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 AU$445 per night from 29 Sept to 30 Sept
AU$445
29 Sept - 30 Sept
includes taxes & fees
With a stay at this vacation home in Centre Wellington, you'll be within a 15-minute drive of 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
The price is AU$939 per night from 29 Sept to 30 Sept
AU$939
29 Sept - 30 Sept
includes taxes & fees
With a stay at this vacation home in Halton Hills (Georgetown), you'll be a 4-minute drive from Devereaux House and 6 minutes from Limehouse 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
The price is AU$452 per night from 28 Oct to 29 Oct
AU$452
28 Oct - 29 Oct
includes taxes & fees
With a stay at this vacation home in Centre Wellington, you'll be within a 10-minute drive of Elora Gorge Conservation Area and Elora Quarry 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
The price is AU$1,428 per night from 13 Oct to 14 Oct
AU$1,428
13 Oct - 14 Oct
includes taxes & fees
Located in Caledon, this vacation home is within a 5-minute drive of Caledon Country Club and Cheltenham Badlands.
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 AU$185 per night from 8 Oct to 9 Oct
AU$185
8 Oct - 9 Oct
includes taxes & fees
Located in Orangeville, this vacation home is a 4-minute drive from Theatre Orangeville and 6 minutes from Island Lake Conservation Area.
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
With a stay at this vacation home in Brampton, you'll be within a 5-minute drive of Heart Lake Conservation Area and Trinity Commons Outlet Mall, Brampton.
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
With a stay at this vacation home in Caledon, you'll be within a 5-minute drive of Plant Paradise Country Gardens and Albion Hills Conservation Area.
Opens in a new windowCharming 4-bedroom house in Caledon East with WiFi, AC
Fastbear 2

Fastbear 2

Brampton
Located in Brampton, this vacation home is within a 10-minute drive of Heart Lake Conservation Area and Bowlero Brampton.
Opens in a new windowFastbear 2
5BR Riverfront Retreat w/ Firetable, BBQ, and Deck

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

Orangeville
Located in Mono, this vacation home is on a lake, within a 10-minute drive of Hockley Valley Resort and Hockley Valley Provincial Park.
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
104 Holiday Homes
Lowest Price
AU$136
Highest Price
AU$1,428
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 AU$263 per night from 29 Sept to 30 Sept
AU$263
29 Sept - 30 Sept
includes taxes & fees
When you stay at Best Western Plus Orangeville Inn & Suites in Orangeville, you'll be near ski lifts, within a 5-minute drive of Island Lake Conservation Area ...
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 AU$136 per night from 8 Oct to 9 Oct
AU$136
8 Oct - 9 Oct
includes taxes & fees
Located in Orangeville, Atlanta Motel is within a 5-minute drive of Theatre Orangeville and Island Lake Conservation Area.
Opens in a new windowAtlanta Motel
The Perfect Getaway

The Perfect Getaway

Orangeville
The price is AU$279 per night from 1 Oct to 2 Oct
AU$279
1 Oct - 2 Oct
includes taxes & fees
With a stay at this vacation home in Orangeville, you'll be within a 5-minute drive of Theatre Orangeville and Island Lake Conservation Area.
Opens in a new windowThe Perfect Getaway
Save an average of 15% on thousands of hotels when you're signed in
Entire place, Ground level walkout Basement  with Huge backyard

Entire place, Ground level walkout Basement with Huge backyard

Orangeville
The price is AU$185 per night from 8 Oct to 9 Oct
AU$185
8 Oct - 9 Oct
includes taxes & fees
Located in Orangeville, this vacation home is a 4-minute drive from Theatre Orangeville and 6 minutes from Island Lake Conservation Area.
Opens in a new windowEntire place, Ground level walkout Basement with Huge backyard
Don't see what you're looking for?
See all available properties in Orangeville
View all properties
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.