Southwestern Ontario holiday rentals

We found 7,250 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Southwestern Ontario

Showing deals for:18 Dec - 25 Dec

Waterview
Living Area - Main floor
Property grounds
Living Area
Exceptional
(8 reviews)

Shale Beach House -- 5 minutes drive to Blue Mountain Village!

The Blue Mountains

7% off
AU$8,496
for 7 nights, 1 chalet
AU$1,214 per night
includes taxes & fees
Shale Beach House -- 5 minutes drive to Blue Mountain Village!
Stair to lower Level
Interior
Dinning area - Unit 2
Interior
Exceptional
(7 reviews)

Legend Cottages(Sleep40) - indoor Pool & hot tub & Sauna

The Blue Mountains

8% off
AU$27,213
for 7 nights, 1 chalet
AU$3,888 per night
includes taxes & fees
Legend Cottages(Sleep40) - indoor Pool & hot tub & Sauna
Living area
Outdoor dining
Room
Exterior
Exceptional
(14 reviews)

One of a Kind! Large 5 Bedroom Cottage w/ Hot Tub

Haldimand County

12% off
AU$6,948
for 7 nights, 1 cottage
AU$993 per night
includes taxes & fees
One of a Kind! Large 5 Bedroom Cottage w/ Hot Tub
Living Room
Spend long afternoons on the expansive deck overlooking the lake.
Dining Room
A room with a view.
Exceptional
(10 reviews)

Sunset Beach Escape Lake House

Leamington

14% off
AU$2,257
for 7 nights, 1 cottage
AU$322 per night
includes taxes & fees
Sunset Beach Escape Lake House
Private kitchen
Terrace/patio
Property grounds
Dining
Exceptional
(34 reviews)

Lake Erie & EPIC Wineries

Town of Essex

8% off
AU$2,528
for 7 nights, 1 cottage
AU$361 per night
includes taxes & fees
Lake Erie & EPIC Wineries
Living area
Property grounds
Dining
Exterior
Exceptional
(58 reviews)

Sandy Beach, Waterfront. Birders, Wineries.

Leamington

8% off
AU$2,312
for 7 nights, 1 cottage
AU$330 per night
includes taxes & fees
Sandy Beach, Waterfront. Birders, Wineries.
Living area
Property grounds
Exterior
Terrace/patio
Exceptional
(13 reviews)

Greenlodge Cottage - Grand Bend, Ontario, Canada

Bluewater

15% off
AU$2,822
for 7 nights, 1 cottage
AU$403 per night
includes taxes & fees
Greenlodge Cottage - Grand Bend, Ontario, Canada
Exterior
Interior
Exterior
Room
Exceptional
(80 reviews)

Bird's Nest at Hillman Marsh - Cute cozy cottage - WIFI now available!

Leamington

8% off
AU$1,526
for 7 nights, 1 cottage
AU$218 per night
includes taxes & fees
Bird's Nest at Hillman Marsh - Cute cozy cottage - WIFI now available!
Backyard deck and sauna
Stairs to private beach
Dining room
Living room
Wonderful
(9 reviews)

Cozy Lake Retreat for Families & Groups

Bluewater

12% off
AU$3,751
for 7 nights, 1 home
AU$536 per night
includes taxes & fees
Cozy Lake Retreat for Families & Groups
Interior
Terrace/patio
Exterior
Interior
Exceptional
(6 reviews)

Hidden Gem-Charming 2-bedroom house with WiFi and AC in welcoming Saint Joachim

Lakeshore

8% off
AU$2,512
for 7 nights, 1 home
AU$359 per night
includes taxes & fees
Hidden Gem-Charming 2-bedroom house with WiFi and AC in welcoming Saint Joachim
Living area
Private kitchen
Living area
Dining
Exceptional
(7 reviews)

BLUE MOUNTAIN CHALET w/Hot Tub & Fire Pit. Pet friendly!

The Blue Mountains

25% off
AU$8,556
for 7 nights, 1 chalet
AU$1,222 per night
includes taxes & fees
BLUE MOUNTAIN CHALET w/Hot Tub & Fire Pit. Pet friendly!
Interior
Living area
Exterior
Living area
Exceptional
(45 reviews)

Luxury Riverside Cottage - Come and enjoy our Shack on the River!

