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, (144)
"We enjoyed our stay, peaceful, clean and everything we needed. "
3 Bedroom, 2 Bath House, Large Yard, 4 Miles From New Glarus, 10 Miles To Monroe

Historic farmhouse with WiFi, dog-friendly, close to rec trails

2.0 star property
9.6 out of 10, Exceptional, (9)
"its perfect place for spend good time from city "
Historic farmhouse with WiFi, dog-friendly, close to rec trails

Historic Country Farmhouse for ANY Season!

10.0 out of 10, Exceptional, (42)
"We were here for the second time and loved it again. Will be back again"
Historic Country Farmhouse for ANY Season!

Destination Driftless- A Trailside Retreat

9.4 out of 10, Exceptional, (27)
"Perfect place to stay when visiting the Cheese trail, will definitely return to this property! "
Destination Driftless- A Trailside Retreat

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

10.0 out of 10, Exceptional, (93)
"Had a great stay for St Pats Parade!"
The price is NZ$448
includes taxes & fees
8 July - 9 July
MJ's Penthouse ,a piece of paradise on Monroe's historic square

Avail Labor Day-Private Reserve, King Bed, Fishing

10.0 out of 10, Exceptional, (2)
"We wanted a relaxing weekend getaway. This place was the perfect fit. The house was so comfortable and had everything we needed for the weekend. Fire wood was included for some nice fires in the fireplace and there was an outdoor pit too. Enjoyed the whirlpool tub. The property is beautiful with a small lake/pond. We saw lots of wildlife including many birds, turkeys, deer. It was very private. Also the state hiking/biking trail is right in the back of the property!would love to come...
The price is NZ$1,124
includes taxes & fees
14 July - 15 July
Avail Labor Day-Private Reserve, King Bed, Fishing

Peace & Simplicity in a Little Red Cabin on the Farm

The price is NZ$240
includes taxes & fees
13 July - 14 July
Peace & Simplicity in a Little Red Cabin on the Farm

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

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

10.0 out of 10, Exceptional, (30)
"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 NZ$747
includes taxes & fees
8 July - 9 July
Beautiful two story, downtown home, one block from the Square,

Lakefront Labor Day Escape-King Bed, Sauna, Kayaks

10.0 out of 10, Exceptional, (1)
"The owners are easy to work with. The property is incredible, and the setting in the river is perfect. Enjoyed coffee on the porch overlooking the river every morning and the kayaking was a lot of fun. Would love to come back sometime. "
The price is NZ$1,344
includes taxes & fees
14 July - 15 July
Lakefront Labor Day Escape-King Bed, Sauna, Kayaks

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

10.0 out of 10, Exceptional, (16)
"Like your own private resort on an affordable scale. Hot tub fantastic and setting idyllic."
The price is NZ$528
includes taxes & fees
3 Aug - 4 Aug
Quite- relaxing country living with pool/hot tub and sauna!

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

2.5 star property
10.0 out of 10, Exceptional, (2)
"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!"
The price is NZ$584
includes taxes & fees
15 July - 16 July
The Rustic Retreat: Elegant cabin with WiFi & AC in an enchanting location!

Wisconsin Farmhouse Stay: UTV, Boat, Snowmobile!

10.0 out of 10, Exceptional, (4)
"Tranquil property with a short distance to downtown Monroe. Great setup for guests and very responsive hosts! Would definitely stay again."
Wisconsin Farmhouse Stay: UTV, Boat, Snowmobile!

KC HOUSE Cozy Country Home. Enjoy the country life!

10.0 out of 10, Exceptional, (12)
"More than we expected! We were so comfortable and loved every minute being there. We will definitely be back! "
KC HOUSE Cozy Country Home. Enjoy the country life!

Cozy 3 bedroom house off the Historical Stage Couch Trail in Lena Ill

Cozy 3 bedroom house off the Historical Stage Couch Trail in Lena Ill

Apartment in private home, sleeps 7 guest

10.0 out of 10, Exceptional, (6)
"Great experience! Hosts are great people. Would stay again if in the area. "
Apartment in private home, sleeps 7 guest

Wisconsin Farmhouse Stay: Utv, Boat, Snowmobile!

3.0 star property
Wisconsin Farmhouse Stay: Utv, Boat, Snowmobile!

7 blocks from downtown cheese days!

7 blocks from downtown cheese days!

Charming 2-bedroom house with AC, WiFi in enchanting Darlington

2.0 star property
Charming 2-bedroom house with AC, WiFi in enchanting Darlington

Peaceful 3 bedroom 3 bath country home on 12 acres in Rockton, IL. Pet friendly

Peaceful 3 bedroom 3 bath country home on 12 acres in Rockton, IL. Pet friendly
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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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. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. 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 SplashLand Family Water Park, or get out into nature at a spot like Krape 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.