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Southwestern Ontario Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

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
9.6 out of 10, Exceptional, (37 reviews)
"Amazing property. Great experience. Will definitely be going back again soon!"
Canada
Tony
$151 nightly
The price is $171
Oct 4 - Oct 5
Total with taxes and fees
The Penrose Suites
A spacious living area with a yellow sofa, a wooden coffee table, and a mural depicting a desert landscape.

2. The Laundry Rooms Augusta Hamilton

The Laundry Rooms Augusta Hamilton
3.0 star property
Corktown
9.4 out of 10, Exceptional, (614 reviews)
"Good communication and was able to accommodate our early check in request"
Canada
Natalie
$130 nightly
The price is $152
Oct 11 - Oct 12
Total with taxes and fees
The Laundry Rooms Augusta Hamilton
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, (1,004 reviews)
"fantastic stay"
Canada
John
$100 nightly
The price is $117
Oct 5 - Oct 6
Total with taxes and fees
Royal Harbour Resort
A modern hotel lobby with a central seating area, a bar, and a TV screen.

4. Newly Built Modern Condo w Balcony & City Views

Newly Built Modern Condo w Balcony & City Views
3.5 star property
K-W Hospital
$132 nightly
The price is $155
Oct 1 - Oct 2
Total with taxes and fees
Newly Built Modern Condo w Balcony & City Views
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.

5. Crosswinds Townhomes

Crosswinds Townhomes
3.0 star property
The Blue Mountains
9.4 out of 10, Exceptional, (27 reviews)
"We enjoyed our stay! Beautiful property"
Canada
Marianna
$240 nightly
The price is $282
Oct 7 - Oct 8
Total with taxes and fees
Crosswinds Townhomes
An aerial view of a coastal town with a marina, residential areas, and a beach.

6. GLOBALSTAY Brand New House in Port Elgin

GLOBALSTAY Brand New House in Port Elgin
4.0 star property
Saugeen Shores
8.6 out of 10, Excellent, (64 reviews)
"Close to everything , very clean spacious and quiet , We manged but the sofa bed didn't have blanket and pillows and bed sheet,"
Canada
Faramarz
GLOBALSTAY Brand New House in Port Elgin
A modern kitchen with white cabinets, stainless steel appliances, a granite countertop, and a window providing natural light.

7. Modern 2BR Retreat w Heated Floors-gazebo

Modern 2BR Retreat w Heated Floors-gazebo
2.0 star property
Terrace Hill
$104 nightly
The price is $123
Oct 12 - Oct 13
Total with taxes and fees
Modern 2BR Retreat w Heated Floors-gazebo
A beach with people swimming and sunbathing, a fence in the foreground, and a bicycle parked near the fence.

8. Parkside Flat #5 - Seacliff Beach Suites

Parkside Flat #5 - Seacliff Beach Suites
4.0 star property
Leamington
10.0 out of 10, Exceptional, (13 reviews)
"This is an amazing property in a great location and with the best hosts."
Canada
JANINE
$158 nightly
The price is $179
Oct 1 - Oct 2
Total with taxes and fees
Parkside Flat #5 - Seacliff Beach Suites
A bedroom with a bed, a sofa, a dining area with chairs, and a kitchen in the background.

9. 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
$43 nightly
The price is $51
Oct 28 - Oct 29
Total with taxes and fees
Slopeside Studio Wifi Towels Ski in Out
A beach scene with the sun setting over the ocean, people on the sand, and a few boats in the water.

10. 2 bedroom Wiffen Cottage

2 bedroom Wiffen Cottage
3.5 star property
Ashfield-Colborne-Wawanosh
2 bedroom Wiffen Cottage
A cobblestone street lined with historic buildings, a prominent tower, and outdoor seating areas.

11. Rivergrass Condos

Rivergrass Condos
3.5 star property
The Blue Mountains
9.0 out of 10, Wonderful, (350 reviews)
"Nice place to stay."
Canada
Stephanie
$219 nightly
The price is $257
Oct 29 - Oct 30
Total with taxes and fees
Rivergrass Condos
A beach scene with people relaxing on chairs and towels, a clear sky, and a calm sea.

