Southern Ontario holiday rentals

We found 14,129 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Southern Ontario

Showing deals for:11 Dec - 18 Dec

Enjoy the outdoor seating
Private kitchen
Living area
Interior
Exceptional
(33 reviews)

Brilliance on Balsam Lake, Modern Lake Home

Kawartha Lakes

7% off
AU$2,953
for 7 nights, 1 cottage
AU$422 per night
includes taxes & fees
Brilliance on Balsam Lake, Modern Lake Home
Relax in the Barn living room.
Relax with a glass of wine in the barn and watch the clouds go by.
View of the pool from the Sunroom.
Exterior
Exceptional
(116 reviews)

Classic Farmhouse with Pool, Hot Tub, Outdoor Shower, Stream,Barn, on 100 Acres!

Grey Highlands

5% off
AU$7,273
for 7 nights, 1 home
AU$1,039 per night
includes taxes & fees
Classic Farmhouse with Pool, Hot Tub, Outdoor Shower, Stream,Barn, on 100 Acres!
Dining room, opens to kitchen & family room
Boat house deck is the perfect place to sip your coffee and begin your day in paradise.
Upstairs Bedroom #3:
Equipped with a queen bed and amazing views of Lake Simcoe!
Kitchen, opens to dining room
Exceptional
(39 reviews)

Beach-Front Private Paradise Directly on Lake Simcoe

Brock

8% off
AU$2,608
for 7 nights, 1 cottage
AU$373 per night
includes taxes & fees
Beach-Front Private Paradise Directly on Lake Simcoe
Private kitchen
Terrace/patio
Interior
Property grounds
Exceptional
(34 reviews)

Lake Erie & EPIC Wineries

Town of Essex

8% off
AU$2,120
for 7 nights, 1 cottage
AU$303 per night
includes taxes & fees
Lake Erie & EPIC Wineries
Exterior
Property grounds
Property grounds
Living area
Exceptional
(58 reviews)

Sandy Beach, Waterfront. Birders, Wineries.

Leamington

8% off
AU$2,321
for 7 nights, 1 cottage
AU$332 per night
includes taxes & fees
Sandy Beach, Waterfront. Birders, Wineries.
Living area
Property grounds
Exterior
Dining
Exceptional
(9 reviews)

Muskoka Honey Harbour Private Lake Front with Hot Tub!

Georgian Bay

8% off
AU$4,042
for 7 nights, 1 cottage
AU$577 per night
includes taxes & fees
Muskoka Honey Harbour Private Lake Front with Hot Tub!
Property grounds
Property grounds
Room
Dining
Exceptional
(11 reviews)

Cottage Kawartha Lakes on Balsam lake 4 Bed Rooms

Kawartha Lakes

8% off
AU$3,809
for 7 nights, 1 cottage
AU$544 per night
includes taxes & fees
Cottage Kawartha Lakes on Balsam lake 4 Bed Rooms
Interior
Terrace/patio
Private kitchen
Interior
Exceptional
(6 reviews)

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

Lakeshore

8% off
AU$2,522
for 7 nights, 1 home
AU$360 per night
includes taxes & fees
Hidden Gem-Charming 2-bedroom house with WiFi and AC in welcoming Saint Joachim
Private kitchen
Interior
Exterior
Room
Exceptional
(80 reviews)

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

Leamington

8% off
AU$1,532
for 7 nights, 1 cottage
AU$219 per night
includes taxes & fees
Bird's Nest at Hillman Marsh - Cute cozy cottage - WIFI now available!
Interior
Property grounds
Living area
Exterior
Wonderful
(34 reviews)

Life is Good Lakefront Cottage — 1.5h from Toronto

Selwyn

8% off
AU$1,683
for 7 nights, 1 cottage
AU$240 per night
includes taxes & fees
Life is Good Lakefront Cottage — 1.5h from Toronto
Interior
Living area
Exterior
Interior
Exceptional
(45 reviews)

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

Lambton Shores

8% off
AU$3,822
for 7 nights, 1 cottage
AU$546 per night
includes taxes & fees
Luxury Riverside Cottage - Come and enjoy our Shack on the River!
From The Bedroom looking over the Bridge to the Games room
Christmas at The Cabin  
AHHHH! Peaceful and Serene!
Enjoy the heat and ambiance of the Propane stove
Wrap again deck with a the hops plant.
Exceptional
(156 reviews)

