Orangeville Vacation Rentals

Start date: Check-in selected.
End date: Check-out
    bundle and save illustration

    Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
    one key illustration

    OneKeyCash

    Earn OneKeyCash on all your eligible bookings
    ftc illustration

    Upfront pricing

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

Check prices for these dates

In two weeks
Sep 26 - Sep 28
In two months
Nov 7 - Nov 9
In three months
Dec 5 - Dec 7
In four months
Jan 2 - Jan 4

Vacation Rentals in Orangeville

Entire place, Ground level walkout Basement with Huge backyard
2 bedrooms, WiFi, bed sheets

Entire place, Ground level walkout Basement with Huge backyard

7.2 out of 10, Good, (22)
"It was an odd setup but worked for our needs"
$106 nightly
The price is $120
Sep 15 - Sep 16
Total with taxes and fees
Entire place, Ground level walkout Basement with Huge backyard
Newly Reno’d Basement Suite w/ Private Access—10 min walk to Headwaters Hospital
Fridge, microwave, oven, stovetop

Newly Reno’d Basement Suite w/ Private Access—10 min walk to Headwaters Hospital

9.0 out of 10, Wonderful, (6)
"Orangeville is a great town, this property is located SE side of town near the hospital but great easy access to town. Property Manager was very easy to get a hold of no major issues for our stay. I do suggest bringing paper towels or napkins was not able to locate on the property."
Newly Reno’d Basement Suite w/ Private Access—10 min walk to Headwaters Hospital
The Perfect Getaway
Microwave, oven, stovetop

The Perfect Getaway

6.0 out of 10, (1)
"Very clean and tidy. Description not accurate, it says 2 queen beds in each room but there was only 1. Host responded to my questions in a timely manner. I had stated there were 3 guests arriving but we had to ask for more towels, which came fairly quickly. Table is slightly broken but still workable. Futon not comfortable and I had to search for a blanket, no extra sheets for it. Coffee pods were a nice touch although the complementary refreshments consisted of a cream soda, bottle of water and...
$174 nightly
The price is $196
Sep 23 - Sep 24
Total with taxes and fees
The Perfect Getaway
Spotless Bright Home By The Headwaters In Orangeville!
Smart TV

Spotless Bright Home By The Headwaters In Orangeville!

8.4 out of 10, Very Good, (7)
"We needed a place close to the Sonnen Hill Brewery for a family party and this was perfect. It was 5 minutes away. Amarjit was very responsive to questions prior to arrival and the check in process was perfect. The house was very clean and exactly as described."
$289 nightly
The price is $327
Sep 17 - Sep 18
Total with taxes and fees
Spotless Bright Home By The Headwaters In Orangeville!
Walk to Downtown or conservation area, 2 Bedroom home . Sleeps 4. Pets welcomed
Fridge, microwave, oven, stovetop

Walk to Downtown or conservation area, 2 Bedroom home . Sleeps 4. Pets welcomed

10.0 out of 10, Exceptional, (9)
"Very nice house, easily walkable to grocery etc."
Walk to Downtown or conservation area, 2 Bedroom home . Sleeps 4. Pets welcomed
Century home 3 bed with Gas Fireplace/fenced yard and 5 minute walk to Broadway
Exterior

Century home 3 bed with Gas Fireplace/fenced yard and 5 minute walk to Broadway

10.0 out of 10, Exceptional, (16)
"We had a great stay here, clean, comfortable beds and an attentive host! "
Century home 3 bed with Gas Fireplace/fenced yard and 5 minute walk to Broadway
Beautiful Bungalow on Grand River in Fergus.
Exterior

Beautiful Bungalow on Grand River in Fergus.

9.8 out of 10, Exceptional, (12)
"Beautiful view of the river and wonderful hosts."
$256 nightly
The price is $289
Sep 15 - Sep 16
Total with taxes and fees
Beautiful Bungalow on Grand River in Fergus.
Belwood Bunkie Escape & Spa minutes away from Elora
Property grounds

Belwood Bunkie Escape & Spa minutes away from Elora

10.0 out of 10, Exceptional, (6)
"Had an absolute wonderful time! Highly recommend this place will definitely come again! "
$154 nightly
The price is $174
Sep 15 - Sep 16
Total with taxes and fees
Belwood Bunkie Escape & Spa minutes away from Elora
Hills and Valleys of Silver Creek – A Timeless 5 Bedroom Century Home Retreat.
Exterior

Hills and Valleys of Silver Creek – A Timeless 5 Bedroom Century Home Retreat.

