Southwestern Ontario holiday homes

We found 7,249 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Southwestern Ontario

Showing deals for:18 Dec - 25 Dec

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

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

The Blue Mountains

7% off
NZ$10,643
for 7 nights, 1 chalet
NZ$1,520 per night
includes taxes & fees
Shale Beach House -- 5 minutes drive to Blue Mountain Village!
Dinning area - Unit 2
Interior
Interior
Kitchen - Unit 1
Exceptional
(7 reviews)

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

The Blue Mountains

8% off
NZ$33,759
for 7 nights, 1 chalet
NZ$4,823 per night
includes taxes & fees
Legend Cottages(Sleep40) - indoor Pool & hot tub & Sauna
Exterior
Outdoor dining
Private kitchen
Room
Exceptional
(14 reviews)

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

Haldimand County

12% off
NZ$8,653
for 7 nights, 1 cottage
NZ$1,236 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
Fully equipped kitchen with stainless steel appliances including a dishwasher, microwave, fridge/freezer combo with water filter and ice maker, and an electric stove/oven combo.
Exceptional
(10 reviews)

Sunset Beach Escape Lake House

Leamington

14% off
NZ$2,730
for 7 nights, 1 cottage
NZ$390 per night
includes taxes & fees
Sunset Beach Escape Lake House
Dining
Terrace/patio
Property grounds
Private kitchen
Exceptional
(34 reviews)

Lake Erie & EPIC Wineries

Town of Essex

8% off
NZ$3,102
for 7 nights, 1 cottage
NZ$443 per night
includes taxes & fees
Lake Erie & EPIC Wineries
Exterior
Property grounds
Dining
Property grounds
Exceptional
(58 reviews)

Sandy Beach, Waterfront. Birders, Wineries.

Leamington

8% off
NZ$2,797
for 7 nights, 1 cottage
NZ$400 per night
includes taxes & fees
Sandy Beach, Waterfront. Birders, Wineries.
Terrace/patio
Property grounds
Exterior
Private kitchen
Exceptional
(13 reviews)

Greenlodge Cottage - Grand Bend, Ontario, Canada

Bluewater

15% off
NZ$3,463
for 7 nights, 1 cottage
NZ$495 per night
includes taxes & fees
Greenlodge Cottage - Grand Bend, Ontario, Canada
Backyard deck and sauna
Stairs to private beach
Living room
Kitchen
Wonderful
(9 reviews)

Cozy Lake Retreat for Families & Groups

Bluewater

12% off
NZ$4,732
for 7 nights, 1 home
NZ$676 per night
includes taxes & fees
Cozy Lake Retreat for Families & Groups
Exterior
Terrace/patio
Interior
Interior
Exceptional
(6 reviews)

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

Lakeshore

8% off
NZ$3,082
for 7 nights, 1 home
NZ$440 per night
includes taxes & fees
Hidden Gem-Charming 2-bedroom house with WiFi and AC in welcoming Saint Joachim
Exterior
Interior
Room
Private kitchen
Exceptional
(80 reviews)

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

Leamington

8% off
NZ$1,888
for 7 nights, 1 cottage
NZ$270 per night
includes taxes & fees
Bird's Nest at Hillman Marsh - Cute cozy cottage - WIFI now available!
Dining area in upper unit - open concept
Pool
Lower deck and pool house
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
NZ$6,627
for 7 nights, 1 cottage
NZ$947 per night
includes taxes & fees
Grand Bend Pool Cottage | Groups Welcome | Firepit & Huge Yard | Beach 2km
Interior
Living area
Interior
Living area
Exceptional
(45 reviews)

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

Lambton Shores

8% off
NZ$5,502
for 7 nights, 1 cottage
NZ$786 per night
includes taxes & fees
Luxury Riverside Cottage - Come and enjoy our Shack on the River!
Private kitchen
Exterior
Interior
Interior
Exceptional
(21 reviews)

