Holiday Homes in Orangeville

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Featured Holiday Homes in Orangeville and around

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”
Exterior
Fully Furnished 2 Bedroom home . Sleeps 4. Pets welcomed
10.0 out of 10, Exceptional, (6)
"Perfect location in Orangeville. Walkable to the main street and easy access to highways/other roads/attractions in the area. Dog and family friendly - exactly what we're looking for. Great host that was easy to communicate with pre and during."
Fully Furnished 2 Bedroom home . Sleeps 4. Pets welcomed
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 €670
includes taxes & fees
23 May - 24 May
Amazing Corner Home 6 Bed 3.5 Bath 14 could sleep capacity! Home Away from Home!
Save an average of 15% on thousands of hotels when you're signed in
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
4 bedrooms, iron/ironing board, free WiFi, bed sheets
Luxurious home for retreat - 5 minutes to Elora, 15 minutes to Guelph
10.0 out of 10, Exceptional, (1)
Luxurious home for retreat - 5 minutes to Elora, 15 minutes to Guelph
Dining
A Charming, Rustic 140-Year-Old Carriage House
10.0 out of 10, Exceptional, (2)
"Awesome place to stay. Beautiful surroundings and an amazing Carriage House that is a great space furnished with all kinds of seating nooks. Lots of windows to see the rolling hills outside. All seating and the bed are very comfortable. The kitchen is well equipped and easy to navigate. Bill met us as we arrived and gave a quick tour. Great guy that is accessible by phone easily. All in all, a wonderful zen like space. We will absolutely go back."
A Charming, Rustic 140-Year-Old Carriage House
Exterior
Century home 3 bed with Gas Fireplace/fenced yard and 5 minute walk to Broadway
10.0 out of 10, Exceptional, (10)
"The facilities are spacious. We came with four adults and were quite comfortable. The owner bent over backwards to make our stay excellent. Thanks for his attention to everything."
Century home 3 bed with Gas Fireplace/fenced yard and 5 minute walk to Broadway
Interior
Fields & Sunsets
10.0 out of 10, Exceptional, (1)
"My family and I stayed over the Christmas Holiday for 4 nights. We hosted a family gathering for Christmas dinner for 17 people and the property was perfect for the event! The host was kind enough to put up a Christmas tree and do some light decorations around the main floor as well. The property is wonderfully updated and comfortable. Master bedroom suite is gorgeous! Easy communication with the host. Would definitely stay at this property again!"
Fields & Sunsets
Outdoor dining
Peaceful Country House
10.0 out of 10, Exceptional, (1)
"If you're looking for a peaceful getaway, you'll find it here! It definitely exceeded our expectations."
Peaceful Country House
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
Interior
Rustic Loft in Working Horse Barn
8.6 out of 10, Excellent, (10)
"Loved our stay here. So peaceful. Very scenic. Great hosts."
The price is €240
includes taxes & fees
2 Jun - 3 Jun
Rustic Loft in Working Horse Barn
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 €590
includes taxes & fees
23 May - 24 May
Mesmerizing 6 Bed 3.5 Bath Home - Open Concept Kitchen Living Dining & Parkings
Interior
Entire bungalow with 2 bedrooms,kitchen,washroom & privacy
7.6 out of 10, Good, (7)
"We really enjoyed our stay. It was peaceful and the accommodations were comfortable."
Entire bungalow with 2 bedrooms,kitchen,washroom & privacy
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 €122
includes taxes & fees
23 May - 24 May
Entire place, Ground level walkout Basement with Huge backyard
Fridge, microwave, oven, stovetop
Beautiful and Comfortable One Bedroom Basement Apartment
7.0 out of 10, Good, (4)
"To start, there wasn’t really a parking space as advertised. Had to park half on their sidewalk tight to another car and partially on the sidewalk. Was worried about getting fined. The place was very dirty, lots of dust, the bathroom smelled terrible, lots of stuff splattered on the walls. The bed was HORRIBLE. We got an air mattress to sleep on the second night because the bed was so hard and creaky. The neighbours were partying all night and were extremely noisy. The stomping upstairs through...
Beautiful and Comfortable One Bedroom Basement Apartment
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 €670
includes taxes & fees
23 May - 24 May
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 €135
includes taxes & fees
28 May - 29 May
Entire top floor huge 1 bedroom apt private entry!
Interior
Specious 4 Bedroom ~ 3.5 Washroom ~ Brand New ~ Caledon
Specious 4 Bedroom ~ 3.5 Washroom ~ Brand New ~ Caledon
Private kitchen
Centreville Suites - Peaceful 10+ Acre Getaway
Centreville Suites - Peaceful 10+ Acre Getaway
Property grounds
Welcome to Your Brand New Home Away From Home
The price is €443
includes taxes & fees
29 May - 30 May
Welcome to Your Brand New Home Away From Home
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 property types in Orangeville

Exterior
Fully Furnished 2 Bedroom home . Sleeps 4. Pets welcomed
10.0 out of 10, Exceptional, (6)
"Perfect location in Orangeville. Walkable to the main street and easy access to highways/other roads/attractions in the area. Dog and family friendly - exactly what we're looking for. Great host that was easy to communicate with pre and during."
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, (10)
"The facilities are spacious. We came with four adults and were quite comfortable. The owner bent over backwards to make our stay excellent. Thanks for his attention to everything."
Century home 3 bed with Gas Fireplace/fenced yard and 5 minute walk to Broadway
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.

Orangeville Holiday Homes information

Number of reviews
66
Accommodation
66 Holiday Homes
Lowest Price
€122
Highest Price
€670

Recent Reviews in Orangeville
Expedia verified reviews