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Southwestern Ontario Vacation Rentals

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

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, (41 reviews)
"We loved its location and the view overlooking the golf course."
Canada
Lucille
The price is ￥24,660
￥27,866 total
includes taxes & fees
Nov 1 - Nov 2
The Penrose Suites
A cozy living room with a fireplace, a sofa, a coffee table, and a bookshelf.

2. Relaxing retreat in the country

Relaxing retreat in the country
perth east
10.0 out of 10, Exceptional, (120 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
The price is ￥16,914
￥32,051 total
includes taxes & fees
Nov 1 - Nov 2
Relaxing retreat in the country
An indoor swimming pool with a hot tub and lounge chairs.

3. Royal Harbour Resort

Royal Harbour Resort
3.5 star property
The Blue Mountains
8.6 out of 10, Excellent, (1,022 reviews)
"Just all around great stay"
Canada
Teri
The price is ￥21,235
￥24,955 total
includes taxes & fees
Nov 15 - Nov 16
Royal Harbour Resort
A wooden staircase leading to a deck with a view of a forested area and a bush of yellow flowers.

4. The Wright's Coach House

The Wright's Coach House
Elora
9.8 out of 10, Exceptional, (57 reviews)
"Really good place to stay and would stay at the same place yearly"
Canada
Burt
The price is ￥29,881
￥53,133 total
includes taxes & fees
Nov 20 - Nov 21
The Wright's Coach House
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, (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
The price is ￥13,700
￥26,853 total
includes taxes & fees
Nov 1 - Nov 2
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.

6. 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
The price is ￥9,246
￥27,931 total
includes taxes & fees
Nov 29 - Nov 30
The Wallace Suite - Stratford
A row of cabins with outdoor seating and a barbecue area.

7. 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
The price is ￥11,276
￥22,935 total
includes taxes & fees
Nov 1 - Nov 2
Driftwood Haus
A cobblestone street lined with historic buildings, a prominent tower, and outdoor seating areas.

8. Rivergrass Condos

Rivergrass Condos
3.5 star property
The Blue Mountains
9.2 out of 10, Wonderful, (365 reviews)
"Proximity to the resort was top notch, the apartment has everything."
Canada
Ibrahim
The price is ￥13,928
￥40,881 total
includes taxes & fees
Nov 1 - Nov 2
Rivergrass Condos
A living room with a brick wall, a flat-screen TV, a coffee table, a sofa, and a staircase with white railings.

9. 2 min to AUD | Private Getaway w/ Firepit

2 min to AUD | Private Getaway w/ Firepit
Kitchener
9.4 out of 10, Exceptional, (20 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
The price is ￥8,231
￥16,873 total
includes taxes & fees
Nov 18 - Nov 19
2 min to AUD | Private Getaway w/ Firepit
Living area

10. 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, (31 reviews)
"We loved our overnight!"
United States
Katie Beth H.
The price is ￥16,034
￥33,260 total
includes taxes & fees
Nov 1 - Nov 2
Modern loft with rustic character steps to downtown Stratford
A bedroom with a large bed, a desk, a chair, a small table, a fan, and a window with curtains.

11. Self-contained guest house in a picturesque town between London and Stratord ON

Self-contained guest house in a picturesque town between London and Stratord ON
Saint Marys
9.8 out of 10, Exceptional, (19 reviews)
"The bed was very comfortable and the unit was well stocked with assorted food items."
Canada
Frank
The price is ￥15,222
￥27,139 total
includes taxes & fees
Nov 2 - Nov 3
Self-contained guest house in a picturesque town between London and Stratord ON
A patio area with outdoor seating, a brick wall, and a grassy lawn.

12. Silver Birch Suite - Professionally designed Guest Suite

Silver Birch Suite - Professionally designed Guest Suite
Cambridge
9.8 out of 10, Exceptional, (67 reviews)
"Lovely Property and hosts"
Canada
JENNIFER
The price is ￥20,093
￥26,273 total
includes taxes & fees
Nov 1 - Nov 2
Silver Birch Suite - Professionally designed Guest Suite
A brick building with a porch and outdoor seating area.

13. Steps to Downtown + Minutes to The Mill

Steps to Downtown + Minutes to The Mill
Elora
9.2 out of 10, Wonderful, (64 reviews)
"This cute little place was the perfect spot to stay the night after a wedding at the Mill. Perfect space for the night and only a 2 minute walk away. Would defiantly stay here again!!"
Canada
Chloe
The price is ￥22,100
￥35,803 total
includes taxes & fees
Nov 2 - Nov 3
Steps to Downtown + Minutes to The Mill
A modern living room with a sofa, coffee table, and TV. There is a balcony with a view of the city.

14. 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, (32 reviews)
"The place was perfect for our family of four!"
United States
Martine B.
The price is ￥16,744
￥36,122 total
includes taxes & fees
Nov 4 - Nov 5
Hydropool Spa HotTub/Bowling Alley/Sauna/Patio/BBQ/Games - Gorgeous Corner Condo
A lobby with two sofas, abstract wall art, a large pillar, and large windows.

15. 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
The price is ￥10,712
￥24,383 total
includes taxes & fees
Nov 16 - Nov 17
Newly Built Modern Condo w Balcony & City Views
A modern living room with a piano, a dining area with a glass table, and a kitchen with a TV.

16. River Merchant Inn Heintzman Music Suite

River Merchant Inn Heintzman Music Suite
Stratford City Centre
10.0 out of 10, Exceptional, (21 reviews)
"Stunning place full of history."
Canada
Vanessa
River Merchant Inn Heintzman Music Suite
A modern kitchen with white cabinetry, a stainless steel refrigerator, and a central island with stools.

17. Crosswinds Townhomes

Crosswinds Townhomes
3.0 star property
The Blue Mountains
9.4 out of 10, Exceptional, (30 reviews)
"Great place and location, room setup was perfect"
Canada
Michael
The price is ￥11,614
￥43,465 total
includes taxes & fees
Nov 1 - Nov 2
Crosswinds Townhomes
A modern kitchen with a large island, wooden bar stools, a dining table, and a view of the outside.

18. North Creek Condos

North Creek Condos
3.5 star property
Craigleith
8.6 out of 10, Excellent, (215 reviews)
"The resort is absolutely beautiful, my wife and I loved it. Looking forward to next time"
Canada
Tenzin
The price is ￥12,888
￥29,722 total
includes taxes & fees
Nov 1 - Nov 2
North Creek Condos
A kitchen with a wooden dining table, chairs, a coffee machine, and a refrigerator.

19. 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, (48 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
The price is ￥9,319
￥18,430 total
includes taxes & fees
Nov 2 - Nov 3
New stylish apartment in century home 5 minutes to everything Downtown Kitchener
A wooden house with a red door, stone steps, and a small garden with plants and a table.

20. 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
The price is ￥34,955
￥40,434 total
includes taxes & fees
Nov 1 - Nov 2
The Cozy Corner, Heritage Elora Log Cabin
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
"Clean comfortable room. Building, even the parking garage were clean and fresh looking. Very helpful and friendly staff. Reasonable price for the room."
daniel 1-night trip
Posted 2 hours ago
Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

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