Orangeville Holiday Rentals

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Our top choices for Orangeville holiday rentals

The Perfect Getaway

The Perfect Getaway
Orangeville
7.6 out of 10, Good, (5 reviews)
"Host was very helpful and responsive. "
Canada
Linda W.
The price is NZ$450
includes taxes & fees
8 May - 9 May
The Perfect Getaway

Entire place, Ground level walkout Basement with Huge backyard

Entire place, Ground level walkout Basement with Huge backyard
Orangeville
7.4 out of 10, Good, (28 reviews)
"Great location Good communication from host Room was a little cool"
Canada
Michael
The price is NZ$206
includes taxes & fees
8 May - 9 May
Entire place, Ground level walkout Basement with Huge backyard

Cozy Basement Apartment (700 sq ft) with Full Kitchen

Cozy Basement Apartment (700 sq ft) with Full Kitchen
Orangeville
The price is NZ$285
includes taxes & fees
17 May - 18 May
Cozy Basement Apartment (700 sq ft) with Full Kitchen

The Refresh Stream

The Refresh Stream
Brampton
The price is NZ$433
includes taxes & fees
3 May - 4 May
The Refresh Stream

Studio Apartment in the heart of Caledon

Studio Apartment in the heart of Caledon
CALEDON EAST
8.6 out of 10, Excellent, (4 reviews)
"Beautiful flat !"
Canada
Jaivyn
The price is NZ$151
includes taxes & fees
18 May - 19 May
Studio Apartment in the heart of Caledon

Cozy 3BR Caledon Bsmt Suite w/ Private Access & Basketball Court—Near Brampton!

Cozy 3BR Caledon Bsmt Suite w/ Private Access & Basketball Court—Near Brampton!
Caledon
8.4 out of 10, Very good, (11 reviews)
"It was a very good stay."
Canada
Sangita
Cozy 3BR Caledon Bsmt Suite w/ Private Access & Basketball Court—Near Brampton!

Beautiful Bungalow on Grand River in Fergus.

Beautiful Bungalow on Grand River in Fergus.
Fergus
9.8 out of 10, Exceptional, (21 reviews)
"Great place!"
Canada
Lariska
The price is NZ$496
includes taxes & fees
13 May - 14 May
Beautiful Bungalow on Grand River in Fergus.

Caledon Estate

Caledon Estate
CALEDON
7.0 out of 10, Good, (2 reviews)
"Amenities were in extremely bad condition. Poor cleanliness than before. Often a go to spot for us. We invited our family and friends. They were not please with our communication and also on the experience."
United States
Rajesh B.
The price is NZ$1,400
includes taxes & fees
3 May - 4 May
Caledon Estate

Walkout Basement with Private Entrance

Walkout Basement with Private Entrance
Brampton
10.0 out of 10, Exceptional, (6 reviews)
"We had a Great stay and felt very welcome. I would recommend this VRBO."
United States
mark h.
The price is NZ$416
includes taxes & fees
24 May - 25 May
Walkout Basement with Private Entrance

Cozy Belwood Bunkie Retreat - 10 Min to Elora Gorge

Cozy Belwood Bunkie Retreat - 10 Min to Elora Gorge
Belwood
9.4 out of 10, Exceptional, (10 reviews)
"Great little off the beaten path stopover"
Canada
Garret
The price is NZ$248
includes taxes & fees
5 May - 6 May
Cozy Belwood Bunkie Retreat - 10 Min to Elora Gorge

Lakeview private suite with kitchen (Twin or King)

Lakeview private suite with kitchen (Twin or King)
Loretto
8.6 out of 10, Excellent, (7 reviews)
"Beautiful spot to stay! Highly recommended "
United States
Patrick S.
The price is NZ$250
includes taxes & fees
3 May - 4 May
Lakeview private suite with kitchen (Twin or King)

2 Bedroom Apartment - A Full space with access to backyard, patio, and firepit

2 Bedroom Apartment - A Full space with access to backyard, patio, and firepit
Brampton
7.4 out of 10, Good, (3 reviews)
"Nice placeComfortable beds"
Canada
Michelle H.
2 Bedroom Apartment - A Full space with access to backyard, patio, and firepit

Cozy One-bedroom Walkout Apartment with Living Area & full kitchen- Entire Home

Cozy One-bedroom Walkout Apartment with Living Area & full kitchen- Entire Home
Brampton
The price is NZ$241
includes taxes & fees
4 May - 5 May
Cozy One-bedroom Walkout Apartment with Living Area & full kitchen- Entire Home

Perfect Group Getaway Large House with Style

Perfect Group Getaway Large House with Style
Bolton
The price is NZ$4,136
includes taxes & fees
3 May - 4 May
Perfect Group Getaway Large House with Style

Fastbear 2

Fastbear 2
Brampton
The price is NZ$599
includes taxes & fees
3 May - 4 May
Fastbear 2

Fall Nordic Cottage Retreat with Hot Tub 60 Minutes from City

Fall Nordic Cottage Retreat with Hot Tub 60 Minutes from City
Caledon
9.4 out of 10, Exceptional, (3 reviews)
"Would recommend, great spot."
Canada
Tim S.
The price is NZ$736
includes taxes & fees
5 May - 6 May
Fall Nordic Cottage Retreat with Hot Tub 60 Minutes from City

luxurious residence characterized by high-quality materials.

luxurious residence characterized by high-quality materials.
Brampton
6.4 out of 10, (5 reviews)
"We enjoyed our stay. Our host was very friendly and communicated with us effectively. She met us upon our arrival and showed us into the apartment. The apartment was beautifully decorated and clean. "
Canada
Holly
The price is NZ$488
includes taxes & fees
14 May - 15 May
luxurious residence characterized by high-quality materials.

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
10.0 out of 10, Exceptional, (2 reviews)
"Thank you for a wonderful stay!!"
Canada
Ashvin D.
The price is NZ$1,565
includes taxes & fees
4 May - 5 May
6-bedroom house in enchanting Caledon Village with WiFi, AC, fitness equipment

Beautiful Century Home close to Erin Estates Venue

Beautiful Century Home close to Erin Estates Venue
Erin
The price is NZ$1,159
includes taxes & fees
15 May - 16 May
Beautiful Century Home close to Erin Estates Venue
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.
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Top Orangeville Hotel Reviews

Find out more about Orangeville

Everything you need to know about Orangeville holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Orangeville holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Orangeville holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Orangeville holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Orangeville. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Orangeville holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Orangeville holiday rentals we have selected for you start as low as NZ$140 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Orangeville rentals

At Expedia, we put the best Orangeville holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Orangeville rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Orangeville holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Orangeville. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Orangeville?

Yes, there are holiday rentals close to the most popular sights in Orangeville, or you can select a more secluded option if you're looking for a relaxing stay. Orangeville is known for its hockey games and monuments. Make sure you have time to check out the ski areas and sightseeing tours during your trip.

What are some of the best holiday rentals that Orangeville has to offer?

“The Hockley Hideaway”, sharing our unique property for your unique experiences❤️: This holiday home rental outside of Orangeville is located on a river, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals are there in Orangeville?

Expedia has 10 holiday rentals for your stay in Orangeville.

What’s there to see and do in Orangeville?

Cultural attractions include Theatre Orangeville, whereas Island Lake Conservation Area is a spot to enjoy nature. Alton Mill Arts Centre and Hockley Valley Resort are a couple of places you'll find in the wider area.

What’s a holiday rental in Orangeville like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Orangeville. Holiday rentals provide amenities such as laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and busy front desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great option for a family trip.