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Southwestern Ontario Vacation Rentals

Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 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
3.0 star property
Saint Marys
9.6 out of 10, Exceptional, (42 reviews)
"We loved its location and the view overlooking the golf course."
Canada
Lucille
$153 nightly
The price is $173
Nov 15 - Nov 16
Total with taxes and fees
The Penrose Suites
A backyard with a fire pit, outdoor chairs, and a dog.

2. Relaxing retreat in the country

Relaxing retreat in the country
perth east
10.0 out of 10, Exceptional, (121 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
$163 nightly
The price is $190
Nov 15 - Nov 16
Total with taxes and fees
Relaxing retreat in the country
A modern lobby with large windows, a sofa, orange chairs, and a patterned floor.

3. 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
$123 nightly
The price is $144
Nov 29 - Nov 30
Total with taxes and fees
Newly Built Modern Condo w Balcony & City Views
A paved walkway with benches, a small garden area, and a view of the sea.

4. Royal Harbour Resort

Royal Harbour Resort
3.5 star property
The Blue Mountains
8.6 out of 10, Excellent, (1,031 reviews)
"Just all around great stay"
Canada
Teri
$132 nightly
The price is $155
Nov 25 - Nov 26
Total with taxes and fees
Royal Harbour Resort
A snow-covered landscape with a wooden building featuring a balcony and a covered outdoor seating area.

5. Blue Mountain Getaway

Blue Mountain Getaway
Craigleith
9.4 out of 10, Exceptional, (171 reviews)
"Very quaint place. Nicely located to the hill and Spa"
United States
Derrick
$131 nightly
The price is $151
Dec 6 - Dec 7
Total with taxes and fees
Blue Mountain Getaway
A living room with a brick wall, a sliding glass door leading to a backyard, a flat-screen TV, and a coffee table.

6. 2 min to AUD | Private Getaway w/ Firepit

2 min to AUD | Private Getaway w/ Firepit
Kitchener
9.4 out of 10, Exceptional, (21 reviews)
"the check-in process is clear and easy to follow, and the property is clean and well-stocked, with toiletries, towels, and supplies for coffee and tea. the furniture is comfortable, and both wifi and roku tv are provided. hosts are kind and communicative. the location is super convenient: there is a plaza nearby with a grocery store, bank, lcbo, gas station, etc. and the hosts provide a list of nearby restaurants and takeaway locations."
Canada
natalie
$95 nightly
The price is $97
Dec 2 - Dec 3
Total with taxes and fees
2 min to AUD | Private Getaway w/ Firepit
A two-story house with a porch, stone walls, and a number '53' sign.

7. The VICTORIA: Petit Appartment

The VICTORIA: Petit Appartment
Elora
10.0 out of 10, Exceptional, (149 reviews)
"Very central to shops and restaurants."
Canada
Ellen
$182 nightly
The price is $206
Nov 22 - Nov 23
Total with taxes and fees
The VICTORIA: Petit Appartment
A covered porch with two wicker chairs and a glass table, overlooking a fenced yard with a tree and buildings in the background.

8. Blue Mountain Studio Oasis

Blue Mountain Studio Oasis
Craigleith
9.4 out of 10, Exceptional, (64 reviews)
"Very comfortable setting. We really enjoyed our stay"
Canada
Andrae
$130 nightly
The price is $150
Nov 15 - Nov 16
Total with taxes and fees
Blue Mountain Studio Oasis
A modern two-story house with a garage, a wooden lower floor, and a dark upper floor.

9. 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
$136 nightly
The price is $159
Nov 15 - Nov 16
Total with taxes and fees
Square B+B Quick walk to downtown theatres, restaurants, and shops.
A brick building with a porch and outdoor seating area.

10. Steps to Downtown + Minutes to The Mill

Steps to Downtown + Minutes to The Mill
Elora
9.2 out of 10, Wonderful, (68 reviews)
"Great location.."
Canada
Gerry
$187 nightly
The price is $212
Nov 16 - Nov 17
Total with taxes and fees
Steps to Downtown + Minutes to The Mill
Your Base for Stratford Adventures: From our property, dive into the historical downtown of Stratford, Ontario. A stone's throw from Lake Victoria and the Stratford Festival, it’s where your cultural journey begins

11. River Merchant Inn Heintzman Music Suite

River Merchant Inn Heintzman Music Suite
Stratford City Centre
10.0 out of 10, Exceptional, (24 reviews)
"Stunning place full of history."
Canada
Vanessa
$151 nightly
The price is $173
Nov 16 - Nov 17
Total with taxes and fees
River Merchant Inn Heintzman Music Suite
A modern lobby with exposed wooden beams, a glass staircase, and a black leather sofa.

