Orangeville Vacation Rentals

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Vacation Rentals in Orangeville

Exterior
Fully Furnished 2 Bedroom home . Sleeps 4. Pets welcomed
10.0 out of 10, Exceptional, (5)
"The property was well and efficiently laid out, which made it even more inviting than the pictures suggested it would be. Excellent for entertaining (had family visit for dinner one evening). The welcome kit was a thoughtful and welcome addition. In summer, I would have greatly enjoyed the balcony off the main bedroom. The age of the property added a feeling of grandeur that was much appreciated, and, as one who grew up in Orangeville, the location of the property, between the historic charm of...
Fully Furnished 2 Bedroom home . Sleeps 4. Pets welcomed
Exterior
Century home 3 bed with Gas Fireplace/fenced yard and 5 minute walk to Broadway
10.0 out of 10, Exceptional, (9)
"This house is spacious and the perfect location for my stay in Orangeville. I hosted Thanksgiving lunch for 13 people and there were plenty of seats for all. The entrance for this apartment is on the side of the house which isn't mentioned in the description, but the owner was very responsive and I figured it out."
Century home 3 bed with Gas Fireplace/fenced yard and 5 minute walk to Broadway
Exterior
A bright & modern urban studio
10.0 out of 10, Exceptional, (5)
"Had a great stay bed was very comfortable the shower was great and had amazing water pressure. This was very central for me visiting with my family. Thanks Andrew & Amee"
A bright & modern urban studio
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Exterior
Paradise Suites - Peaceful Getaway
10.0 out of 10, Exceptional, (3)
"We enjoyed this house very much. House was very clean and well furnished. I highly recommend this house."
The price is CA $475
CA $999 total
includes taxes & fees
May 14 - May 15
Paradise Suites - Peaceful Getaway
Outdoor pool, a heated pool
Hockley “Hidden Treasure”
10.0 out of 10, Exceptional, (14)
"The property exceeded expectations in every way and was the perfect weekend getaway spot for our family of 8 adults and one toddler. We took full advantage of the three large gathering areas and also the extras which were totally set up for us including a hot tub and large fire pit area. We also found very good trails and dining nearby and the hostess was very responsive and helpful throughout the weekend. Highly recommend this property."
Hockley “Hidden Treasure”
Fridge, microwave, oven, stovetop
Charming Rural Getaway - close to hiking and skiing
10.0 out of 10, Exceptional, (66)
"Taria was a fantastic host and ensured I had everything I needed during my stay. Would highly recommend this property to anyone looking for rest and relaxation. Excited to stay again when the weather warms up a bit so I can explore the area and enjoy everything it has to offer. Pet friendly too which was a definite bonus. I couldn't have asked for a better mini vacation! Thanks again!"
Charming Rural Getaway - close to hiking and skiing
Exterior
Amazing Corner Home 6 Bed 3.5 Bath 14 could sleep capacity! Home Away from Home!
10.0 out of 10, Exceptional, (4)
"Booked last minute with Jahnavi after my other booking was cancelled on me on the day I was supposed to check in. Jahnavi was extremely accommodating in allowing me to do a same day booking. He was very responsive and his place was in amazing condition. We had a gathering to celebrate my boyfriend’s birthday, and everyone had an amazing time !! Would definitely book again :)"
The price is CA $499
CA $967 total
includes taxes & fees
May 14 - May 15
Amazing Corner Home 6 Bed 3.5 Bath 14 could sleep capacity! Home Away from Home!
Fridge, microwave, oven, stovetop
The Blue Cottage Experience
10.0 out of 10, Exceptional, (2)
"Our stay was amazing. The place was super clean and spacious. Very lovely interior and exterior. Host was extremely communicative. 10/10. If I had any criticism, it would be that some of the beds were a little stiff. Aside from that, I HIGHLY recommend this place."
The Blue Cottage Experience
Property grounds
Hockley Riverside Cottage • Loft & Bunkie
10.0 out of 10, Exceptional, (12)
"We had a wonderful time at this property and it was perfect gateway experience. Being close to the river was so relaxing and everything about the place was unforgettable memory got us! Highly recommended."
Hockley Riverside Cottage • Loft & Bunkie
Terrace/patio
Log house with pool! Close to Toronto! 5 mins from downtown Bolton!
9.0 out of 10, Wonderful, (2)
"The property was beautiful and peaceful and the owners were incredibly nice"
The price is CA $750
CA $1,396 total
includes taxes & fees
May 14 - May 15
Log house with pool! Close to Toronto! 5 mins from downtown Bolton!
Fridge, microwave, oven, stovetop
Newly Renovated Basement w/ Private Entrance, 5 mins walk to Headwaters Hospital
8.6 out of 10, Excellent, (4)
"Orangeville is a great town, this property is located SE side of town near the hospital but great easy access to town. Property Manager was very easy to get a hold of no major issues for our stay. I do suggest bringing paper towels or napkins was not able to locate on the property."
Newly Renovated Basement w/ Private Entrance, 5 mins walk to Headwaters Hospital
Property grounds
Luxury Suite
8.0 out of 10, Very good, (3)
"Property was clean and as advertised. Two nice sized bedrooms with a full kitchen and bathroom. Check-in was fast and convenient. Quiet neighbourhood."
The price is CA $145
CA $217 total
includes taxes & fees
May 14 - May 15
Luxury Suite
Exterior
Mesmerizing 6 Bed 3.5 Bath Home - Open Concept Kitchen Living Dining & Parkings
8.0 out of 10, Very good, (1)
"First time ever using Vrbo. All goes well until a week after my stay is over. Owner decides (suddenly) to try to bill me over $1100 for an alleged broken bed. After I had travelled and find myself back home in my country. Just when I thought it all went well. And I have no way to know if someone else did this after I left or if this is even true."
The price is CA $360
CA $852 total
includes taxes & fees
May 14 - May 15
Mesmerizing 6 Bed 3.5 Bath Home - Open Concept Kitchen Living Dining & Parkings
Property grounds
Cozy Basement w/ Private Entrance & Outdoor Basketball Court — Close to Brampton
8.0 out of 10, Very good, (7)
"My collogues and I had a Great Stay. We were very comfortable and felt safe. The Local attractions we very easy to get to."
Cozy Basement w/ Private Entrance & Outdoor Basketball Court — Close to Brampton
2 bedrooms, WiFi, bed sheets
Entire place, Ground level walkout Basement with Huge backyard
7.4 out of 10, Good, (10)
"FURNACE motor very loud. No cloth hangers. Bring your own I guess. "
The price is CA $49
CA $140 total
includes taxes & fees
May 14 - May 15
Entire place, Ground level walkout Basement with Huge backyard
Exterior
Oh Canada! Home Away from Home!! Every Moment Comfortable and Enjoyable Stay!!!
6.0 out of 10, (2)
"Very nice place. Had everything that we needed. Would stay again and recommend to others. Thank RR"
The price is CA $499
CA $967 total
includes taxes & fees
May 14 - May 15
Oh Canada! Home Away from Home!! Every Moment Comfortable and Enjoyable Stay!!!
Living area
Entire top floor huge 1 bedroom apt private entry!
5.4 out of 10, (3)
"The house was clean and the host was very accommodating!"
The price is CA $99
CA $193 total
includes taxes & fees
May 28 - May 29
Entire top floor huge 1 bedroom apt private entry!
Exterior
Luxury 2 bedroom 2 full baths rooms
4.0 star property
5.0 out of 10, (4)
"THIS IS A FRAUDULENT LISTING. Don't waste your time and money by booking this property.Unfortuanately I fell into the trap by booking this....got a call from the owner just few hours before the check-in time and was told that someone else has booked the place and my reservation did not go through even though my payment was processed through Expedia. The owner gave some lame excuse and clearly was a cheater. Expedia made an alternative arrangement since they were not able to make contact and was...
Luxury 2 bedroom 2 full baths rooms
Interior
Cozy, rustic private studio in the heart of Caledon East next to hiking trails.
4.0 out of 10, (1)
The price is CA $95
CA $172 total
includes taxes & fees
May 31 - Jun 1
Cozy, rustic private studio in the heart of Caledon East next to hiking trails.
Interior
Specious 4 Bedroom ~ 3.5 Washroom ~ Brand New ~ Caledon
Specious 4 Bedroom ~ 3.5 Washroom ~ Brand New ~ Caledon
Don't see what you're looking for?
See all available properties in Orangeville
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.

