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Top Holiday Rentals in Orangeville

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 £98
includes taxes & fees
13 Jul - 14 Jul
Entire place, Ground level walkout Basement with Huge backyard

Serenity in the Hills - Charming 1-bdrm house w WiFi and Hot Tub in Orangeville

9.2 out of 10, Wonderful, (7)
"Clean, convenient, and wonderful host."
The price is £123
includes taxes & fees
17 Jul - 18 Jul
Serenity in the Hills - Charming 1-bdrm house w WiFi and Hot Tub in Orangeville

Newly Reno’d Basement Suite w/ Private Access—5 min walk to Headwaters Hospital!

8.6 out of 10, Excellent, (4)
"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 £223
includes taxes & fees
13 Jul - 14 Jul
Newly Reno’d Basement Suite w/ Private Access—5 min walk to Headwaters Hospital!

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 £250
includes taxes & fees
13 Jul - 14 Jul
Spotless Bright Home By The Headwaters In Orangeville!

The Perfect Getaway

The price is £150
includes taxes & fees
20 Jul - 21 Jul
The Perfect Getaway

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

10.0 out of 10, Exceptional, (8)
"Very nice house, easily walkable to grocery etc."
Walk to Downtown or conservation area, 2 Bedroom home . Sleeps 4. Pets welcomed

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

10.0 out of 10, Exceptional, (16)
"We had a great stay here, clean, comfortable beds and an attentive host! "
Century home 3 bed with Gas Fireplace/fenced yard and 5 minute walk to Broadway

A bright & modern urban studio

10.0 out of 10, Exceptional, (10)
"The place was very clean. The bed was comfortable. It was close to the Jazz Festival where we went to, so we didn't spend much time inside. We only stayed ine night because we had to visit friends in Mono."
A bright & modern urban studio

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

8.8 out of 10, Excellent, (10)
"This is such a beautiful little house, it really feels like your deep in the woods but in reality you're down the street from grocery stores! Would absolutely book again, and hope to in the future!"
Gorgeous cozy cottage besides a bustling stream, surrounded by gorgeous greenery

Beautiful Bungalow on Grand River in Fergus.

9.8 out of 10, Exceptional, (8)
"The grounds were lovely and created a great deal of privacy and serenity. Accommodations were clean and comfortable and the kitchen was well equipped. The location, close to Ferguson, made getting to shops and interesting restaurants quite easy. We would definitely return and plan to stay longer! "
The price is £184
includes taxes & fees
10 Aug - 11 Aug
Beautiful Bungalow on Grand River in Fergus.

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

10.0 out of 10, Exceptional, (1)
"This place is amazing would highly recommend "
The price is £152
includes taxes & fees
14 Jul - 15 Jul
Pet Friendly Glamping by Lavender Farm, Brewery, Mono Cliffs, Hockley Valley

Luxury Suite

8.0 out of 10, Very good, (5)
"A co worker and myself stayed here for our out of town job. With the renovations, two bedroom kitchen and separate entrance this was the perfect place. Beats a hotel room any time! Also our host was quick to reply to any of our questions. If we are ever in town for another job we are definitely booking here again."
The price is £108
includes taxes & fees
15 Jul - 16 Jul
Luxury Suite

“The Hockley Hideaway”, sharing our unique property for your unique experiences❤️

10.0 out of 10, Exceptional, (35)
"This property and location is the perfect place to stay as gorgeous inside as it is out. We and our two dogs were more than comfortable and hope to return again soon."
“The Hockley Hideaway”, sharing our unique property for your unique experiences❤️

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

8.0 out of 10, Very good, (4)
"Pleasant "
The price is £111
includes taxes & fees
13 Jul - 14 Jul
Beautiful and unique apartment. Quick Access to Greater Toronto Area GTA.

Amazing Fun Place With 6 Beds 3.5 Bath Home Having 14 People Sleeping Capacity

10.0 out of 10, Exceptional, (2)
The price is £533
includes taxes & fees
15 Jul - 16 Jul
Amazing Fun Place With 6 Beds 3.5 Bath Home Having 14 People Sleeping Capacity

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

9.8 out of 10, Exceptional, (9)
"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 £241
includes taxes & fees
22 Jul - 23 Jul
Alton Riverside Cottage Retreat - 2 mins from Alton Mill, Millcroft, Osprey Golf

Hidden Gem! Charming rural getaway close to hiking/skiing/biking. Dog friendly!

10.0 out of 10, Exceptional, (83)
"A beautiful cottage with amazing hosts! Thank you Taria for another relaxing stay."
Hidden Gem! Charming rural getaway close to hiking/skiing/biking. Dog friendly!

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 £103
includes taxes & fees
21 Jul - 22 Jul
Luxury Chic 2BED End Unit in Central Brampton

Luxury Comfort and Convenience

3.0 star property
2.0 out of 10, (1)
Luxury Comfort and Convenience

Belwood Bunkie Escape & Spa minutes away from Elora

10.0 out of 10, Exceptional, (3)
"We enjoyed our stay at this beautiful bunkie. Its relazing and private with a wonderful outdoor space and fire pit all to yourself. A nice escape from the city! "
The price is £143
includes taxes & fees
14 Jul - 15 Jul
Belwood Bunkie Escape & Spa minutes away from Elora
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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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. Some other homes for rent in Orangeville include Serenity in the Hills - Charming 1-bdrm house w WiFi and Hot Tub in Orangeville and Spotless Bright Home By The Headwaters In Orangeville!.

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. 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.