Orangeville Vacation Rentals

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Our top choices for Orangeville vacation rentals

7.2 out of 10, Good, (25)
"Great location Good communication from host Room was a little cool"
Canada
Michael
$107 nightly
The price is $121
Dec 29 - Dec 30
Total with taxes and fees
Entire place, Ground level walkout Basement with Huge backyard

Vacation Home in Orangeville

The Perfect Getaway
7.6 out of 10, Good, (5)
"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.
$133 nightly
The price is $150
Jan 7 - Jan 8, 2026
Total with taxes and fees
The Perfect Getaway
8.6 out of 10, Excellent, (9)
"Great place to stay … recommend it "
Canada
Kim A.
$293 nightly
The price is $331
Jan 6 - Jan 7, 2026
Total with taxes and fees
Spotless Bright Home By The Headwaters In Orangeville!

Apartment in Brampton,

Private Room in Brampton- Room 4
$73 nightly
The price is $82
Jan 5 - Jan 6, 2026
Total with taxes and fees
Private Room in Brampton- Room 4
8.6 out of 10, Excellent, (4)
"Beautiful flat !"
Canada
Jaivyn
$78 nightly
The price is $88
Jan 5 - Jan 6, 2026
Total with taxes and fees
Studio Apartment in the heart of Caledon
$109 nightly
The price is $123
Jan 7 - Jan 8, 2026
Total with taxes and fees
Cozy One-bedroom Walkout Apartment with Living Area & full kitchen- Entire Home
$105 nightly
The price is $118
Dec 29 - Dec 30
Total with taxes and fees
Lakeside Private suite (Queen bed room)
10.0 out of 10, Exceptional, (6)
"Had an absolute wonderful time! Highly recommend this place will definitely come again! "
Canada
Franziska
$155 nightly
The price is $175
Dec 30 - Dec 31
Total with taxes and fees
Belwood Bunkie Escape & Spa minutes away from Elora

Apartment in Brampton

The Refresh Stream
$231 nightly
The price is $261
Jan 7 - Jan 8, 2026
Total with taxes and fees
The Refresh Stream
8.0 out of 10, Very Good, (4)
"Pleasant "
United States
Linda S.
$129 nightly
The price is $146
Jan 7 - Jan 8, 2026
Total with taxes and fees
Beautiful and unique apartment. Quick Access to Greater Toronto Area GTA.
10.0 out of 10, Exceptional, (6)
"Lovely private basement apartment. We particularly enjoyed the outdoor patio. Hosts were friendly and helpful. "
United States
Janice C.
$201 nightly
The price is $227
Jan 5 - Jan 6, 2026
Total with taxes and fees
Walkout Basement with Private Entrance

Apartment in Brampton

Luxury Suite
8.0 out of 10, Very Good, (6)
"The name says it all, Luxury Suite. Very nice and comfortable."
Canada
Brian
$137 nightly
The price is $155
Jan 26 - Jan 27, 2026
Total with taxes and fees
Luxury Suite

Apartment in Brampton

Fully private basement
2.0 star property
$104 nightly
The price is $118
Jan 5 - Jan 6, 2026
Total with taxes and fees
Fully private basement

Vacation Home in Erin

Bright and Cozy Tiny Pine House
$104 nightly
The price is $117
Jan 12 - Jan 13, 2026
Total with taxes and fees
Bright and Cozy Tiny Pine House
2.0 star property
$245 nightly
The price is $277
Jan 7 - Jan 8, 2026
Total with taxes and fees
Spacious 3BR Home | Sleeps 8 | Central Brampton

Vacation Home in Brampton

Fastbear 2
$317 nightly
The price is $359
Jan 7 - Jan 8, 2026
Total with taxes and fees
Fastbear 2

Vacation Home in Fergus

Beautiful New Build by Elora
8.0 out of 10, Very Good, (14)
"Great place to stay!"
United States
Joey M.
$237 nightly
The price is $268
Jan 21 - Jan 22, 2026
Total with taxes and fees
Beautiful New Build by Elora
9.8 out of 10, Exceptional, (20)
"Great space with relaxing settings next to the Grand River"
Canada
Robert
$260 nightly
The price is $293
Jan 2 - Jan 3, 2026
Total with taxes and fees
Beautiful Bungalow on Grand River in Fergus.
$268 nightly
The price is $302
Jan 7 - Jan 8, 2026
Total with taxes and fees
Good closer to Pizaa, grocery, bus stop
8.0 out of 10, Very Good, (3)
"Beautiful home, very clean and comfortable. Would definitely stay again!"
Canada
Nancy B.
$289 nightly
The price is $327
Jan 5 - Jan 6, 2026
Total with taxes and fees
Charming Erin Country House near downtown
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

Find out more about Orangeville

Everything you need to know about Orangeville vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Orangeville vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Orangeville vacation 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 low season months. For more hustle and bustle, you may prefer to visit Orangeville in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $82 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Orangeville rentals

At Expedia, we put the best Orangeville vacation 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 vacation.

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 vacation rentals in Orangeville?

Yes, we give you a choice of vacation rentals close to the most popular attractions in Orangeville, or you can choose a more secluded option if you want a relaxing place to 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 vacation rentals in Orangeville?

Entire place, Ground level walkout Basement with Huge backyard: This highly rated vacation home rental in Orangeville has air-conditioning and high-speed internet access to help you feel perfectly comfortable in your new surroundings. Kitchen amenities like a fridge and a microwave can make your vacation run smoothly. Our travelers also rate The Perfect Getaway as a favorite home for rent in Orangeville.

How many vacation rentals are there in Orangeville?

Expedia has 11 vacation 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 larger area.

What’s a vacation rental in Orangeville like?

Vacation rentals are privately owned properties you can stay in for a few weeks or just a few days in Orangeville. Vacation rentals offer amenities like kitchens and laundry facilities so you'll have a home away from home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of privacy away from public hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for a family getaway.