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Orangeville Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Orangeville vacation rentals

A spacious living area with a wooden dining table, a sofa, and a hanging chair. There are large windows providing natural light and a view of the outside.

1. 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, (111 reviews)
"The Penthouse is beautiful and the location is unbeatable! We had a wonderful stay and can't wait to come back."
United States
Andie
The price is ￥30,792
￥42,882 total
includes taxes & fees
Oct 19 - Oct 20
MJ's Penthouse ,a piece of paradise on Monroe's historic square
A red cabin with a porch, surrounded by trees.

2. 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, (41 reviews)
"Great place to stay"
United States
Mike G.
The price is ￥22,107
￥26,776 total
includes taxes & fees
Oct 18 - Oct 19
Peace & Simplicity in a Little Red Cabin on the Farm
A spacious kitchen with wooden cabinets, a central island, and a dining area with a table and chairs.

3. Lookout Loft over the Monroe Square

Lookout Loft over the Monroe Square
Monroe
10.0 out of 10, Exceptional, (4 reviews)
"Great property and host! Would stay there again."
United States
Ann S.
The price is ￥20,158
￥39,567 total
includes taxes & fees
Nov 3 - Nov 4
Lookout Loft over the Monroe Square
A large, two-story log cabin with a stone chimney, a front porch with outdoor seating, and a snow-covered yard leading to a fire pit.

4. Lake Cabin | Sauna · River · Game Room

Lake Cabin | Sauna · River · Game Room
Brodhead
9.8 out of 10, Exceptional, (13 reviews)
"We love this property on the Sugar River. Very spacious, rustic but with all the modern amenities. Beautiful view of the water and lots of wildlife in area. "
United States
Lisa and Peter R.
The price is ￥30,916
￥113,457 total
includes taxes & fees
Oct 8 - Oct 9
Lake Cabin | Sauna · River · Game Room
A wooden deck with potted plants, a hot tub, and a swimming pool.

5. 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, (19 reviews)
"Great place to stay "
United States
Dulce C.
The price is ￥31,266
￥52,214 total
includes taxes & fees
Oct 8 - Oct 9
Quite- relaxing country living with pool/hot tub and sauna!
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

Beautiful Log House 4 Bed, 2 Baths, 15 acre land, close to Madison, sleeps 13

Beautiful Log House 4 Bed, 2 Baths, 15 acre land, close to Madison, sleeps 13

10/10 Excellent
"We enjoyed our visit. Our family came up for a wedding with our family and it was the perfect space for our family to unwind and enjoy nature between the wedding activities."
Haley H. 2-night trip
Posted 3 days ago
Beautiful Log House 4 Bed, 2 Baths, 15 acre land, close to Madison, sleeps 13

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:

  • View our selection of featured holiday rentals in Orangeville
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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?

MJ's Penthouse ,a piece of paradise on Monroe's historic square: Visitors like this Orangeville vacation home rental. It is located in the city center and has a balcony, a selection of games, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

What can I see and do in Orangeville?

Explore the area and family-friendly sights such as Sugar River Raceway, or get out into nature at a spot like Oakdale Nature Preserve. National Historic Cheesemaking Center Museum 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.