Holiday Homes in Southern Ontario

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
12 Sept - 14 Sept
In one month
26 Sept - 28 Sept
In two months
24 Oct - 26 Oct
In three months
21 Nov - 23 Nov

Featured Holiday Homes in Southern Ontario and around

Our top choices for Southern Ontario holiday homes

The Alpine - Central Collingwood Condo
Terrace/patio

The Alpine - Central Collingwood Condo

2.5 star property
The price is €196
includes taxes & fees
10 Sept - 11 Sept
The Alpine - Central Collingwood Condo
Vibrant City Retreat
Deluxe House | Private kitchen

Vibrant City Retreat

2.0 star property
The price is €266
includes taxes & fees
1 Sept - 2 Sept
Vibrant City Retreat
The Cozy Crescent Comforts Stay
Executive Villa | Private kitchen

The Cozy Crescent Comforts Stay

2.0 star property
The price is €388
includes taxes & fees
31 Aug - 1 Sept
The Cozy Crescent Comforts Stay
Cozy retreat home in Guelph. Pet-friendly!
Exterior detail

Cozy retreat home in Guelph. Pet-friendly!

10.0 out of 10, Exceptional, (3)
"Great stay, very clean. Great proximity. Enjoyed the space."
The price is €171
includes taxes & fees
27 Aug - 28 Aug
Cozy retreat home in Guelph. Pet-friendly!
Casa Hotel: Contemporary 2BR Suite w/ Patio & BBQ
Fridge, microwave, oven, stovetop

Casa Hotel: Contemporary 2BR Suite w/ Patio & BBQ

10.0 out of 10, Exceptional, (1)
"This place was exactly like the pictures, very clean, comfortable beds (the listing says 1 king bed1 single bed, but it is 2 king beds), well furnished and a lovely patio. Communication was excellent and they even accommodated us for an early check-in request. Paid parking lot at reasonable rates a short walk away was also a plus.The only downside was that this location was very noisy and nearly impossible to sleep at given the proximity to the street car track directly out front. That is...
The price is €258
includes taxes & fees
28 Aug - 29 Aug
Casa Hotel: Contemporary 2BR Suite w/ Patio & BBQ
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!

10.0 out of 10, Exceptional, (54)
"Lovely property for small families or 2 individuals. On Lake Erie and many things in the rental if you forgot something. Great Host!"
CJs Lakehouse is 1km to Point Pelee. Huge yard, firepit, pets welcome!
BIRCH HAVEN
Exterior

BIRCH HAVEN

9.8 out of 10, Exceptional, (10)
"Very welcoming, nice quiet place to get away. "
The price is €146
includes taxes & fees
28 Aug - 29 Aug
BIRCH HAVEN
Newly Renovated Home in Whitby
Smart TV, fireplace

Newly Renovated Home in Whitby

9.2 out of 10, Wonderful, (11)
"The place was super lovely and very spacious , sooo clean my group and I will definitely be going again ❤️❤️❤️❤️"
The price is €341
includes taxes & fees
3 Sept - 4 Sept
Newly Renovated Home in Whitby
GLOBALSTAY Brand New House in Port Elgin
Full-sized fridge, microwave, oven, stovetop

GLOBALSTAY Brand New House in Port Elgin

4.0 star property
6.4 out of 10, (25)
"What a beautiful property big and spacious decor was awesome. We will love to return. "
The price is €249
includes taxes & fees
28 Aug - 29 Aug
GLOBALSTAY Brand New House in Port Elgin
Cozy Spacious Townhouse in The Blue Mountains
Exterior detail

Cozy Spacious Townhouse in The Blue Mountains

9.2 out of 10, Wonderful, (12)
"Nice and quiet property. Easy access to everything."
The price is €301
includes taxes & fees
27 Aug - 28 Aug
Cozy Spacious Townhouse in The Blue Mountains
Spacious Room w/ Two Queen Beds
Exterior

Spacious Room w/ Two Queen Beds

The price is €181
includes taxes & fees
9 Sept - 10 Sept
Spacious Room w/ Two Queen Beds
The 1883 Century Hotel Suite
Property grounds

The 1883 Century Hotel Suite

9.8 out of 10, Exceptional, (35)
"Perfect location and accommodations!!"
The price is €184
includes taxes & fees
27 Aug - 28 Aug
The 1883 Century Hotel Suite
Gateway to Serenity-welcome Home
House, 1 Bedroom, Lake View | Living room

Gateway to Serenity-welcome Home

2.0 star property
The price is €134
includes taxes & fees
2 Sept - 3 Sept
Gateway to Serenity-welcome Home
Brand New Luxury Entire Private Suite, Open Concept Retreat, close to everything
Exterior

Brand New Luxury Entire Private Suite, Open Concept Retreat, close to everything

10.0 out of 10, Exceptional, (7)
"Had a nice stay"
The price is €133
includes taxes & fees
8 Sept - 9 Sept
Brand New Luxury Entire Private Suite, Open Concept Retreat, close to everything
Courtland Heaven Retreats
House, Courtyard View | Shared kitchen

Courtland Heaven Retreats

3.0 star property
The price is €124
includes taxes & fees
27 Aug - 28 Aug
Courtland Heaven Retreats
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 Aug - 1 Sept
Charming bungalow in lovely Richmond Hill with AC, WiFi
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, (21)
"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 €157
includes taxes & fees
1 Sept - 2 Sept
Modern, Bright, Spacious 2 Bedroom Guest Suite - Entire Separate Basement
Luxurious and Comfortable Home
Fridge, microwave, oven, stovetop

Luxurious and Comfortable Home

10.0 out of 10, Exceptional, (21)
"We had a wonderful stay. Child friendly and even had a full size crib for our little one! "
Luxurious and Comfortable Home
Cozy Modern Home in Bowmanville 3Br - New Downtown
Dining

Cozy Modern Home in Bowmanville 3Br - New Downtown

Cozy Modern Home in Bowmanville 3Br - New Downtown
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, (6)
"Very modern and clean. Loved every aspect of our stay."
The price is €150
includes taxes & fees
5 Sept - 6 Sept
Central London - Clean, Modern & Comfortable. Downtown w/ Free Parking & Wi-Fi
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Southern Ontario Hotel Reviews

DoubleTree by Hilton Hotel Toronto Downtown

DoubleTree by Hilton Hotel Toronto Downtown

10/10 Excellent
"was a very beautifiul hotel, my room was amazing, was a really great stay overall"
Jay 1-night trip
Posted 1 day ago
DoubleTree by Hilton Hotel Toronto Downtown

Find out more about Southern Ontario

Find out more about Southern Ontario

Southern Ontario Holiday Homes information

Number of reviews
296
Accommodation
593 Holiday Homes
Lowest Price
€106
Highest Price
€438

Explore a world of travel with Expedia

Explore a world of travel with Expedia