Holiday Rentals in Orangeville

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Holiday Rentals in Orangeville

Entire place, Ground level walkout Basement with Huge backyard

7.2 out of 10, Good, (22)
"Stayed only for one night unfortunately. Great hosts and they ensured I had everything I needed."
The price is €106
includes taxes & fees
5 Oct - 6 Oct
Entire place, Ground level walkout Basement with Huge backyard

Spotless Bright Home By The Headwaters In Orangeville!

8.4 out of 10, Very good, (7)
"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 €284
includes taxes & fees
5 Oct - 6 Oct
Spotless Bright Home By The Headwaters In Orangeville!

The Perfect Getaway

6.8 out of 10, (3)
"This place was perfect for us attending a wedding nearby . The place was spotless, enough clean towels , water in fridge , cookies, coffee pods , Ketchup and condiment pkgs in the fridge.A very thoughtful host, thought of everything.Whilst booking i had a few questions and Britney answered them in a timely manner.Loved our stay . Would go back again if in the area in a heartbeat "
The price is €157
includes taxes & fees
6 Oct - 7 Oct
The Perfect Getaway

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

9.0 out of 10, Wonderful, (6)
"Orangeville is a great town, this property is located SE side of town near the hospital but great easy access to town. Property Manager was very easy to get a hold of no major issues for our stay. I do suggest bringing paper towels or napkins was not able to locate on the property."
The price is €272
includes taxes & fees
5 Oct - 6 Oct
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

10.0 out of 10, Exceptional, (9)
"Very nice house, easily walkable to grocery etc."
Walk to Downtown or conservation area, 2 Bedroom home . Sleeps 4. Pets welcomed

Belwood Bunkie Escape & Spa minutes away from Elora

10.0 out of 10, Exceptional, (6)
"Had an absolute wonderful time! Highly recommend this place will definitely come again! "
The price is €151
includes taxes & fees
6 Oct - 7 Oct
Belwood Bunkie Escape & Spa minutes away from Elora

Beautiful Bungalow on Grand River in Fergus.

9.8 out of 10, Exceptional, (15)
"Host were wonderful, quick response, place was beautiful. "
The price is €251
includes taxes & fees
5 Oct - 6 Oct
Beautiful Bungalow on Grand River in Fergus.

Glamping by Lavender Farm, Brewery, Mono Cliffs, Hockley Valley

10.0 out of 10, Exceptional, (9)
"This place is amazing would highly recommend "
The price is €147
includes taxes & fees
7 Oct - 8 Oct
Glamping by Lavender Farm, Brewery, Mono Cliffs, Hockley Valley

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

8.6 out of 10, Excellent, (14)
"Very relaxing just wanted to recharge was perfect to cozy up and watch a movie or two "
Gorgeous cozy cottage besides a bustling stream, surrounded by gorgeous greenery

Bright Private Coach House | Above Ground

10.0 out of 10, Exceptional, (1)
"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."
Bright Private Coach House | Above Ground

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

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

Forest Cabin

9.4 out of 10, Exceptional, (3)
"Quiet and cozy cabin. Host prepared loads of stuffs for us to enjoy a gathering time. Really nice place for us! "
Forest Cabin

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 €526
includes taxes & fees
5 Oct - 6 Oct
Hills and Valleys of Silver Creek – A Timeless 5 Bedroom Century Home Retreat.

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

8.0 out of 10, Very good, (4)
"Pleasant "
The price is €127
includes taxes & fees
5 Oct - 6 Oct
Beautiful and unique apartment. Quick Access to Greater Toronto Area GTA.

Studio Apartment in the heart of Caledon

8.6 out of 10, Excellent, (4)
"Beautiful flat !"
Studio Apartment in the heart of Caledon

luxurious residence characterized by high-quality materials.

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. "
The price is €207
includes taxes & fees
17 Oct - 18 Oct
luxurious residence characterized by high-quality materials.

Luxury Chic 2BED End Unit in Central 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! "
The price is €118
includes taxes & fees
17 Oct - 18 Oct
Luxury Chic 2BED End Unit in Central Brampton

Alton Riverside Cottage Retreat - 2 mins from Alton Mill, Millcroft, Osprey Golf

10.0 out of 10, Exceptional, (11)
"Gorgeous spot to stay! Beautiful views from the kitchen/living room. Close to great restaurants/cafes. Owner was very quick to respond and the place was very clean. "
The price is €301
includes taxes & fees
6 Oct - 7 Oct
Alton Riverside Cottage Retreat - 2 mins from Alton Mill, Millcroft, Osprey Golf

Beautiful New Build by Elora

8.6 out of 10, Excellent, (8)
"Affordable, comfortable stay in Fergus. Home is well equipped for an easy stress free stay. Communication with host was great. Would highly recommend. "
Beautiful New Build by Elora

2Bdrm Basement Apartment Available In A Nice Neighborhood

6.8 out of 10, (3)
"It was great!"
The price is €161
includes taxes & fees
17 Oct - 18 Oct
2Bdrm Basement Apartment Available In A Nice Neighborhood
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

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, apart-hotels, 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 €106 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?

Entire place, Ground level walkout Basement with Huge backyard: This highly rated holiday home rental in Orangeville has air conditioning and WiFi 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. Our travellers also rate The Perfect Getaway as a favourite home for rent in Orangeville.

How many holiday rentals are there in Orangeville?

Expedia has 9 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. Hockley Valley Resort and Osprey Valley Golf 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.