Book Holiday Homes in Orangeville

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Featured Holiday Homes in Orangeville

Hockley “Hidden Treasure” a magical getaway!

Hockley “Hidden Treasure” a magical getaway!

Mono
Book a stay at this ski vacation home in Mono. Enjoy free WiFi, private pools, and a garden. Popular attractions Hockley Valley Resort and Hockley Valley Provincial ...
Hockley “Hidden Treasure” a magical getaway!
House with 4.5 bedrooms,10 Acres of forest creek and trails, lots of parking

House with 4.5 bedrooms,10 Acres of forest creek and trails, lots of parking

New Tecumseth
Stay at this vacation home in New Tecumseth. Enjoy free WiFi, a garden, and an in-room coffeemaker. Popular attractions Beeton Fairgrounds and Beattie Pinery ...
House with 4.5 bedrooms,10 Acres of forest creek and trails, lots of parking
Serenity in the Hills - Charming 1-bdrm house w WiFi and Hot Tub in Orangeville

Serenity in the Hills - Charming 1-bdrm house w WiFi and Hot Tub in Orangeville

Orangeville
The price is NZ$276 per night from 30 Apr to 1 May
NZ$276
includes taxes & fees
30 Apr - 1 May
Stay at this vacation home in Orangeville. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Island Lake Conservation Area and Theatre Orangeville ...
Serenity in the Hills - Charming 1-bdrm house w WiFi and Hot Tub in Orangeville
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Beautiful New Build by Elora

Beautiful New Build by Elora

Fergus
The price is NZ$447 per night from 22 Apr to 23 Apr
NZ$447
includes taxes & fees
22 Apr - 23 Apr
Stay at this vacation home in Centre Wellington. Enjoy a garden, an in-room coffeemaker, and air conditioning. Popular attractions Elora Quarry Conservation ...
Beautiful New Build by Elora
Charming Erin Country House near downtown

Charming Erin Country House near downtown

Erin
The price is NZ$615 per night from 16 Apr to 17 Apr
NZ$615
includes taxes & fees
16 Apr - 17 Apr
Stay at this vacation home in Erin. Enjoy air conditioning. Popular attractions Belfountain Conservation Area and Hillsburgh Library are located nearby.
Charming Erin Country House near downtown
Entire place, Ground level walkout Basement  with Huge backyard

Entire place, Ground level walkout Basement with Huge backyard

Orangeville
The price is NZ$216 per night from 14 Apr to 15 Apr
NZ$216
includes taxes & fees
14 Apr - 15 Apr
Stay at this vacation home in Orangeville. Enjoy cable/satellite TV service and air conditioning. Popular attractions Theatre Orangeville and Island Lake Conservation ...
Entire place, Ground level walkout Basement with Huge backyard
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 air conditioning. Popular attractions Royal Ambassador Banquet and Plant Paradise Country Gardens are located ...
Charming 4-bedroom house in Caledon East with WiFi, AC
Cozy Modern Retreat Minutes from Pearson Airport – Perfect for Travelers!

Cozy Modern Retreat Minutes from Pearson Airport – Perfect for Travelers!

Brampton
Book a stay at this family-friendly vacation home in Brampton. Enjoy free WiFi, an in-room coffeemaker, and in-room fireplaces. Popular attractions Bowlero Brampton ...
Cozy Modern Retreat Minutes from Pearson Airport – Perfect for Travelers!
Fastbear 2

Fastbear 2

Brampton
Stay at this vacation home in Brampton. Enjoy air conditioning. Popular attractions Bowlero Brampton and Heart Lake Conservation Area are located nearby.
Fastbear 2
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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
92 Holiday Homes
Lowest Price
NZ$216
Highest Price
NZ$615
Popular accommodation
Hockley “Hidden Treasure” a magical getaway! , House with 4.5 bedrooms,10 Acres of forest creek and trails, lots of parking, Serenity in the Hills - Charming 1-bdrm house w WiFi and Hot Tub in Orangeville, Beautiful New Build by Elora, Charming Erin Country House near downtown, Entire place, Ground level walkout Basement with Huge backyard, Charming 4-bedroom house in Caledon East with WiFi, AC, Cozy Modern Retreat Minutes from Pearson Airport – Perfect for Travelers!, Fastbear 2

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$256 per night from 6 Apr to 7 Apr
NZ$256
includes taxes & fees
6 Apr - 7 Apr
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. ...
Best Western Plus Orangeville Inn & Suites
Atlanta Motel

Atlanta Motel

2 out of 5
316 Broadway Ave, Orangeville, ON
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 ...
Atlanta Motel
Serenity in the Hills - Charming 1-bdrm house w WiFi and Hot Tub in Orangeville

Serenity in the Hills - Charming 1-bdrm house w WiFi and Hot Tub in Orangeville

Orangeville
The price is NZ$276 per night from 30 Apr to 1 May
NZ$276
includes taxes & fees
30 Apr - 1 May
Stay at this vacation home in Orangeville. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Island Lake Conservation Area and Theatre Orangeville ...
Serenity in the Hills - Charming 1-bdrm house w WiFi and Hot Tub in Orangeville
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 NZ$216 per night from 14 Apr to 15 Apr
NZ$216
includes taxes & fees
14 Apr - 15 Apr
Stay at this vacation home in Orangeville. Enjoy cable/satellite TV service and air conditioning. Popular attractions Theatre Orangeville and Island Lake Conservation ...
Entire 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.