Orangeville Vacation Rentals

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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
7.4 out of 10, Good, (10)
"FURNACE motor very loud. No cloth hangers. Bring your own I guess. "
The price is $57
$126 total
includes taxes & fees
Jun 27 - Jun 28
Entire place, Ground level walkout Basement with Huge backyard
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
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, (10)
"The facilities are spacious. We came with four adults and were quite comfortable. The owner bent over backwards to make our stay excellent. Thanks for his attention to everything."
Century home 3 bed with Gas Fireplace/fenced yard and 5 minute walk to Broadway
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Fully Furnished 2 Bedroom home . Sleeps 4. Pets welcomed
Exterior
Fully Furnished 2 Bedroom home . Sleeps 4. Pets welcomed
10.0 out of 10, Exceptional, (6)
"Perfect location in Orangeville. Walkable to the main street and easy access to highways/other roads/attractions in the area. Dog and family friendly - exactly what we're looking for. Great host that was easy to communicate with pre and during."
Fully Furnished 2 Bedroom home . Sleeps 4. Pets welcomed
Entire top floor huge 1 bedroom apt private entry!
Living area
Entire top floor huge 1 bedroom apt private entry!
5.4 out of 10, (3)
"The house was clean and the host was very accommodating!"
The price is $72
$140 total
includes taxes & fees
Jul 3 - Jul 4
Entire top floor huge 1 bedroom apt private entry!
A bright & modern urban studio
Exterior
A bright & modern urban studio
10.0 out of 10, Exceptional, (5)
"Had a great stay bed was very comfortable the shower was great and had amazing water pressure. This was very central for me visiting with my family. Thanks Andrew & Amee"
A bright & modern urban studio
Charming Rural Getaway - close to hiking and skiing
Fridge, microwave, oven, stovetop
Charming Rural Getaway - close to hiking and skiing
10.0 out of 10, Exceptional, (69)
"Beautiful property and location close to hiking trails and popular local restaurants. Brookside Cottage has everything you need to enjoy a peaceful getaway. The cottage is spotless and a good comfortable vibe. I highly recommend staying here and already looking forward to a return visit. Thank you Taria and Dietrich for your hospitality and making us feel welcome and at home."
Charming Rural Getaway - close to hiking and skiing
Paradise Suites - Peaceful Getaway
Exterior
Paradise Suites - Peaceful Getaway
10.0 out of 10, Exceptional, (3)
"We enjoyed this house very much. House was very clean and well furnished. I highly recommend this house."
The price is $545
$983 total
includes taxes & fees
Jun 11 - Jun 12
Paradise Suites - Peaceful Getaway
Heartlake Oasis Revine View- Walkout Basement
Private kitchen
Heartlake Oasis Revine View- Walkout Basement
The price is $127
$210 total
includes taxes & fees
Jun 11 - Jun 12
Heartlake Oasis Revine View- Walkout Basement
Hockley “Hidden Treasure”
Outdoor pool, a heated pool
Hockley “Hidden Treasure”
10.0 out of 10, Exceptional, (15)
"We work remotely from our homes doing Personal taxes, January till May, each year. We meet in person on Victoria Day weekend …this was our 3rd sync up …NFalls and Montreal… were the first 2 The property was better than the pictures…pictures cannot describe how comfortable you can get with the sound of the stream in the morning, and the crackle of a fire at night …we will , should you accept, be reserving same weekend next year … Place is a treasure Host was a pleasure"
Hockley “Hidden Treasure”
Luxury tiny home on peaceful country estate.
Exterior
Luxury tiny home on peaceful country estate.
Luxury tiny home on peaceful country estate.
Luxury 2 bedroom 2 full baths rooms
Exterior
Luxury 2 bedroom 2 full baths rooms
4.0 star property
5.0 out of 10, (4)
"THIS IS A FRAUDULENT LISTING. Don't waste your time and money by booking this property.Unfortuanately I fell into the trap by booking this....got a call from the owner just few hours before the check-in time and was told that someone else has booked the place and my reservation did not go through even though my payment was processed through Expedia. The owner gave some lame excuse and clearly was a cheater. Expedia made an alternative arrangement since they were not able to make contact and was...
The price is $283
$365 total
includes taxes & fees
Jun 11 - Jun 12
Luxury 2 bedroom 2 full baths rooms
Specious 4 Bedroom ~ 3.5 Washroom ~ Brand New ~ Caledon
Interior
Specious 4 Bedroom ~ 3.5 Washroom ~ Brand New ~ Caledon
The price is $163
$350 total
includes taxes & fees
Jun 13 - Jun 14
Specious 4 Bedroom ~ 3.5 Washroom ~ Brand New ~ Caledon
Cozy, rustic private studio in the heart of Caledon East next to hiking trails.
Interior
Cozy, rustic private studio in the heart of Caledon East next to hiking trails.
4.0 out of 10, (1)
The price is $69
$125 total
includes taxes & fees
Jun 24 - Jun 25
Cozy, rustic private studio in the heart of Caledon East next to hiking trails.
Stylish & Comfy ~ Convenient Location ~ Queen Beds
Smart TV, books
Stylish & Comfy ~ Convenient Location ~ Queen Beds
Stylish & Comfy ~ Convenient Location ~ Queen Beds
Charming Airbnb Haven @Brampton/Snelgrove !!
Fridge, microwave, oven, stovetop
Charming Airbnb Haven @Brampton/Snelgrove !!
The price is $87
$234 total
includes taxes & fees
Jun 11 - Jun 12
Charming Airbnb Haven @Brampton/Snelgrove !!
2 bedroom legal basement apartment with full bath, including private entrance
Fridge, microwave, oven, stovetop
2 bedroom legal basement apartment with full bath, including private entrance
The price is $73
$150 total
includes taxes & fees
Jun 16 - Jun 17
2 bedroom legal basement apartment with full bath, including private entrance
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, (1)
"Lot of noise over my head on sunday night,cause this was a basement"
The price is $87
$145 total
includes taxes & fees
Jun 11 - Jun 12
Beautiful and unique apartment. Quick Access to Greater Toronto Area GTA.
The Blue Cottage Experience
Fridge, microwave, oven, stovetop
The Blue Cottage Experience
10.0 out of 10, Exceptional, (2)
"Our stay was amazing. The place was super clean and spacious. Very lovely interior and exterior. Host was extremely communicative. 10/10. If I had any criticism, it would be that some of the beds were a little stiff. Aside from that, I HIGHLY recommend this place."
The Blue Cottage Experience
Hockley Riverside Cottage • Loft & Bunkie
Property grounds
Hockley Riverside Cottage • Loft & Bunkie
10.0 out of 10, Exceptional, (12)
"We had a wonderful time at this property and it was perfect gateway experience. Being close to the river was so relaxing and everything about the place was unforgettable memory got us! Highly recommended."
Hockley Riverside Cottage • Loft & Bunkie
Don't see what you're looking for?
See all available properties in Orangeville
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.

