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
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sep - 20 Sep
In four months
16 Oct - 18 Oct

Our top choices for Orangeville vacation 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, (32 reviews)
"Loved our accommodations! Exactly what we were looking for! Will book next year! Thank you!"
Canada
Darlene M
The price is AED 138
AED 379 total
includes taxes & fees
29 Jun - 30 Jun
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, (8 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 AED 304
AED 572 total
includes taxes & fees
29 Jun - 30 Jun
A bright & chic 2 bedroom urban apartment
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 AED 659
AED 1,431 total
includes taxes & fees
29 Jun - 30 Jun
Spacious Cozy 4BR Orangeville Home w/Deck! 10-minute walk to Headwaters Hospital
Private kitchen

Cozy Basement Apartment (700 sq ft) with Full Kitchen

Cozy Basement Apartment (700 sq ft) with Full Kitchen
Orangeville
The price is AED 409
AED 544 total
includes taxes & fees
24 Jun - 25 Jun
Cozy Basement Apartment (700 sq ft) with Full Kitchen
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 AED 616
AED 963 total
includes taxes & fees
28 Jun - 29 Jun
The Perfect Getaway
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, (12 reviews)
"Great little off the beaten path stopover"
Canada
Garret
The price is AED 269
AED 532 total
includes taxes & fees
24 Jun - 25 Jun
Cozy Belwood Bunkie Retreat - 10 Min to Elora Gorge
Terrace/patio

Lakeside Private suite (Queen bed room)

Lakeside Private suite (Queen bed room)
Loretto
9.0 out of 10, Wonderful, (2 reviews)
"We really enjoyed our stay, the place was clean and comfortable. Thank you so much."
Canada
Michael W.
The price is AED 260
AED 434 total
includes taxes & fees
24 Jun - 25 Jun
Lakeside Private suite (Queen bed room)
1 bedroom, bed sheets

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 260
AED 405 total
includes taxes & fees
24 Jun - 25 Jun
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, (22 reviews)
"Great place!"
Canada
Lariska
The price is AED 649
AED 1,041 total
includes taxes & fees
25 Jun - 26 Jun
Beautiful Bungalow on Grand River in Fergus.
Shower, towels, soap, toilet paper

Luxury Suite

Luxury Suite
Mount Royal
7.6 out of 10, Good, (8 reviews)
"The name says it all, Luxury Suite. Very nice and comfortable."
Canada
Brian
The price is AED 315
AED 497 total
includes taxes & fees
24 Jun - 25 Jun
Luxury Suite
Outdoor dining

Studio Apartment in the heart of Caledon

Studio Apartment in the heart of Caledon
CALEDON EAST
8.4 out of 10, Very Good, (5 reviews)
"Beautiful flat !"
Canada
Jaivyn
The price is AED 182
AED 317 total
includes taxes & fees
7 Jul - 8 Jul
Studio Apartment in the heart of Caledon
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 AED 502
AED 984 total
includes taxes & fees
24 Jun - 25 Jun
Peaceful Forest Retreat with Fire Pit and BBQ Near Mansfield Ski Club
Fridge, microwave, oven, stovetop

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 519
AED 865 total
includes taxes & fees
29 Jun - 30 Jun
Walkout Basement with Private Entrance
Interior

The Refresh Stream

The Refresh Stream
Sandalwood West
The price is AED 327
AED 924 total
includes taxes & fees
24 Jun - 25 Jun
The Refresh Stream
Fridge, microwave, oven, stovetop

Charming Erin Country House near downtown

Charming Erin Country House near downtown
Erin
7.2 out of 10, Good, (7 reviews)
"Beautiful home, very clean and comfortable. Would definitely stay again!"
Canada
Nancy B.
The price is AED 698
AED 1,203 total
includes taxes & fees
29 Jun - 30 Jun
Charming Erin Country House near downtown
Private kitchen

Romantic Glamping at Mono Hillside retreat, with outstanding views.

Romantic Glamping at Mono Hillside retreat, with outstanding views.
Mono
The price is AED 415
AED 865 total
includes taxes & fees
6 Jul - 7 Jul
Romantic Glamping at Mono Hillside retreat, with outstanding views.
Fridge, microwave, oven, stovetop

Mono countryside apartments

Mono countryside apartments
Orangeville
The price is AED 395
AED 528 total
includes taxes & fees
24 Jun - 25 Jun
Mono countryside apartments
Interior

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 AED 499
AED 1,115 total
includes taxes & fees
29 Jun - 30 Jun
Beautiful New Build by Elora
Dining

8 Acre Retreat | 8 min From TPC | Golf Hike Hot Tub

8 Acre Retreat | 8 min From TPC | Golf Hike Hot Tub
Caledon
9.4 out of 10, Exceptional, (3 reviews)
"Would recommend, great spot."
Canada
Tim S.
The price is AED 794
AED 1,613 total
includes taxes & fees
24 Jun - 25 Jun
8 Acre Retreat | 8 min From TPC | Golf Hike Hot Tub
Exterior

Forest Getaway

Forest Getaway
New Tecumseth
The price is AED 701
AED 1,073 total
includes taxes & fees
25 Jun - 26 Jun
Forest Getaway
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 Orangeville, On

Hampton Inn & Suites Orangeville, On

10/10 Excellent
"Everything was perfect - clean and quiet. I would definitely stay again!"
Jennifer 1-night trip
Posted 9 hours ago
Hampton Inn & Suites Orangeville, On

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?

Entire place, Ground level walkout Basement with Huge backyard: Visitors like this Orangeville vacation home rental. It has air-conditioning and cable TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities like a fridge and a microwave can make your vacation run smoothly.

How many vacation rentals are there in Orangeville?

Expedia has 11 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.