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

Orangeville Vacation Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Orangeville vacation rentals

Interior

1. The Perfect Getaway

The Perfect Getaway
Orangeville
7.8 out of 10, Good, (9 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 AED 622
AED 972 total
includes taxes & fees
27 Sep - 28 Sep
The Perfect Getaway
Outdoor dining

2. 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, (40 reviews)
"This place needs lots of upgrades and no privacy at all. No blinds for the widows front door is unsecured. Needs more lights."
Canada
Nilantha
The price is AED 186
AED 435 total
includes taxes & fees
30 Sep - 1 Oct
Entire place, Ground level walkout Basement with Huge backyard
Private kitchen

3. 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 AED 382
AED 515 total
includes taxes & fees
10 Oct - 11 Oct
Cozy Basement Apartment (700 sq ft) with Full Kitchen
Interior

4. Spacious 4BR Orangeville Home, Private Deck, Sleeps 10—Near Headwaters Hospital!

Spacious 4BR Orangeville Home, Private Deck, Sleeps 10—Near Headwaters Hospital!
Orangeville
The price is AED 565
AED 1,371 total
includes taxes & fees
23 Sep - 24 Sep
Spacious 4BR Orangeville Home, Private Deck, Sleeps 10—Near Headwaters Hospital!
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, (21 reviews)
"The cabin was perfect"
Canada
Siddharth
The price is AED 424
AED 719 total
includes taxes & fees
23 Sep - 24 Sep
Cozy Belwood Bunkie Retreat - 10 Min to Elora Gorge
Private kitchen

6. 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 AED 1,827
AED 3,035 total
includes taxes & fees
23 Sep - 24 Sep
Caledon Estate
Terrace/patio

7. 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 AED 262
AED 438 total
includes taxes & fees
6 Oct - 7 Oct
Lakeside Private suite (Queen bed room)
Coffee/tea maker, fridge, microwave, oven

8. 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 AED 577
AED 1,049 total
includes taxes & fees
29 Sep - 30 Sep
Charming Erin Country House near downtown
Interior

9. Peaceful country home on 25 acres of wooded land

Peaceful country home on 25 acres of wooded land
Loretto
8.0 out of 10, Very good, (1 review)
"Check in was easy, the house was a good size to fit my party of 9. It would have been nice if some of the back yard grass was cut to play games and for my small dog. It would help to have a few more towels. The house was clean n comfortable."
Canada
Bev C.
The price is AED 1,584
AED 2,041 total
includes taxes & fees
28 Sep - 29 Sep
Peaceful country home on 25 acres of wooded land
Exterior

10. Beautiful Bungalow on Grand River in Fergus.

Beautiful Bungalow on Grand River in Fergus.
Fergus
9.8 out of 10, Exceptional, (27 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 AED 654
AED 1,047 total
includes taxes & fees
28 Sep - 29 Sep
Beautiful Bungalow on Grand River in Fergus.
1 bedroom, bed sheets

11. 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 AED 262
AED 408 total
includes taxes & fees
23 Sep - 24 Sep
Bright and Cozy Tiny Pine House
Exterior

12. Private Forest Getaway 4BR | Hot Tub & Pond

Private Forest Getaway 4BR | Hot Tub & Pond
Shelburne
The price is AED 1,427
AED 2,413 total
includes taxes & fees
23 Sep - 24 Sep
Private Forest Getaway 4BR | Hot Tub & Pond
Interior

13. The Refresh Stream

The Refresh Stream
Sandalwood West
The price is AED 2,356
AED 3,540 total
includes taxes & fees
27 Sep - 28 Sep
The Refresh Stream
Outdoor dining

14. 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 AED 183
AED 260 total
includes taxes & fees
8 Oct - 9 Oct
Studio Apartment in the heart of Caledon
2 bedrooms, iron/ironing board, internet

15. 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 AED 556
AED 717 total
includes taxes & fees
23 Sep - 24 Sep
Modern 2BR Private Suite |Prime Location
Coffee/tea maker, fridge, microwave, oven

16. 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 AED 471
AED 929 total
includes taxes & fees
1 Oct - 2 Oct
Walkout Basement with Private Entrance
Terrace/patio

17. 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 AED 466
AED 672 total
includes taxes & fees
27 Sep - 28 Sep
Resort style entire guesthouse with kitchen (2 rooms)
Property grounds

18. 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 AED 314
AED 526 total
includes taxes & fees
6 Oct - 7 Oct
Lakeview private suite with kitchen (Twin or King)
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

Atlanta Motel

Atlanta Motel

8/10 Good
"Clean room, excellent staff, comfortable bed, good AC / Heater. Great affordable rate!"
Gordon 2-night trip
Posted 1 hour ago
Atlanta Motel

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?

Charming Erin Country House near downtown: You might want to consider this vacation home rental near Orangeville, which is equipped with a garden, air-conditioning, and laundry facilities to help you feel comfortable during your stay. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Orangeville?

Expedia has 12 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. Orangeville Farmers' Market 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.