Orangeville Holiday Rentals

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Holiday Rentals in Orangeville

The Perfect Getaway

Orangeville
7.6 out of 10, Good, (5)
"Very clean and tidy. Description not accurate, it says 2 queen beds in each room but there was only 1. Host responded to my questions in a timely manner. I had stated there were 3 guests arriving but we had to ask for more towels, which came fairly quickly. Table is slightly broken but still workable. Futon not comfortable and I had to search for a blanket, no extra sheets for it. Coffee pods were a nice touch although the complementary refreshments consisted of a cream soda, bottle of water and...
United States
Sherry F.
The price is AU$303
includes taxes & fees
5 Dec - 6 Dec
The Perfect Getaway

Modern Cozy Getaway

Orangeville
10.0 out of 10, Exceptional, (1)
"It was great "
Canada
Joe
Modern Cozy Getaway

Entire place, Ground level walkout Basement with Huge backyard

Orangeville
7.2 out of 10, Good, (23)
"Stayed only for one night unfortunately. Great hosts and they ensured I had everything I needed."
Canada
G B.
The price is AU$185
includes taxes & fees
12 Dec - 13 Dec
Entire place, Ground level walkout Basement with Huge backyard

Spotless Bright Home By The Headwaters In Orangeville!

Orangeville
8.6 out of 10, Excellent, (9)
"The house was exactly as advertised, clean, very central to Orangeville, and checking in was a breeze. I would be more than happy to stay there again if the opportunity arises. The hostess was also very helpful and responsive."
Canada
Sandy H.
Spotless Bright Home By The Headwaters In Orangeville!

Century home 3 bed with Gas Fireplace/fenced yard and 5 minute walk to Broadway

Orangeville
10.0 out of 10, Exceptional, (17)
"We had a great stay here, clean, comfortable beds and an attentive host! "
Canada
Jeff P.
Century home 3 bed with Gas Fireplace/fenced yard and 5 minute walk to Broadway

Cozy & Spacious 4BR Orangeville Home w/Patio made for U! 10 min walk to Hospital

2.0 star property
Orangeville
Cozy & Spacious 4BR Orangeville Home w/Patio made for U! 10 min walk to Hospital

Newly Reno’d Basement Suite w/ Private Access—10 min walk to Headwaters Hospital

Orangeville
9.0 out of 10, Wonderful, (6)
"Very clean and comfortable. Lots of space. "
Canada
Roberta P.
The price is AU$510
includes taxes & fees
7 Dec - 8 Dec
Newly Reno’d Basement Suite w/ Private Access—10 min walk to Headwaters Hospital

Walk to Downtown or conservation area, 2 Bedroom home . Sleeps 4. Pets welcomed

Orangeville
10.0 out of 10, Exceptional, (11)
"Great stay"
United States
Bobby B.
Walk to Downtown or conservation area, 2 Bedroom home . Sleeps 4. Pets welcomed

Beautiful Bungalow on Grand River in Fergus.

Fergus
9.8 out of 10, Exceptional, (20)
"Great space with relaxing settings next to the Grand River"
Canada
Robert
The price is AU$443
includes taxes & fees
7 Dec - 8 Dec
Beautiful Bungalow on Grand River in Fergus.

Private Room in Brampton- Room 4

Brampton,
The price is AU$127
includes taxes & fees
8 Dec - 9 Dec
Private Room in Brampton- Room 4

VRBO 6 Queen Beds in 6 Bedrooms with 3 Bedrooms Having Attached Bath

2.0 star property
Brampton
The price is AU$872
includes taxes & fees
14 Dec - 15 Dec
VRBO 6 Queen Beds in 6 Bedrooms with 3 Bedrooms Having Attached Bath

Belwood Bunkie Escape & Spa minutes away from Elora

Belwood
10.0 out of 10, Exceptional, (6)
"Had an absolute wonderful time! Highly recommend this place will definitely come again! "
Canada
Franziska
The price is AU$266
includes taxes & fees
4 Dec - 5 Dec
Belwood Bunkie Escape & Spa minutes away from Elora

Bright Private Coach House | Above Ground

Brampton
10.0 out of 10, Exceptional, (2)
"It's so rare to find such a nice above ground apartment and at such a great price too. The apartment was beautiful, my family loved our stay and the host was wonderful and attentive."
Canada
Jeweson
Bright Private Coach House | Above Ground

Luxury 5-Bed Home w/ Office & 5 Baths | Peaceful Caledon Escape

2.0 star property
caledon
Luxury 5-Bed Home w/ Office & 5 Baths | Peaceful Caledon Escape

Luxury Chic 2BED End Unit in Central Brampton

Brampton
2.0 out of 10, (1)
"This unit was not as advertised - nowhere near luxury or chic. Photo was deceiving as unit was way underground and was old and tired. I ended up not staying there at all and forfeited the money I paid! "
Canada
JENNING N.
Luxury Chic 2BED End Unit in Central Brampton

Luxury Suite

Brampton
8.0 out of 10, Very good, (6)
"The name says it all, Luxury Suite. Very nice and comfortable."
Canada
Brian
The price is AU$218
includes taxes & fees
2 Dec - 3 Dec
Luxury Suite

luxurious residence characterized by high-quality materials.

Brampton
6.4 out of 10, (5)
"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 AU$364
includes taxes & fees
2 Dec - 3 Dec
luxurious residence characterized by high-quality materials.

Beautiful New Build by Elora

Fergus
8.2 out of 10, Very good, (12)
"Do not stay here. We arrived at midnight with outside temperature at -5 deg C. The furnace was off and the house was 5 deg C. We slept in our winter coats, boots and touques in beds with no blankets or top sheets. The coffee maker was full of moldy coffee grounds. The ice maker had a foot long curly black hair. Half eaten blizzards in the freezer. Fridge was filthy and also full of dead fruit flies. We had no toilet paper, paper towel or cleaning spray. The washing machine was full of moldy...
Canada
Terri
The price is AU$399
includes taxes & fees
8 Dec - 9 Dec
Beautiful New Build by Elora

Beautiful and unique apartment. Quick Access to Greater Toronto Area GTA.

Brampton
8.0 out of 10, Very good, (4)
"Pleasant "
United States
Linda S.
The price is AU$223
includes taxes & fees
2 Dec - 3 Dec
Beautiful and unique apartment. Quick Access to Greater Toronto Area GTA.

Gorgeous cozy cottage besides a bustling stream, surrounded by gorgeous greenery

Orangeville
8.8 out of 10, Excellent, (15)
"It rained most of the time there so the small cottage seemed to shrink. The scenery outside was beyond wonderful… the stream…the pathways the out building. The hostess was very interesting and gracious."
Canada
Christina R.
Gorgeous cozy cottage besides a bustling stream, surrounded by gorgeous greenery
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 favourite 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 depend 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 AU$127 per night. Entering your travel dates in the search wizard might find you 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 Perfect Getaway: This highly rated holiday home rental in Orangeville is equipped with a fireplace, air conditioning and laundry facilities to help you feel comfortable during your stay. Kitchen amenities such as a stovetop and a microwave can make your holiday run smoothly. Some other homes for rent in Orangeville include Entire place, Ground level walkout Basement with Huge backyard and Spotless Bright Home By The Headwaters In Orangeville!.

How many holiday rentals are there in Orangeville?

Expedia has 12 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.