Orangeville Holiday Rentals

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Check prices for these dates

Tonight
4 Aug - 5 Aug
Tomorrow
5 Aug - 6 Aug
This weekend
8 Aug - 10 Aug
Next weekend
15 Aug - 17 Aug

Holiday 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"
The price is AU$189
includes taxes & fees
15 Aug - 16 Aug
Entire place, Ground level walkout Basement with Huge backyard
The Perfect Getaway
Microwave, oven, stovetop

The Perfect Getaway

The price is AU$308
includes taxes & fees
10 Aug - 11 Aug
The Perfect Getaway
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
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."
The price is AU$513
includes taxes & fees
18 Aug - 19 Aug
Spotless Bright Home By The Headwaters In Orangeville!
Walk to Downtown or conservation area, 2 Bedroom home . Sleeps 4. Pets welcomed
Kitchen features a central gas stove, microwave, and toaster, along with dark brown cabinetry and ample shelving for dishware.

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)
"Beautiful view of the river and wonderful hosts."
The price is AU$379
includes taxes & fees
7 Aug - 8 Aug
Beautiful Bungalow on Grand River in Fergus.
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.

The price is AU$1,273
includes taxes & fees
5 Aug - 6 Aug
Hills and Valleys of Silver Creek – A Timeless 5 Bedroom Century Home Retreat.
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, (5)
"This place is amazing would highly recommend "
The price is AU$294
includes taxes & fees
5 Aug - 6 Aug
Pet Friendly Glamping by Lavender Farm, Brewery, Mono Cliffs, Hockley Valley
5-Bedroom Countryside Estate in Northern GTA – Ideal for Gatherings & Getaways
Microwave, oven, stovetop, dishwasher

5-Bedroom Countryside Estate in Northern GTA – Ideal for Gatherings & Getaways

10.0 out of 10, Exceptional, (1)
"House was very nice, lots of space. Stay was very nice, Jagjit was a great host in being generous. I would book again and i suggest you book here. "
5-Bedroom Countryside Estate in Northern GTA – Ideal for Gatherings & Getaways
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! "
The price is AU$229
includes taxes & fees
28 Aug - 29 Aug
Luxury Chic 2BED End Unit in Central Brampton
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
Bright Private Coach House | Above Ground
Stunning two-story home with a central entrance, flanked by windows, set amidst a beautifully manicured lawn and mature trees.

Bright Private Coach House | Above Ground

10.0 out of 10, Exceptional, (1)
"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."
Bright Private Coach House | Above Ground
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."
The price is AU$241
includes taxes & fees
2 Sept - 3 Sept
Luxury Suite
Belwood Bunkie Escape & Spa minutes away from Elora
Cozy cabin surrounded by trees, featuring a front door, windows, and a fire pit.

Belwood Bunkie Escape & Spa minutes away from Elora

10.0 out of 10, Exceptional, (3)
"We enjoyed our stay at this beautiful bunkie. Its relazing and private with a wonderful outdoor space and fire pit all to yourself. A nice escape from the city! "
The price is AU$292
includes taxes & fees
12 Aug - 13 Aug
Belwood Bunkie Escape & Spa minutes away from Elora
House with 4.5 bedrooms,10 Acres of forest creek and trails, lots of parking
Cozy up by the central fireplace in this inviting room, featuring a polished floor and a large painting above.

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

8.4 out of 10, Very good, (13)
"The house was just right for our group of 3 couples, 1 toddler and 2 dogs. The kitchen which is not depicted clearly in the listing, is large and easy to gather and eat in. The property is deep and is close to nature reserves, parks and the Bruce Trail. Frank is very frirndly andade certain that our stay was enjoyable."
House with 4.5 bedrooms,10 Acres of forest creek and trails, lots of parking
Fastbear 2
Stunning two-story building with a symmetrical facade, featuring arched windows and a balcony.

Fastbear 2

The price is AU$556
includes taxes & fees
5 Aug - 6 Aug
Fastbear 2
Hockley Riverside Cottage • Loft & Bunkie
Relax by the fire pit on the deck, surrounded by a serene winter landscape.

Hockley Riverside Cottage • Loft & Bunkie

10.0 out of 10, Exceptional, (20)
"We had an excellent weekend stay at Hockley Riverside Cottage! This cottage was very clean and cozy and was fully stocked with all the amenities. We would definitely consider staying here again. Thanks Ashley. "
Hockley Riverside Cottage • Loft & Bunkie
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

Breadalbane Inn

Breadalbane Inn

10/10 Excellent
"Very quaint cute boutique inn. Glass of bubbly when we arrived and delicious breakfast next morning. "
EILEEN 1-night trip
Posted 3 days ago
Breadalbane Inn

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

How many holiday rentals are there in Orangeville?

Expedia has 10 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.