Orangeville Vacation Rentals

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Our top choices for Orangeville vacation rentals

Cozy One bedroom suite 5min to Orangeville Downtown

Cozy One bedroom suite 5min to Orangeville Downtown
Orangeville
10.0 out of 10, Exceptional, (3 reviews)
"Great place to stay.. It was very clean & it was easy to get in touch with someone if I needed anything. It was quiet and very cozy. I highly recommend staying at this place, it’s a home away from home "
Canada
Petar
The price is CA $77
CA $203 total
includes taxes & fees
Apr 26 - Apr 27
Cozy One bedroom suite 5min to Orangeville Downtown

Entire place, Ground level walkout Basement with Huge backyard

Entire place, Ground level walkout Basement with Huge backyard
Orangeville
7.4 out of 10, Good, (28 reviews)
"Great location Good communication from host Room was a little cool"
Canada
Michael
The price is CA $71
CA $166 total
includes taxes & fees
Apr 26 - Apr 27
Entire place, Ground level walkout Basement with Huge backyard

The Perfect Getaway

The Perfect Getaway
Orangeville
7.6 out of 10, Good, (5 reviews)
"Host was very helpful and responsive. "
Canada
Linda W.
The price is CA $238
CA $370 total
includes taxes & fees
Apr 15 - Apr 16
The Perfect Getaway

Cozy Basement Apartment (700 sq ft) with Full Kitchen

Cozy Basement Apartment (700 sq ft) with Full Kitchen
Orangeville
The price is CA $140
CA $190 total
includes taxes & fees
Apr 16 - Apr 17
Cozy Basement Apartment (700 sq ft) with Full Kitchen

Cozy Belwood Bunkie Retreat - 10 Min to Elora Gorge

Cozy Belwood Bunkie Retreat - 10 Min to Elora Gorge
Belwood
9.8 out of 10, Exceptional, (8 reviews)
"Had an absolute wonderful time! Highly recommend this place will definitely come again! "
Canada
Franziska
The price is CA $108
CA $210 total
includes taxes & fees
Apr 16 - Apr 17
Cozy Belwood Bunkie Retreat - 10 Min to Elora Gorge

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.
The price is CA $126
CA $208 total
includes taxes & fees
Apr 15 - Apr 16
Lakeview private suite with kitchen (Twin or King)

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

Beautiful and unique apartment. Quick Access to Greater Toronto Area GTA.
Brampton
8.0 out of 10, Very good, (4 reviews)
"Pleasant "
United States
Linda S.
The price is CA $120
CA $201 total
includes taxes & fees
Apr 15 - Apr 16
Beautiful and unique apartment. Quick Access to Greater Toronto Area GTA.

The Refresh Stream

The Refresh Stream
Brampton
The price is CA $126
CA $355 total
includes taxes & fees
Apr 15 - Apr 16
The Refresh Stream

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.
The price is CA $180
CA $311 total
includes taxes & fees
Apr 21 - Apr 22
Walkout Basement with Private Entrance

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
The price is CA $122
CA $192 total
includes taxes & fees
Apr 15 - Apr 16
Luxury Suite

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
The price is CA $70
CA $122 total
includes taxes & fees
Apr 20 - Apr 21
Studio Apartment in the heart of Caledon

Cozy 3BR Caledon Bsmt Suite w/ Private Access & Basketball Court—Near Brampton!

Cozy 3BR Caledon Bsmt Suite w/ Private Access & Basketball Court—Near Brampton!
Caledon
8.4 out of 10, Very good, (10 reviews)
"It was a very good stay."
Canada
Sangita
The price is CA $130
CA $353 total
includes taxes & fees
Apr 19 - Apr 20
Cozy 3BR Caledon Bsmt Suite w/ Private Access & Basketball Court—Near Brampton!

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
The price is CA $225
CA $418 total
includes taxes & fees
Apr 30 - May 1
Peaceful Forest Retreat with Fire Pit and BBQ Near Mansfield Ski Club

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.
The price is CA $164
CA $393 total
includes taxes & fees
Apr 20 - Apr 21
Beautiful New Build by Elora

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
The price is CA $250
CA $397 total
includes taxes & fees
Apr 16 - Apr 17
Beautiful Bungalow on Grand River in Fergus.

Luxury Home near Toronto

Luxury Home near Toronto
Brampton
The price is CA $128
CA $345 total
includes taxes & fees
Apr 15 - Apr 16
Luxury Home near Toronto

Bright and Cozy Tiny Pine House

Bright and Cozy Tiny Pine House
Erin
The price is CA $100
CA $156 total
includes taxes & fees
Apr 15 - Apr 16
Bright and Cozy Tiny Pine House

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
The price is CA $109
CA $194 total
includes taxes & fees
Apr 15 - Apr 16
Cozy One-bedroom Walkout Apartment with Living Area & full kitchen- Entire Home

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.
The price is CA $288
CA $596 total
includes taxes & fees
Apr 22 - Apr 23
Fall Nordic Cottage Retreat with Hot Tub 60 Minutes from City

Charming Erin Country House near downtown

Charming Erin Country House near downtown
Erin
6.6 out of 10, (4 reviews)
"Beautiful home, very clean and comfortable. Would definitely stay again!"
Canada
Nancy B.
The price is CA $182
CA $348 total
includes taxes & fees
Apr 22 - Apr 23
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Orangeville. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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 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. Our travelers also rate Cozy One bedroom suite 5min to Orangeville Downtown 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.