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, (146)
"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

Peace & Simplicity in a Little Red Cabin on the Farm

The price is AU$207
includes taxes & fees
3 Aug - 4 Aug
Peace & Simplicity in a Little Red Cabin on the Farm

Destination Driftless- A Trailside Retreat

9.4 out of 10, Exceptional, (28)
"Perfect place to stay when visiting the Cheese trail, will definitely return to this property! "
Destination Driftless- A Trailside Retreat

Historic Country Farmhouse for ANY Season!

10.0 out of 10, Exceptional, (42)
"Great weekend with girls. Host was very attentive. Location was great, close to shopping and wineries."
Historic Country Farmhouse for ANY Season!

Avail Labor Day-Private Reserve, King Bed, Fishing

10.0 out of 10, Exceptional, (3)
"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...
Avail Labor Day-Private Reserve, King Bed, Fishing

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

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

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

10.0 out of 10, Exceptional, (95)
"Had a great stay for St Pats Parade!"
The price is AU$418
includes taxes & fees
30 July - 31 July
MJ's Penthouse ,a piece of paradise on Monroe's historic 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 AU$2,611
includes taxes & fees
7 Aug - 8 Aug
Lakefront Labor Day Escape-King Bed, Sauna, Kayaks

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 AU$500
includes taxes & fees
30 July - 31 July
The Rustic Retreat: Elegant cabin with WiFi & AC in an enchanting location!

KC HOUSE Cozy Country Home. Enjoy the country life!

10.0 out of 10, Exceptional, (13)
"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!

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

Wisconsin Farmhouse Stay: UTV, Boat, Snowmobile!

10.0 out of 10, Exceptional, (5)
"Very clean and very nice. Close to town. A wonderful property manager."
Wisconsin Farmhouse Stay: UTV, Boat, Snowmobile!

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

10.0 out of 10, Exceptional, (30)
"Everything was very clean and welcoming. The decor was cute and cozy. Overall great stay."
The price is AU$671
includes taxes & fees
27 Aug - 28 Aug
Beautiful two story, downtown home, one block from the Square,

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 AU$455
includes taxes & fees
3 Aug - 4 Aug
Quite- relaxing country living with pool/hot tub and sauna!

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

10.0 out of 10, Exceptional, (1)
"This property exceeded our expectations. Communication with owners was perfect. Kitchen was well stocked with all our cooking needs. Bed very comfortable. Enjoyed the deck and grill. Large property for walking our dogs. We recommend this property and hope it is available the next time we are in the area. "
Peaceful 3 bedroom 3 bath country home on 12 acres in Rockton, IL. Pet friendly

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

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

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
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

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 Sugar River Raceway, 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.