Orangeville Vacation Rentals

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Check prices for these dates

Tonight
Jul 27 - Jul 28
Tomorrow
Jul 28 - Jul 29
Next weekend
Aug 1 - Aug 3
In two weeks
Aug 8 - Aug 10

Vacation Rentals in Orangeville

Entire place, Ground level walkout Basement with Huge backyard
Relax in a spacious room with a large bed, seating area, and floor lamp.

Entire place, Ground level walkout Basement with Huge backyard

7.0 out of 10, Good, (21)
"It was an odd setup but worked for our needs"
$112 nightly
The price is $127
Aug 15 - Aug 16
Total includes taxes and fees
Entire place, Ground level walkout Basement with Huge backyard
Serenity in the Hills - Charming 1-bdrm house w WiFi and Hot Tub in Orangeville
Relax in a cozy living space with a comfortable sofa, armchair, and fireplace.

Serenity in the Hills - Charming 1-bdrm house w WiFi and Hot Tub in Orangeville

9.0 out of 10, Wonderful, (8)
"Clean, convenient, and wonderful host."
Serenity in the Hills - Charming 1-bdrm house w WiFi and Hot Tub in Orangeville
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

$146 nightly
The price is $165
Jul 29 - Jul 30
Total includes taxes and fees
The Perfect Getaway
Spotless Bright Home By The Headwaters In Orangeville!
Relax in this stylish living room with a large sofa, coffee table, and armchair, surrounded by framed artworks and natural light.

Spotless Bright Home By The Headwaters In Orangeville!

8.8 out of 10, Excellent, (5)
"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."
$292 nightly
The price is $330
Jul 29 - Jul 30
Total includes taxes and fees
Spotless Bright Home By The Headwaters In Orangeville!
Walk to Downtown or conservation area, 2 Bedroom home . Sleeps 4. Pets welcomed
Traditional two-story home with a covered front porch and well-manicured yard.

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

10.0 out of 10, Exceptional, (8)
"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
Cozy home surrounded by lush greenery and a vibrant front door.

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
Gorgeous cozy cottage besides a bustling stream, surrounded by gorgeous greenery
Relax in this inviting space with a dining table, comfortable sofa, and staircase leading to an upper level.

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

9.0 out of 10, Wonderful, (11)
"This is such a beautiful little house, it really feels like your deep in the woods but in reality you're down the street from grocery stores! Would absolutely book again, and hope to in the future!"
Gorgeous cozy cottage besides a bustling stream, surrounded by gorgeous greenery
Beautiful Bungalow on Grand River in Fergus.
Stunning views of a residence with a unique roofline, set amidst lush gardens and a serene river backdrop.

Beautiful Bungalow on Grand River in Fergus.

9.8 out of 10, Exceptional, (8)
"The grounds were lovely and created a great deal of privacy and serenity. Accommodations were clean and comfortable and the kitchen was well equipped. The location, close to Ferguson, made getting to shops and interesting restaurants quite easy. We would definitely return and plan to stay longer! "
$217 nightly
The price is $245
Jul 30 - Jul 31
Total includes taxes and fees
Beautiful Bungalow on Grand River in Fergus.
Pet Friendly Glamping by Lavender Farm, Brewery, Mono Cliffs, Hockley Valley
Situated in a natural setting, this cozy room features a wooden floor, a cabinet with a mirror, and a small table with a bottle and glass.

Pet Friendly Glamping by Lavender Farm, Brewery, Mono Cliffs, Hockley Valley

10.0 out of 10, Exceptional, (3)
"This place is amazing would highly recommend "
$168 nightly
The price is $190
Jul 29 - Jul 30
Total includes taxes and fees
Pet Friendly Glamping by Lavender Farm, Brewery, Mono Cliffs, Hockley Valley
“The Hockley Hideaway”, sharing our unique property for your unique experiences❤️
Relax by the serene pool surrounded by lush greenery and shaded by a stone deck.

