Orangeville Holiday Rentals

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Check prices for these dates

In two weeks
22 May - 24 May
In two months
3 Jul - 5 Jul
In three months
31 Jul - 2 Aug
In four months
28 Aug - 30 Aug

Our top choices for Orangeville holiday rentals

Outdoor dining

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
The price is HK$407
HK$945 total
includes taxes & fees
12 May - 13 May
Entire place, Ground level walkout Basement with Huge backyard
Interior

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.
The price is HK$744
HK$1,339 total
includes taxes & fees
1 Jun - 2 Jun
A bright & chic 2 bedroom urban apartment
Interior

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 HK$1,360
HK$2,125 total
includes taxes & fees
12 May - 13 May
The Perfect Getaway
Interior

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
The price is HK$1,488
HK$3,215 total
includes taxes & fees
12 May - 13 May
Spacious Cozy 4BR Orangeville Home w/Deck! 10-minute walk to Headwaters Hospital
Smart TV

Cozy Basement Apartment (700 sq ft) with Full Kitchen

Cozy Basement Apartment (700 sq ft) with Full Kitchen
Orangeville
The price is HK$902
HK$1,194 total
includes taxes & fees
17 May - 18 May
Cozy Basement Apartment (700 sq ft) with Full Kitchen
Private kitchen

Romantic Glamping at Mono Hillside retreat, with outstanding views.

Romantic Glamping at Mono Hillside retreat, with outstanding views.
Mono
The price is HK$824
HK$1,805 total
includes taxes & fees
10 Jun - 11 Jun
Romantic Glamping at Mono Hillside retreat, with outstanding views.
Property grounds

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
The price is HK$567
HK$1,138 total
includes taxes & fees
11 May - 12 May
Cozy Belwood Bunkie Retreat - 10 Min to Elora Gorge
Exterior

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 HK$696
HK$1,090 total
includes taxes & fees
11 May - 12 May
Luxury Suite
Outdoor dining

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 HK$401
HK$692 total
includes taxes & fees
18 May - 19 May
Studio Apartment in the heart of Caledon
Property grounds

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 HK$687
HK$1,145 total
includes taxes & fees
11 May - 12 May
Lakeview private suite with kitchen (Twin or King)
Interior

The Refresh Stream

The Refresh Stream
Sandalwood West
The price is HK$721
HK$1,992 total
includes taxes & fees
11 May - 12 May
The Refresh Stream
Fridge, microwave, oven, stovetop

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, (11 reviews)
"It was a very good stay."
Canada
Sangita
Cozy 3BR Caledon Bsmt Suite w/ Private Access & Basketball Court—Near Brampton!
Fridge, microwave, oven, stovetop

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 HK$1,145
HK$1,902 total
includes taxes & fees
24 May - 25 May
Walkout Basement with Private Entrance
1 bedroom, bed sheets

Bright and Cozy Tiny Pine House

Bright and Cozy Tiny Pine House
Erin
The price is HK$572
HK$886 total
includes taxes & fees
11 May - 12 May
Bright and Cozy Tiny Pine House
Exterior

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 HK$1,431
HK$2,277 total
includes taxes & fees
11 May - 12 May
Beautiful Bungalow on Grand River in Fergus.
1 bedroom, iron/ironing board, WiFi, bed sheets

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 HK$624
HK$1,106 total
includes taxes & fees
11 May - 12 May
Cozy One-bedroom Walkout Apartment with Living Area & full kitchen- Entire Home
Fridge, microwave, oven, stovetop

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.
The price is HK$1,200
HK$2,204 total
includes taxes & fees
13 May - 14 May
Charming Erin Country House near downtown
Interior

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.
Beautiful New Build by Elora
Dining

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 HK$1,731
HK$3,528 total
includes taxes & fees
11 May - 12 May
Fall Nordic Cottage Retreat with Hot Tub 60 Minutes from City
Outdoor dining

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 HK$1,803
HK$3,066 total
includes taxes & fees
11 May - 12 May
Peaceful Forest Retreat with Fire Pit and BBQ Near Mansfield Ski Club
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

Hampton Inn & Suites by Hilton Bolton

Hampton Inn & Suites by Hilton Bolton

6/10 Okay
"Check-in was 3 pm. Room was not ready, waited almost 30 min. We had a king with kitchenette. Layout was terrible. Desk and tv in the middle of room. Can't turn tv to get a good view from either bed or couch. Couch was rock hard. Only one night stand with light and plugs. Total of 2 lamps in the entire room (nightstand and desk)."
corinna 1-night trip
Posted 1 day ago
Hampton Inn & Suites by Hilton Bolton

Find out more about Orangeville

Search for holiday rentals in Orangeville on Expedia! You can easily find your home rentals, villas, holiday apartments in Orangeville using one of the methods below:

  • View our selection of featured holiday rentals in Orangeville
  • Use the map to find apartments and other holiday homes in the Orangeville neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Orangeville while they last

Look no further and take a look at our great range of rental properties in Orangeville!

Frequently asked questions

Are there holiday rentals in Orangeville?

Yes, there are holiday rentals close to the most popular sights in Orangeville, or you can select a more secluded option if you're looking for a relaxing 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 holiday rentals that Orangeville has to offer?

“The Hockley Hideaway”, sharing our unique property for your unique experiences❤️: This holiday home rental outside of Orangeville is located on a river, and has an outdoor pool, a fireplace and a BBQ 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 that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals are there in Orangeville?

Expedia has 9 holiday 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 wider area.

What’s a holiday rental in Orangeville like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Orangeville. Holiday rentals provide amenities such as laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and busy front desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great option for a family trip.