Orangeville Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

    Bundle & Save

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

    OneKeyCash

    Earn OneKeyCash on all your eligible bookings

    Upfront pricing

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

Check prices for these dates

Tonight
Oct 27 - Oct 28
Tomorrow
Oct 28 - Oct 29
This weekend
Oct 31 - Nov 2
Next weekend
Nov 7 - Nov 9

Vacation Rentals in Orangeville

2 bedrooms, WiFi, bed sheets
Entire place, Ground level walkout Basement with Huge backyard
Entire place, Ground level walkout Basement with Huge backyard
7.2 out of 10, Good, (23)
"Stayed only for one night unfortunately. Great hosts and they ensured I had everything I needed."
Canada
G B.
$132 nightly
The price is $149
Nov 18 - Nov 19
Total with taxes and fees
Entire place, Ground level walkout Basement with Huge backyard
Microwave, oven, stovetop
The Perfect Getaway
The Perfect Getaway
7.6 out of 10, Good, (4)
"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
???? ?.
$173 nightly
The price is $195
Oct 29 - Oct 30
Total with taxes and fees
The Perfect Getaway
Smart TV
Spotless Bright Home By The Headwaters In Orangeville!
Spotless Bright Home By The Headwaters In Orangeville!
8.6 out of 10, Excellent, (8)
"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."
Canada
Ellen O.
$286 nightly
The price is $324
Oct 28 - Oct 29
Total with taxes and fees
Spotless Bright Home By The Headwaters In Orangeville!
Fridge, microwave, oven, stovetop
Newly Reno’d Basement Suite w/ Private Access—10 min walk to Headwaters Hospital
Newly Reno’d Basement Suite w/ Private Access—10 min walk to Headwaters Hospital
9.0 out of 10, Wonderful, (6)
"Very clean and comfortable. Lots of space. "
Canada
Roberta P.
Newly Reno’d Basement Suite w/ Private Access—10 min walk to Headwaters Hospital
Fridge, microwave, oven, stovetop
Walk to Downtown or conservation area, 2 Bedroom home . Sleeps 4. Pets welcomed
Walk to Downtown or conservation area, 2 Bedroom home . Sleeps 4. Pets welcomed
10.0 out of 10, Exceptional, (11)
"Very nice house, easily walkable to grocery etc."
Canada
Vijay
Walk to Downtown or conservation area, 2 Bedroom home . Sleeps 4. Pets welcomed
Exterior
Century home 3 bed with Gas Fireplace/fenced yard and 5 minute walk to Broadway
Century home 3 bed with Gas Fireplace/fenced yard and 5 minute walk to Broadway
10.0 out of 10, Exceptional, (17)
"We had a great stay here, clean, comfortable beds and an attentive host! "
Canada
Jeff P.
Century home 3 bed with Gas Fireplace/fenced yard and 5 minute walk to Broadway
Exterior
Comfy & Spacious 4BR Family Home w/ Patio made for You! 10 min walk to Hospital
Comfy & Spacious 4BR Family Home w/ Patio made for You! 10 min walk to Hospital
2.0 star property
Comfy & Spacious 4BR Family Home w/ Patio made for You! 10 min walk to Hospital
Property grounds
Glamping by Lavender Farm, Brewery, Mono Cliffs, Hockley Valley
Glamping by Lavender Farm, Brewery, Mono Cliffs, Hockley Valley
10.0 out of 10, Exceptional, (11)
"This place is amazing would highly recommend "
Canada
Damon
$186 nightly
The price is $210
Oct 28 - Oct 29
Total with taxes and fees
Glamping by Lavender Farm, Brewery, Mono Cliffs, Hockley Valley
Exterior
Paradise Suites - Peaceful Getaway
Paradise Suites - Peaceful Getaway
9.4 out of 10, Exceptional, (6)
"We enjoyed this house very much. House was very clean and well furnished. I highly recommend this house."
United States
Paul J.
$633 nightly
The price is $715
Oct 28 - Oct 29
Total with taxes and fees
Paradise Suites - Peaceful Getaway
Property grounds
Belwood Bunkie Escape & Spa minutes away from Elora
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! "
Canada
Franziska
$152 nightly
The price is $172
Oct 30 - Oct 31
Total with taxes and fees
Belwood Bunkie Escape & Spa minutes away from Elora
