Orangeville Vacation Rentals

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Vacation 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, (117)
"The home was clean and quiet and very comfortable. We spent time on both the upstairs and downstairs porches drinking coffee in the morning, a little wine in the evenings. The only scary thing is the driveway up for me. No problem for my husband, though! Great place!! Would stay here again!"
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, (15)
"Like your own private resort on an affordable scale. Hot tub fantastic and setting idyllic."
The price is $200
$331 total
includes taxes & fees
Jun 20 - Jun 21
Quite- relaxing country living with pool/hot tub and sauna!
MJ's Penthouse ( a piece of paradise on Monroe's historic square)<br>
10.0 out of 10, Exceptional, (69)
"It was beautiful and was a perfect location."
The price is $195
$262 total
includes taxes & fees
Jul 1 - Jul 2
MJ's Penthouse ( a piece of paradise on Monroe's historic square)<br>
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
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!
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
Beautiful downtown home, one block from the Square,
10.0 out of 10, Exceptional, (19)
"This house was so cute! Modern decor and amenities with beautifully restored original hardwood floors. We would definitely stay here again! 😁"
The price is $230
$380 total
includes taxes & fees
Jun 25 - Jun 26
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!
Entire lower level in a private home with walkout fenced yard.
9.2 out of 10, Wonderful, (7)
"Quiet location."
Entire lower level in a private home with walkout fenced yard.
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
Cozy Countryside Getaway @ Kerlin Schoolhouse
Cozy Countryside Getaway @ Kerlin Schoolhouse
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!
Getaway to the country to enjoy the outdoors and sunset country views.
The price is $175
$238 total
includes taxes & fees
Jun 24 - Jun 25
Getaway to the country to enjoy the outdoors and sunset country views.
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!
Relax on the Sugar River in this beautiful newly renovated building
2.0 star property
The price is $185
$282 total
includes taxes & fees
Jun 20 - Jun 21
Relax on the Sugar River in this beautiful newly renovated building
Historic farmhouse with WiFi, dog-friendly, close to rec trails
2.0 star property
Historic farmhouse with WiFi, dog-friendly, close to rec trails
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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

Super 8 by Wyndham Monroe WI
2.0 star property
9.0 out of 10, Wonderful, (618)
"My husband and I were very impressed with this Super 8 motel. The staff was very friendly. The room was super clean and spacious. We sat in the hot tub and swam in the pool. Both clean and appropriate temperature. There is an outdoor patio area off the pool area that is super cute and even has a BBQ grill. The breakfast was good, although my only complaint is that the hard boiled eggs weren't peeled and it was hard to peel them. BUT, I LOVED the warm cinnamon rolls! And I liked that they had a...
The price is $68
$74 total
includes taxes & fees
Jul 7 - Jul 8
Super 8 by Wyndham Monroe WI
Country Inn & Suites by Radisson, Stockton, IL
2.5 star property
8.6 out of 10, Excellent, (489)
"Room was clean. Pool was available and clean. Did have a small breakfast buffet. Was quiet when sleeping during the night."
The price is $70
$78 total
includes taxes & fees
Jul 8 - Jul 9
Country Inn & Suites by Radisson, Stockton, IL
Country Inn & Suites by Radisson, Freeport, IL
2.5 star property
9.0 out of 10, Wonderful, (705)
"All was great "
The price is $112
$124 total
includes taxes & fees
Jul 1 - Jul 2
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 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 $175 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. Kitchen amenities include a dishwasher, a fridge, and a stovetop. 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 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 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.

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