Lambton Shores

8% off
AU$4,362
for 7 nights, 1 cottage
AU$623 per night
includes taxes & fees
Luxury Riverside Cottage - Come and enjoy our Shack on the River!
Front view of the cottage 369 Ontario Street
Pool
Dining area in upper unit - open concept
Upper unit living room with view of open concept kitchen
Exceptional
(10 reviews)

Grand Bend Pool Cottage | Groups Welcome | Firepit & Huge Yard | Beach 2km

Lambton Shores

8% off
AU$5,291
for 7 nights, 1 cottage
AU$756 per night
includes taxes & fees
Grand Bend Pool Cottage | Groups Welcome | Firepit & Huge Yard | Beach 2km
Property grounds
Terrace/patio
Room
Private kitchen
Exceptional
(5 reviews)

Waterfront Green Cottage Pike Bay

Northern Bruce Peninsula

12% off
AU$3,195
for 7 nights, 1 cottage
AU$456 per night
includes taxes & fees
Waterfront Green Cottage Pike Bay
Private kitchen
Exterior detail
Exterior
Interior
Exceptional
(13 reviews)

Muskoka Tiny Home

Muskoka Lakes

12% off
AU$1,582
for 7 nights, 1 cabin
AU$226 per night
includes taxes & fees
Muskoka Tiny Home
Private kitchen
Interior
View from property
Exterior
Exceptional
(50 reviews)

Spacious Lakefront Cottage near Point Pelee - Hot Tub + Yard + Pet Friendly

Leamington

12% off
AU$2,546
for 7 nights, 1 cottage
AU$364 per night
includes taxes & fees
Spacious Lakefront Cottage near Point Pelee - Hot Tub + Yard + Pet Friendly
Kitchen with Large Island
Golf
Interior
Great Room
Exceptional
(19 reviews)

Luxury Lakehouse in Georgian Bluffs just steps from Francis Lake. .

Georgian Bluffs

8% off
AU$8,393
for 7 nights, 1 home
AU$1,199 per night
includes taxes & fees
Luxury Lakehouse in Georgian Bluffs just steps from Francis Lake. .
Private kitchen
Exterior
Interior
Interior
Exceptional
(21 reviews)

Luxury Tobermory Retreat | Courtyard Hot Tub, Dock & Lake Views | Sleeps 12

Northern Bruce Peninsula

8% off
AU$5,361
for 7 nights, 1 cottage
AU$766 per night
includes taxes & fees
Luxury Tobermory Retreat | Courtyard Hot Tub, Dock & Lake Views | Sleeps 12
Large open space main floor
View from second floor deck Deck over break wall with a close up view of lake
Dining area and kitchen
Stairs to 2nd floor bedroom
Exceptional
(26 reviews)

Izzy's Lookout Lake House - Spacious 2 bedroom house

Leamington

8% off
AU$2,717
for 7 nights, 1 home
AU$388 per night
includes taxes & fees
Izzy's Lookout Lake House - Spacious 2 bedroom house
Living area
Terrace/patio
Main Bedroom King
Dining
Wonderful
(33 reviews)

Waterfront House next to Golf Course.

Lakeshore

7% off
AU$1,786
for 7 nights, 1 home
AU$255 per night
includes taxes & fees
Waterfront House next to Golf Course.
Exterior
Property grounds
Private kitchen
Interior
Exceptional
(35 reviews)

Three bedroom house walking distance to beach and downtown Port Dover

Norfolk County

16% off
AU$2,047
for 7 nights, 1 home
AU$292 per night
includes taxes & fees
Three bedroom house walking distance to beach and downtown Port Dover
Family room
Marina
Marina
Side covered porch
Exceptional
(28 reviews)

"The Lake House" With Spectacular Views!!! Steps to Beach!!

Saugeen Shores

8% off
AU$3,117
for 7 nights, 1 cottage
AU$445 per night
includes taxes & fees
"The Lake House" With Spectacular Views!!! Steps to Beach!!
Sun-soaked living room with wall-to-wall lake views
Living Room View
Exterior
Bask in golden hour light from your lakefront living space
Exceptional
(6 reviews)

Better Than Ever Lakehouse

Leamington

14% off
AU$1,891
for 7 nights, 1 home
AU$270 per night
includes taxes & fees
Better Than Ever Lakehouse
Living area
Outdoor dining
Interior
Private kitchen
Exceptional
(14 reviews)

Relax house a few minutes from Port Stanley beach, with hot tub and game room

Central Elgin

8% off
AU$4,876
for 7 nights, 1 home
AU$697 per night
includes taxes & fees
Relax house a few minutes from Port Stanley beach, with hot tub and game room

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

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)
  • Grey Silo Golf Club (28.3 mi / 45.6 km)
  • Grand River Rocks (29.5 mi / 47.5 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)
  • Waterloo Park (26.4 mi / 42.6 km)
  • RIM Park (28.2 mi / 45.4 km)
  • Shakespearean Gardens (9.8 mi / 15.8 km)
  • Queens Park (10.1 mi / 16.3 km)
  • Laurel Creek Conservation Area (24.3 mi / 39.2 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.

More holiday ideas