Orangeville Vacation Rentals

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Check prices for these dates

Tonight
Dec 8 - Dec 9
Tomorrow
Dec 9 - Dec 10
This weekend
Dec 12 - Dec 14
Next weekend
Dec 19 - Dec 21

Vacation Rentals in Orangeville

Interior
The Rustic Retreat: Elegant cabin with WiFi & AC in an enchanting location!

The Rustic Retreat: Elegant cabin with WiFi & AC in an enchanting location!

2.5 star property
Pearl City
10.0 out of 10, Exceptional, (3)
"Out of half a dozen or so cabin rentals, this one is the absolute best. It's clean, uncluttered, quiet, and huge! Water was hot, heater worked really well (it was a very cold week) and the kitchen worked well. Beds were comfy too. I can't say enough good things about this place!"
United States
Andrew R.
The price is ￥13,257
￥47,562 total
includes taxes & fees
Dec 14 - Dec 15
The Rustic Retreat: Elegant cabin with WiFi & AC in an enchanting location!
Interior
Peace & Simplicity in a Little Red Cabin on the Farm

Peace & Simplicity in a Little Red Cabin on the Farm

Lena
10.0 out of 10, Exceptional, (12)
"Quiet, clean and absolutely lovely cabin! "
United States
Holley B.
The price is ￥21,746
￥26,339 total
includes taxes & fees
Dec 12 - Dec 13
Peace & Simplicity in a Little Red Cabin on the Farm
Outdoor pool
Quite- relaxing country living with pool/hot tub and sauna!

Quite- relaxing country living with pool/hot tub and sauna!

Pecatonica
10.0 out of 10, Exceptional, (18)
"Everything was as promised! Smooth and easy check in. Very clean and inviting. Outdoor amenities were in good shape, working and absolutely amazing! "
United States
Gail W.
The price is ￥29,218
￥49,566 total
includes taxes & fees
Dec 12 - Dec 13
Quite- relaxing country living with pool/hot tub and sauna!
Fridge, microwave, oven, stovetop
Beautiful two story, downtown home, one block from the Square,

Beautiful two story, downtown home, one block from the Square,

Monroe
10.0 out of 10, Exceptional, (35)
"Beautiful home, close to downtown. Check in was very easy. Very easy push button entry. Kitchen is large for several to work around and well stocked with all essentials. "
United States
Cynthia O.
The price is ￥30,289
￥51,877 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Beautiful two story, downtown home, one block from the Square,
Interior
MJ's Penthouse ,a piece of paradise on Monroe's historic square

MJ's Penthouse ,a piece of paradise on Monroe's historic square

Monroe
10.0 out of 10, Exceptional, (102)
"Such a fun place to stay! We loved it!"
United States
Karen J.
The price is ￥30,289
￥42,181 total
includes taxes & fees
Dec 17 - Dec 18
MJ's Penthouse ,a piece of paradise on Monroe's historic square
Living area
Lookout Loft over the Monroe Square

Lookout Loft over the Monroe Square

2.0 star property
Monroe
The price is ￥13,747
￥31,212 total
includes taxes & fees
Dec 9 - Dec 10
Lookout Loft over the Monroe Square
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

Baymont by Wyndham Freeport

Baymont by Wyndham Freeport

10/10 Excellent
"Stayed for a night, i must say the stay is nice. The place needs updating. Not today but in the future."
Rey 1-night trip
Posted 10 days ago
Baymont by Wyndham Freeport

Find out more about Orangeville

Search for holiday rentals in Orangeville on Expedia! You can easily find your home rentals, villas, holiday apartments in Orangeville using one of the methods below:

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Look no further and take a look at our great range of rental properties in Orangeville!

Frequently asked questions

Are there vacation rentals in Orangeville?

Yes, we offer vacation rentals close to popular attractions in Orangeville, or you can go with a more remote option if you'd like a relaxing place to stay.

What's the top vacation rental that Orangeville has to offer?

3 Bedroom, 2 Bath House, Large Yard, 4 Miles From New Glarus, 10 Miles To Monroe: Visitors like this Orangeville vacation home rental. It is located in a rural location and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

What can I see and do in Orangeville?

Explore the area and family-friendly sights such as SplashLand Family Water Park, or get out into nature at a spot like Jane Addams Recreation Trail. Historic Cheesemaking Center and Minhas Craft Brewery are a couple of places you'll find in the larger area.

What are vacation rentals like in Orangeville?

Vacation rentals are privately owned properties you can reserve for a few days or a quick weekend in Orangeville. Vacation rentals provide amenities like laundry facilities and kitchens so you'll have everything you want. If you're concerned about cleanliness, a vacation rental can offer a sense of security away from public hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for family trips.