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Southwestern Ontario Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Southwestern Ontario vacation rentals

A covered outdoor deck with a view of a golf course.

1. The Penrose Suites

The Penrose Suites
4.0 star property
Saint Marys
9.4 out of 10, Exceptional, (40 reviews)
"We loved its location and the view overlooking the golf course."
Canada
Lucille
$154 nightly
The price is $174
Nov 1 - Nov 2
Total with taxes and fees
The Penrose Suites
A cozy living room with a fireplace, a sofa, a coffee table, and a bookshelf.

2. Relaxing retreat in the country

Relaxing retreat in the country
perth east
10.0 out of 10, Exceptional, (118 reviews)
"Great cabin in a fantastic location. Everything you need for a cozy stay is there for you. Hosts have done a great job decorating it to make it cozy and comfortable!"
Canada
Helen
$169 nightly
The price is $197
Oct 18 - Oct 19
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.

3. Royal Harbour Resort

Royal Harbour Resort
3.5 star property
The Blue Mountains
8.6 out of 10, Excellent, (1,011 reviews)
"Wonderful resort to stay at"
Canada
Don
$100 nightly
The price is $117
Nov 1 - Nov 2
Total with taxes and fees
Royal Harbour Resort
A wooden staircase leading to a deck with a view of a forested area and a bush of yellow flowers.

4. The Wright's Coach House

The Wright's Coach House
Elora
10.0 out of 10, Exceptional, (55 reviews)
"Really good place to stay and would stay at the same place yearly"
Canada
Burt
The Wright's Coach House
A staircase with wooden steps and dark mats at the bottom.

5. Bungalow Rental in Cambridge Comfort and Convenience Await

Bungalow Rental in Cambridge Comfort and Convenience Await
2.0 star property
Cambridge
$224 nightly
The price is $230
Oct 18 - Oct 19
Total with taxes and fees
Bungalow Rental in Cambridge Comfort and Convenience Await
A sandy pathway leading to a beach with a clear view of the ocean and trees in the background.

6. Driftwood Haus

Driftwood Haus
3.0 star property
Saugeen Shores
9.2 out of 10, Wonderful, (110 reviews)
"Great location and all that we needed for our stay."
Canada
Saty
$127 nightly
The price is $143
Nov 1 - Nov 2
Total with taxes and fees
Driftwood Haus
A cobblestone street lined with historic buildings, a prominent tower, and outdoor seating areas.

7. Rivergrass Condos

Rivergrass Condos
3.5 star property
The Blue Mountains
9.0 out of 10, Wonderful, (359 reviews)
"Nice place to stay."
Canada
Stephanie
$216 nightly
The price is $254
Oct 26 - Oct 27
Total with taxes and fees
Rivergrass Condos
Living area

8. 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, (31 reviews)
"We loved our overnight!"
United States
Katie Beth H.
$168 nightly
The price is $196
Nov 4 - Nov 5
Total with taxes and fees
Modern loft with rustic character steps to downtown Stratford
A living room with a brick wall, a flat-screen TV, a coffee table, a sofa, and a staircase with white railings.

9. 2 min to AUD | Private Getaway w/ Firepit

2 min to AUD | Private Getaway w/ Firepit
Kitchener
9.4 out of 10, Exceptional, (19 reviews)
"Impressive place"
Canada
iman s.
$102 nightly
The price is $105
Nov 16 - Nov 17
Total with taxes and fees
2 min to AUD | Private Getaway w/ Firepit
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.

10. Crosswinds Townhomes

Crosswinds Townhomes
3.0 star property
The Blue Mountains
9.4 out of 10, Exceptional, (29 reviews)
"Great place and location, room setup was perfect"
Canada
Michael
$232 nightly
The price is $273
Oct 28 - Oct 29
Total with taxes and fees
Crosswinds Townhomes
A modern two-story house with a garage, a wooden lower floor, and a dark upper floor.

11. 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, (59 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
$144 nightly
The price is $167
Oct 18 - Oct 19
Total with taxes and fees
Square B+B Quick walk to downtown theatres, restaurants, and shops.
A hotel with a wooden exterior and a balcony, situated by a lake with snow-covered hills in the background.

12. Blue Mountain Studio Oasis

Blue Mountain Studio Oasis
Craigleith
9.4 out of 10, Exceptional, (61 reviews)
"Very comfortable setting. We really enjoyed our stay"
Canada
Andrae
$133 nightly
The price is $153
Oct 22 - Oct 23
Total with taxes and fees
Blue Mountain Studio Oasis
A modern kitchen with a large island, wooden bar stools, a dining table, and a view of the outside.

