Title: Orangeville Vacation Rentals from CA $230: Short-Term Rentals for 2026 | Expedia.ca

[Hotels in Orangeville](https://expedia.ca/Orangeville-Hotels.d553248634983484659.Travel-Guide-Hotels)[Orangeville Car Rentals](https://expedia.ca/Car-Rentals-In-Orangeville.d553248634983484659.Car-Rental-Guide)[Orangeville Vacation Packages](https://expedia.ca/Orangeville.d553248634983484659.Destination-Travel-Guides)

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## Check prices for these dates

In two weeks

[Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=553248634983484659&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=553248634983484659&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=553248634983484659&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 5 - Jun 7](https://www.expedia.ca/Hotel-Search?regionId=553248634983484659&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

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## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Orangeville%2C+Illinois%2C+United+States+of+America&regionId=553248634983484659&latLong=42.468345%2C-89.644007&adults=2&startDate=2026-05-13&d1=2026-05-13&endDate=2026-05-16&d2=2026-05-16&lodging=CABIN)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Orangeville%2C+Illinois%2C+United+States+of+America&regionId=553248634983484659&latLong=42.468345%2C-89.644007&adults=2&startDate=2026-05-13&d1=2026-05-13&endDate=2026-05-16&d2=2026-05-16&lodging=VACATION_HOME)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Orangeville%2C+Illinois%2C+United+States+of+America&regionId=553248634983484659&latLong=42.468345%2C-89.644007&adults=2&startDate=2026-05-13&d1=2026-05-13&endDate=2026-05-16&d2=2026-05-16&lodging=APARTMENT)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Orangeville%2C+Illinois%2C+United+States+of+America&regionId=553248634983484659&latLong=42.468345%2C-89.644007&adults=2&startDate=2026-05-13&d1=2026-05-13&endDate=2026-05-16&d2=2026-05-16&lodging=COTTAGE)

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## Top Orangeville Hotel Reviews

![Hampton Inn Freeport](https://images.trvl-media.com/lodging/2000000/1640000/1632400/1632362/3a80a350_y.jpg)

### Hampton Inn Freeport

10/10 Excellent

"Very clean abd awesome staff"

[](https://expedia.ca/Rockford-Hotels-Hampton-Inn-Freeport.h1632362.Hotel-Information)

![3 Bedroom, 2 Bath House, Large Yard, 4 Miles From New Glarus, 10 Miles To Monroe](https://images.trvl-media.com/lodging/35000000/34180000/34172000/34171995/962ea163_y.jpg)

### 3 Bedroom, 2 Bath House, Large Yard, 4 Miles From New Glarus, 10 Miles To Monroe

10/10 Excellent

"The host was super great an massaged me early with all the information I needed. They even offered dining recommendations. The house slept 10 and we had ample towels and toilet paper. The house is super cute! The only downside, the driveway is a little steep up to the house, so we were glad it didn't snow. Otherwise it was a fantastic stay!"

[](https://expedia.ca/Monticello-Hotels-3-Bedroom.h34171995.Hotel-Information)

![Country Inn & Suites by Radisson, Freeport, IL](https://images.trvl-media.com/lodging/1000000/30000/28000/27974/9cdfac50_y.jpg)

### Country Inn & Suites by Radisson, Freeport, IL

10/10 Excellent

"Staff friendly and helpful. even opened the pool for our family and granddaughters, which had been temporaily closed. "

[](https://expedia.ca/Rockford-Hotels-Country-Inn-Suites-By-Radisson.h27974.Hotel-Information)

![Beautiful two story, downtown home, one block from the Square,](https://images.trvl-media.com/lodging/90000000/89270000/89264200/89264101/124d6be2_y.jpg)

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

10/10 Excellent

"Very nice, cozy place. We had 3 couples staying for the weekend and the location was wonderful. Easy to work with and very attentive. There was an issue with the furnace and they had it fixed that same day and checked on us several times to see if we needed anything and to keep us informed"

[](https://expedia.ca/Monroe-Hotels-Beautiful-Downtown-Home.h89264101.Hotel-Information)

![Baymont by Wyndham Freeport](https://images.trvl-media.com/lodging/1000000/570000/565200/565130/89a0a36f_y.jpg)

### Baymont by Wyndham Freeport

10/10 Excellent

"Quiet and convenient "

[](https://expedia.ca/Rockford-Hotels-Baymont-By-Wyndham-Freeport.h565130.Hotel-Information)

![Super 8 by Wyndham Monroe WI](https://images.trvl-media.com/lodging/1000000/460000/459900/459802/b2846b8b_y.jpg)

### Super 8 by Wyndham Monroe WI

10/10 Excellent

"."

[](https://expedia.ca/Janesville-Hotels-Super-8-By-Wyndham-Monroe-WI.h459802.Hotel-Information)

![Beautiful Log House  4 Bed, 2 Baths, 15 acre land, close to Madison, sleeps 13](https://images.trvl-media.com/lodging/115000000/114840000/114837700/114837690/c31ef826_y.jpg)

### Beautiful Log House 4 Bed, 2 Baths, 15 acre land, close to Madison, sleeps 13

10/10 Excellent

"Beautiful home!"

[](https://expedia.ca/Albany-Hotels-Beautiful-Log-House-On-15-Acre-Wooded-Land.h114837690.Hotel-Information)

![KC HOUSE Cozy Country Home. Enjoy the country life!](https://images.trvl-media.com/lodging/103000000/102820000/102815800/102815707/ab56adf8_y.jpg)

### KC HOUSE Cozy Country Home. Enjoy the country life!

10/10 Excellent

"The KC Ranch house was perfect for us to spend a week visiting family in the area. The kitchen was well appointed, we even used the wood pellet pizza oven... it was fun and made for delicious crust! The bed and bedding was comfortable and cozy. Kristi even had a Christmas tree and decorations up to make it feel like home. We'll definitely be returning!"

[](https://expedia.ca/Rock-City-Hotels-KC-HOUSE-Cozy-Country-Home-Enjoy-The-Country-Life.h102815707.Hotel-Information)

![Peace & Simplicity in a Little Red Cabin on the Farm](https://images.trvl-media.com/lodging/118000000/117850000/117849400/117849373/5a72b8d5_y.jpg)

### Peace & Simplicity in a Little Red Cabin on the Farm

10/10 Excellent

"This is the cutest little place, and it served as the perfect NYE getaway from the city noise and lights for me & my dog. They have everything you could need on hand and the close proximity to Lake Le-Aqua-Na State Park was just the cherry on top. The hosts were also very responsive when I had questions, which was very appreciated! I would absolutely rebook in the future. "

[](https://expedia.ca/Lena-Hotels-Peace-Simplicity-In-A-Little-Red-Cabin-On-The-Farm.h117849373.Hotel-Information)

## Find out more about Orangeville

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Orangeville. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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- [Vacation Homes in Orangeville ](https://expedia.ca/Orangeville-Private-Vacation-Homes.d553248634983484659-aaPrivateVacationHomes.Travel-Guide-Accommodation)
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- [Apartments in Orangeville ](https://expedia.ca/Orangeville-Apartments.d553248634983484659-aaApartments.Travel-Guide-Accommodation)
- [Motels in Orangeville ](https://expedia.ca/Orangeville-Motels.d553248634983484659-aaMotels.Travel-Guide-Accommodation)
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## Frequently asked questions

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