10.0 out of 10, Exceptional, (2)
"We enjoyed our stay. The house was unique with lots of space. The surrounding area was beautiful. "
$559 nightly
The price is $631
Sep 15 - Sep 16
Total with taxes and fees
Hills and Valleys of Silver Creek – A Timeless 5 Bedroom Century Home Retreat.
Gorgeous cozy cottage besides a bustling stream, surrounded by gorgeous greenery
Interior

Gorgeous cozy cottage besides a bustling stream, surrounded by gorgeous greenery

8.4 out of 10, Very Good, (12)
"This was an amazing weekend! So relaxing, the surrounds are beautiful, the woods, the stream, we had several barbecues outside. The host is incredibly kind and warm artistic soul. "
Gorgeous cozy cottage besides a bustling stream, surrounded by gorgeous greenery
Quiet Forest Cabin
Property grounds

Quiet Forest Cabin

9.4 out of 10, Exceptional, (3)
"Quiet and cozy cabin. Host prepared loads of stuffs for us to enjoy a gathering time. Really nice place for us! "
$123 nightly
The price is $139
Sep 15 - Sep 16
Total with taxes and fees
Quiet Forest Cabin
Beautiful New Build by Elora
Interior

Beautiful New Build by Elora

8.4 out of 10, Very Good, (7)
"Affordable, comfortable stay in Fergus. Home is well equipped for an easy stress free stay. Communication with host was great. Would highly recommend. "
$225 nightly
The price is $254
Sep 15 - Sep 16
Total with taxes and fees
Beautiful New Build by Elora
Modern Spacious 4-bedroom house with WiFi, AC in Brampton
Interior

Modern Spacious 4-bedroom house with WiFi, AC in Brampton

Modern Spacious 4-bedroom house with WiFi, AC in Brampton
Beautiful and unique apartment. Quick Access to Greater Toronto Area GTA.
Smart TV

Beautiful and unique apartment. Quick Access to Greater Toronto Area GTA.

8.0 out of 10, Very Good, (4)
"Pleasant "
$128 nightly
The price is $145
Sep 15 - Sep 16
Total with taxes and fees
Beautiful and unique apartment. Quick Access to Greater Toronto Area GTA.
luxurious residence characterized by high-quality materials.
Fridge, microwave, oven, stovetop

luxurious residence characterized by high-quality materials.

6.4 out of 10, (5)
"We enjoyed our stay. Our host was very friendly and communicated with us effectively. She met us upon our arrival and showed us into the apartment. The apartment was beautifully decorated and clean. "
$211 nightly
The price is $238
Sep 15 - Sep 16
Total with taxes and fees
luxurious residence characterized by high-quality materials.
Hidden Gem! Charming rural getaway close to hiking/skiing/biking. Dog friendly!
Terrace/patio

Hidden Gem! Charming rural getaway close to hiking/skiing/biking. Dog friendly!

10.0 out of 10, Exceptional, (87)
"Wonderful experience - great property, loved seeing the horses, walking on the trails, and the stars at night! We will book again. Thanks to Taria for the welcome."
Hidden Gem! Charming rural getaway close to hiking/skiing/biking. Dog friendly!
6-bedroom house in enchanting Caledon Village with WiFi, AC, fitness equipment
Exterior

6-bedroom house in enchanting Caledon Village with WiFi, AC, fitness equipment

$779 nightly
The price is $881
Oct 1 - Oct 2
Total with taxes and fees
6-bedroom house in enchanting Caledon Village with WiFi, AC, fitness equipment
Luxury Chic 2BED End Unit in Central Brampton
Exterior

Luxury Chic 2BED End Unit in Central Brampton

2.0 out of 10, (1)
"This unit was not as advertised - nowhere near luxury or chic. Photo was deceiving as unit was way underground and was old and tired. I ended up not staying there at all and forfeited the money I paid! "
$119 nightly
The price is $135
Sep 15 - Sep 16
Total with taxes and fees
Luxury Chic 2BED End Unit in Central Brampton
Fastbear 2
Exterior

Fastbear 2

$313 nightly
The price is $354
Sep 15 - Sep 16
Total with taxes and fees
Fastbear 2
Lakeview resort style suite (Twin or King)
Property grounds

Lakeview resort style suite (Twin or King)

9.2 out of 10, Wonderful, (5)
"Very friendly host. Quiet, peaceful surroundings. Nice galley kitchen. Enjoyed the lake access for sitting around and for fishing. "
$119 nightly
The price is $135
Sep 14 - Sep 15
Total with taxes and fees
Lakeview resort style suite (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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Orangeville Hotel Reviews

Newton Villa

Newton Villa

10/10 Excellent
"Excellent service "
Rajinder 4-night trip
Posted 2 days ago
Newton Villa

Find out more about Orangeville

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 $120 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

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: This highly rated vacation home rental in Orangeville 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. Some other homes for rent in Orangeville include The Perfect Getaway and Spotless Bright Home By The Headwaters In Orangeville!.

How many vacation rentals are there in Orangeville?

Expedia has 9 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.