Exterior
Bright Private Coach House | Above Ground
Bright Private Coach House | Above Ground
10.0 out of 10, Exceptional, (2)
"It's so rare to find such a nice above ground apartment and at such a great price too. The apartment was beautiful, my family loved our stay and the host was wonderful and attentive."
Canada
Jeweson
Bright Private Coach House | Above Ground
Smart TV
Beautiful and unique apartment. Quick Access to Greater Toronto Area GTA.
Beautiful and unique apartment. Quick Access to Greater Toronto Area GTA.
8.0 out of 10, Very Good, (4)
"Pleasant "
United States
Linda S.
$127 nightly
The price is $144
Oct 28 - Oct 29
Total with taxes and fees
Beautiful and unique apartment. Quick Access to Greater Toronto Area GTA.
Outdoor pool, a heated pool
“The Hockley Hideaway”, sharing our unique property for your unique experiences❤️
“The Hockley Hideaway”, sharing our unique property for your unique experiences❤️
10.0 out of 10, Exceptional, (43)
"Thisvis the best vrbo experience we have had. The hosts are superb and the property exceptional. "
Canada
Robert G.
“The Hockley Hideaway”, sharing our unique property for your unique experiences❤️
Interior
Gorgeous cozy cottage besides a bustling stream, surrounded by gorgeous greenery
Gorgeous cozy cottage besides a bustling stream, surrounded by gorgeous greenery
8.6 out of 10, Excellent, (14)
"Very relaxing just wanted to recharge was perfect to cozy up and watch a movie or two "
Canada
Darryl Andrew D.
Gorgeous cozy cottage besides a bustling stream, surrounded by gorgeous greenery
Fridge, microwave, oven, stovetop
luxurious residence characterized by high-quality materials.
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. "
Canada
Holly
$209 nightly
The price is $236
Oct 28 - Oct 29
Total with taxes and fees
luxurious residence characterized by high-quality materials.
Exterior
Luxury Chic 2BED End Unit in Central Brampton
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! "
Canada
JENNING N.
Luxury Chic 2BED End Unit in Central Brampton
TV
Private Estate Home In Caledon Ontario! *6 Acres*
Private Estate Home In Caledon Ontario! *6 Acres*
7.0 out of 10, Good, (2)
"Not anything like was advertised, outside looked like an abandoned house."
Canada
peter
$774 nightly
The price is $874
Oct 28 - Oct 29
Total with taxes and fees
Private Estate Home In Caledon Ontario! *6 Acres*
Exterior
Hills and Valleys of Silver Creek – A Timeless 5 Bedroom Century Home Retreat.
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. "
Canada
John J.
$478 nightly
The price is $540
Oct 28 - Oct 29
Total with taxes and fees
Hills and Valleys of Silver Creek – A Timeless 5 Bedroom Century Home Retreat.
Exterior
Beautiful Bungalow on Grand River in Fergus.
Beautiful Bungalow on Grand River in Fergus.
9.8 out of 10, Exceptional, (18)
"Great space with relaxing settings next to the Grand River"
Canada
Robert
$254 nightly
The price is $287
Oct 28 - Oct 29
Total with taxes and fees
Beautiful Bungalow on Grand River in Fergus.
Exterior
6-bedroom house in enchanting Caledon Village with WiFi, AC, fitness equipment
6-bedroom house in enchanting Caledon Village with WiFi, AC, fitness equipment
$876 nightly
The price is $990
Nov 6 - Nov 7
Total with taxes and fees
6-bedroom house in enchanting Caledon Village with WiFi, AC, fitness equipment
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.
View all properties
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

Breadalbane Inn

Breadalbane Inn

10/10 Excellent
"Yes"
Kenneth 1-night trip
Posted 4 days 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 $144 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: 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 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. 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.