A cityscape with a mix of historic and modern buildings, a parking lot, and a river in the background.

Orangeville Vacation Rentals

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Our top choices for Orangeville vacation rentals

Entire place, Ground level walkout Basement with Huge backyard

Entire place, Ground level walkout Basement with Huge backyard
Orangeville
7.2 out of 10, Good, (32 reviews)
"Loved our accommodations! Exactly what we were looking for! Will book next year! Thank you!"
Canada
Darlene M
$91 nightly
The price is $103
Jul 1 - Jul 2
Total with taxes and fees
Entire place, Ground level walkout Basement with Huge backyard

A bright & chic 2 bedroom urban apartment

A bright & chic 2 bedroom urban apartment
Orangeville
9.8 out of 10, Exceptional, (8 reviews)
"Great location and easy walk downtown to all the shops and cafes. Made our stay one to remember!"
Canada
Theresa P.
A bright & chic 2 bedroom urban apartment

Cozy Basement Apartment (700 sq ft) with Full Kitchen

Cozy Basement Apartment (700 sq ft) with Full Kitchen
Orangeville
$111 nightly
The price is $126
Jul 20 - Jul 21
Total with taxes and fees
Cozy Basement Apartment (700 sq ft) with Full Kitchen

Spacious Cozy 4BR Orangeville Home w/Deck! 10-minute walk to Headwaters Hospital

Spacious Cozy 4BR Orangeville Home w/Deck! 10-minute walk to Headwaters Hospital
Orangeville
Spacious Cozy 4BR Orangeville Home w/Deck! 10-minute walk to Headwaters Hospital

The Perfect Getaway

The Perfect Getaway
Orangeville
7.6 out of 10, Good, (5 reviews)
"Host was very helpful and responsive. "
Canada
Linda W.
$231 nightly
The price is $262
Jun 30 - Jul 1
Total with taxes and fees
The Perfect Getaway

Cozy Belwood Bunkie Retreat - 10 Min to Elora Gorge

Cozy Belwood Bunkie Retreat - 10 Min to Elora Gorge
Belwood
9.4 out of 10, Exceptional, (12 reviews)
"Great little off the beaten path stopover"
Canada
Garret
$132 nightly
The price is $150
Jul 26 - Jul 27
Total with taxes and fees
Cozy Belwood Bunkie Retreat - 10 Min to Elora Gorge

Lakeside Private suite (Queen bed room)

Lakeside Private suite (Queen bed room)
Loretto
9.0 out of 10, Wonderful, (2 reviews)
"We really enjoyed our stay, the place was clean and comfortable. Thank you so much."
Canada
Michael W.
$104 nightly
The price is $118
Jun 30 - Jul 1
Total with taxes and fees
Lakeside Private suite (Queen bed room)

Studio Apartment in the heart of Caledon

Studio Apartment in the heart of Caledon
CALEDON EAST
8.4 out of 10, Very Good, (5 reviews)
"Beautiful flat !"
Canada
Jaivyn
$76 nightly
The price is $86
Jul 14 - Jul 15
Total with taxes and fees
Studio Apartment in the heart of Caledon

Bright and Cozy Tiny Pine House

Bright and Cozy Tiny Pine House
Erin
8.0 out of 10, Very Good, (1 review)
$97 nightly
The price is $110
Jun 30 - Jul 1
Total with taxes and fees
Bright and Cozy Tiny Pine House

Mono countryside apartments

Mono countryside apartments
Orangeville
$96 nightly
The price is $108
Jun 30 - Jul 1
Total with taxes and fees
Mono countryside apartments

The Refresh Stream

The Refresh Stream
Sandalwood West
$220 nightly
The price is $248
Jun 30 - Jul 1
Total with taxes and fees
The Refresh Stream

Romantic Glamping at Mono Hillside retreat, with outstanding views.

Romantic Glamping at Mono Hillside retreat, with outstanding views.
Mono
$197 nightly
The price is $222
Jul 13 - Jul 14
Total with taxes and fees
Romantic Glamping at Mono Hillside retreat, with outstanding views.

Luxury Suite

Luxury Suite
Mount Royal
7.6 out of 10, Good, (9 reviews)
"The name says it all, Luxury Suite. Very nice and comfortable."
Canada
Brian
$119 nightly
The price is $135
Jul 5 - Jul 6
Total with taxes and fees
Luxury Suite

Walkout Basement with Private Entrance

Walkout Basement with Private Entrance
Rosedale Village
10.0 out of 10, Exceptional, (6 reviews)
"We had a Great stay and felt very welcome. I would recommend this VRBO."
United States
mark h.
$209 nightly
The price is $236
Jul 6 - Jul 7
Total with taxes and fees
Walkout Basement with Private Entrance

Beautiful New Build by Elora

Beautiful New Build by Elora
Fergus
8.0 out of 10, Very Good, (15 reviews)
"Great place to stay!"
United States
Joey M.
Beautiful New Build by Elora

Peaceful Forest Retreat with Fire Pit and BBQ Near Mansfield Ski Club

Peaceful Forest Retreat with Fire Pit and BBQ Near Mansfield Ski Club
Mulmur
$286 nightly
The price is $323
Jul 13 - Jul 14
Total with taxes and fees
Peaceful Forest Retreat with Fire Pit and BBQ Near Mansfield Ski Club

Charming Erin Country House near downtown

Charming Erin Country House near downtown
Erin
7.2 out of 10, Good, (7 reviews)
"Beautiful home, very clean and comfortable. Would definitely stay again!"
Canada
Nancy B.
$285 nightly
The price is $322
Jul 1 - Jul 2
Total with taxes and fees
Charming Erin Country House near downtown

Forest Getaway

Forest Getaway
New Tecumseth
$258 nightly
The price is $291
Jul 2 - Jul 3
Total with taxes and fees
Forest Getaway

8 Acre Retreat | 8 min From TPC | Golf Hike Hot Tub

8 Acre Retreat | 8 min From TPC | Golf Hike Hot Tub
Caledon
9.4 out of 10, Exceptional, (3 reviews)
"Would recommend, great spot."
Canada
Tim S.
8 Acre Retreat | 8 min From TPC | Golf Hike Hot Tub

Lakeview private suite with kitchen (Twin or King)

Lakeview private suite with kitchen (Twin or King)
Loretto
8.6 out of 10, Excellent, (7 reviews)
"Beautiful spot to stay! Highly recommended "
United States
Patrick S.
$125 nightly
The price is $142
Jul 1 - Jul 2
Total with taxes and fees
Lakeview private suite with kitchen (Twin or King)
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 $103 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.

Explore a world of travel with Expedia

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: Visitors like this Orangeville vacation home rental. It has air-conditioning and cable TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities like a fridge and a microwave can make your vacation run smoothly.

How many vacation rentals are there in Orangeville?

Expedia has 12 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. Hockley Valley Resort and Osprey Valley Golf 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.