Title: Windsor Vacation Rentals from CA $204: Short-Term Rentals for 2026 | Expedia.ca

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# Windsor Vacation Rentals

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## Check prices for these dates

Tonight

[Dec 18 - Dec 19](https://www.expedia.ca/Hotel-Search?regionId=175567&startDate=2025-12-18&endDate=2025-12-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 19 - Dec 20](https://www.expedia.ca/Hotel-Search?regionId=175567&startDate=2025-12-19&endDate=2025-12-20&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=175567&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=175567&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Windsor vacation rentals

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83880000/83870900/83870884/w904h683x60y0-b7e4f1d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/84000000/83880000/83870900/83870884/w908h683x59y0-c71cbe8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/84000000/83880000/83870900/83870884/w505h639x260y44-7d2a8426.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/84000000/83880000/83870900/83870884/c18573b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Mattoon

[](https://www.expedia.ca/Mattoon-Hotels-Newly-Remodeled-2-Bed.h83870884.Hotel-Information)

9.8/10

Exceptional

(41)

"This house was perfect! Very clean, beautifully decorated and very cozy. So many nice extras. Because of bad weather we had to modify our stay and we were very grateful that the hosts were able to accommodate us. We would absolutely stay here again. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Shari

CA $151

CA $248 total

includes taxes & fees

Jan 18 - Jan 19, 2026

[](https://www.expedia.ca/Mattoon-Hotels-Newly-Remodeled-2-Bed.h83870884.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/85000000/84100000/84093500/84093479/9cfeccb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/85000000/84100000/84093500/84093479/08e235ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/85000000/84100000/84093500/84093479/315e3228.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor spa tub](https://images.trvl-media.com/lodging/85000000/84100000/84093500/84093479/02937673.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Sullivan

[](https://www.expedia.ca/Sullivan-Hotels-Prairieview-Cottage-Retreat-Home-Away-From-Home.h84093479.Hotel-Information)

10/10

Exceptional

(49)

"This is a great location for a weekend getaway !"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Julie M.

CA $241

CA $486 total

includes taxes & fees

Dec 25 - Dec 26

[](https://www.expedia.ca/Sullivan-Hotels-Prairieview-Cottage-Retreat-Home-Away-From-Home.h84093479.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111970000/111960300/111960285/f3b1e21b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/112000000/111970000/111960300/111960285/28fc6c80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111970000/111960300/111960285/3e7d7b17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/112000000/111970000/111960300/111960285/478ce805.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Mattoon

[](https://www.expedia.ca/Mattoon-Hotels-Greenwave-Cottage-Fully-Furnished-3-Bedroom-Home-On-The-West-Edge-Of-Mattoon.h111960285.Hotel-Information)

10/10

Exceptional

(1)

"Property was perfect, nice quiet location. One night stay option was perfect for what we needed."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Chad S.

CA $165

CA $362 total

includes taxes & fees

Jan 2 - Jan 3, 2026

[](https://www.expedia.ca/Mattoon-Hotels-Greenwave-Cottage-Fully-Furnished-3-Bedroom-Home-On-The-West-Edge-Of-Mattoon.h111960285.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/107000000/106930000/106921000/106920960/b40c7188.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/107000000/106930000/106921000/106920960/d987da2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/107000000/106930000/106921000/106920960/507a5feb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106930000/106921000/106920960/2df2362c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Sullivan

[](https://www.expedia.ca/Sullivan-Hotels-Cozy-Country-Cabin-Sleeps-4-With-Hot-Tub.h106920960.Hotel-Information)

10/10

Exceptional

(23)

"Great place! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Luis G.

CA $205

CA $364 total

includes taxes & fees

Dec 22 - Dec 23

[](https://www.expedia.ca/Sullivan-Hotels-Cozy-Country-Cabin-Sleeps-4-With-Hot-Tub.h106920960.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/77000000/76170000/76167000/76166941/ed47d13d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76170000/76167000/76166941/754bfa10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/77000000/76170000/76167000/76166941/8d97d6fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, dishwasher, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/77000000/76170000/76167000/76166941/bfd8109c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Shelbyville

[](https://www.expedia.ca/Shelbyville-Hotels-Cozy-And-Private-On-Bedroom-Near-Lake-Shelbyville.h76166941.Hotel-Information)

9.6/10

Exceptional

(19)

"Very cool property!!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Bernice K.

CA $138

CA $204 total

includes taxes & fees

Dec 21 - Dec 22

[](https://www.expedia.ca/Shelbyville-Hotels-Cozy-And-Private-On-Bedroom-Near-Lake-Shelbyville.h76166941.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110350000/110349800/110349799/88576db5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110350000/110349800/110349799/4b14c150.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110350000/110349800/110349799/ac035c5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/111000000/110350000/110349800/110349799/90073c40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Findlay

[](https://www.expedia.ca/Findlay-Hotels-Eagles-Nest-Near-Eagle-Creek-State-Park.h110349799.Hotel-Information)

9.4/10

Exceptional

(16)

"Amazing host and property. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Nicholas K.

