A street with historic buildings, cars, and a cyclist.

Southwestern Ontario Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

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 13 - Sep 14
Total with taxes and fees
Relaxing retreat in the country
A modern two-story house with a garage, a wooden lower floor, and a dark upper floor.

2. 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
Aug 31 - Sep 1
Total with taxes and fees
Square B+B Quick walk to downtown theatres, restaurants, and shops.
A modern lobby with exposed wooden beams, a glass staircase, and a black leather sofa.

3. 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
$176 nightly
The price is $191
Aug 30 - Aug 31
Total with taxes and fees
The Wallace Suite - Stratford
A spacious lobby with exposed wooden beams, a glass railing, and a seating area with a sofa and armchairs.

4. 211 · The Baldwyn Loft - 2 Bedrooms - Downtown

211 · The Baldwyn Loft - 2 Bedrooms - Downtown
Stratford
9.8 out of 10, Exceptional, (15 reviews)
"This was a really nice place to stay at! "
Canada
Nicholas R.
$152 nightly
The price is $173
Aug 31 - Sep 1
Total with taxes and fees
211 · The Baldwyn Loft - 2 Bedrooms - Downtown
A gym with exercise bikes and a large window overlooking a parking area.

5. Residence & Conference Centre - Hamilton

Residence & Conference Centre - Hamilton
2.0 star property
Hamilton
8.2 out of 10, Very Good, (876 reviews)
"Nice staff, clean rooms!"
Canada
Evalena
Residence & Conference Centre - Hamilton
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.
$185 nightly
The price is $209
Sep 15 - Sep 16
Total with taxes and fees
Hydropool Spa HotTub/Bowling Alley/Sauna/Patio/BBQ/Games - Gorgeous Corner Condo
A modern hotel lobby with a central seating area, a bar, and a TV screen.

7. Newly Built Modern Condo w Balcony & City Views

Newly Built Modern Condo w Balcony & City Views
3.5 star property
K-W Hospital
$173 nightly
The price is $203
Sep 14 - Sep 15
Total with taxes and fees
Newly Built Modern Condo w Balcony & City Views
A brick building with a porch and outdoor seating area.

8. Steps to Downtown + Minutes to The Mill

Steps to Downtown + Minutes to The Mill
Elora
9.2 out of 10, Wonderful, (58 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
Aug 31 - Sep 1
Total with taxes and fees
Steps to Downtown + Minutes to The Mill
A room with a long wooden table, two black stools, a blue wall, and a decorative vase on the table.

9. 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 lobby with a leather sofa, a marble coffee table, and a chandelier.

10. Residence & Conference Centre - Windsor

Residence & Conference Centre - Windsor
2.0 star property
Roseland
8.4 out of 10, Very Good, (499 reviews)
"quiet clean comfy beds great stay with my family highly recommend"
Canada
mark
$50 nightly
The price is $57
Aug 26 - Aug 27
Total with taxes and fees
Residence & Conference Centre - Windsor

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, (28 reviews)
"We had a great stay here! The location was excellent as it was walking distance to everything downtown!"
Canada
Courtney F.
$219 nightly
The price is $255
Sep 14 - Sep 15
Total with taxes and fees
Modern loft with rustic character steps to downtown Stratford
A modern two-story house with a stone facade, a garage, and a front porch.

12. The Simple Escape

The Simple Escape
Doon South
9.2 out of 10, Wonderful, (18 reviews)
"We liked that the property backs onto a ravine with woods. Beautiful view with rabbits No toaster"
Canada
Suzanne
$172 nightly
The price is $194
Aug 26 - Aug 27
Total with taxes and fees
The Simple Escape
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.

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

Quiet 2BR Condo Near Hospital and Wi-fi
2.0 star property
Wellington North
$140 nightly
The price is $149
Sep 1 - Sep 2
Total with taxes and fees
Quiet 2BR Condo Near Hospital and Wi-fi
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, (40 reviews)
"It is so close to everything!"
Canada
Stefano & Daniella
$194 nightly
The price is $219
Sep 3 - Sep 4
Total with taxes and fees
(C) Elora Riverview Flat
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
$124 nightly
The price is $140
Aug 31 - Sep 1
Total with taxes and fees
Silver Birch Suite - Professionally designed Guest Suite

16. Boho Chic Suite - walk to dwntwn/free prkg/Netflix

Boho Chic Suite - walk to dwntwn/free prkg/Netflix
Stratford
10.0 out of 10, Exceptional, (38 reviews)
"Wonderful host"
United States
Stacyann
$269 nightly
The price is $273
Sep 13 - Sep 14
Total with taxes and fees
Boho Chic Suite - walk to dwntwn/free prkg/Netflix
A paved walkway with benches, a small garden area, and a view of the sea.

17. Royal Harbour Resort

Royal Harbour Resort
3.5 star property
The Blue Mountains
8.6 out of 10, Excellent, (973 reviews)
"Wry welcoming staff , big spacious suites and gorgeous view to relax and enjoy."
Canada
Kausik
$107 nightly
The price is $125
Sep 14 - Sep 15
Total with taxes and fees
Royal Harbour Resort
A modern living room with a piano, a dining area with a glass table, and a kitchen with a TV.

18. 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 wooden staircase leading to a deck with a view of a forested area and a bush of yellow flowers.

19. The Wright's Coach House

The Wright's Coach House
Elora
10.0 out of 10, Exceptional, (53 reviews)
"Really good place to stay and would stay at the same place yearly"
Canada
Burt
$260 nightly
The price is $294
Sep 13 - Sep 14
Total with taxes and fees
The Wright's Coach House
A wooden cabin with a fire pit and string lights, surrounded by trees.

20. 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, (18 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
$161 nightly
The price is $182
Sep 1 - Sep 2
Total with taxes and fees
Cozy Belwood Bunkie Retreat - 10 Min to Elora Gorge
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Southwestern Ontario Hotel Reviews

Adventure the Bruce Inn - Recently Renovated With Outdoor Hot Tub

Adventure the Bruce Inn - Recently Renovated With Outdoor Hot Tub

8/10 Good
"Good expirance jogly recommend"
Mohd 1-night trip
Posted less than an hour ago
Adventure the Bruce Inn - Recently Renovated With Outdoor Hot Tub

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 $57 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.

Explore a world of travel with Expedia