13. North Creek Condos

North Creek Condos
3.5 star property
Craigleith
8.6 out of 10, Excellent, (208 reviews)
"The resort is absolutely beautiful, my wife and I loved it. Looking forward to next time"
Canada
Tenzin
$158 nightly
The price is $185
Oct 19 - Oct 20
Total with taxes and fees
North Creek Condos
A spacious living area with a fireplace, a large window, and a kitchen with a bar.

14. Historic Snowbridge Townhomes

Historic Snowbridge Townhomes
3.5 star property
The Blue Mountains
9.4 out of 10, Exceptional, (176 reviews)
"Very convenient to the Blue Mountain shops."
Canada
Timothy
$248 nightly
The price is $292
Oct 19 - Oct 20
Total with taxes and fees
Historic Snowbridge Townhomes
A modern hotel lobby with a central seating area, a bar, and a TV screen.

15. Newly Built Modern Condo w Balcony & City Views

Newly Built Modern Condo w Balcony & City Views
3.5 star property
K-W Hospital
10.0 out of 10, Exceptional, (1 review)
"Muito boa a estadia. Imóvel novo e completo com todos os eletrodomésticos. Quarto limpo. Localização próxima ao centro da cidade. Achei o check in um pouco complicado antes de chegar ao imóvel, porém estando lá, fui bem atendido pelo concierge."
Brazil
MARCELINO
$144 nightly
The price is $169
Nov 9 - Nov 10
Total with taxes and fees
Newly Built Modern Condo w Balcony & City Views
A room with a long wooden table, two black stools, a blue wall, and a decorative vase on the table.

16. 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, (48 reviews)
"The property is good for a solo or couple who require accommodation. The host supplied the basic toiletries and kitchen supplies. The neighborhood is quiet."
Canada
Connie
$96 nightly
The price is $108
Oct 20 - Oct 21
Total with taxes and fees
New stylish apartment in century home 5 minutes to everything Downtown Kitchener
A modern two-story house with a stone facade, a garage, and a front porch.

17. The Simple Escape -2 bed apartment

The Simple Escape -2 bed apartment
Doon South
9.0 out of 10, Wonderful, (27 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
$158 nightly
The price is $168
Oct 18 - Oct 19
Total with taxes and fees
The Simple Escape -2 bed apartment
A snow-covered landscape with a wooden building featuring a balcony and a covered outdoor seating area.

18. Getaway to the Blue Mountain

Getaway to the Blue Mountain
Craigleith
9.4 out of 10, Exceptional, (169 reviews)
"Very quaint place. Nicely located to the hill and Spa"
United States
Derrick
$131 nightly
The price is $151
Oct 25 - Oct 26
Total with taxes and fees
Getaway to the Blue Mountain
A bedroom with a bed, a sofa, a dining area with chairs, and a kitchen in the background.

19. Slopeside Studio Wifi Towels Ski in Out

Slopeside Studio Wifi Towels Ski in Out
2.5 star property
Craigleith
8.0 out of 10, Very good, (3 reviews)
"Nice Little studio! Nice pool."
Canada
Kimberly
$50 nightly
The price is $59
Nov 2 - Nov 3
Total with taxes and fees
Slopeside Studio Wifi Towels Ski in Out
A wooden deck with a railing overlooking a calm sea and rocky shoreline.

20. Wake up to the beautiful sunrise on Lake Erie in this tiny lakeside cabin.

Wake up to the beautiful sunrise on Lake Erie in this tiny lakeside cabin.
Wheatley
10.0 out of 10, Exceptional, (40 reviews)
"The cabin was clean with many amenities, and the lake view was amazing. Excellent host and location :)"
Canada
Toran
$106 nightly
The price is $119
Oct 19 - Oct 20
Total with taxes and fees
Wake up to the beautiful sunrise on Lake Erie in this tiny lakeside cabin.
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

Waterfront Hotel Downtown Burlington

Waterfront Hotel Downtown Burlington

8/10 Good
"Rooms are fine. Location is great. The Port House is a nice bar and restaurant on the water. If you want something different there are a lot of places with a 5 minutes. The staff has always been courteous and helpful when we've stayed there."
John mike 1-night trip
Posted 2 hours ago
Waterfront Hotel Downtown Burlington

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 $117 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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