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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  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Orangeville vacation rentals

Outdoor dining

1. 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, (36 reviews)
"Loved our accommodations! Exactly what we were looking for! Will book next year! Thank you!"
Canada
Darlene M
$106 nightly
The price is $119
Aug 25 - Aug 26
Total with taxes and fees
Entire place, Ground level walkout Basement with Huge backyard
Private kitchen

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

Cozy Basement Apartment (700 sq ft) with Full Kitchen
Orangeville
8.0 out of 10, Very Good, (1 review)
"Property was clean with a nice location. It was in the basement so a bit cold. There was no washer/dryer or dishwasher. Place was comfortable."
United States
Rita R.
$132 nightly
The price is $149
Aug 28 - Aug 29
Total with taxes and fees
Cozy Basement Apartment (700 sq ft) with Full Kitchen
Interior

3. 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
???? ?.
$236 nightly
The price is $266
Aug 25 - Aug 26
Total with taxes and fees
The Perfect Getaway
Property grounds

4. 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
$172 nightly
The price is $195
Sep 1 - Sep 2
Total with taxes and fees
Cozy Belwood Bunkie Retreat - 10 Min to Elora Gorge
Coffee/tea maker, fridge, microwave, oven

5. Mono countryside apartments

Mono countryside apartments
Orangeville
$129 nightly
The price is $146
Aug 17 - Aug 18
Total with taxes and fees
Mono countryside apartments
Property grounds

6. 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.
$128 nightly
The price is $144
Aug 16 - Aug 17
Total with taxes and fees
Lakeview private suite with kitchen (Twin or King)
Outdoor dining

7. 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
$77 nightly
The price is $88
Aug 20 - Aug 21
Total with taxes and fees
Studio Apartment in the heart of Caledon
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)
$99 nightly
The price is $112
Aug 14 - Aug 15
Total with taxes and fees
Bright and Cozy Tiny Pine House
Exterior

9. Luxury Suite

Luxury Suite
Mount Royal
7.6 out of 10, Good, (9 reviews)
"The name says it all, Luxury Suite. Very nice and comfortable."
Canada
Brian
$122 nightly
The price is $137
Aug 22 - Aug 23
Total with taxes and fees
Luxury Suite
Exterior

10. Beautiful Bungalow on Grand River in Fergus.

Beautiful Bungalow on Grand River in Fergus.
Fergus
9.8 out of 10, Exceptional, (25 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.
$255 nightly
The price is $288
Aug 14 - Aug 15
Total with taxes and fees
Beautiful Bungalow on Grand River in Fergus.
Coffee/tea maker, fridge, microwave, oven

11. 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.
$213 nightly
The price is $241
Aug 20 - Aug 21
Total with taxes and fees
Walkout Basement with Private Entrance
Coffee/tea maker, fridge, microwave, oven

12. Charming Erin Country House near downtown

Charming Erin Country House near downtown
Erin
7.4 out of 10, Good, (11 reviews)
"Beautiful home, very clean and comfortable. Would definitely stay again!"
Canada
Nancy B.
$277 nightly
The price is $313
Sep 8 - Sep 9
Total with taxes and fees
Charming Erin Country House near downtown
Interior

13. 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.
$287 nightly
The price is $325
Aug 18 - Aug 19
Total with taxes and fees
Beautiful New Build by Elora
Terrace/patio

14. 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.
$106 nightly
The price is $120
Aug 16 - Aug 17
Total with taxes and fees
Lakeside Private suite (Queen bed room)
Private kitchen

15. 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.
$736 nightly
The price is $832
Aug 14 - Aug 15
Total with taxes and fees
Caledon Estate
Interior

16. Peaceful country home on 25 acres of wooded land

Peaceful country home on 25 acres of wooded land
Loretto
$496 nightly
The price is $560
Aug 17 - Aug 18
Total with taxes and fees
Peaceful country home on 25 acres of wooded land
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.
$163 nightly
The price is $184
Aug 16 - Aug 17
Total with taxes and fees
Resort style entire guesthouse with kitchen (2 rooms)
Exterior

18. 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.
$169 nightly
The price is $191
Aug 24 - Aug 25
Total with taxes and fees
2 Bedroom Apartment - A Full space with access to backyard, patio, and firepit
Interior

19. The Refresh Stream

The Refresh Stream
Sandalwood West
$859 nightly
The price is $971
Aug 18 - Aug 19
Total with taxes and fees
The Refresh Stream
2 bedrooms, iron/ironing board, internet

20. Modern 2BR Private Suite |Prime Location

Modern 2BR Private Suite |Prime Location
Mayfield West
$160 nightly
The price is $181
Aug 18 - Aug 19
Total with taxes and fees
Modern 2BR Private Suite |Prime Location
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

Breadalbane Inn

Breadalbane Inn

10/10 Excellent
"Everything was excellent. Especially the breakfast and the pub. The only complaint was the bed was too hard."
Peter 1-night trip
Posted 7 hours ago
Breadalbane Inn

Find out more about Orangeville

Everything you need to know about Orangeville vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Orangeville vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Orangeville vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Orangeville vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Orangeville. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Orangeville in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $88 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Orangeville rentals

At Expedia, we put the best Orangeville vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Orangeville rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Orangeville vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Orangeville. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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 WiFi 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 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. 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.