Book Holiday Homes in Orangeville

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Featured Holiday Homes in Orangeville

Beautiful Bungalow on Grand River in Fergus.

Beautiful Bungalow on Grand River in Fergus.

Fergus
The price is NZ$497 per night from 22 Sept to 23 Sept
NZ$497
22 Sept - 23 Sept
includes taxes & fees
Stay at this vacation home in Centre Wellington. Enjoy free WiFi, a garden, and patios. Popular attractions Elora Gorge Conservation Area and Belwood Lake Conservation ...
Opens in a new windowBeautiful Bungalow on Grand River in Fergus.
Hills and Valleys of Silver Creek – A Timeless 5 Bedroom Century Home Retreat.

Hills and Valleys of Silver Creek – A Timeless 5 Bedroom Century Home Retreat.

Georgetown
Book a stay at this family-friendly vacation home in Halton Hills. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Silver Creek Conservation ...
Opens in a new windowHills and Valleys of Silver Creek – A Timeless 5 Bedroom Century Home Retreat.
Beautiful New Build by Elora

Beautiful New Build by Elora

Fergus
Stay at this vacation home in Centre Wellington. Enjoy a garden, laundry facilities, and an in-room coffeemaker. Popular attractions Elora Gorge Conservation ...
Opens in a new windowBeautiful New Build by Elora
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6-bedroom house in enchanting Caledon Village with WiFi, AC, fitness equipment

6-bedroom house in enchanting Caledon Village with WiFi, AC, fitness equipment

Caledon Village
Stay at this vacation home in Caledon. Enjoy a fitness center, laundry facilities, and air conditioning. Popular attractions Caledon Country Club and Cheltenham ...
Opens in a new window6-bedroom house in enchanting Caledon Village with WiFi, AC, fitness equipment
Entire place, Ground level walkout Basement  with Huge backyard

Entire place, Ground level walkout Basement with Huge backyard

Orangeville
The price is NZ$206 per night from 22 Sept to 23 Sept
NZ$206
22 Sept - 23 Sept
includes taxes & fees
Stay at this vacation home in Orangeville. Enjoy cable/satellite TV service and air conditioning. Popular attractions Theatre Orangeville and Island Lake Conservation ...
Opens in a new windowEntire place, Ground level walkout Basement with Huge backyard
Modern Spacious 4-bedroom house with WiFi, AC in Brampton

Modern Spacious 4-bedroom house with WiFi, AC in Brampton

Brampton
Stay at this vacation home in Brampton. Enjoy laundry facilities, in-room fireplaces, and air conditioning. Popular attractions Heart Lake Conservation Area ...
Opens in a new windowModern Spacious 4-bedroom house with WiFi, AC in Brampton
Charming 4-bedroom house in Caledon East with WiFi, AC

Charming 4-bedroom house in Caledon East with WiFi, AC

Caledon East
Stay at this vacation home in Caledon. Enjoy laundry facilities, patios, and air conditioning. Popular attractions Royal Ambassador Banquet and Plant Paradise ...
Opens in a new windowCharming 4-bedroom house in Caledon East with WiFi, AC
Fastbear 2

Fastbear 2

Brampton
Stay at this vacation home in Brampton. Enjoy laundry facilities and air conditioning. Popular attractions Bowlero Brampton and Landmark Cinemas Caledon are ...
Opens in a new windowFastbear 2
5BR Riverfront Retreat w/ Firetable, BBQ, and Deck

5BR Riverfront Retreat w/ Firetable, BBQ, and Deck

Orangeville
Stay at this vacation home in Mono. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Hockley Valley Resort and Hockley Valley Provincial ...
Opens in a new window5BR Riverfront Retreat w/ Firetable, BBQ, and Deck
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Orangeville Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Orangeville vacation homes are the perfect way for you to wing it.

Holiday houses in Orangeville let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Orangeville in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Orangeville adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Orangeville with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Orangeville vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Orangeville Holiday Homes essential information

Accommodation
96 Holiday Homes
Lowest Price
NZ$154
Highest Price
NZ$561
Popular accommodation
Beautiful Bungalow on Grand River in Fergus., Hills and Valleys of Silver Creek – A Timeless 5 Bedroom Century Home Retreat., Beautiful New Build by Elora, 6-bedroom house in enchanting Caledon Village with WiFi, AC, fitness equipment, Entire place, Ground level walkout Basement with Huge backyard, Modern Spacious 4-bedroom house with WiFi, AC in Brampton, Charming 4-bedroom house in Caledon East with WiFi, AC, Fastbear 2, 5BR Riverfront Retreat w/ Firetable, BBQ, and Deck

Top trending hotels in Orangeville

Best Western Plus Orangeville Inn & Suites

Best Western Plus Orangeville Inn & Suites

2.5 out of 5
7 Buena Vista Drive, Orangeville, ON
Fully refundableReserve now, pay when you stay
The price is NZ$349 per night from 22 Sept to 23 Sept
NZ$349
22 Sept - 23 Sept
includes taxes & fees
Book a stay at this business-friendly hotel in Orangeville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Opens in a new windowBest Western Plus Orangeville Inn & Suites
Atlanta Motel

Atlanta Motel

2 out of 5
316 Broadway Ave, Orangeville, ON
Fully refundableReserve now, pay when you stay
The price is NZ$154 per night from 22 Sept to 23 Sept
NZ$154
22 Sept - 23 Sept
includes taxes & fees
Stay at this motel in Orangeville. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Popular attractions Theatre Orangeville and Island Lake Conservation ...
Opens in a new windowAtlanta Motel
The Perfect Getaway

The Perfect Getaway

Orangeville
The price is NZ$336 per night from 23 Sept to 24 Sept
NZ$336
23 Sept - 24 Sept
includes taxes & fees
Stay at this vacation home in Orangeville. Enjoy laundry facilities, in-room fireplaces, and air conditioning. Popular attractions Theatre Orangeville and Island ...
Opens in a new windowThe Perfect Getaway
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Spotless Bright Home By The Headwaters In Orangeville!

Spotless Bright Home By The Headwaters In Orangeville!

Orangeville
The price is NZ$561 per night from 22 Sept to 23 Sept
NZ$561
22 Sept - 23 Sept
includes taxes & fees
Stay at this vacation home in Orangeville. Enjoy free WiFi, a water park, and a garden. Popular attractions Island Lake Conservation Area and Theatre Orangeville ...
Opens in a new windowSpotless Bright Home By The Headwaters In Orangeville!
Don't see what you're looking for?
See all available properties in Orangeville
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.