A cityscape with a mix of historic and modern buildings, a parking lot, and a river in the background.

Orangeville Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Orangeville holiday rentals

Entire place, Ground level walkout Basement with Huge backyard

Entire place, Ground level walkout Basement with Huge backyard
Orangeville
7.2 out of 10, Good, (32 reviews)
"Loved our accommodations! Exactly what we were looking for! Will book next year! Thank you!"
Canada
Darlene M
The price is NZ$204
includes taxes & fees
19 June - 20 June
Entire place, Ground level walkout Basement with Huge backyard

A bright & chic 2 bedroom urban apartment

A bright & chic 2 bedroom urban apartment
Orangeville
9.8 out of 10, Exceptional, (8 reviews)
The price is NZ$270
includes taxes & fees
29 June - 30 June
A bright & chic 2 bedroom urban apartment

Cozy Basement Apartment (700 sq ft) with Full Kitchen

Cozy Basement Apartment (700 sq ft) with Full Kitchen
Orangeville
The price is NZ$257
includes taxes & fees
25 June - 26 June
Cozy Basement Apartment (700 sq ft) with Full Kitchen

Spacious Cozy 4BR Orangeville Home w/Deck! 10-minute walk to Headwaters Hospital

Spacious Cozy 4BR Orangeville Home w/Deck! 10-minute walk to Headwaters Hospital
Orangeville
The price is NZ$559
includes taxes & fees
18 June - 19 June
Spacious Cozy 4BR Orangeville Home w/Deck! 10-minute walk to Headwaters Hospital

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$442
includes taxes & fees
18 June - 19 June
The Perfect Getaway

Romantic Glamping at Mono Hillside retreat, with outstanding views.

Romantic Glamping at Mono Hillside retreat, with outstanding views.
Mono
The price is NZ$378
includes taxes & fees
18 June - 19 June
Romantic Glamping at Mono Hillside retreat, with outstanding views.

Walkout Basement with Private Entrance

Walkout Basement with Private Entrance
Rosedale Village
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$407
includes taxes & fees
28 June - 29 June
Walkout Basement with Private Entrance

Peaceful country home on 25 acres of wooded land

Peaceful country home on 25 acres of wooded land
Loretto
The price is NZ$917
includes taxes & fees
23 June - 24 June
Peaceful country home on 25 acres of wooded land

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, (12 reviews)
"Great little off the beaten path stopover"
Canada
Garret
The price is NZ$245
includes taxes & fees
23 June - 24 June
Cozy Belwood Bunkie Retreat - 10 Min to Elora Gorge

Lakeside Private suite (Queen bed room)

Lakeside Private suite (Queen bed room)
Loretto
9.0 out of 10, Wonderful, (2 reviews)
"We really enjoyed our stay, the place was clean and comfortable. Thank you so much."
Canada
Michael W.
The price is NZ$205
includes taxes & fees
18 June - 19 June
Lakeside Private suite (Queen bed room)

Studio Apartment in the heart of Caledon

Studio Apartment in the heart of Caledon
CALEDON EAST
8.4 out of 10, Very good, (5 reviews)
"Beautiful flat !"
Canada
Jaivyn
The price is NZ$150
includes taxes & fees
28 June - 29 June
Studio Apartment in the heart of Caledon

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$246
includes taxes & fees
18 June - 19 June
Lakeview private suite with kitchen (Twin or King)

Bright and Cozy Tiny Pine House

Bright and Cozy Tiny Pine House
Erin
The price is NZ$191
includes taxes & fees
18 June - 19 June
Bright and Cozy Tiny Pine House

The Refresh Stream

The Refresh Stream
Sandalwood West
The price is NZ$425
includes taxes & fees
18 June - 19 June
The Refresh Stream

Luxury Suite

Luxury Suite
Mount Royal
7.6 out of 10, Good, (8 reviews)
"The name says it all, Luxury Suite. Very nice and comfortable."
Canada
Brian
The price is NZ$235
includes taxes & fees
18 June - 19 June
Luxury Suite

Beautiful Bungalow on Grand River in Fergus.

Beautiful Bungalow on Grand River in Fergus.
Fergus
9.8 out of 10, Exceptional, (22 reviews)
"Great place!"
Canada
Lariska
The price is NZ$481
includes taxes & fees
18 June - 19 June
Beautiful Bungalow on Grand River in Fergus.

Forest Getaway

Forest Getaway
New Tecumseth
The price is NZ$496
includes taxes & fees
21 June - 22 June
Forest Getaway

Peaceful Forest Retreat with Fire Pit and BBQ Near Mansfield Ski Club

Peaceful Forest Retreat with Fire Pit and BBQ Near Mansfield Ski Club
Mulmur
The price is NZ$422
includes taxes & fees
18 June - 19 June
Peaceful Forest Retreat with Fire Pit and BBQ Near Mansfield Ski Club

Beautiful New Build by Elora

Beautiful New Build by Elora
Fergus
8.0 out of 10, Very good, (15 reviews)
"Great place to stay!"
United States
Joey M.
The price is NZ$530
includes taxes & fees
22 June - 23 June
Beautiful New Build by Elora

Charming Erin Country House near downtown

Charming Erin Country House near downtown
Erin
7.2 out of 10, Good, (7 reviews)
"Beautiful home, very clean and comfortable. Would definitely stay again!"
Canada
Nancy B.
The price is NZ$491
includes taxes & fees
22 June - 23 June
Charming Erin Country House near downtown
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

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$191 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. 

Explore a world of travel with Expedia

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?

Entire place, Ground level walkout Basement with Huge backyard: This highly rated holiday home rental in Orangeville has air conditioning and cable TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities such as a fridge and a microwave can make your holiday run smoothly.

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.