12. The Shores

The Shores
3.0 star property
Saugeen Shores
7.8 out of 10, Good, (49 reviews)
"Great size place, great location - easy to walk to everything on the main strip!"
Canada
Sydney
$94 nightly
The price is $107
Oct 5 - Oct 6
Total with taxes and fees
The Shores
A beach with a tree leaning over the sand, a clear sky, and calm water.

13. GLOBALSTAY. Waterfront 5BR Townhouse. Private HOT TUB, Gym, Sauna

GLOBALSTAY. Waterfront 5BR Townhouse. Private HOT TUB, Gym, Sauna
3.0 star property
Stoney Creek
9.0 out of 10, Wonderful, (19 reviews)
"Felt like home with enough space for 7 of us plus more. "
Canada
LEEANN
$350 nightly
The price is $411
Oct 4 - Oct 5
Total with taxes and fees
GLOBALSTAY. Waterfront 5BR Townhouse. Private HOT TUB, Gym, Sauna
A sandy pathway leading to a beach with a clear view of the ocean and trees in the background.

14. Driftwood Haus

Driftwood Haus
3.0 star property
Saugeen Shores
9.2 out of 10, Wonderful, (109 reviews)
"Great location and all that we needed for our stay."
Canada
Saty
$148 nightly
The price is $167
Oct 27 - Oct 28
Total with taxes and fees
Driftwood Haus
A modern kitchen with a large island, wooden bar stools, a dining table, and a view of the outside.

15. North Creek Condos

North Creek Condos
3.5 star property
Craigleith
8.4 out of 10, Very good, (203 reviews)
"Had a wonderful weekend away with my husband, the kitchen was well supplied, the space was lovely and the shuttle to the villiage was a bonus! Hit tub and pool was still open at the end of September which was a pleasant surprise and everything was clean and communication with the host was easy!"
Canada
Elizabeth
$156 nightly
The price is $183
Oct 13 - Oct 14
Total with taxes and fees
North Creek Condos
A modern living room with a grey sofa, a round coffee table, and a dining area with a table and chairs.

16. Windsor Manor

Windsor Manor
4.0 star property
City Centre
10.0 out of 10, Exceptional, (2 reviews)
"Facility was spotless. There were no staff members on site"
Canada
Jacob
$246 nightly
The price is $294
Oct 4 - Oct 5
Total with taxes and fees
Windsor Manor
A vanity with a mirror, a vase of flowers, and a makeup brush.

17. 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
$182 nightly
The price is $206
Oct 21 - Oct 22
Total with taxes and fees
Serene 2-bedroom Apartment With Private Entrance and Pool Access
A living room with a beige sofa, a wooden ceiling beam, and a large window with blinds.

18. Ski In Ski Out Cozy Studio

Ski In Ski Out Cozy Studio
3.0 star property
Craigleith
8.8 out of 10, Excellent, (11 reviews)
"Everything is nice"
Canada
Claudia
$149 nightly
The price is $175
Oct 1 - Oct 2
Total with taxes and fees
Ski In Ski Out Cozy Studio
A ski resort with multiple buildings, a ski slope, and a clear sky.

19. Blue Mtn 1 Bedroom with Mountain View

Blue Mtn 1 Bedroom with Mountain View
4.0 star property
Craigleith
9.2 out of 10, Wonderful, (9 reviews)
"The place was very clean and felt like your own home Close to all amenities Price was reasonable excellent place to relax and get away from Toronto busy life"
Canada
Marcello
$167 nightly
The price is $196
Oct 7 - Oct 8
Total with taxes and fees
Blue Mtn 1 Bedroom with Mountain View
A snow-covered village with traditional wooden buildings, a ski lift, and a mountain backdrop.

20. Slopeside Loft at North Creek Resort

Slopeside Loft at North Creek Resort
4.0 star property
Craigleith
8.0 out of 10, Very good, (4 reviews)
"The property was great because it had 2 nice bathrooms. I was very disappointed that the patio was very worn and had no chairs so we couldn’t sit outside at night."
Canada
Peggy
$186 nightly
The price is $218
Oct 7 - Oct 8
Total with taxes and fees
Slopeside Loft at North Creek Resort
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

DoubleTree by Hilton Windsor Hotel & Suites

DoubleTree by Hilton Windsor Hotel & Suites

10/10 Excellent
"Super"
Mélanie 1-night trip
Posted 8 hours ago
DoubleTree by Hilton Windsor Hotel & Suites

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.

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