Southern Ontario holiday homes

We found 14,122 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
NZ$3,625
for 7 nights, 1 cottage
NZ$518 per night
includes taxes & fees
Brilliance on Balsam Lake, Modern Lake Home
Ping pong, and music in the barn.  Great if the weather is not good.
Relax with a glass of wine in the barn and watch the clouds go by.
Relax in the Barn living room.
View of the pool from the Sunroom.
Exceptional
(116 reviews)

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

Grey Highlands

5% off
NZ$9,053
for 7 nights, 1 home
NZ$1,293 per night
includes taxes & fees
Classic Farmhouse with Pool, Hot Tub, Outdoor Shower, Stream,Barn, on 100 Acres!
View from the living room: Living room is equipped with a gas fireflace, an "L" shaped Palliser leather couch, a 42" flat screen television with sateliete and an absolute stunning view of Lake Simcoe. Perfect for relaxing after a nice day in the Lake.
Boat house deck is the perfect place to sip your coffee and begin your day in paradise.
Kitchen, opens to dining room
Upstairs Bedroom #3:
Equipped with a queen bed and amazing views of Lake Simcoe!
Exceptional
(39 reviews)

Beach-Front Private Paradise Directly on Lake Simcoe

Brock

8% off
NZ$3,199
for 7 nights, 1 cottage
NZ$457 per night
includes taxes & fees
Beach-Front Private Paradise Directly on Lake Simcoe
Private kitchen
Terrace/patio
Property grounds
Dining
Exceptional
(34 reviews)

Lake Erie & EPIC Wineries

Town of Essex

8% off
NZ$2,565
for 7 nights, 1 cottage
NZ$366 per night
includes taxes & fees
Lake Erie & EPIC Wineries
Exterior
Property grounds
Living area
Dining
Exceptional
(58 reviews)

Sandy Beach, Waterfront. Birders, Wineries.

Leamington

8% off
NZ$2,808
for 7 nights, 1 cottage
NZ$401 per night
includes taxes & fees
Sandy Beach, Waterfront. Birders, Wineries.
Living area
Property grounds
Property grounds
Dining
Exceptional
(9 reviews)

Muskoka Honey Harbour Private Lake Front with Hot Tub!

Georgian Bay

8% off
NZ$5,003
for 7 nights, 1 cottage
NZ$715 per night
includes taxes & fees
Muskoka Honey Harbour Private Lake Front with Hot Tub!
Property grounds
Property grounds
Private kitchen
Dining
Exceptional
(11 reviews)

Cottage Kawartha Lakes on Balsam lake 4 Bed Rooms

Kawartha Lakes

8% off
NZ$4,807
for 7 nights, 1 cottage
NZ$687 per night
includes taxes & fees
Cottage Kawartha Lakes on Balsam lake 4 Bed Rooms
Interior
Terrace/patio
Private kitchen
Exterior
Exceptional
(6 reviews)

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

Lakeshore

8% off
NZ$3,094
for 7 nights, 1 home
NZ$442 per night
includes taxes & fees
Hidden Gem-Charming 2-bedroom house with WiFi and AC in welcoming Saint Joachim
Private kitchen
Interior
Exterior
Exterior
Exceptional
(80 reviews)

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

Leamington

8% off
NZ$1,896
for 7 nights, 1 cottage
NZ$271 per night
includes taxes & fees
Bird's Nest at Hillman Marsh - Cute cozy cottage - WIFI now available!
Interior
Property grounds
Room
Living area
Wonderful
(34 reviews)

Life is Good Lakefront Cottage — 1.5h from Toronto

Selwyn

8% off
NZ$2,085
for 7 nights, 1 cottage
NZ$298 per night
includes taxes & fees
Life is Good Lakefront Cottage — 1.5h from Toronto
Interior
Living area
Interior
Exterior
Exceptional
(45 reviews)

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

Lambton Shores

8% off
NZ$4,823
for 7 nights, 1 cottage
NZ$689 per night
includes taxes & fees
Luxury Riverside Cottage - Come and enjoy our Shack on the River!
Enjoy the heat and ambiance of the Propane stove
Christmas at The Cabin  
AHHHH! Peaceful and Serene!
From The Bedroom looking over the Bridge to the Games room
Custom made stairs from our own Cedar trees
Exceptional
(156 reviews)

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

Georgina

5% off
NZ$2,215
for 7 nights, 1 cabin
NZ$316 per night
includes taxes & fees
Romantic Log Cabin in the Woods - Hot Tub under the Stars -80 km's from CN Tower
Interior
Outdoor dining
Living area
Exterior
Exceptional
(13 reviews)

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

Central Elgin

8% off
NZ$6,055
for 7 nights, 1 home
NZ$865 per night
includes taxes & fees
Relax house a few minutes from Port Stanley beach, with hot tub and game room
Living Room
Property grounds
Exterior
Dining Area
Exceptional
(24 reviews)

Waterfront Cottage on the Lake with Game Room & Sunroom

Selwyn

8% off
NZ$4,384
for 7 nights, 1 cottage
NZ$626 per night
includes taxes & fees
Waterfront Cottage on the Lake with Game Room & Sunroom
Kitchen
Terrace/patio
Main Bedroom King
Dining
Wonderful
(33 reviews)

Waterfront House next to Golf Course.

