Orangeville Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Holiday Rentals in Orangeville

The Perfect Getaway
7.6 out of 10, Good, (4)
"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 "
United States
Catherine S.
The price is NZ$341
includes taxes & fees
1 Nov - 2 Nov
The Perfect Getaway
Entire place, Ground level walkout Basement with Huge backyard
7.2 out of 10, Good, (23)
"Stayed only for one night unfortunately. Great hosts and they ensured I had everything I needed."
Canada
G B.
The price is NZ$260
includes taxes & fees
18 Nov - 19 Nov
Entire place, Ground level walkout Basement with Huge backyard
Spotless Bright Home By The Headwaters In Orangeville!
8.6 out of 10, Excellent, (8)
"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."
Canada
Ellen O.
The price is NZ$564
includes taxes & fees
3 Nov - 4 Nov
Spotless Bright Home By The Headwaters In Orangeville!
Newly Reno’d Basement Suite w/ Private Access—10 min walk to Headwaters Hospital
9.0 out of 10, Wonderful, (6)
"Very clean and comfortable. Lots of space. "
Canada
Roberta P.
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, (11)
"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."
United States
Lee M.
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, (17)
"Exactly as described, no surprises, instant communication by the very pleasant owner, would stay again and recommend to others. "
Canada
Jeffery S.
Century home 3 bed with Gas Fireplace/fenced yard and 5 minute walk to Broadway
Bright airy home in Orangeville
Bright airy home in Orangeville
Comfy & Spacious 4BR Family Home w/ Patio made for You! 10 min walk to Hospital
2.0 star property
Comfy & Spacious 4BR Family Home w/ Patio made for You! 10 min walk to Hospital
Glamping by Lavender Farm, Brewery, Mono Cliffs, Hockley Valley
10.0 out of 10, Exceptional, (11)
"It is an amazing place with paying attention to all details. super clean and cozy, very nice and unique setup and you will enjoy every second of your time in this beautiful place for sure. We loved it and will go back there again in future. "
Canada
Fardad
The price is NZ$389
includes taxes & fees
17 Nov - 18 Nov
Glamping by Lavender Farm, Brewery, Mono Cliffs, Hockley Valley
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."
United States
Paul J.
The price is NZ$1,246
includes taxes & fees
2 Nov - 3 Nov
Paradise Suites - Peaceful Getaway
Belwood Bunkie Escape & Spa minutes away from Elora
10.0 out of 10, Exceptional, (6)
"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! "
Canada
Christine S.
The price is NZ$300
includes taxes & fees
12 Nov - 13 Nov
Belwood Bunkie Escape & Spa minutes away from Elora
Bright Private Coach House | Above Ground
10.0 out of 10, Exceptional, (2)
"The suite was spacious and clean. The hosts were quick to respond and friendly. Thank you!"
United States
Anita
Bright Private Coach House | Above Ground
“The Hockley Hideaway”, sharing our unique property for your unique experiences❤️
10.0 out of 10, Exceptional, (43)
"Thisvis the best vrbo experience we have had. The hosts are superb and the property exceptional. "
Canada
Robert G.
“The Hockley Hideaway”, sharing our unique property for your unique experiences❤️
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 "
Canada
Darryl Andrew D.
Gorgeous cozy cottage besides a bustling stream, surrounded by gorgeous greenery
luxurious residence characterized by high-quality materials.
6.4 out of 10, (5)
"The host didnt get in contact with me to give us check in info, then as we are sitting outside their front door in 35 degree heat someone came home and slammed the door. As we were sitting outside on the phone with VRBO the host canceled our reservation which we had for 2 months. Very disappointing, still waiting for VRBO to rectify this disappointing trip."
Canada
Kristy T.
The price is NZ$411
includes taxes & fees
12 Nov - 13 Nov
luxurious residence characterized by high-quality materials.
Beautiful and unique apartment. Quick Access to Greater Toronto Area GTA.
8.0 out of 10, Very good, (4)
"Pleasant "
United States
Linda S.
The price is NZ$250
includes taxes & fees
8 Nov - 9 Nov
Beautiful and unique apartment. Quick Access to Greater Toronto Area GTA.
Private Estate Home In Caledon Ontario! *6 Acres*
7.0 out of 10, Good, (2)
"Not anything like was advertised, outside looked like an abandoned house."
Canada
peter
The price is NZ$1,523
includes taxes & fees
2 Nov - 3 Nov
Private Estate Home In Caledon Ontario! *6 Acres*
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! "
Canada
JENNING N.
Luxury Chic 2BED End Unit in Central Brampton
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. "
Canada
John J.
The price is NZ$941
includes taxes & fees
1 Nov - 2 Nov
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, (18)
"Beautiful view of the river and wonderful hosts."
Canada
Patti R.
The price is NZ$499
includes taxes & fees
12 Nov - 13 Nov
Beautiful Bungalow on Grand River in Fergus.
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Orangeville Hotel Reviews

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, 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 NZ$250 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. 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 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.