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, (29 reviews)
"Great location Good communication from host Room was a little cool"
Canada
Michael
$107 nightly
The price is $121
May 19 - May 20
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, (7 reviews)
"Great location and easy walk downtown to all the shops and cafes. Made our stay one to remember!"
Canada
Theresa P.
$151 nightly
The price is $171
Jun 1 - Jun 2
Total with taxes and fees
A bright & chic 2 bedroom urban apartment

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
$341 nightly
The price is $385
May 18 - May 19
Total with taxes and fees
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.
$240 nightly
The price is $271
May 14 - May 15
Total with taxes and fees
The Perfect Getaway

Cozy Basement Apartment (700 sq ft) with Full Kitchen

Cozy Basement Apartment (700 sq ft) with Full Kitchen
Orangeville
$135 nightly
The price is $152
May 19 - May 20
Total with taxes and fees
Cozy Basement Apartment (700 sq ft) with Full Kitchen

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.
$129 nightly
The price is $146
May 14 - May 15
Total with taxes and fees
Lakeview private suite with kitchen (Twin or King)

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, (10 reviews)
"Great little off the beaten path stopover"
Canada
Garret
$129 nightly
The price is $145
May 19 - May 20
Total with taxes and fees
Cozy Belwood Bunkie Retreat - 10 Min to Elora Gorge

Luxury Suite

Luxury Suite
Brampton
8.0 out of 10, Very Good, (6 reviews)
"The name says it all, Luxury Suite. Very nice and comfortable."
Canada
Brian
$123 nightly
The price is $139
May 14 - May 15
Total with taxes and fees
Luxury Suite

The Refresh Stream

The Refresh Stream
Sandalwood West
$225 nightly
The price is $254
May 14 - May 15
Total with taxes and fees
The Refresh Stream

Studio Apartment in the heart of Caledon

Studio Apartment in the heart of Caledon
CALEDON EAST
8.6 out of 10, Excellent, (4 reviews)
"Beautiful flat !"
Canada
Jaivyn
$78 nightly
The price is $88
May 18 - May 19
Total with taxes and fees
Studio Apartment in the heart of Caledon

Beautiful Bungalow on Grand River in Fergus.

Beautiful Bungalow on Grand River in Fergus.
Fergus
9.8 out of 10, Exceptional, (21 reviews)
"Great place!"
Canada
Lariska
$259 nightly
The price is $293
May 14 - May 15
Total with taxes and fees
Beautiful Bungalow on Grand River in Fergus.

Cozy One-bedroom Walkout Apartment with Living Area & full kitchen- Entire Home

Cozy One-bedroom Walkout Apartment with Living Area & full kitchen- Entire Home
Brampton
$125 nightly
The price is $141
May 14 - May 15
Total with taxes and fees
Cozy One-bedroom Walkout Apartment with Living Area & full kitchen- Entire Home

Walkout Basement with Private Entrance

Walkout Basement with Private Entrance
Brampton
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.
$215 nightly
The price is $243
May 24 - May 25
Total with taxes and fees
Walkout Basement with Private Entrance

Charming Erin Country House near downtown

Charming Erin Country House near downtown
Erin
7.2 out of 10, Good, (5 reviews)
"Beautiful home, very clean and comfortable. Would definitely stay again!"
Canada
Nancy B.
$249 nightly
The price is $281
May 20 - May 21
Total with taxes and fees
Charming Erin Country House near downtown

Bright and Cozy Tiny Pine House

Bright and Cozy Tiny Pine House
Erin
$100 nightly
The price is $113
May 19 - May 20
Total with taxes and fees
Bright and Cozy Tiny Pine House

Beautiful New Build by Elora

Beautiful New Build by Elora
Fergus
8.0 out of 10, Very Good, (14 reviews)
"Great place to stay!"
United States
Joey M.
$263 nightly
The price is $298
Jun 3 - Jun 4
Total with taxes and fees
Beautiful New Build by Elora

Fall Nordic Cottage Retreat with Hot Tub 60 Minutes from City

Fall Nordic Cottage Retreat with Hot Tub 60 Minutes from City
Caledon
9.4 out of 10, Exceptional, (3 reviews)
"Would recommend, great spot."
Canada
Tim S.
$402 nightly
The price is $454
May 18 - May 19
Total with taxes and fees
Fall Nordic Cottage Retreat with Hot Tub 60 Minutes from City

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
$346 nightly
The price is $391
May 19 - May 20
Total with taxes and fees
Peaceful Forest Retreat with Fire Pit and BBQ Near Mansfield Ski Club

Lakeside Private suite (Queen bed room)

Lakeside Private suite (Queen bed room)
Loretto
10.0 out of 10, Exceptional, (1 review)
"We really enjoyed our stay, the place was clean and comfortable. Thank you so much."
Canada
Michael W.
$107 nightly
The price is $121
May 14 - May 15
Total with taxes and fees
Lakeside Private suite (Queen bed room)

Forest Getaway

Forest Getaway
New Tecumseth
$214 nightly
The price is $242
May 19 - May 20
Total with taxes and fees
Forest Getaway
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?

“The Hockley Hideaway”, sharing our unique property for your unique experiences❤️: Visitors like this Orangeville vacation home rental. It is located on a river and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation.

How many vacation rentals are there in Orangeville?

Expedia has 9 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.