Lakeshore

7% off
NZ$2,222
for 7 nights, 1 home
NZ$317 per night
includes taxes & fees
Waterfront House next to Golf Course.
Room
Loungers with a view
Side entry way and stairs
Exterior detail
Exceptional
(40 reviews)

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

Sarnia

8% off
NZ$1,559
for 7 nights, 1 cottage
NZ$223 per night
includes taxes & fees
Unique and Cozy Cottage in Sarnia with a private Beach on Lake Huron
Private kitchen
Exterior detail
Exterior
Living area
Exceptional
(11 reviews)

Muskoka Tiny Home

Muskoka Lakes

12% off
NZ$1,967
for 7 nights, 1 cabin
NZ$281 per night
includes taxes & fees
Muskoka Tiny Home
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
NZ$2,296
for 7 nights, 1 home
NZ$328 per night
includes taxes & fees
Better Than Ever Lakehouse
Interior
Dining
Private kitchen
Room
Exceptional
(30 reviews)

Luxury 5Star Home away from Home

Brampton

12% off
NZ$2,780
for 7 nights, 1 home
NZ$397 per night
includes taxes & fees
Luxury 5Star Home away from Home
Living area
Living area
Outdoor dining
Golf
Exceptional
(10 reviews)

Private 4-Bedroom Lakeside Cottage on Nutt Lake, Muskoka

Muskoka Lakes

11% off
NZ$4,715
for 7 nights, 1 cottage
NZ$674 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
NZ$2,656
for 7 nights, 1 cottage
NZ$379 per night
includes taxes & fees
Spacious Lakefront Cottage near Point Pelee - Hot Tub + Yard + Pet Friendly
Living area
Living area
Interior
Bright and airy bedroom with comfy queen-size bed and black-out curtains.
Exceptional
(21 reviews)

Perfect hideaway with a hot tub and a fireplace

Windsor

12% off
NZ$2,100
for 7 nights, 1 home
NZ$300 per night
includes taxes & fees
Perfect hideaway with a hot tub and a fireplace
Interior
Terrace/patio
Dining
Property grounds
Exceptional
(20 reviews)

The R&R Cottage

Minden Hills

8% off
NZ$4,169
for 7 nights, 1 cottage
NZ$596 per night
includes taxes & fees
The R&R Cottage
Private kitchen
Interior
Room
Interior
Excellent
(20 reviews)

Oshawa Connect: Prime Location, Modern Space

Oshawa

8% off
NZ$1,645
for 7 nights, 1 home
NZ$235 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

Why visit Southern Ontario

  • Stunning natural landscapes: Southern Ontario boasts beautiful lakes and scenic reserves, perfect for outdoor adventures.
  • Cultural experiences: Engage with local arts centres that showcase the vibrant creative scene of the region.
  • Historical attractions: Discover rich heritage through various historical sites that reflect Ontario's past.
  • Relaxing retreats: Enjoy tranquil escapes in picturesque settings ideal for romantic getaways.
  • Dynamic urban life: Experience the energy of lively cities that blend urban charm with natural beauty.

Top attractions near Southern Ontario

Southern Ontario offers a delightful blend of outdoor adventures and cultural experiences perfect for a romantic holiday. Visitors can explore stunning reserves and arts centres, savour the beauty of local lakes, and immerse themselves in scenic landscapes. Enjoy leisurely visits to attractions near Ontario cottages, all set against an inviting backdrop of natural charm and heritage, ensuring a memorable retreat in this vibrant region.

  • Elora SkyRider Zipline: Experience the thrill of soaring above the Elora Gorge on one of Canada's highest ziplines. This adventure offers breathtaking views and an adrenaline rush as you glide through the treetops, perfect for outdoor enthusiasts seeking excitement.
  • Alton Mill Arts Centre: Immerse yourself in creativity at this historic mill transformed into an arts hub. Explore galleries featuring local artists, enjoy workshops, and appreciate the vibrant culture that flows through this picturesque setting.
  • Island Lake Conservation Area: Enjoy a peaceful retreat in nature with beautiful trails, serene lake views, and opportunities for birdwatching and picnicking. This area is ideal for outdoor recreation and relaxation amidst stunning landscapes.