Romantic Log Cabin in the Woods - Hot Tub under the Stars -80 km's from CN Tower

Georgina

5% off
AU$1,789
for 7 nights, 1 cabin
AU$256 per night
includes taxes & fees
Romantic Log Cabin in the Woods - Hot Tub under the Stars -80 km's from CN Tower
Living area
Outdoor dining
Private kitchen
Exterior
Exceptional
(13 reviews)

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

Central Elgin

8% off
AU$4,800
for 7 nights, 1 home
AU$686 per night
includes taxes & fees
Relax house a few minutes from Port Stanley beach, with hot tub and game room
Living Room
Property grounds
The Sun Room
Dining Area
Exceptional
(24 reviews)

Waterfront Cottage on the Lake with Game Room & Sunroom

Selwyn

8% off
AU$3,543
for 7 nights, 1 cottage
AU$506 per night
includes taxes & fees
Waterfront Cottage on the Lake with Game Room & Sunroom
Kitchen
Terrace/patio
Dining
Living area
Wonderful
(33 reviews)

Waterfront House next to Golf Course.

Lakeshore

7% off
AU$1,793
for 7 nights, 1 home
AU$256 per night
includes taxes & fees
Waterfront House next to Golf Course.
Exterior detail
Loungers with a view
Side entry way and stairs
Side entry sitting area
Exceptional
(40 reviews)

Unique and Cozy Cottage in Sarnia with a private Beach on Lake Huron

Sarnia

8% off
AU$1,259
for 7 nights, 1 cottage
AU$180 per night
includes taxes & fees
Unique and Cozy Cottage in Sarnia with a private Beach on Lake Huron
Living area
Exterior detail
Interior
Exterior
Exceptional
(11 reviews)

Muskoka Tiny Home

Muskoka Lakes

12% off
AU$1,588
for 7 nights, 1 cabin
AU$227 per night
includes taxes & fees
Muskoka Tiny Home
Bask in golden hour light from your lakefront living space
Living Room View
Exterior
Warm, inviting space with panoramic lake scenes
Exceptional
(6 reviews)

Better Than Ever Lakehouse

Leamington

14% off
AU$1,899
for 7 nights, 1 home
AU$271 per night
includes taxes & fees
Better Than Ever Lakehouse
Living area
Dining
Private kitchen
Interior
Exceptional
(30 reviews)

Luxury 5Star Home away from Home

Brampton

12% off
AU$2,298
for 7 nights, 1 home
AU$328 per night
includes taxes & fees
Luxury 5Star Home away from Home
Golf
Living area
Living area
Exterior
Exceptional
(10 reviews)

Private 4-Bedroom Lakeside Cottage on Nutt Lake, Muskoka

Muskoka Lakes

11% off
AU$3,736
for 7 nights, 1 cottage
AU$534 per night
includes taxes & fees
Private 4-Bedroom Lakeside Cottage on Nutt Lake, Muskoka
Private kitchen
Interior
Exterior
Exceptional
(49 reviews)

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

Leamington

12% off
AU$2,195
for 7 nights, 1 cottage
AU$314 per night
includes taxes & fees
Spacious Lakefront Cottage near Point Pelee - Hot Tub + Yard + Pet Friendly
Living area
Living area
Bright and airy bedroom with comfy queen-size bed and black-out curtains.
Property grounds
Exceptional
(21 reviews)

Perfect hideaway with a hot tub and a fireplace

Windsor

12% off
AU$1,694
for 7 nights, 1 home
AU$242 per night
includes taxes & fees
Perfect hideaway with a hot tub and a fireplace
Interior
Terrace/patio
Private kitchen
Dining
Exceptional
(20 reviews)

The R&R Cottage

Minden Hills

8% off
AU$3,370
for 7 nights, 1 cottage
AU$481 per night
includes taxes & fees
The R&R Cottage
Interior
Interior
Private kitchen
Room
Excellent
(20 reviews)

Oshawa Connect: Prime Location, Modern Space

Oshawa

8% off
AU$1,329
for 7 nights, 1 home
AU$190 per night
includes taxes & fees
Oshawa Connect: Prime Location, Modern Space
  • 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

The captivating city of Southern Ontario awaits you

The area's entertainment and theatre scene are just some of the reasons to come on holiday to Southern Ontario. Renowned for its sporting events, shopping and restaurants, this city welcomes all visitors. There are plenty of places to find the perfect souvenir, including Vaughan Mills Mall, Yorkdale Shopping Centre and CF Toronto Eaton Centre. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities and attractions in and around Southern Ontario

