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Southwestern Ontario holiday rentals

We found 6,780 holiday rentals — enter your dates for availability

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July 2025

August 2025

Holiday rentals with weekly discounts - Southwestern Ontario

Showing deals for:10 Oct - 17 Oct

Exceptional

(11 reviews)

Cozy cottage on 25 acres of private land. Lots of space. Pet Friendly!

Meaford, ON

16% off

AU$535 per night

includes taxes & fees

Exceptional

(8 reviews)

Beautiful 3 bedroom, 1 bath cottage in the heart of Port Franks, Ontario.

Port Franks, ON

8% off

AU$477 per night

includes taxes & fees

Wonderful

(8 reviews)

Amazing view, heated pool, gardens, beach, trails, wineries, shops & restaurants

Port Rowan, ON

12% off

AU$624 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find properties near top attractions in Southwestern Ontario

Blue Mountain Ski Resort

Find the best place to stay - Southwestern Ontario

Showing deals for: 6 Oct - 9 Oct

Private beach on Lake Erie, beach games & toys.

Sleeps 4 · 1 bedroom · 1 bathroom

for 3 nights, 1 home

AU$405 per night

includes taxes & fees

On the bay, where you are always welcome to stay!

Sleeps 3 · 1 bedroom · 1 bathroom

for 3 nights, 1 cottage

AU$243 per night

includes taxes & fees

Beautiful, clean cottage, 4 min walk to the beach/playground. Many wineries!

Sleeps 6 · 3 bedrooms · 1 bathroom

for 3 nights, 1 cottage

AU$215 per night

includes taxes & fees

Erie Breeze Cottage, right on Lake Erie, EPIC wine route!

Sleeps 4 · 2 bedrooms · 1 bathroom

for 3 nights, 1 cottage

AU$341 per night

includes taxes & fees

Gorgeous cozy cottage besides a bustling stream, surrounded by gorgeous greenery

Sleeps 4 · 1 bedroom · 1 bathroom

for 3 nights, 1 cottage

AU$301 per night

includes taxes & fees

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Delight in the riverfront landscape of Southwestern Ontario

The area's theatre scene and festivals are just some of the reasons to come on holiday to Southwestern Ontario. Well known for its riverfront, restaurants and shopping, this romantic city won't disappoint. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Activities and attractions in and around Southwestern Ontario

Are you hoping to find attractions to see while you're in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Southwestern Ontario a one-of-a-kind holiday spot. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

Stratford Country Club (10.3 mi / 16.6 km)
Stratford Municipal Golf Course (11.3 mi / 18.2 km)
Listowel Golf Club (17.6 mi / 28.4 km)
Ironwood Golf Club (22.5 mi / 36.3 km)
Conestogo River Horseback Adventures (27.2 mi / 43.7 km)
Grey Silo Golf Club (28.3 mi / 45.6 km)

Exploring the natural landscape of Southwestern Ontario

Whether you're looking for adventure or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your holiday in Southwestern Ontario. Here are some of the area’s noteworthy features, all within 30 miles (48.2 km) of the city centre:

Conestogo Lake (21.2 mi / 34 km)
RIM Park (28.2 mi / 45.4 km)
Queens Park (10.1 mi / 16.3 km)
Waterloo Park (26.4 mi / 42.6 km)
Brickman's Botanical Gardens (1 mi / 1.5 km)
Shakespearean Gardens (9.8 mi / 15.8 km)

How to get to and around Southwestern Ontario

Fly into London, ON (YXU-London Intl.), the closest airport, located 33.2 mi (53.5 km) from the city centre. If you're unable to find a flight that fits your schedule, you can also fly into Kitchener, ON (YKF-Region of Waterloo Intl.), which is 33.9 mi (54.5 km) away.

If you're travelling by train, Stratford Station, St. Marys Station and Kitchener Station are the main stations that serve the city.

Frequently asked questions

What is the best area to stay in Southwestern Ontario when booking a holiday home?

If your itinerary includes Southwestern Ontario, The Blue Mountains is one of the most desired areas to spend a getaway. While you're here, keep busy by touring terrific sights like Blue Mountain Village and Blue Mountain Ski Resort.

What is the most popular type of holiday home accommodation in Southwestern Ontario?

Based on our research, houses are considered the most popular type of holiday property in Southwestern Ontario. But as you might expect, everyone's idea of the perfect trip can differ. Stayz has holiday homes with every shape, size and budget in mind, so you're sure to discover the perfect fit.

How much does it cost to rent a holiday home in Southwestern Ontario?

Property type, length of stay and time of year are some factors that can influence the price of a holiday home. Simply add your dates of travel to find your ideal fit. From homey country cottages to plush villas, all Stayz holiday homes provide incredible value.

How much does it cost to rent a beach house in Southwestern Ontario?

Prices for beach houses in Southwestern Ontario may vary depending on the style and size of the property and when you're travelling. Simply enter your dates of travel into Stayz and the number of guests to view your holiday home options and prices. From there you can use the filters to tailor your search by ratings, amenities, nearby activities and more.

What are popular home amenities in Southwestern Ontario?

A fridge, off-street parking options and a microwave oven top the list of most popular home amenities in Southwestern Ontario. Whether you plan to go on your own, with your spouse or a group of family members, Stayz will help you find a holiday home that matches your style with a load of extras you'll love.

Are there large group holiday homes in Southwestern Ontario?

With 346 properties that can sleep 10 or more guests in Southwestern Ontario, there's no need to leave anyone off your invite list. From fun family holidays to special events like anniversary parties and weddings, Stayz can help you find a large group home that fits the occasion.

What are the top attractions for families in Southwestern Ontario?

Keep your kids entertained at these leading family-friendly attractions in Southwestern Ontario:

Grand Bend Beach
Bruce Peninsula
Bruce Peninsula National Park

Can I find two-bedroom holiday homes in Southwestern Ontario?

Southwestern Ontario has 427 two-bedroom holiday homes to select from. Book a holiday home with all the comfort and privacy you need at a price that won't break the bank on Stayz.

Are there holiday homes with WiFi in Southwestern Ontario?

Whether you want to keep up with the news, write a few emails or surf your social networks, there are 1 ,017 holiday homes with WiFi in Southwestern Ontario. Check the "WiFi" box when searching on Stayz and stay connected on your getaway.

How old do you have to be to rent a holiday home in Southwestern Ontario?

Age restrictions can vary across properties on Stayz, so look at the rules of the holiday home in Southwestern Ontario you're interested in. But typically, it's 16, 18 or 21.

How long can I rent a holiday home in Southwestern Ontario for?

It's up to the Southwestern Ontario property. To view a list of options offering extended stays, simply enter your dates and number of people into Stayz's search page. You can enjoy having the whole property to yourself, along with home comforts like a fully-equipped kitchen and a backyard where the kids can play. Keep your eyes peeled for long-term stays that offer weekly or monthly discounts.