12. The Wallace Suite - Stratford

The Wallace Suite - Stratford
Stratford
10.0 out of 10, Exceptional, (23 reviews)
"Parking was good, laundry in the room, clean place. "
Canada
Renée
$138 nightly
The price is $147
Nov 22 - Nov 23
Total with taxes and fees
The Wallace Suite - Stratford
A modern living room with a stone fireplace, a large window with curtains, a sofa set, and a television.

13. Rivergrass Condos

Rivergrass Condos
3.5 star property
The Blue Mountains
9.2 out of 10, Wonderful, (371 reviews)
"Proximity to the resort was top notch, the apartment has everything."
Canada
Ibrahim
$216 nightly
The price is $254
Nov 25 - Nov 26
Total with taxes and fees
Rivergrass Condos
A wooden house with a red door, stone steps, and a small garden with plants and a table.

14. The Cozy Corner, Heritage Elora Log Cabin

The Cozy Corner, Heritage Elora Log Cabin
Elora
10.0 out of 10, Exceptional, (21 reviews)
"Very nice place to stay located right downtown"
Canada
Paul
$236 nightly
The price is $239
Nov 16 - Nov 17
Total with taxes and fees
The Cozy Corner, Heritage Elora Log Cabin
A large, two-story house with a stone foundation, a covered porch, and a garage.

15. Crosswinds Townhomes

Crosswinds Townhomes
3.0 star property
The Blue Mountains
9.6 out of 10, Exceptional, (35 reviews)
"Great place and location, room setup was perfect"
Canada
Michael
$230 nightly
The price is $270
Nov 15 - Nov 16
Total with taxes and fees
Crosswinds Townhomes
A sandy pathway leading to a beach with a clear view of the ocean and trees in the background.

16. Driftwood Haus

Driftwood Haus
3.0 star property
Saugeen Shores
9.2 out of 10, Wonderful, (113 reviews)
"Great location and all that we needed for our stay."
Canada
Saty
$126 nightly
The price is $143
Nov 18 - Nov 19
Total with taxes and fees
Driftwood Haus
An aerial view of a residential area with a large swimming pool surrounded by well-maintained lawns and trees.

17. Historic Snowbridge Townhomes

Historic Snowbridge Townhomes
3.5 star property
The Blue Mountains
9.2 out of 10, Wonderful, (182 reviews)
"Very convenient to the Blue Mountain shops."
Canada
Timothy
$248 nightly
The price is $291
Nov 15 - Nov 16
Total with taxes and fees
Historic Snowbridge Townhomes
A staircase with wooden steps and dark mats at the bottom.

18. Bungalow Rental in Cambridge Comfort and Convenience Await

Bungalow Rental in Cambridge Comfort and Convenience Await
2.0 star property
Cambridge
$236 nightly
The price is $243
Nov 30 - Dec 1
Total with taxes and fees
Bungalow Rental in Cambridge Comfort and Convenience Await
A wooden dock with a calm lake, traditional European-style buildings, and a clear sky.

19. Slopeside Studio Wifi Towels Ski in Out

Slopeside Studio Wifi Towels Ski in Out
2.5 star property
Craigleith
8.6 out of 10, Excellent, (4 reviews)
"Nice Little studio! Nice pool."
Canada
Kimberly
$50 nightly
The price is $59
Nov 29 - Nov 30
Total with taxes and fees
Slopeside Studio Wifi Towels Ski in Out
A kitchen with a wooden dining table, chairs, a coffee machine, and a refrigerator.

20. 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, (49 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
$94 nightly
The price is $107
Nov 16 - Nov 17
Total with taxes and fees
New stylish apartment in century home 5 minutes to everything Downtown Kitchener
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
"It was our anniversary and we had fun. We’re not big gamblers but still enjoyed walking around and watching the “regulars “. Nero’s was delicious and great staff. The only thing I regretted was not having a tip for the valet. Next time guys,I promise!"
Ernest 1-night trip
Posted 3 hours 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 $107 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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