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

Southwestern Ontario Vacation Rentals

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.
$174 nightly
The price is $202
Sep 28 - Sep 29
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
$178 nightly
The price is $192
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.
$164 nightly
The price is $188
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
$99 nightly
The price is $111
Sep 13 - Sep 14
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
$148 nightly
The price is $172
Sep 13 - Sep 14
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.
$185 nightly
The price is $209
Sep 27 - Sep 28
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, (59 reviews)
"Great hosts, great little nook on a motel vibe boutique hotel, our room was particularly comfortable!"
Canada
Leah
$149 nightly
The price is $169
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
$150 nightly
The price is $176
Sep 27 - Sep 28
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
$232 nightly
The price is $262
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
$171 nightly
The price is $193
Sep 23 - Sep 24
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.
$205 nightly
The price is $239
Sep 28 - Sep 29
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
$242 nightly
The price is $284
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
$99 nightly
The price is $117
Sep 30 - Oct 1
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
$194 nightly
The price is $219
Sep 14 - Sep 15
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
$176 nightly
The price is $199
Sep 10 - Sep 11
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, (105 reviews)
"Great location and all that we needed for our stay."
Canada
Saty
$152 nightly
The price is $172
Sep 16 - Sep 17
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
$152 nightly
The price is $172
Sep 10 - Sep 11
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
$148 nightly
The price is $158
Sep 12 - Sep 13
Total with taxes and fees
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, (57 reviews)
"The unit was clean well maintained and had everything we needed for our stay. "
Canada
jon
$136 nightly
The price is $157
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, (28 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 22 - Sep 23
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

Best Western Plus Lamplighter Inn & Conference Centre

Best Western Plus Lamplighter Inn & Conference Centre

10/10 Excellent
"Great spot to stay with a family if you have kids."
Andrea 2-night trip
Posted less than an hour ago
Best Western Plus Lamplighter Inn & Conference Centre