Holiday Homes in Southern Ontario

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Check prices for these dates

In two weeks
24 Oct - 26 Oct
In two months
5 Dec - 7 Dec
In three months
2 Jan - 4 Jan
In four months
30 Jan - 1 Feb

Featured Holiday Homes in Southern Ontario and around

Square B+B Quick walk to downtown theatres, restaurants, and shops.
Dining

Square B+B Quick walk to downtown theatres, restaurants, and shops.

9.8 out of 10, Exceptional, (45)
"Kitchen was great. Quiet and clean. "
Square B+B Quick walk to downtown theatres, restaurants, and shops.
CJs Lakehouse is 1km to Point Pelee. Huge yard, firepit, pets welcome!
Interior

CJs Lakehouse is 1km to Point Pelee. Huge yard, firepit, pets welcome!

9.8 out of 10, Exceptional, (58)
"Lovely property for small families or 2 individuals. On Lake Erie and many things in the rental if you forgot something. Great Host!"
The price is €237
includes taxes & fees
22 Oct - 23 Oct
CJs Lakehouse is 1km to Point Pelee. Huge yard, firepit, pets welcome!
Two bedroom guest house in the heart of wine country!
Outdoor dining

Two bedroom guest house in the heart of wine country!

9.6 out of 10, Exceptional, (40)
"Great location!"
Two bedroom guest house in the heart of wine country!
Square One Stylish 5 bed Home
Private kitchen

Square One Stylish 5 bed Home

10.0 out of 10, Exceptional, (1)
"Beautiful home in amazing area "
The price is €136
includes taxes & fees
2 Nov - 3 Nov
Square One Stylish 5 bed Home
Modern, Bright, Spacious 2 Bedroom Guest Suite - Entire Separate Basement
Dining

Modern, Bright, Spacious 2 Bedroom Guest Suite - Entire Separate Basement

10.0 out of 10, Exceptional, (25)
"Great stay in Grimsby while attending a wedding. VRBO was beautiful and luxurious, especially the shower! Easy booking and checking in process."
The price is €171
includes taxes & fees
2 Nov - 3 Nov
Modern, Bright, Spacious 2 Bedroom Guest Suite - Entire Separate Basement
Courtland Heaven Retreats
House, Courtyard View | Shared kitchen

Courtland Heaven Retreats

3.0 star property
Courtland Heaven Retreats
BIRCH HAVEN
Exterior

BIRCH HAVEN

10.0 out of 10, Exceptional, (11)
"Very welcoming, nice quiet place to get away. "
The price is €145
includes taxes & fees
14 Oct - 15 Oct
BIRCH HAVEN
Instaworthy Home - Relaxing Patio w/ BBQ - Pet Friendly
Smart TV, books

Instaworthy Home - Relaxing Patio w/ BBQ - Pet Friendly

9.8 out of 10, Exceptional, (18)
"Beautiful home that suited our needs when we attended a wedding nearby. House was clean and well stocked. Kids highchair and pack & play available. Backyard was fenced in, with patio furniture, a lounge swing, and BBQ. Host was amazing and communication was excellent!"
The price is €211
includes taxes & fees
11 Nov - 12 Nov
Instaworthy Home - Relaxing Patio w/ BBQ - Pet Friendly
Friends & Family Getaway: 2 Kings + 1 Queen, Wifi, BBQ, Firetable, Games, 2TVs!
Fridge, microwave, oven, stovetop

Friends & Family Getaway: 2 Kings + 1 Queen, Wifi, BBQ, Firetable, Games, 2TVs!

10.0 out of 10, Exceptional, (39)
"Just a great place for the family to land while seeing some great shows."
Friends & Family Getaway: 2 Kings + 1 Queen, Wifi, BBQ, Firetable, Games, 2TVs!
Wisteria House sleeps 8, book for 6-8 guests, receive 10% discount
Smart TV

Wisteria House sleeps 8, book for 6-8 guests, receive 10% discount

9.8 out of 10, Exceptional, (16)
"The house was exactly as described, and the owners were very kind, generous and responsive. We enjoyed our stay."
The price is €227
includes taxes & fees
20 Oct - 21 Oct
Wisteria House sleeps 8, book for 6-8 guests, receive 10% discount
The Baker Hill Executive Suite
Room