Things to do recommended for couples

Southern Ontario offers delightful couple experiences, from a scenic wine tour in Niagara-on-the-Lake to a romantic stroll along the waterfront in Toronto. Enjoy a cozy dinner at a quaint bistro or take a sunset cruise on Lake Ontario for unforgettable moments together.

Things to do recommended for families

Families will love the thrilling adventures at Canada's Wonderland, a perfect blend of amusement park rides and kid-friendly attractions, and enjoy a scenic stroll along the stunning Waterfront Trail in Toronto.

Things to do recommended for groups

Experience an adrenaline rush at Elora SkyRider Zipline, a zipline ropes course located 21km away from Southern Ontario, perfect for group adventures in the great outdoors.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around Southern Ontario

If you're travelling with a group, family, pets, or planning an extended stay, remember to use the appropriate filters to match your priorities. Here are some helpful booking tips for using Vrbo.

  • Traveling to Southern Ontario with a group: Think about how many bedrooms you'll require, as well as amenities like a full kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Southern Ontario with young kids: Travelling with young children can be quite a task. It's important to prioritise their comfort and safety, along with suitable facilities like a private swimming pool. Additionally, thinking about how close you are to family-friendly attractions is a wise choice.
  • Taking your pets with you to Southern Ontario: For many, a family holiday wouldn’t be the same without their furry companion. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and bedding to ensure that every member of the family feels at home.
  • Planning for a long term stay visiting Southern Ontario: If you're after holiday rentals offering special rates for month-long stays or more, you've come to the right spot. Use our filtering options to easily discover and save on monthly rentals. Don't forget to include extras like parking, a well-equipped kitchen, or a private pool in your search.

Where to stay near Southern Ontario

Southern Ontario offers a rich blend of outdoor adventures and scenic charm. Embrace sunny days exploring historical sites and enjoying private, relaxing escapes. Discover the province's iconic landscapes, perfect for a romantic getaway or a luxurious urban retreat. Experience the best of Ontario tourism, from vibrant city life to tranquil rural settings, all while immersing yourself in the true Ontario dream location. Your holiday promises a mix of business energy and laid-back excursions in this captivating region.

  • Elora: Located 21km from Southern Ontario, Elora is a charming village known for its emphasis on outdoor, eco-friendly, and family experiences. The scenic village invites travellers to explore its inviting recreational areas, bustling public markets, and local markets that offer a taste of the community’s vibrant culture. Nearby, you can discover a nature reserve, a peaceful park, and a beautiful lake, making it an ideal destination for those keen on immersing themselves in nature and enjoying a relaxed travel experience.
  • Centre Wellington: Situated 18km from Southern Ontario, Centre Wellington is a city that blends outdoor adventure with eco-friendly and family-oriented activities. The area boasts accessible recreational areas, public markets, and local markets, ensuring a rich cultural immersion. Travellers can also explore the nearby nature reserve, park, and lake, providing a well-rounded travel experience that celebrates the natural beauty and community spirit of the region.
  • Wellington North: Just 16km away from Southern Ontario, Wellington North is a city that caters to those looking for outdoor activities, captivating scenery, and adventurous pursuits. The region offers a variety of recreational areas, campgrounds, and a golf course for active travellers. With a lake, nature reserve, and park in close proximity, Wellington North promises a dynamic and engaging travel experience that highlights the stunning natural landscapes and outdoor lifestyle of the area.

Best time to go to Southern Ontario

If you're planning a trip to Southern Ontario, it's a good idea to check both the weather and property rates. The warmest month is July.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January20.1°F (-6.6°C)Light RainMostly Cloudy
February21.0°F (-6.1°C)Light RainMostly Cloudy
March30.4°F (-0.9°C)Light RainMostly Cloudy
April41.9°F (5.5°C)Light RainMostly Cloudy
May55.0°F (12.8°C)Light RainMostly Sunny
June63.3°F (17.4°C)Light RainMostly Sunny
July69.4°F (20.8°C)Light RainMostly Sunny
August68.4°F (20.2°C)Light RainMostly Sunny
September61.5°F (16.4°C)Light RainMostly Sunny
October50.9°F (10.5°C)Light RainMostly Cloudy
November37.4°F (3.0°C)Light RainMostly Cloudy
December28.0°F (-2.2°C)Light RainMostly Cloudy

Booking with Vrbo is a breeze

Looking to save on your next holiday? Consider being flexible with your travel dates, as this can make a noticeable difference in pricing. Plus, opting for a longer stay frequently results in significant savings. To discover the ideal Vrbo property that fits your budget, utilise our filters to search by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board offers a handy space where you can start planning new adventures, continue where you last stopped, or simply organise your travel plans. Here, you’ll find your saved or booked properties neatly arranged into categories like Potential, Upcoming, or Current Trips. To get started with Trip Boards, please visit: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

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 Bookabach 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. Bookabach 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 Bookabach. 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, Bookabach 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 Bookabach 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 Bookabach, 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