Do you want to discover top things to see and do during your stay? Venture out of your holiday home and check out everything that Southern Ontario has to offer. These are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Hockley Valley Resort (8.1 mi / 13 km)
  • Osprey Valley Golf (12.5 mi / 20.1 km)
  • Mansfield Ski Club (16.6 mi / 26.7 km)
  • Albion Hills Conservation Area (19.3 mi / 31.1 km)
  • Caledon Country Club (19.7 mi / 31.7 km)
  • Nottawasaga Inn Resort Golf Club (23.8 mi / 38.4 km)

Exploring the natural landscape of Southern Ontario

Whether you're looking for adventure or just want to appreciate the scenery, Southern Ontario is a great place to spend some time outside. Here are a few of the area's most enchanting features, all within 30 miles (48.2 km) of the city centre:

  • Island Lake Conservation Area (7.4 mi / 11.9 km)
  • Belfountain Conservation Area (16.4 mi / 26.5 km)
  • Albion Hills Conservation Area (19.3 mi / 31.1 km)
  • Cheltenham Badlands (19.7 mi / 31.7 km)
  • Terra Cotta Conservation Area (22.1 mi / 35.5 km)
  • Elora Gorge Conservation Area (24.3 mi / 39.1 km)

Transport options to and around Southern Ontario

Fly into Toronto, ON (YYZ-Pearson Intl.), the closest airport, located 36.5 mi (58.7 km) from the city centre. If you can't find a flight that works for your travel itinerary, you might consider flying into Kitchener, ON (YKF-Region of Waterloo Intl.), which is 37.6 mi (60.6 km) away.

If you're travelling by train, Acton Station, Georgetown Station and Mount Pleasant Station are the main stations in the city. You can get around Southern Ontario by jumping on the metro at Westmore Station, Humber College Station or Albion Station.

Frequently asked questions

What is the best area to stay in Southern Ontario when booking a holiday home?
One of the more sought-after destinations to book your Stayz holiday home in Southern Ontario is The Blue Mountains. Spend your time here and experience its top attractions, like Blue Mountain Village and Blue Mountain Ski Resort.
What is the most popular type of holiday home accommodation in Southern Ontario?
According to our data, cottages are considered the most popular type of holiday property in Southern Ontario. But of course, everyone's idea of the perfect trip isn't the same. Stayz has holiday homes of all sizes, shapes and budgets, so you're sure to discover the perfect match.
How much does it cost to rent a holiday home in Southern Ontario?
A range of things determine what you'll pay for a holiday home in Southern Ontario, like the type of property, length of stay and season. Still, all of our holiday homes have something in common — amazing value. Just enter your travel dates to find your ideal escape.
How much does it cost to rent a beach house in Southern Ontario?
When you travel and the size and style of the property will influence the cost of your beachside holiday home. Put in your Southern Ontario travel dates to see your options on Stayz. Did someone just say "private pool"? Use our filters to select the features and amenities you need.
What are popular home amenities in Southern Ontario?
The most popular home amenities people prefer in Southern Ontario are off-street parking options, a fridge and a microwave oven. Whether you're going on holiday with family, your besties or even pets, Stayz holiday homes provide the best amenities for making epic memories with your loved ones.
Are there large group holiday homes in Southern Ontario?
Southern Ontario has 969 holiday homes that can cater to 10 or more guests. These stays come with plenty of space to enjoy good times with friends and family.
What are the top attractions for families in Southern Ontario?
There are plenty of exciting things to see and do with the family in Southern Ontario, including:
  • Canadas Wonderland
  • Rogers Centre
  • CN Tower
Can I find two-bedroom holiday homes in Southern Ontario?
Take off with your loved ones and relax in total privacy and comfort in one of the 1 ,091 two-bedroom holiday properties Southern Ontario has to offer.
Are there holiday homes with WiFi in Southern Ontario?
Southern Ontario has 2 ,609 holiday homes with WiFi, so you can stay connected while you're on holiday. Simply check the "WiFi" box in our handy search filter to find the perfect property. From streaming movies with your family to updating your social media, these Stayz homes make it a cinch to get online.
How old do you have to be to rent a holiday home in Southern Ontario?
The minimum age is generally 16, 18 or 21. It can change across properties on Stayz, so look at the rules of your preferred Southern Ontario holiday home before making a booking.
How long can I rent a holiday home in Southern Ontario for?
The amount of time you can book a Southern Ontario holiday home for is up to the property. Simply put in your travel dates to browse options offering longer term stays. They have the things you need to make your extended getaway more convenient and comfortable, like kitchens and backyards. Some holiday homes might also offer discounted weekly or monthly prices, so you can have a longer stay for less.

More holiday ideas