Holiday Homes in Orangeville

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
5 Sept - 7 Sept
In two weeks
12 Sept - 14 Sept
In one month
26 Sept - 28 Sept
In two months
24 Oct - 26 Oct

Featured Holiday Homes in Orangeville

Spotless Bright Home By The Headwaters In Orangeville!
Smart TV

Spotless Bright Home By The Headwaters In Orangeville!

8.8 out of 10, Excellent, (5)
"We needed a place close to the Sonnen Hill Brewery for a family party and this was perfect. It was 5 minutes away. Amarjit was very responsive to questions prior to arrival and the check in process was perfect. The house was very clean and exactly as described."
The price is AU$509
includes taxes & fees
11 Sept - 12 Sept
Spotless Bright Home By The Headwaters In Orangeville!
Entire place, Ground level walkout Basement with Huge backyard
2 bedrooms, WiFi, bed sheets

Entire place, Ground level walkout Basement with Huge backyard

7.0 out of 10, Good, (21)
"It was an odd setup but worked for our needs"
The price is AU$188
includes taxes & fees
10 Sept - 11 Sept
Entire place, Ground level walkout Basement with Huge backyard
The Perfect Getaway
Microwave, oven, stovetop

The Perfect Getaway

The price is AU$307
includes taxes & fees
1 Sept - 2 Sept
The Perfect Getaway
Beautiful Bungalow on Grand River in Fergus.
Exterior

Beautiful Bungalow on Grand River in Fergus.

9.6 out of 10, Exceptional, (10)
"Beautiful view of the river and wonderful hosts."
The price is AU$451
includes taxes & fees
11 Sept - 12 Sept
Beautiful Bungalow on Grand River in Fergus.
Beautiful New Build by Elora
Interior

Beautiful New Build by Elora

9.0 out of 10, Wonderful, (6)
"Good property that will only get better as the neighborhood matures. Once the yard is fenced the property would easily be a wonderful stay. Could use a few more pots and pans for those that prefer cooking for themselves. "
The price is AU$424
includes taxes & fees
1 Sept - 2 Sept
Beautiful New Build by Elora
Your Luxurious Caledon escape close to everywhere
Outdoor dining

Your Luxurious Caledon escape close to everywhere

The price is AU$291
includes taxes & fees
24 Sept - 25 Sept
Your Luxurious Caledon escape close to everywhere
Fastbear 2
Exterior

Fastbear 2

The price is AU$552
includes taxes & fees
12 Sept - 13 Sept
Fastbear 2
Resort like setting
Private kitchen

Resort like setting

The price is AU$472
includes taxes & fees
12 Sept - 13 Sept
Resort like setting
Luxury Farm Stay | Olympic Pool, Hot Tub & 3-Bed Guest Suite
Living area

Luxury Farm Stay | Olympic Pool, Hot Tub & 3-Bed Guest Suite

The price is AU$730
includes taxes & fees
31 Aug - 1 Sept
Luxury Farm Stay | Olympic Pool, Hot Tub & 3-Bed Guest Suite
Modern Retreat with Loft & Spa-Like Jacuzzi Tub
Fridge, microwave, oven, stovetop

Modern Retreat with Loft & Spa-Like Jacuzzi Tub

The price is AU$637
includes taxes & fees
21 Sept - 22 Sept
Modern Retreat with Loft & Spa-Like Jacuzzi Tub
Good closer to Pizaa, grocery, bus stop
Exterior

Good closer to Pizaa, grocery, bus stop

The price is AU$465
includes taxes & fees
12 Sept - 13 Sept
Good closer to Pizaa, grocery, bus stop
Charming Erin Country House near downtown
Fridge, microwave, oven, stovetop

Charming Erin Country House near downtown

8.0 out of 10, Very good, (1)
"Three bedroom home with all amenities as described. Kitchen and bathrooms were clean and well equipped. Modern updated interior. Great for three couples. Thank you for having us!"
The price is AU$609
includes taxes & fees
1 Sept - 2 Sept
Charming Erin Country House near downtown
Hills and Valleys of Silver Creek – A Timeless 5 Bedroom Century Home Retreat.
Exterior

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

10.0 out of 10, Exceptional, (2)
"We enjoyed our stay. The house was unique with lots of space. The surrounding area was beautiful. "
The price is AU$1,008
includes taxes & fees
9 Sept - 10 Sept
Hills and Valleys of Silver Creek – A Timeless 5 Bedroom Century Home Retreat.
Where Luxury Meets Nature
Fridge, microwave, oven, stovetop

Where Luxury Meets Nature

10.0 out of 10, Exceptional, (1)
"We had an amazing stay at this beautiful property! The house is absolutely stunning—spacious, modern, and filled with thoughtful touches. The bedrooms were comfortable, the kitchen was well-equipped for group meals, and the multiple dining and living spaces made it easy for everyone to relax together.The amenities really made the trip memorable—our group loved the hot tub, sauna, movie theater, and billiard room. The outdoor area was just as special, with scenic hiking trails, peaceful ponds,...
The price is AU$2,705
includes taxes & fees
12 Sept - 13 Sept
Where Luxury Meets Nature
6-bedroom house in enchanting Caledon Village with WiFi, AC, fitness equipment
Exterior

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

The price is AU$1,395
includes taxes & fees
21 Sept - 22 Sept
6-bedroom house in enchanting Caledon Village with WiFi, AC, fitness equipment
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Orangeville Hotel Reviews

Find out more about Orangeville

Find out more about Orangeville

Orangeville Holiday Homes information

Number of reviews
Accommodation
103 Holiday Homes
Lowest Price
AU$188
Highest Price
AU$1,395

Explore a world of travel with Expedia

Explore a world of travel with Expedia