A cityscape with a mix of historic and modern buildings, a parking lot, and a river in the background.

Orangeville Holiday Rentals

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Orangeville holiday rentals

Private kitchen

1. Cozy Basement Apartment (700 sq ft) with Full Kitchen

Cozy Basement Apartment (700 sq ft) with Full Kitchen
Orangeville
9.0 out of 10, Wonderful, (2 reviews)
"Great location!"
Canada
Kefa
The price is HK$807
HK$1,090 total
includes taxes & fees
4 Sept - 5 Sept
Cozy Basement Apartment (700 sq ft) with Full Kitchen
Interior

2. The Perfect Getaway

The Perfect Getaway
Orangeville
7.6 out of 10, Good, (7 reviews)
"britney was great.she put one more bed for us so we can all sleep cpmfprtably.the loction os great.it was nice and cozy"
Canada
???? ?.
The price is HK$1,339
HK$2,093 total
includes taxes & fees
7 Sept - 8 Sept
The Perfect Getaway
Interior

3. 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
Spacious Cozy 4BR Orangeville Home w/Deck! 10-minute walk to Headwaters Hospital
Coffee/tea maker, fridge, microwave, oven

4. Mono countryside apartments

Mono countryside apartments
Orangeville
The price is HK$857
HK$1,147 total
includes taxes & fees
1 Sept - 2 Sept
Mono countryside apartments
Property grounds

5. 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, (18 reviews)
"Great host, amazing vibe. Perfect for 1-2 people. If anyone is 6ft or more, need to watch on upper level. For us it was memorable stay"
Canada
Priti
The price is HK$817
HK$1,420 total
includes taxes & fees
1 Sept - 2 Sept
Cozy Belwood Bunkie Retreat - 10 Min to Elora Gorge
Terrace/patio

6. Lakeside Private suite (Queen bed room)

Lakeside Private suite (Queen bed room)
Loretto
8.0 out of 10, Very good, (3 reviews)
"We really enjoyed our stay, the place was clean and comfortable. Thank you so much."
Canada
Michael W.
The price is HK$564
HK$943 total
includes taxes & fees
31 Aug - 1 Sept
Lakeside Private suite (Queen bed room)
2 bedrooms, iron/ironing board, Internet

7. Modern 2BR Private Suite |Prime Location

Modern 2BR Private Suite |Prime Location
Mayfield West
2.0 out of 10, (1 review)
"The host was asking for more money for no reason"
Canada
Pavit
The price is HK$1,198
HK$1,545 total
includes taxes & fees
5 Sept - 6 Sept
Modern 2BR Private Suite |Prime Location
1 bedroom, bed sheets

8. Bright and Cozy Tiny Pine House

Bright and Cozy Tiny Pine House
Erin
8.0 out of 10, Very good, (1 review)
The price is HK$564
HK$879 total
includes taxes & fees
31 Aug - 1 Sept
Bright and Cozy Tiny Pine House
Outdoor dining

9. Studio Apartment in the heart of Caledon

Studio Apartment in the heart of Caledon
CALEDON EAST
8.4 out of 10, Very good, (6 reviews)
"Beautiful flat !"
Canada
Jaivyn
The price is HK$395
HK$688 total
includes taxes & fees
28 Sept - 29 Sept
Studio Apartment in the heart of Caledon
Exterior

10. Luxury Suite

Luxury Suite
Mount Royal
7.6 out of 10, Good, (9 reviews)
"Mustafa was very accommodating and replies fast. He was super understanding and helpful. Will definitely book him again and I recommend this place to everyone as well. Marvellous host"
United States
Monika B.
The price is HK$685
HK$1,080 total
includes taxes & fees
2 Sept - 3 Sept
Luxury Suite
Coffee/tea maker, fridge, microwave, oven

11. Charming Erin Country House near downtown

Charming Erin Country House near downtown
Erin
7.4 out of 10, Good, (13 reviews)
"Beautiful home, very clean and comfortable. Would definitely stay again!"
Canada
Nancy B.
The price is HK$1,380
HK$2,439 total
includes taxes & fees
8 Sept - 9 Sept
Charming Erin Country House near downtown
Coffee/tea maker, fridge, microwave, oven

12. Walkout Basement with Private Entrance

Walkout Basement with Private Entrance
Rosedale Village
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$1,128
HK$1,892 total
includes taxes & fees
13 Sept - 14 Sept
Walkout Basement with Private Entrance
Exterior

13. Beautiful Bungalow on Grand River in Fergus.

Beautiful Bungalow on Grand River in Fergus.
Fergus
9.8 out of 10, Exceptional, (26 reviews)
"The property was beautifully kept and very easy communication with the owner. I would recommend this place to anyone wanting to stay in the Fergus area. "
Canada
Aubrey B.
The price is HK$1,410
HK$2,255 total
includes taxes & fees
3 Sept - 4 Sept
Beautiful Bungalow on Grand River in Fergus.
Interior

14. Beautiful New Build by Elora

Beautiful New Build by Elora
Fergus
8.0 out of 10, Very good, (15 reviews)
"Great place to stay!"
United States
Joey M.
The price is HK$1,231
HK$2,577 total
includes taxes & fees
28 Sept - 29 Sept
Beautiful New Build by Elora
Property grounds

15. Lakeview private suite with kitchen (Twin or King)

Lakeview private suite with kitchen (Twin or King)
Loretto
8.6 out of 10, Excellent, (8 reviews)
"Beautiful spot to stay! Highly recommended "
United States
Patrick S.
The price is HK$789
HK$1,262 total
includes taxes & fees
1 Sept - 2 Sept
Lakeview private suite with kitchen (Twin or King)
Exterior

16. Modern Designer Retreat

Modern Designer Retreat
Amaranth
The price is HK$2,537
HK$3,198 total
includes taxes & fees
14 Sept - 15 Sept
Modern Designer Retreat
Private kitchen

17. Caledon Estate

Caledon Estate
CALEDON
7.0 out of 10, Good, (2 reviews)
"Amenities were in extremely bad condition. Poor cleanliness than before. Often a go to spot for us. We invited our family and friends. They were not please with our communication and also on the experience."
United States
Rajesh B.
The price is HK$3,936
HK$6,531 total
includes taxes & fees
31 Aug - 1 Sept
Caledon Estate
Terrace/patio

18. Resort style entire guesthouse with kitchen (2 rooms)

Resort style entire guesthouse with kitchen (2 rooms)
Loretto
5.4 out of 10, (3 reviews)
"Very easy check in "
Canada
Carly C.
The price is HK$1,005
HK$1,448 total
includes taxes & fees
1 Sept - 2 Sept
Resort style entire guesthouse with kitchen (2 rooms)
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

Skyview Motel

Skyview Motel

10/10 Excellent
"We had an enjoyable one-night stay here. The king-size bed was very comfortable and we had a great night's sleep."
Rohan 1-night trip
Posted 3 hours ago
Skyview Motel

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?

Entire place, Ground level walkout Basement with Huge backyard: This highly rated holiday home rental in Orangeville has air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities such as a fridge and a microwave can make your holiday run smoothly.

How many holiday rentals are there in Orangeville?

Expedia has 12 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. Hockley Valley Resort and Osprey Valley Golf 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.