Holiday Rentals in Orangeville

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Holiday Rentals in Orangeville

A bright & modern urban studio

10.0 out of 10, Exceptional, (8)
"What a gorgeous place to stay! Everything was at our doorstep. We felt so relaxed and at ease. Everything was great and we’d highly recommend staying here"
A bright & modern urban studio

Newly Renovated Basement w/ Private Entrance, 5 mins 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."
Newly Renovated Basement w/ Private Entrance, 5 mins walk to Headwaters Hospital

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

10.0 out of 10, Exceptional, (12)
"The unit was very close to the church and reception venue. It was clean and comfortable. brother "
Century home 3 bed with Gas Fireplace/fenced yard and 5 minute walk to Broadway

Fully Furnished 2 Bedroom home . Sleeps 4. Pets welcomed

10.0 out of 10, Exceptional, (7)
"We came out to visit our daughter and her family. The location was great. Close to shopping and downtown. Easy to get around from this location and close to highway. We will book again for our next visit."
Fully Furnished 2 Bedroom home . Sleeps 4. Pets welcomed

Entire place, Ground level walkout Basement with Huge backyard

7.4 out of 10, Good, (16)
"We stayed here for almost a month and amd had gteat time.lots of open space, big tv woth 1000 of channels and move, beautiful bathroom. 2 big beds with 2 nice. Big couchs. Owner friendly amd easy to worl with.highly recommond. "
The price is €145
includes taxes & fees
4 Jan - 5 Jan 2025
Entire place, Ground level walkout Basement with Huge backyard

Entire top floor huge 1 bedroom apt private entry!

5.4 out of 10, (3)
"The house was clean and the host was very accommodating!"
Entire top floor huge 1 bedroom apt private entry!

A bright & chic 2 bedroom urban apartment

10.0 out of 10, Exceptional, (2)
"Aimee and Andrew are fantastic! The home is so the home away from home feeling. It was very clean and we had more than we needed and high quality in comparison to what other places we have stayed have in the past. They truly go above and beyond for you. Thank you guys for making our stay fantastic and we cant wait to come back and stay again."
A bright & chic 2 bedroom urban apartment

Holiday house Brampton for 1 - 10 persons with 6 bedrooms - Holiday home

10.0 out of 10, Exceptional, (1)
"It was really great and the host was very welcoming "
The price is €438
includes taxes & fees
27 Dec - 28 Dec
Holiday house Brampton for 1 - 10 persons with 6 bedrooms - Holiday home

Paradise Suites - Peaceful Getaway

10.0 out of 10, Exceptional, (3)
"We enjoyed this house very much. House was very clean and well furnished. I highly recommend this house."
The price is €686
includes taxes & fees
26 Dec - 27 Dec
Paradise Suites - Peaceful Getaway

Luxury Estate Home getaway in Caledon, Pet Friendly

7.0 out of 10, Good, (7)
"We had an amazing stay at this house, everything we needed was provided and we were able to spend the night."
Luxury Estate Home getaway in Caledon, Pet Friendly

*Luxury Retreat* 100-Acre Estate With Indoor Pool in East Garafax Ontario!

The price is €2,066
includes taxes & fees
24 Dec - 25 Dec
*Luxury Retreat* 100-Acre Estate With Indoor Pool in East Garafax Ontario!

Charming Rural Getaway - close to hiking and skiing

10.0 out of 10, Exceptional, (76)
"Had a wonderful time at the cabin for a few days. Enjoyed the beautiful hiking trails in the area that the host (Taria) suggested. Cabin had everything you needed to make it feel like a home away from home. Loved sampling some of their homemade maple syrup from the farm. Definitely recommend!!"
Charming Rural Getaway - close to hiking and skiing

Charming Haven @Snelgrove !!

4.0 out of 10, (2)
"Clean. Owner was very attentive and nice. Need to improve bedding."
The price is €206
includes taxes & fees
24 Dec - 25 Dec
Charming Haven @Snelgrove !!

2 bedroom legal basement apartment with full bath, including private entrance

6.0 out of 10, (2)
"The basement is very nice, clean and easy access, Host was very helpful. We had enjoyed our stay. I will recommend the place. "
2 bedroom legal basement apartment with full bath, including private entrance

2 Bedroom Apartment - A Full space with access to backyard, patio, and firepit

8.0 out of 10, Very good, (2)
"We enjoyed the stay, Clean, Comfortable and easy to find"
The price is €224
includes taxes & fees
24 Dec - 25 Dec
2 Bedroom Apartment - A Full space with access to backyard, patio, and firepit

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

8.0 out of 10, Very good, (4)
"Pleasant "
The price is €140
includes taxes & fees
24 Dec - 25 Dec
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, (1)
The price is €706
includes taxes & fees
24 Dec - 25 Dec
Amazing Fun Place With 6 Beds 3.5 Bath Home Having 14 People Sleeping Capacity

Hockley “Hidden Treasure”Tis the Season!! Fully decorated for the Holidays !

10.0 out of 10, Exceptional, (27)
"We really enjoyed the house, pool and hot tub. There was lots of space and the house has a great cottage feel. Will definitely be back."
Hockley “Hidden Treasure”Tis the Season!! Fully decorated for the Holidays !

Hockley Riverside Cottage • Loft & Bunkie

10.0 out of 10, Exceptional, (18)
"Perfect spot for a few friends or a quiet getaway."
Hockley Riverside Cottage • Loft & Bunkie

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."
Luxury Suite
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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Other types of properties in Orangeville you may be interested in

Best Western Plus Orangeville Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (720)
"Rooms very cold"
The price is €188
includes taxes & fees
5 Jan - 6 Jan 2025
Best Western Plus Orangeville Inn & Suites

Atlanta Motel

2.0 star property
6.8 out of 10, (139)
"The room was clean and comfy. "
Atlanta Motel

Newly Renovated Basement w/ Private Entrance, 5 mins 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."
Newly Renovated Basement w/ Private Entrance, 5 mins walk to Headwaters Hospital
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.

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?

Century home 3 bed with Gas Fireplace/fenced yard and 5 minute walk to Broadway: This highly rated holiday home rental in Orangeville is located in the city centre, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games. Some other homes for rent in Orangeville include Fully Furnished 2 Bedroom home . Sleeps 4. Pets welcomed and Entire place, Ground level walkout Basement with Huge backyard.

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. 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.