games - Gorgeous Corner Condo

Hydropool Spa HotTub/Bowling Alley/Sauna/Patio/BBQ/Games - Gorgeous Corner Condo
K-W Hospital
9.6 out of 10, Exceptional, (30 reviews)
"The place was perfect for our family of four!"
United States
Martine B.
$182 nightly
The price is $206
Sep 15 - Sep 16
Total with taxes and fees
Hydropool Spa HotTub/Bowling Alley/Sauna/Patio/BBQ/Games - Gorgeous Corner Condo
A spacious living area with a yellow sofa, a wooden coffee table, and a mural depicting a desert landscape.

8. The Laundry Rooms Augusta Hamilton

The Laundry Rooms Augusta Hamilton
3.0 star property
Corktown
9.4 out of 10, Exceptional, (592 reviews)
"Great hotel and facilities. I enjoyed my stay."
Canada
Alex
$112 nightly
The price is $131
Sep 27 - Sep 28
Total with taxes and fees
The Laundry Rooms Augusta Hamilton
A brick building with a porch and outdoor seating area.

9. Steps to Downtown + Minutes to The Mill

Steps to Downtown + Minutes to The Mill
Elora
9.2 out of 10, Wonderful, (59 reviews)
"Great hosts, great little nook on a motel vibe boutique hotel, our room was particularly comfortable!"
Canada
Leah
$149 nightly
The price is $168
Sep 9 - Sep 10
Total with taxes and fees
Steps to Downtown + Minutes to The Mill
A modern two-story house with a stone facade, a garage, and a front porch.

10. The Simple Escape

The Simple Escape
Doon South
9.2 out of 10, Wonderful, (19 reviews)
"Had a very relaxing stay at this property. Located in a quiet and well maintained neighbourhood. The host was very responsive and did their best to ensure our needs were met during our stay. Would definitely recommend!"
Canada
Jereal
$172 nightly
The price is $194
Sep 9 - Sep 10
Total with taxes and fees
The Simple Escape

11. Modern loft with rustic character steps to downtown Stratford

Modern loft with rustic character steps to downtown Stratford
Stratford
10.0 out of 10, Exceptional, (29 reviews)
"We had a great stay here! The location was excellent as it was walking distance to everything downtown!"
Canada
Courtney F.
$209 nightly
The price is $243
Sep 14 - Sep 15
Total with taxes and fees
Modern loft with rustic character steps to downtown Stratford
A patio with a round table and two chairs, a wooden pergola, a door, and potted plants.

12. Serene 2-bedroom Apartment With Private Entrance and Pool Access

Serene 2-bedroom Apartment With Private Entrance and Pool Access
2.0 star property
Central Huron
$109 nightly
The price is $124
Sep 7 - Sep 8
Total with taxes and fees
Serene 2-bedroom Apartment With Private Entrance and Pool Access
A room with a long wooden table, two black stools, a blue wall, and a decorative vase on the table.

13. New stylish apartment in century home 5 minutes to everything Downtown Kitchener

New stylish apartment in century home 5 minutes to everything Downtown Kitchener
Mill Courtland Woodside Park
9.4 out of 10, Exceptional, (45 reviews)
"Within walking distance to Victoria Park & downtown. Lovely neighbourhood."
Canada
Janice
$101 nightly
The price is $114
Sep 10 - Sep 11
Total with taxes and fees
New stylish apartment in century home 5 minutes to everything Downtown Kitchener
A modern living room with a piano, a dining area with a glass table, and a kitchen with a TV.

14. River Merchant Inn Heintzman Music Suite

River Merchant Inn Heintzman Music Suite
Stratford City Centre
9.8 out of 10, Exceptional, (17 reviews)
"Great location, very cool features. "
United States
Erin C.
$164 nightly
The price is $188
Sep 8 - Sep 9
Total with taxes and fees
River Merchant Inn Heintzman Music Suite
A patio area with outdoor seating, a brick wall, and a grassy lawn.

