Orangeville Holiday Rentals

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Holiday Rentals in Orangeville

3 Bedroom, 2 Bath House, Large Yard, 4 Miles From New Glarus, 10 Miles To Monroe
10.0 out of 10, Exceptional, (112)
"We stayed at the house for our 2 day visit to New Glarus and Taliesin. The house is very clean and it has a large backyard for games."
3 Bedroom, 2 Bath House, Large Yard, 4 Miles From New Glarus, 10 Miles To Monroe
Quite- relaxing country living with pool/hot tub and sauna!
10.0 out of 10, Exceptional, (13)
"We had a great time, nice and relaxing. Had everything we wanted."
The price is AU$503
includes taxes & fees
12 June - 13 June
Quite- relaxing country living with pool/hot tub and sauna!
Historic Country Farmhouse for ANY Season!
10.0 out of 10, Exceptional, (34)
"Great place to stay. The host was very helpful and accommodating. The house and property are kept up extremely nice. A lot of neat history all around. I look forward to staying again."
Historic Country Farmhouse for ANY Season!
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KC HOUSE Cozy Country Home
10.0 out of 10, Exceptional, (1)
"Very peaceful! Very welcoming! This was a great place, blending old and new! Our group was 20 - 65 years old. All of the beds were comfy, the kitchen was well appointed. We really loved the outdoor cooking area and the outdoor seating areas. What a view! This would be a great place for a retreat and to unplug (although there is solid wifi and TVs throughout). The owner went over and above. We entered the house to an array of snacks and beverages on the counter. I can't say enough about this...
KC HOUSE Cozy Country Home
MJ's Penthouse ( a piece of paradise on Monroe's historic square)<br>
10.0 out of 10, Exceptional, (69)
"We had a fantastic time, property is well laid out for a variety of different types of visitors. Hosts were flexible and helpful. We greatly enjoyed our stay."
The price is AU$398
includes taxes & fees
5 June - 6 June
MJ's Penthouse ( a piece of paradise on Monroe's historic square)<br>
Destination Driftless- A Trailside Retreat
9.4 out of 10, Exceptional, (21)
"Wondering location not far from the ATV trails loved the old farm house feel and decor will definitely stay again hopefully longer next time !!"
Destination Driftless- A Trailside Retreat
Entire lower level in a private home with walkout fenced yard.
9.0 out of 10, Wonderful, (6)
"This was the perfect place to stay in Freeport! It was beautiful and was so clean that it felt like we were the first to stay there. It had everything we needed and SO much room, which was great as we were staying with a toddler. There is a family living above, which you could occasionally hear during the day, but it didn’t bother us at all! We would stay here again in a heartbeat and likely will next time we visit family!"
Entire lower level in a private home with walkout fenced yard.
Beautiful downtown home, one block from the Square,
10.0 out of 10, Exceptional, (18)
"I grew up in this town and loved the location. The newly renovated home was perfect for our stay. Super kind hosts and wonderful property."
The price is AU$508
includes taxes & fees
12 June - 13 June
Beautiful downtown home, one block from the Square,
Waterfront Sugar River Cabin w/ Dock & Game Room!
9.0 out of 10, Wonderful, (2)
"I stayed here with a few friends on a Reading Retreat. The house was beautiful and the location quiet and secluded. We loved that the kitchen and space was well stocked and had everything we needed."
Waterfront Sugar River Cabin w/ Dock & Game Room!
Apartment in private home, sleeps 7 guest
10.0 out of 10, Exceptional, (3)
"Warm and spacious. Great hosts. We had a party of 5 and were very comfortable. There is a warm feel to the decor and everything was top notch!"
Apartment in private home, sleeps 7 guest
Spacious Villa*Beautiful Views*Country Setting
10.0 out of 10, Exceptional, (7)
"We use VRBO in place of extended stay hotels for work. We look at clean,quiet places. This home is that!! The owners were very responsive the one time we needed them. The house has tons of room, great for large groups. Close to town yet not too close. Will use again."
Spacious Villa*Beautiful Views*Country Setting
Stylish Downtown Flat
Stylish Downtown Flat
Cozy Countryside Getaway @ Kerlin Schoolhouse
Cozy Countryside Getaway @ Kerlin Schoolhouse
Baumies Guest Apartment
Baumies Guest Apartment
Waterfront Sugar River Cabin w/ Dock & Game Room!
3.0 star property
Waterfront Sugar River Cabin w/ Dock & Game Room!
7 blocks from downtown cheese days!
7 blocks from downtown cheese days!
Baumies Crash Pad
Baumies Crash Pad
Cozy house for rent in Lena, Illinois.
Cozy house for rent in Lena, Illinois.
Wisconsin Farmhouse Stay: Utv, Boat, Snowmobile!
3.0 star property
Wisconsin Farmhouse Stay: Utv, Boat, Snowmobile!
Wisconsin Farmhouse Stay: UTV, Boat, Snowmobile!
Wisconsin Farmhouse Stay: UTV, Boat, Snowmobile!
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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

Country Inn & Suites by Radisson, Stockton, IL
2.5 star property
8.6 out of 10, Excellent, (483)
"Pool hours not very accomadationg"
The price is AU$108
includes taxes & fees
16 June - 17 June
Country Inn & Suites by Radisson, Stockton, IL
Super 8 by Wyndham Monroe WI
2.0 star property
9.0 out of 10, Wonderful, (610)
"The room was on the smaller side but was clean, with a comfortable bed and recliner. The toilet/tub area was small and separate from the sink area in the room. The internet was fast also. The breakfast was mostly cold offerings along with biscuits and gravy. This was our first stay at a Super 8 and it was a good experience. I would stay here again."
The price is AU$108
includes taxes & fees
16 June - 17 June
Super 8 by Wyndham Monroe WI
Country Inn & Suites by Radisson, Freeport, IL
2.5 star property
9.0 out of 10, Wonderful, (693)
"We always stay here when coming for the Pec flea market. Great place to stay but the price the last few years has made this very expensive compared to other hotels in the area."
The price is AU$187
includes taxes & fees
4 June - 5 June
Country Inn & Suites by Radisson, Freeport, IL
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 holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Orangeville holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Orangeville holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Orangeville holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Orangeville holiday rentals we have selected for you start as low as AU$398 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Orangeville rentals

At Expedia, we put the best Orangeville holiday 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 holiday.

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 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.

What are some of the best holiday rentals that Orangeville has to offer?

3 Bedroom, 2 Bath House, Large Yard, 4 Miles From New Glarus, 10 Miles To Monroe: This holiday home rental outside of Orangeville is located in a rural location, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You can relax into your holiday 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 Roth Kase Cheese Factory, or get out into nature at a spot like Lake Le Aqua Na State Park. Historic Cheesemaking Center and Minhas Craft Brewery are a couple of places you'll find in the wider area.

What are holiday rentals like in Orangeville?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Orangeville. Holiday rentals feature amenities such as hot tubs, fire pits and patios so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of privacy away from public hotel lifts and lobbies packed with people while still allowing you to travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive option for a family trip or a small group gathering.

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