The Baker Hill Executive Suite

2.0 star property
10.0 out of 10, Exceptional, (1)
"We were very happy with our stay. The host was spectacular. He was extremely accommodating and responded to our messages very quickly. The unit is in an upscale community and close to restaurants, golf courses, and shopping malls. The unit is super clean and the washroom amenities were abundant."
The Baker Hill Executive Suite
Charming bungalow in lovely Richmond Hill with AC, WiFi
Interior

Charming bungalow in lovely Richmond Hill with AC, WiFi

8.2 out of 10, Very good, (10)
"Highly recommend, will come again"
The price is €128
includes taxes & fees
31 Oct - 1 Nov
Charming bungalow in lovely Richmond Hill with AC, WiFi
Design your stay: private suite, configurable rooms, minutes from shops.
Interior

Design your stay: private suite, configurable rooms, minutes from shops.

10.0 out of 10, Exceptional, (3)
"Location was great; lots of guest amenties in the area.....restaurants, shopping, gas, banking, etc. Host was very prompt and responsive.....Room was clean and as expected.Thanks again."
The price is €122
includes taxes & fees
21 Oct - 22 Oct
Design your stay: private suite, configurable rooms, minutes from shops.
Luxury 2BR home with high ceilings with BBQ/ patio in beautiful South Windsor.
Fridge, microwave, oven, stovetop

Luxury 2BR home with high ceilings with BBQ/ patio in beautiful South Windsor.

10.0 out of 10, Exceptional, (14)
"Great stay! "
The price is €159
includes taxes & fees
15 Oct - 16 Oct
Luxury 2BR home with high ceilings with BBQ/ patio in beautiful South Windsor.
Platinum Staycation Suite- Private Ensuite Bedroom with free parking
Microwave, oven, stovetop

Platinum Staycation Suite- Private Ensuite Bedroom with free parking

9.6 out of 10, Exceptional, (4)
"Room was perfect with its own personal bathroom, very clean and the host was extremly easy to deal with and provided very clear instructions. Would stay here again anytime! "
The price is €73
includes taxes & fees
14 Oct - 15 Oct
Platinum Staycation Suite- Private Ensuite Bedroom with free parking
Modern 3BR Retreat | Starlink Wi-Fi, AC & Firepit
Outdoor dining

Modern 3BR Retreat | Starlink Wi-Fi, AC & Firepit

2.0 star property
Modern 3BR Retreat | Starlink Wi-Fi, AC & Firepit
Wild Goose Landing- Located near local wineries and breweries
Outdoor dining

Wild Goose Landing- Located near local wineries and breweries

9.6 out of 10, Exceptional, (33)
"Great place, clean, modern, beautiful natural view of the back yard, really enjoyed our stay, strongly recommend "
The price is €225
includes taxes & fees
20 Oct - 21 Oct
Wild Goose Landing- Located near local wineries and breweries
Central London - Clean, Modern & Comfortable. Downtown w/ Free Parking & Wi-Fi
Fridge, microwave, oven, stovetop

Central London - Clean, Modern & Comfortable. Downtown w/ Free Parking & Wi-Fi

9.8 out of 10, Exceptional, (7)
"Overall property was great. Centrally located and close to the university. "
The price is €148
includes taxes & fees
14 Oct - 15 Oct
Central London - Clean, Modern & Comfortable. Downtown w/ Free Parking & Wi-Fi
The 1883 Century Hotel Suite
Property grounds

The 1883 Century Hotel Suite

9.8 out of 10, Exceptional, (36)
"Perfect location and accommodations!!"
The price is €168
includes taxes & fees
14 Oct - 15 Oct
The 1883 Century Hotel Suite
The Cedar House. Minutes from the lake, wineries and golf. www.thecedarhouse.ca
Outdoor dining

The Cedar House. Minutes from the lake, wineries and golf. www.thecedarhouse.ca

9.8 out of 10, Exceptional, (64)
"We reslly liked how clean everything was and the great location."
The price is €256
includes taxes & fees
18 Oct - 19 Oct
The Cedar House. Minutes from the lake, wineries and golf. www.thecedarhouse.ca
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 Southern Ontario Hotel Reviews

Tru By Hilton Toronto Airport West

Tru By Hilton Toronto Airport West

10/10 Excellent
"Great shuttle, even better hotel"
Heather 1-night trip
Posted 16 hours ago
Tru By Hilton Toronto Airport West

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Southern Ontario Holiday Homes information

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