15. Silver Birch Suite - Professionally designed Guest Suite

Silver Birch Suite - Professionally designed Guest Suite
Cambridge
9.6 out of 10, Exceptional, (62 reviews)
"Lovely stay!!! "
Canada
James
$135 nightly
The price is $153
Sep 7 - Sep 8
Total with taxes and fees
Silver Birch Suite - Professionally designed Guest Suite
A modern kitchen with a marble countertop and a built-in sink, a grey sofa with cushions, and a flat-screen TV mounted on the wall.

16. Crosswinds Townhomes

Crosswinds Townhomes
3.0 star property
The Blue Mountains
9.6 out of 10, Exceptional, (24 reviews)
"We enjoyed our stay! Beautiful property"
Canada
Marianna
$244 nightly
The price is $287
Sep 9 - Sep 10
Total with taxes and fees
Crosswinds Townhomes
An aerial view of a riverside property with a large building, a garden, and a small pond.

17. Beautiful Bungalow on Grand River in Fergus.

Beautiful Bungalow on Grand River in Fergus.
Fergus
9.8 out of 10, Exceptional, (26 reviews)
"The property was beautifully kept and very easy communication with the owner. I would recommend this place to anyone wanting to stay in the Fergus area. "
Canada
Aubrey B.
$256 nightly
The price is $289
Sep 7 - Sep 8
Total with taxes and fees
Beautiful Bungalow on Grand River in Fergus.
A wooden cabin with a fire pit and string lights, surrounded by trees.

18. Cozy Belwood Bunkie Retreat - 10 Min to Elora Gorge

Cozy Belwood Bunkie Retreat - 10 Min to Elora Gorge
Belwood
9.4 out of 10, Exceptional, (20 reviews)
"Great host, amazing vibe. Perfect for 1-2 people. If anyone is 6ft or more, need to watch on upper level. For us it was memorable stay"
Canada
Priti
$176 nightly
The price is $198
Sep 7 - Sep 8
Total with taxes and fees
Cozy Belwood Bunkie Retreat - 10 Min to Elora Gorge
A beach with people swimming and sunbathing, a fence in the foreground, and a bicycle parked near the fence.

19. Parkside Flat #5 - Seacliff Beach Suites

Parkside Flat #5 - Seacliff Beach Suites
4.0 star property
Leamington
10.0 out of 10, Exceptional, (12 reviews)
"This is an amazing property in a great location and with the best hosts."
Canada
JANINE
$164 nightly
The price is $185
Sep 27 - Sep 28
Total with taxes and fees
Parkside Flat #5 - Seacliff Beach Suites
A modern lobby with exposed wooden beams, a glass staircase, and a black leather sofa.

20. The Wallace Suite - Stratford

The Wallace Suite - Stratford
Stratford
10.0 out of 10, Exceptional, (22 reviews)
"Parking was good, laundry in the room, clean place. "
Canada
Renée
$172 nightly
The price is $186
Sep 8 - Sep 9
Total with taxes and fees
The Wallace Suite - Stratford
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

Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

10/10 Excellent
"Room was very nice. Paid extra for a suite. We were given a suite on 19th floor overlooking the river and detroit. Beautiful view. Staff went out of their way to assist anytime we needed help. Used valet for parking. Small price to pay for the ease. There is free parking available, however it was across the street and a bit of a walk. We ate at the cafe 377 and the sports bar on site. Both were delicious. We enjoyed the casino. Lots of table games and slot machines to choose from. There was lots of security on site. I felt very safe inside. I would definitely stay here again."
Kelly Dee 2-night trip
Posted less than an hour ago
Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

Find out more about Southwestern Ontario

Everything you need to know about Southwestern Ontario vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Southwestern Ontario vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Southwestern Ontario vacation 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 low season months. For more hustle and bustle, you may prefer to visit Southwestern Ontario in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $116 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Southwestern Ontario rentals

At Expedia, we put the best Southwestern Ontario vacation 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 vacation.

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.

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