“The Hockley Hideaway”, sharing our unique property for your unique experiences❤️

10.0 out of 10, Exceptional, (37)
"This property and location is the perfect place to stay as gorgeous inside as it is out. We and our two dogs were more than comfortable and hope to return again soon."
“The Hockley Hideaway”, sharing our unique property for your unique experiences❤️
Alton Riverside Cottage Retreat - 2 mins from Alton Mill, Millcroft, Osprey Golf
Cozy interior with a stone fireplace, wooden ceiling, and large windows offering a view of the outdoors.

Alton Riverside Cottage Retreat - 2 mins from Alton Mill, Millcroft, Osprey Golf

9.8 out of 10, Exceptional, (9)
"Gorgeous spot to stay! Beautiful views from the kitchen/living room. Close to great restaurants/cafes. Owner was very quick to respond and the place was very clean. "
$309 nightly
The price is $349
Aug 10 - Aug 11
Total includes taxes and fees
Alton Riverside Cottage Retreat - 2 mins from Alton Mill, Millcroft, Osprey Golf
Luxury Suite
Relax in the shaded patio area with a sofa, armchairs, and a central table.

Luxury Suite

8.0 out of 10, Very Good, (5)
"A co worker and myself stayed here for our out of town job. With the renovations, two bedroom kitchen and separate entrance this was the perfect place. Beats a hotel room any time! Also our host was quick to reply to any of our questions. If we are ever in town for another job we are definitely booking here again."
$126 nightly
The price is $143
Aug 4 - Aug 5
Total includes taxes and fees
Luxury Suite
Amazing Fun Place With 6 Beds 3.5 Bath Home Having 14 People Sleeping Capacity
Stunning two-story home with a brick facade and beautifully manicured lawn.

Amazing Fun Place With 6 Beds 3.5 Bath Home Having 14 People Sleeping Capacity

10.0 out of 10, Exceptional, (2)
$625 nightly
The price is $706
Jul 29 - Jul 30
Total includes taxes and fees
Amazing Fun Place With 6 Beds 3.5 Bath Home Having 14 People Sleeping Capacity
Luxury Chic 2BED End Unit in Central Brampton
Stunning two-story residence with a covered porch and black metal railing, set amidst a well-manicured driveway and a black metal fence.

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! "
$129 nightly
The price is $146
Aug 28 - Aug 29
Total includes taxes and fees
Luxury Chic 2BED End Unit in Central Brampton
Hidden Gem! Charming rural getaway close to hiking/skiing/biking. Dog friendly!
Relax in a wicker chair on the deck, surrounded by a beautiful view and a small table.

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

10.0 out of 10, Exceptional, (83)
"A beautiful cottage with amazing hosts! Thank you Taria for another relaxing stay."
Hidden Gem! Charming rural getaway close to hiking/skiing/biking. Dog friendly!
Beautiful and unique apartment. Quick Access to Greater Toronto Area GTA.
Cozy living space with a sofa, kitchen area, and natural light from a skylight.

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

8.0 out of 10, Very Good, (4)
"Pleasant "
$129 nightly
The price is $146
Jul 30 - Jul 31
Total includes taxes and fees
Beautiful and unique apartment. Quick Access to Greater Toronto Area GTA.
Charming 4-bedroom house in Caledon East with WiFi, AC
Cozy living room with a fireplace, wicker chairs, and a piano.

Charming 4-bedroom house in Caledon East with WiFi, AC

Charming 4-bedroom house in Caledon East with WiFi, AC
Luxury Comfort and Convenience
Relax in this stylish living room with a sofa, coffee table, and large window offering a view of the outside.

Luxury Comfort and Convenience

3.0 star property
2.0 out of 10, (1)
Luxury Comfort and Convenience
Paradise Suites - Peaceful Getaway
Stunning two-story house with a central entrance, surrounded by a well-manicured lawn and a small pond.

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."
$647 nightly
The price is $731
Jul 31 - Aug 1
Total includes taxes and fees
Paradise Suites - Peaceful 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

Cedar Springs Motel

Cedar Springs Motel

10/10 Excellent
"The guy on reception was very helpful He helps us for order the food "
Gagandeep Aneja 1-night trip
Posted 2 days ago
Cedar Springs Motel

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 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. Some other homes for rent in Orangeville include Serenity in the Hills - Charming 1-bdrm house w WiFi and Hot Tub in Orangeville 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.