Other types of properties in Orangeville you may be interested in

Best Western Plus Orangeville Inn & Suites
Standard Room, 1 King Bed, Non Smoking, Kitchenette (Shower Only) | Private kitchenette | Fridge, microwave, coffee/tea maker, cookware/dishes/utensils
Best Western Plus Orangeville Inn & Suites
2.5 star property
8.6 out of 10, Excellent, (665)
"Room decor is a little dated and needs repair (wall paper) and better lighting. Service is great and breakfast options are good. "
The price is $176
$205 total
includes taxes & fees
Jun 24 - Jun 25
Best Western Plus Orangeville Inn & Suites
Atlanta Motel
Room, 1 King Bed and Sofa Bed | Desk, free WiFi
Atlanta Motel
2.0 star property
6.8 out of 10, (128)
"A hook or towel bar near the shower would have been very convenient."
Atlanta Motel
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
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.

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 $57 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.

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?

Newly Renovated Basement w/ Private Entrance, 5 mins walk to Headwaters Hospital: Visitors like this Orangeville vacation home rental. It is located in a rural location and has a patio, a garden, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a spa tub.

How many vacation rentals are there in Orangeville?

Expedia has 7 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.

Recent reviews of Orangeville properties
Expedia verified reviews

Hampton Inn & Suites by Hilton Bolton

Hampton Inn & Suites by Hilton Bolton

5/5 Excellent
"Good hotel."
A verified traveler stayed at Hampton Inn & Suites by Hilton Bolton
Posted 3 days ago
Hampton Inn & Suites by Hilton Bolton