CA $213

CA $292 total

includes taxes & fees

Jan 18 - Jan 19, 2026

[](https://www.expedia.ca/Findlay-Hotels-Eagles-Nest-Near-Eagle-Creek-State-Park.h110349799.Hotel-Information)

![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/112000000/111350000/111343100/111343097/11069cc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/112000000/111350000/111343100/111343097/20fa0c86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111350000/111343100/111343097/b203e5c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/112000000/111350000/111343100/111343097/9d966964.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Shelbyville

[](https://www.expedia.ca/Shelbyville-Hotels-Cozy-1-Bedroom-With-AC-And-WiFi-In-Charming-Shelbyville.h111343097.Hotel-Information)

8.6/10

Excellent

(7)

"First time on this side. Wonderful stay. Close to everything. The bed is so comfy. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

JR E.

CA $118

CA $182 total

includes taxes & fees

Dec 19 - Dec 20

[](https://www.expedia.ca/Shelbyville-Hotels-Cozy-1-Bedroom-With-AC-And-WiFi-In-Charming-Shelbyville.h111343097.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76980000/76976700/76976682/446030c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/77000000/76980000/76976700/76976682/b3f8b08c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/77000000/76980000/76976700/76976682/40246741.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/77000000/76980000/76976700/76976682/4595c0bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Sullivan

[](https://www.expedia.ca/Sullivan-Hotels-Fish.h76976682.Hotel-Information)

9.6/10

Exceptional

(58)

"The condo is nice and clean, and so close to the lake. The experience has been wonderful, and Stacey is great to work with. It backs right up to the golf course, a short walk to the campgrounds, and an easy trail to the lake. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Audrey M.

CA $186

CA $362 total

includes taxes & fees

Dec 19 - Dec 20

[](https://www.expedia.ca/Sullivan-Hotels-Fish.h76976682.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/101000000/100880000/100879600/100879572/b302af10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/101000000/100880000/100879600/100879572/c1a8ddda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100880000/100879600/100879572/4e1b05e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/101000000/100880000/100879600/100879572/d0e55eb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Sullivan Township

[](https://www.expedia.ca/Sullivan-Hotels-Binion-Lodge-At-Beaver-Lake.h100879572.Hotel-Information)

10/10

Exceptional

(14)

"Great very quiet and relaxing awesome property and host"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Tyler R.

CA $313

CA $587 total

includes taxes & fees

Jan 5 - Jan 6, 2026

[](https://www.expedia.ca/Sullivan-Hotels-Binion-Lodge-At-Beaver-Lake.h100879572.Hotel-Information)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/124000000/123620000/123610500/123610477/ec978a52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123620000/123610500/123610477/1d4dd067.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/124000000/123620000/123610500/123610477/c2b81169.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/124000000/123620000/123610500/123610477/9e5c824a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mobile Home in Sullivan

[](https://www.expedia.ca/Lakeside-Haven-Come-Enjoy-The-Relaxing-Stay-Next-To-The-Lake-With-Nature-Sounds.h123610477.Hotel-Information)

CA $221

CA $383 total

includes taxes & fees

Dec 21 - Dec 22

[](https://www.expedia.ca/Lakeside-Haven-Come-Enjoy-The-Relaxing-Stay-Next-To-The-Lake-With-Nature-Sounds.h123610477.Hotel-Information)

![Microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121850000/121848800/121848764/w1083h721x3y3-89c9485c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/122000000/121850000/121848800/121848764/e6653bc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/122000000/121850000/121848800/121848764/w1083h720x3y4-e0bfa453.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/122000000/121850000/121848800/121848764/w1084h721x2y3-210deeda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Shelbyville

[](https://www.expedia.ca/Shelbyville-Hotels-Cozy-Refurbished-Cottage-Near-Lake-Shelbyville-Pet-Boat-Friendly.h121848764.Hotel-Information)

CA $211

CA $378 total

includes taxes & fees

Dec 28 - Dec 29

[](https://www.expedia.ca/Shelbyville-Hotels-Cozy-Refurbished-Cottage-Near-Lake-Shelbyville-Pet-Boat-Friendly.h121848764.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-01-01&endDate=2026-01-02&regionId=175567&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Windsor%2C+Illinois%2C+United+States+of+America&regionId=175567&latLong=39.440869%2C-88.59478&adults=2&startDate=2026-03-18&d1=2026-03-18&endDate=2026-03-21&d2=2026-03-21&lodging=APARTMENT)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Windsor%2C+Illinois%2C+United+States+of+America&regionId=175567&latLong=39.440869%2C-88.59478&adults=2&startDate=2026-03-18&d1=2026-03-18&endDate=2026-03-21&d2=2026-03-21&lodging=CABIN)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Windsor%2C+Illinois%2C+United+States+of+America&regionId=175567&latLong=39.440869%2C-88.59478&adults=2&startDate=2026-03-18&d1=2026-03-18&endDate=2026-03-21&d2=2026-03-21&lodging=COTTAGE)