Other types of properties in Orangeville you may be interested in

Exterior
Fully Furnished 2 Bedroom home . Sleeps 4. Pets welcomed
10.0 out of 10, Exceptional, (5)
"The property was well and efficiently laid out, which made it even more inviting than the pictures suggested it would be. Excellent for entertaining (had family visit for dinner one evening). The welcome kit was a thoughtful and welcome addition. In summer, I would have greatly enjoyed the balcony off the main bedroom. The age of the property added a feeling of grandeur that was much appreciated, and, as one who grew up in Orangeville, the location of the property, between the historic charm of...
Fully Furnished 2 Bedroom home . Sleeps 4. Pets welcomed
Standard Room, 1 King Bed, Non Smoking, Kitchenette (Shower Only) | Private kitchenette
Best Western Plus Orangeville Inn & Suites
2.5 star property
8.6 out of 10, Excellent, (658)
"My family lives in Orangeville. I stay at this hotel every time I visit. We usually get a good, quiet room with a nice view. This particular trip our room is noisy (right next to the elevator and ice machine) and our view is a view of the roof. The towels look used and refolded. We are extremely disappointed. "
The price is CA $242
CA $282 total
includes taxes & fees
May 27 - May 28
Best Western Plus Orangeville Inn & Suites
Fridge, microwave, oven, stovetop
Newly Renovated Basement w/ Private Entrance, 5 mins walk to Headwaters Hospital
8.6 out of 10, Excellent, (4)
"Orangeville is a great town, this property is located SE side of town near the hospital but great easy access to town. Property Manager was very easy to get a hold of no major issues for our stay. I do suggest bringing paper towels or napkins was not able to locate on the property."
Newly Renovated Basement w/ Private Entrance, 5 mins walk to Headwaters Hospital
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.

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?

Newly Renovated Basement w/ Private Entrance, 5 mins walk to Headwaters Hospital: Visitors like this Orangeville vacation home rental. It is located in a rural location and has a patio, a garden, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a spa tub.

How many vacation rentals are there in Orangeville?

Expedia has 7 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.