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Orangeville Vacation Rentals

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Orangeville vacation rentals

Exterior

1. 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, (37 reviews)
"Great place to stay"
United States
Mike G.
$160 nightly
The price is $170
Sep 8 - Sep 9
Total with taxes and fees
Peace & Simplicity in a Little Red Cabin on the Farm
Interior

2. 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, (110 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
$248 nightly
The price is $272
Sep 10 - Sep 11
Total with taxes and fees
MJ's Penthouse ,a piece of paradise on Monroe's historic square
Interior

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.
$238 nightly
The price is $260
Sep 22 - Sep 23
Total with taxes and fees
Lookout Loft over the Monroe Square
Dining

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

The Rustic Retreat: Elegant cabin with WiFi & AC in an enchanting location!
Pearl City
10.0 out of 10, Exceptional, (5 reviews)
"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.
$398 nightly
The price is $438
Sep 14 - Sep 15
Total with taxes and fees
The Rustic Retreat: Elegant cabin with WiFi & AC in an enchanting location!
Outdoor spa tub

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, (18 reviews)
"Great place to stay "
United States
Dulce C.
$286 nightly
The price is $303
Sep 20 - Sep 21
Total with taxes and fees
Quite- relaxing country living with pool/hot tub and sauna!
Exterior

6. Lake Cabin | Sauna · River · Game Room

Lake Cabin | Sauna · River · Game Room
Brodhead
9.8 out of 10, Exceptional, (11 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.
$766 nightly
The price is $808
Sep 8 - Sep 9
Total with taxes and fees
Lake Cabin | Sauna · River · Game Room
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

Country Inn & Suites by Radisson, Freeport, IL

Country Inn & Suites by Radisson, Freeport, IL

10/10 Excellent
"Such a convenient location. Our room looked brand new. The staff was very friendly and welcoming."
MARK 1-night trip
Posted 1 day ago
Country Inn & Suites by Radisson, Freeport, IL

Find out more about Orangeville

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 $170 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 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 5 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. 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.