Orangeville Holiday Rentals

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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 AU$196
includes taxes & fees
15 Aug - 16 Aug
Entire place, Ground level walkout Basement with Huge backyard

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

9.0 out of 10, Wonderful, (8)
"Clean, convenient, and wonderful host."
Serenity in the Hills - Charming 1-bdrm house w WiFi and Hot Tub in Orangeville

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

The Perfect Getaway

The price is AU$255
includes taxes & fees
29 July - 30 July
The Perfect Getaway

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 AU$509
includes taxes & fees
29 July - 30 July
Spotless Bright Home By The Headwaters In Orangeville!

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

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

9.0 out of 10, Wonderful, (11)
"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 AU$377
includes taxes & fees
30 July - 31 July
Beautiful Bungalow on Grand River in Fergus.

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

10.0 out of 10, Exceptional, (3)
"This place is amazing would highly recommend "
The price is AU$293
includes taxes & fees
29 July - 30 July
Pet Friendly Glamping by Lavender Farm, Brewery, Mono Cliffs, Hockley Valley

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

10.0 out of 10, Exceptional, (37)
"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❤️

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 AU$537
includes taxes & fees
10 Aug - 11 Aug
Alton Riverside Cottage Retreat - 2 mins from Alton Mill, Millcroft, Osprey Golf

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 AU$220
includes taxes & fees
4 Aug - 5 Aug
Luxury Suite

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 AU$1,087
includes taxes & fees
29 July - 30 July
Amazing Fun Place With 6 Beds 3.5 Bath Home Having 14 People Sleeping Capacity

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 AU$225
includes taxes & fees
28 Aug - 29 Aug
Luxury Chic 2BED End Unit in Central Brampton

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!

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

8.0 out of 10, Very good, (4)
"Pleasant "
The price is AU$225
includes taxes & fees
30 July - 31 July
Beautiful and unique apartment. Quick Access to Greater Toronto Area GTA.

Charming 4-bedroom house in Caledon East with WiFi, AC

Charming 4-bedroom house in Caledon East with WiFi, AC

Luxury Comfort and Convenience

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

Paradise Suites - Peaceful Getaway

9.4 out of 10, Exceptional, (6)
"We enjoyed this house very much. House was very clean and well furnished. I highly recommend this house."
The price is AU$1,125
includes taxes & fees
6 Aug - 7 Aug
Paradise Suites - Peaceful Getaway
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

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.