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Southwestern Ontario Vacation Rentals

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Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

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.
$164 nightly
The price is $192
Sep 29 - Sep 30
Total with taxes and fees
Relaxing retreat in the country
A modern lobby with exposed wooden beams, a glass staircase, and a black leather sofa.

2. 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
$174 nightly
The price is $188
Oct 4 - Oct 5
Total with taxes and fees
The Wallace Suite - Stratford
A modern living room with a piano, a dining area with a glass table, and a kitchen with a TV.

3. River Merchant Inn Heintzman Music Suite

River Merchant Inn Heintzman Music Suite
Stratford City Centre
9.8 out of 10, Exceptional, (18 reviews)
"Great location, very cool features. "
United States
Erin C.
$162 nightly
The price is $187
Sep 20 - Sep 21
Total with taxes and fees
River Merchant Inn Heintzman Music Suite
A room with a long wooden table, two black stools, a blue wall, and a decorative vase on the table.

4. 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
$98 nightly
The price is $111
Sep 14 - Sep 15
Total with taxes and fees
New stylish apartment in century home 5 minutes to everything Downtown Kitchener
A modern two-story house with a garage, a wooden lower floor, and a dark upper floor.

5. 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
$147 nightly
The price is $172
Sep 21 - Sep 22
Total with taxes and fees
Square B+B Quick walk to downtown theatres, restaurants, and shops.
A modern living room with a sofa, coffee table, and TV. There is a balcony with a view of the city.

6. 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.
$180 nightly
The price is $203
Sep 15 - Sep 16
Total with taxes and fees
Hydropool Spa HotTub/Bowling Alley/Sauna/Patio/BBQ/Games - Gorgeous Corner Condo
A brick building with a porch and outdoor seating area.

7. Steps to Downtown + Minutes to The Mill

Steps to Downtown + Minutes to The Mill
Elora
9.2 out of 10, Wonderful, (60 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 13 - Sep 14
Total with taxes and fees
Steps to Downtown + Minutes to The Mill
A modern hotel lobby with a central seating area, a bar, and a TV screen.

8. Newly Built Modern Condo w Balcony & City Views

Newly Built Modern Condo w Balcony & City Views
3.5 star property
K-W Hospital
$157 nightly
The price is $185
Oct 1 - Oct 2
Total with taxes and fees
Newly Built Modern Condo w Balcony & City Views
A wooden staircase leading to a deck with a view of a forested area and a bush of yellow flowers.

9. 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
$220 nightly
The price is $248
Sep 30 - Oct 1
Total with taxes and fees
The Wright's Coach House
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, (20 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
$170 nightly
The price is $192
Sep 24 - Sep 25
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, (30 reviews)
"We had a great stay here! The location was excellent as it was walking distance to everything downtown!"
Canada
Courtney F.
$198 nightly
The price is $231
Oct 5 - Oct 6
Total with taxes and fees
Modern loft with rustic character steps to downtown Stratford
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.

12. 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
$236 nightly
The price is $278
Sep 14 - Sep 15
Total with taxes and fees
Crosswinds Townhomes
A paved walkway with benches, a small garden area, and a view of the sea.

13. Royal Harbour Resort

Royal Harbour Resort
3.5 star property
The Blue Mountains
8.6 out of 10, Excellent, (987 reviews)
"Its a good place stay and view from the resort was awesome"
Canada
Harman
$100 nightly
The price is $117
Sep 14 - Sep 15
Total with taxes and fees
Royal Harbour Resort
A modern kitchen with a central island, built-in appliances, and a dining area with a table and chairs.

14. (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
$193 nightly
The price is $218
Sep 13 - Sep 14
Total with taxes and fees
(C) Elora Riverview Flat
A wooden cabin with a fire pit and string lights, surrounded by trees.

15. 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)
"The cabin was perfect"
Canada
Siddharth
$175 nightly
The price is $198
Sep 17 - Sep 18
Total with taxes and fees
Cozy Belwood Bunkie Retreat - 10 Min to Elora Gorge
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, (106 reviews)
"Great location and all that we needed for our stay."
Canada
Saty
$151 nightly
The price is $171
Sep 30 - Oct 1
Total with taxes and fees
Driftwood Haus
A staircase leading to a residential building with a grey roof and blue railings.

17. Newly Renovated Studio at the Base of Blue Mountain

Newly Renovated Studio at the Base of Blue Mountain
Craigleith
9.4 out of 10, Exceptional, (45 reviews)
"It was really enjoyable and clean. Comfortable bed."
Canada
Monika
$154 nightly
The price is $174
Sep 14 - Sep 15
Total with taxes and fees
Newly Renovated Studio at the Base of Blue Mountain
A modern living room with a fireplace, a dining area with a round table and chairs, and a view of the outdoors through large windows.

18. Quiet 2BR Condo Near Hospital and Wi-fi

Quiet 2BR Condo Near Hospital and Wi-fi
2.0 star property
Wellington North
Quiet 2BR Condo Near Hospital and Wi-fi
A hotel with a wooden exterior and a balcony, situated by a lake with snow-covered hills in the background.

19. Blue Mountain Studio Oasis

Blue Mountain Studio Oasis
Craigleith
9.4 out of 10, Exceptional, (58 reviews)
"The unit was clean well maintained and had everything we needed for our stay. "
Canada
jon
$135 nightly
The price is $156
Sep 13 - Sep 14
Total with taxes and fees
Blue Mountain Studio Oasis
A wooden cabin with a porch, two red chairs, and a small table.

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

Nature Retreat | Cabin on 40 Acres, 15 Mins from Beaches
Simcoe
9.4 out of 10, Exceptional, (29 reviews)
"Great experience with my little family. We had a great little getaway. Well hidden and secluded."
United States
Courtney C.
$106 nightly
The price is $119
Sep 23 - Sep 24
Total with taxes and fees
Nature Retreat | Cabin on 40 Acres, 15 Mins from Beaches
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

Sheraton Hamilton Hotel

Sheraton Hamilton Hotel

10/10 Excellent
"Could maybe have a larger selection of dumbells in the fitness room."
keith 1-night trip
Posted 1 hour ago
Sheraton Hamilton Hotel

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 $128 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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