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

Northern Bruce Peninsula

8% off
NZ$6,716
for 7 nights, 1 cottage
NZ$959 per night
includes taxes & fees
Luxury Tobermory Retreat | Courtyard Hot Tub, Dock & Lake Views | Sleeps 12
Room
Terrace/patio
Property grounds
Interior
Exceptional
(5 reviews)

Waterfront Green Cottage Pike Bay

Northern Bruce Peninsula

12% off
NZ$3,952
for 7 nights, 1 cottage
NZ$565 per night
includes taxes & fees
Waterfront Green Cottage Pike Bay
2nd Floor Bedroom - King bed
View from second floor deck Deck over break wall with a close up view of lake
Large open space main floor
Stairs to 2nd floor bedroom
Exceptional
(26 reviews)

Izzy's Lookout Lake House - Spacious 2 bedroom house

Leamington

8% off
NZ$3,336
for 7 nights, 1 home
NZ$477 per night
includes taxes & fees
Izzy's Lookout Lake House - Spacious 2 bedroom house
Private kitchen
Outdoor dining
Living area
Interior
Exceptional
(14 reviews)

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

Central Elgin

8% off
NZ$6,037
for 7 nights, 1 home
NZ$862 per night
includes taxes & fees
Relax house a few minutes from Port Stanley beach, with hot tub and game room
Side covered porch
Marina
Marina
Family room
Exceptional
(28 reviews)

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

Saugeen Shores

8% off
NZ$3,856
for 7 nights, 1 cottage
NZ$551 per night
includes taxes & fees
"The Lake House" With Spectacular Views!!! Steps to Beach!!
Main Bedroom King
Terrace/patio
Dining
Kitchen
Wonderful
(33 reviews)

Waterfront House next to Golf Course.

Lakeshore

7% off
NZ$2,213
for 7 nights, 1 home
NZ$316 per night
includes taxes & fees
Waterfront House next to Golf Course.
Interior
Property grounds
Interior
Private kitchen
Exceptional
(35 reviews)

Three bedroom house walking distance to beach and downtown Port Dover

Norfolk County

16% off
NZ$2,476
for 7 nights, 1 home
NZ$354 per night
includes taxes & fees
Three bedroom house walking distance to beach and downtown Port Dover
Interior
Exterior detail
Private kitchen
Living area
Exceptional
(13 reviews)

Muskoka Tiny Home

Muskoka Lakes

12% off
NZ$1,959
for 7 nights, 1 cabin
NZ$280 per night
includes taxes & fees
Muskoka Tiny Home
Bask in golden hour light from your lakefront living space
Living Room View
Warm, inviting space with panoramic lake scenes
Exterior
Exceptional
(6 reviews)

Better Than Ever Lakehouse

Leamington

14% off
NZ$2,287
for 7 nights, 1 home
NZ$327 per night
includes taxes & fees
Better Than Ever Lakehouse
Living area
Terrace/patio
Living area
Property grounds
Exceptional
(21 reviews)

Winter retreat 3 beds, 1 1/2 bath, hot tub, heated floors wood stove.

Haldimand County

10% off
NZ$3,913
for 7 nights, 1 cottage
NZ$559 per night
includes taxes & fees
Winter retreat 3 beds, 1 1/2 bath, hot tub, heated floors wood stove.
Exterior
Interior
Private kitchen
Exceptional
(50 reviews)

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

Leamington

12% off
NZ$3,124
for 7 nights, 1 cottage
NZ$446 per night
includes taxes & fees
Spacious Lakefront Cottage near Point Pelee - Hot Tub + Yard + Pet Friendly
Interior
Outdoor dining
Private kitchen
Private kitchen
Exceptional
(26 reviews)

Charming Bungalow in the Heart of Elora

Centre Wellington

15% off
NZ$2,876
for 7 nights, 1 home
NZ$411 per night
includes taxes & fees
Charming Bungalow in the Heart of Elora

  • 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. Bookabach 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 Bookabach 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 Bookabach 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, Bookabach 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, Bookabach 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 Bookabach.
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 Bookabach 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 Bookabach, 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 Bookabach'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