Private vacation homes

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## Top Windsor Hotel Reviews

![Gateway Inn](https://images.trvl-media.com/lodging/74000000/73150000/73147400/73147397/457b930f_y.jpg)

### Gateway Inn

10/10 Excellent

"Clean room friendly staff"

[](https://expedia.ca/Sullivan-Hotels-Gateway-Inn.h73147397.Hotel-Information)

![Quality Inn & Suites Mattoon South](https://images.trvl-media.com/lodging/4000000/3850000/3844200/3844154/fca91a4d_y.jpg)

### Quality Inn & Suites Mattoon South

10/10 Excellent

"Clean room. Low water pressure in sink. Shower seemed ok. Breakfast was good."

[](https://expedia.ca/Effingham-Hotels-Quality-Inn-Suites.h3844154.Hotel-Information)

![Comfort Suites Mattoon East](https://images.trvl-media.com/lodging/1000000/480000/474300/474235/6759fc3e_y.jpg)

### Comfort Suites Mattoon East

10/10 Excellent

"We found the room in excellent condition."

[](https://expedia.ca/Effingham-Hotels-Comfort-Suites-Mattoon.h474235.Hotel-Information)

![Hilton Garden Inn Mattoon,  Il](https://images.trvl-media.com/lodging/79000000/78290000/78285200/78285150/12c48720_y.jpg)

### Hilton Garden Inn Mattoon, Il

10/10 Excellent

"Newest hotel in Mattoon to my knowledge. Was very clean and staff was very polite. Room was spacious and loved being able to take my dogs and having a large field to walk them in. Will definitely be staying here again. "

[](https://expedia.ca/Mattoon-Hotels-Hilton-Garden-Inn-Mattoon.h78285150.Hotel-Information)

![The Shelby Inn](https://images.trvl-media.com/lodging/2000000/1510000/1502100/1502050/257400e9_y.jpg)

### The Shelby Inn

10/10 Excellent

"Room was clean and host was very accommodating. Would highly recommend. "

[](https://expedia.ca/Effingham-Hotels-The-Shelby-Inn.h1502050.Hotel-Information)

![Prairieview Cottage Retreat - Hot Tub Sunsets - Sleeps 8](https://images.trvl-media.com/lodging/85000000/84100000/84093500/84093479/9cfeccb9_y.jpg)

### Prairieview Cottage Retreat - Hot Tub Sunsets - Sleeps 8

10/10 Excellent

"The cottage was bigger than I expected from the photos but just as beautiful. Having two full bathrooms was great. The kitchen is large and updated, and the beds were all comfortable. The cottage is quiet and peaceful, and the hot tub with outdoor lights is a great place to relax. "

[](https://expedia.ca/Sullivan-Hotels-Prairieview-Cottage-Retreat-Home-Away-From-Home.h84093479.Hotel-Information)

![Best Western Heartland Inn](https://images.trvl-media.com/lodging/1000000/50000/42100/42026/e957049a_y.jpg)

### Best Western Heartland Inn

10/10 Excellent

"Clean room, comfortable beds, good breakfast selection, and friendly front desk staff. "

[](https://expedia.ca/Mattoon-Hotels-Best-Western-Heartland-Inn.h42026.Hotel-Information)

![Cozy Country Cabin - Sleeps 6 - with Hot Tub](https://images.trvl-media.com/lodging/107000000/106930000/106921000/106920960/b40c7188_y.jpg)

### Cozy Country Cabin - Sleeps 6 - with Hot Tub

10/10 Excellent

"Very clean accomodations & well appointed home with comfy beds & a wonderful, peaceful setting. It was exactly what we needed! We especially enjoyed relaxing in the hot tub and also our quiet morning cup of coffee sitting on the porch & watching the birds. We were thrilled to have your sweet dog Chase come by to say hello!❤️ We gave him lots of love."

[](https://expedia.ca/Sullivan-Hotels-Cozy-Country-Cabin-Sleeps-4-With-Hot-Tub.h106920960.Hotel-Information)

![Clarion Pointe Mattoon near University](https://images.trvl-media.com/lodging/1000000/20000/10800/10742/6dee7d6c_y.jpg)

### Clarion Pointe Mattoon near University

10/10 Excellent

"I was so impressed and pleased with my stay at Clarion Pointe Mattoon. From our check in until our departure, the staff was very kind and helpful. Our room was so clean and updated. We stayed 2 nights and it was a very peaceful experience. We have stayed down the road at the pricier hotel and this stay was comparable to it, only the price was better! If I had to have something to mention, the exhaust fan in the bathroom does not have its own control. "

[](https://expedia.ca/Mattoon-Hotels-Baymont-By-Wyndham-Mattoon.h10742.Hotel-Information)

## Find out more about Windsor

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 Windsor. 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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