Orangeville Holiday Rentals

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Check prices for these dates

Tonight
21 June - 22 June
Tomorrow
22 June - 23 June
Next weekend
27 June - 29 June
In two weeks
4 July - 6 July

Holiday 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

7.4 out of 10, Good, (18)
"It was an odd setup but worked for our needs"
The price is AU$189
includes taxes & fees
22 June - 23 June
Entire place, Ground level walkout Basement with Huge backyard
Spotless Bright Home By The Headwaters In Orangeville!
Smart TV

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."
The price is AU$517
includes taxes & fees
22 June - 23 June
Spotless Bright Home By The Headwaters In Orangeville!
Serenity in the Hills - Charming 1-bdrm house w WiFi and Hot Tub in Orangeville
Smart TV, fireplace, video games, books

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

9.6 out of 10, Exceptional, (4)
"Clean, convenient, and wonderful host."
The price is AU$254
includes taxes & fees
22 June - 23 June
Serenity in the Hills - Charming 1-bdrm house w WiFi and Hot Tub in Orangeville
Walk to Downtown or conservation area, 2 Bedroom home . Sleeps 4. Pets welcomed
Exterior

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
Newly Renovated Basement w/ Private Entrance, 5 mins walk to Headwaters Hospital
Fridge, microwave, oven, stovetop

Newly Renovated Basement w/ Private Entrance, 5 mins walk to Headwaters Hospital

8.6 out of 10, Excellent, (4)
"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 Renovated Basement w/ Private Entrance, 5 mins walk to Headwaters Hospital
A bright & modern urban studio
Exterior

A bright & modern urban studio

10.0 out of 10, Exceptional, (10)
"The place was very clean. The bed was comfortable. It was close to the Jazz Festival where we went to, so we didn't spend much time inside. We only stayed ine night because we had to visit friends in Mono."
A bright & modern urban studio
A bright & chic 2 bedroom urban apartment
Exterior

A bright & chic 2 bedroom urban apartment

10.0 out of 10, Exceptional, (2)
"Lovely,charming,clean VRBO in an excellent location walking distance to old town heritage village as well as a short drive to modern shops Loved exploring the surrounding neighbourhood tree lined streets and beautiful heritage homes.Enjoyed preparing meals in the well appointed gourmet kitchen.Perfect long weekend getaway! We will definitely plan on staying at The Cooper again soon!"
A bright & chic 2 bedroom urban apartment
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.

9.6 out of 10, Exceptional, (4)
"Beautiful view of the river and wonderful hosts."
The price is AU$382
includes taxes & fees
22 June - 23 June
Beautiful Bungalow on Grand River in Fergus.
Gorgeous cozy cottage besides a bustling stream, surrounded by gorgeous greenery
Interior

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

8.6 out of 10, Excellent, (8)
"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
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, (82)
"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!
Lakeview resort style suite (Twin or King)
Property grounds

Lakeview resort style suite (Twin or King)

10.0 out of 10, Exceptional, (2)
"The property was beautiful and the room was clean. Entire check in process was smooth and host was very accommodating. 10/10 would recommend."
The price is AU$212
includes taxes & fees
22 June - 23 June
Lakeview resort style suite (Twin or King)
Amazing Fun Place With 6 Beds 3.5 Bath Home Having 14 People Sleeping Capacity
Exterior

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

10.0 out of 10, Exceptional, (2)
The price is AU$1,101
includes taxes & fees
23 June - 24 June
Amazing Fun Place With 6 Beds 3.5 Bath Home Having 14 People Sleeping Capacity
House with 4.5 bedrooms,10 Acres of forest creek and trails, lots of parking
Interior

House with 4.5 bedrooms,10 Acres of forest creek and trails, lots of parking

7.8 out of 10, Good, (9)
"Our experience at this rental was not what we expected based on the listing. Upon arrival, the house was freezing—only 13 degrees—and took a long time to warm up. Basic essentials were lacking; there was insufficient toilet paper for the number of guests and bathrooms, and no paper towels or clean cleaning cloths were provided. Dish soap was also missing, making it difficult to clean up after meals. Cleanliness was another major concern. There was leftover food in both the fridge and freezer,...
House with 4.5 bedrooms,10 Acres of forest creek and trails, lots of parking
Luxury Comfort and Convenience
Family House | Living area

Luxury Comfort and Convenience

3.0 star property
2.0 out of 10, (1)
Luxury Comfort and Convenience
Alton Riverside Cottage Retreat - 2 mins from Alton Mill, Millcroft, Osprey Golf
Interior

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

9.8 out of 10, Exceptional, (8)
"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. "
The price is AU$534
includes taxes & fees
20 July - 21 July
Alton Riverside Cottage Retreat - 2 mins from Alton Mill, Millcroft, Osprey Golf
Hockley “Hidden Treasure” a magical getaway!
Outdoor pool, a heated pool

Hockley “Hidden Treasure” a magical getaway!

10.0 out of 10, Exceptional, (31)
"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."
Hockley “Hidden Treasure” a magical getaway!
Secluded Waterfront Oasis for an Amazing Getaway!
Property grounds

Secluded Waterfront Oasis for an Amazing Getaway!

Secluded Waterfront Oasis for an Amazing Getaway!
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! "
The price is AU$212
includes taxes & fees
23 June - 24 June
Luxury Chic 2BED End Unit in Central 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 "
The price is AU$228
includes taxes & fees
24 June - 25 June
Beautiful and unique apartment. Quick Access to Greater Toronto Area GTA.
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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Frequently asked questions

Are there holiday rentals in Orangeville?

Yes, there are holiday rentals close to the most popular sights in Orangeville, or you can select a more secluded option if you're looking for a relaxing 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 holiday rentals that Orangeville has to offer?

Entire place, Ground level walkout Basement with Huge backyard: This highly rated holiday home rental in Orangeville has air conditioning and cable TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities such as a fridge and a microwave can make your holiday run smoothly. Our travellers also rate Spotless Bright Home By The Headwaters In Orangeville! as a favourite home for rent in Orangeville.

How many holiday rentals are there in Orangeville?

Expedia has 9 holiday 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 wider area.

What’s a holiday rental in Orangeville like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Orangeville. Holiday rentals provide amenities such as laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and busy front desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great option for a family trip.