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
Jul 3 - Jul 5
In two months
Aug 14 - Aug 16
In three months
Sep 11 - Sep 13
In four months
Oct 9 - Oct 11

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 ￥8,145
￥19,042 total
includes taxes & fees
Jun 20 - Jun 21
Entire place, Ground level walkout Basement with Huge backyard
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 ￥27,207
￥42,524 total
includes taxes & fees
Jun 17 - Jun 18
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 ￥22,682
￥54,886 total
includes taxes & fees
Jun 16 - Jun 17
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 ￥18,042
￥24,013 total
includes taxes & fees
Jun 22 - Jun 23
Cozy Basement Apartment (700 sq ft) with Full Kitchen
Interior

Perfect Group Getaway Large House with Style

Perfect Group Getaway Large House with Style
Bolton
The price is ￥257,749
￥391,837 total
includes taxes & fees
Jun 16 - Jun 17
Perfect Group Getaway Large House with Style
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 ￥13,918
￥21,941 total
includes taxes & fees
Jun 16 - Jun 17
Luxury Suite
Interior

The Refresh Stream

The Refresh Stream
Sandalwood West
The price is ￥14,434
￥40,129 total
includes taxes & fees
Jun 16 - Jun 17
The Refresh Stream
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 ￥22,911
￥38,446 total
includes taxes & fees
Jun 28 - Jun 29
Walkout Basement with Private Entrance
Towels, toilet paper

2 Bedroom Apartment - A Full space with access to backyard, patio, and firepit

2 Bedroom Apartment - A Full space with access to backyard, patio, and firepit
Mount Royal
7.4 out of 10, Good, (3 reviews)
"Nice placeComfortable beds"
Canada
Michelle H.
The price is ￥13,094
￥27,482 total
includes taxes & fees
Jun 21 - Jun 22
2 Bedroom Apartment - A Full space with access to backyard, patio, and firepit
Luxury Apartment | Bathroom | Shower, free toiletries, hair dryer, slippers

Luxury 2 bedroom 2 full baths rooms

Luxury 2 bedroom 2 full baths rooms
4.0 star property
Van Kirk
5.0 out of 10, (4 reviews)
"Great"
Canada
tejinder kaur
The price is ￥40,106
￥52,287 total
includes taxes & fees
Jun 30 - Jul 1
Luxury 2 bedroom 2 full baths rooms
Smart TV

⭐ Premium 5⭐ Stay in Caledon – Stylish, comfortable & memorable experience

⭐ Premium 5⭐ Stay in Caledon – Stylish, comfortable & memorable experience
caledon
⭐ Premium 5⭐ Stay in Caledon – Stylish, comfortable & memorable experience
TV, fireplace

Guesthouse Hideaway in Caledon

Guesthouse Hideaway in Caledon
Mayfield West
The price is ￥32,992
￥86,989 total
includes taxes & fees
Jun 16 - Jun 17
Guesthouse Hideaway in Caledon
Living area

Forest Getaway

Forest Getaway
New Tecumseth
The price is ￥30,930
￥47,378 total
includes taxes & fees
Jun 18 - Jun 19
Forest Getaway
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 ￥8,019
￥13,980 total
includes taxes & fees
Jun 28 - Jun 29
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 ￥13,747
￥23,042 total
includes taxes & fees
Jun 18 - Jun 19
Lakeview private suite with kitchen (Twin or King)
Interior

Peaceful country home on 25 acres of wooded land

Peaceful country home on 25 acres of wooded land
Loretto
The price is ￥69,306
￥89,448 total
includes taxes & fees
Jun 16 - Jun 17
Peaceful country home on 25 acres of wooded land
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 ￥11,456
￥19,159 total
includes taxes & fees
Jun 16 - Jun 17
Lakeside Private suite (Queen bed room)
Terrace/patio

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 ￥20,414
￥29,411 total
includes taxes & fees
Jun 16 - Jun 17
Resort style entire guesthouse with kitchen (2 rooms)
Private kitchen

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 ￥79,960
￥132,166 total
includes taxes & fees
Jun 16 - Jun 17
Caledon Estate
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 ￥35,776
￥71,365 total
includes taxes & fees
Jun 16 - Jun 17
Fall Nordic Cottage Retreat with Hot Tub 60 Minutes from City
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

Cedar Springs Motel

Cedar Springs Motel

10/10 Excellent
"ESAY SPOT TO PARK"
sarfraz 1-night trip
Posted 14 hours ago
Cedar Springs 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 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 10 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. Alton Mill Arts Centre 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.