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$188
includes taxes & fees
19 Aug - 20 Aug
Entire place, Ground level walkout Basement with Huge backyard

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$280
includes taxes & fees
19 Aug - 20 Aug
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
22 Aug - 23 Aug
Spotless Bright Home By The Headwaters In Orangeville!

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

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

The Caledon Retreat

10.0 out of 10, Exceptional, (2)
"amazing stay , great communication, beautiful house , had many assets to make your stay comfortable will definitely be coming back !"
The price is AU$1,017
includes taxes & fees
19 Aug - 20 Aug
The Caledon Retreat

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

8.4 out of 10, Very good, (12)
"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

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 AU$271
includes taxes & fees
19 Aug - 20 Aug
Belwood Bunkie Escape & Spa minutes away from Elora

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

10.0 out of 10, Exceptional, (7)
"This place is amazing would highly recommend "
The price is AU$269
includes taxes & fees
19 Aug - 20 Aug
Glamping by Lavender Farm, Brewery, Mono Cliffs, Hockley Valley

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. "
Hills and Valleys of Silver Creek – A Timeless 5 Bedroom Century Home Retreat.

Beautiful Bungalow on Grand River in Fergus.

9.8 out of 10, Exceptional, (9)
"Beautiful view of the river and wonderful hosts."
The price is AU$377
includes taxes & fees
21 Aug - 22 Aug
Beautiful Bungalow on Grand River in Fergus.

Tamarack Trails - Wilderness Cabin

Tamarack Trails - Wilderness Cabin

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

8.0 out of 10, Very good, (4)
"Pleasant "
The price is AU$227
includes taxes & fees
28 Aug - 29 Aug
Beautiful and unique apartment. Quick Access to Greater Toronto Area GTA.

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$211
includes taxes & fees
30 Aug - 31 Aug
Luxury Chic 2BED End Unit in Central Brampton

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

The price is AU$1,387
includes taxes & fees
15 Sept - 16 Sept
6-bedroom house in enchanting Caledon Village with WiFi, AC, fitness equipment

Lakeview resort style suite (Twin or King)

9.2 out of 10, Wonderful, (5)
"Very friendly host. Quiet, peaceful surroundings. Nice galley kitchen. Enjoyed the lake access for sitting around and for fishing. "
The price is AU$227
includes taxes & fees
7 Sept - 8 Sept
Lakeview resort style suite (Twin or King)

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

Your Luxurious Caledon escape close to everywhere

The price is AU$291
includes taxes & fees
25 Aug - 26 Aug
Your Luxurious Caledon escape close to everywhere
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 high-speed Internet access 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 The Perfect Getaway and Spotless Bright Home By The Headwaters 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.