Title: Winchester Apartment Rentals from CA $136 | Expedia.ca

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# Search Apartment Rentals in Winchester

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## Check prices for these dates

In two weeks

[Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=3000435714&startDate=2026-01-23&endDate=2026-01-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=3000435714&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=3000435714&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=3000435714&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Winchester apartments

![Dining](https://images.trvl-media.com/lodging/23000000/22130000/22120700/22120643/18301817.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, Netflix, books, streaming services](https://images.trvl-media.com/lodging/23000000/22130000/22120700/22120643/80808c3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/23000000/22130000/22120700/22120643/c9590e5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/23000000/22130000/22120700/22120643/0a889b11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Peaceful studio retreat surrounded by prairie, wildlife, and open skies.

[](https://www.expedia.ca/Murrayville-Hotels-Peace-On-The-Prairie-Native-Prairie-Setting-Pets-Allowed.h22120643.Hotel-Information)

Murrayville

10/10

Exceptional

(27 reviews)

"We had a great stay. The environment is just cuddling. "

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

Anonymous traveller

CA $100

CA $136 total

includes taxes & fees

Jan 12 - Jan 13

[](https://www.expedia.ca/Murrayville-Hotels-Peace-On-The-Prairie-Native-Prairie-Setting-Pets-Allowed.h22120643.Hotel-Information)

![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/21000000/20350000/20348900/20348849/ff0589d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/21000000/20350000/20348900/20348849/cd635bd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/21000000/20350000/20348900/20348849/de9cb90d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/21000000/20350000/20348900/20348849/382a07f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Farmhouse Loft "Greene County's Guesthouse"

[](https://www.expedia.ca/Carrollton-Hotels-The-Farmhouse-Loft-Greene-Countys-Guesthouse.h20348849.Hotel-Information)

Carrollton

9.8/10

Exceptional

(61 reviews)

"Stayed at the Farmhouse Loft for a local wedding. It met all our expectations. Great location on the town square. Will definitely stay there again "

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

Gregory D.

CA $118

CA $228 total

includes taxes & fees

Feb 10 - Feb 11

[](https://www.expedia.ca/Carrollton-Hotels-The-Farmhouse-Loft-Greene-Countys-Guesthouse.h20348849.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=2026-01-24&endDate=2026-01-25&regionId=3000435714&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=Winchester%2C+Illinois%2C+United+States+of+America&regionId=3000435714&latLong=39.629769%2C-90.456235&adults=2&startDate=2026-04-10&d1=2026-04-10&endDate=2026-04-13&d2=2026-04-13&lodging=APARTMENT)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Illinois%2C+United+States+of+America&regionId=3000435714&latLong=39.629769%2C-90.456235&adults=2&startDate=2026-04-10&d1=2026-04-10&endDate=2026-04-13&d2=2026-04-13&lodging=VACATION_HOME)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Illinois%2C+United+States+of+America&regionId=3000435714&latLong=39.629769%2C-90.456235&adults=2&startDate=2026-04-10&d1=2026-04-10&endDate=2026-04-13&d2=2026-04-13&lodging=COTTAGE)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Illinois%2C+United+States+of+America&regionId=3000435714&latLong=39.629769%2C-90.456235&adults=2&startDate=2026-04-10&d1=2026-04-10&endDate=2026-04-13&d2=2026-04-13&lodging=CABIN)

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## Top Winchester Hotel Reviews

![Peace on the Prairie Too - Tiny House, Pets Allowed, No cleaning fee.](https://images.trvl-media.com/lodging/34000000/33300000/33294600/33294577/3245f16c_y.jpg)

### Peace on the Prairie Too - Tiny House, Pets Allowed, No cleaning fee.

10/10 Excellent

"Kevin was an excellent host and the house on the prairie was exactly what we needed after a long day of travel. We were surprised with fresh baked cookies upon arrival.The house was very cozy and walking the trails of the prairie was great for our pup. We would definitely stay here again the future!"

[](https://expedia.ca/Murrayville-Hotels-Peace-On-The-Prairie-Too-Tiny-House.h33294577.Hotel-Information)

![Best Western Jacksonville Inn](https://images.trvl-media.com/lodging/1000000/130000/124300/124218/4f58843e_y.jpg)

### Best Western Jacksonville Inn

10/10 Excellent

"Check-in was easy! No hassles! Room is clean and the TV works😊"

[](https://expedia.ca/Springfield-Hotels-Best-Western-Jacksonville-Inn.h124218.Hotel-Information)

![Quality Inn Jacksonville near I-72](https://images.trvl-media.com/lodging/1000000/480000/474300/474237/aba9334b_y.jpg)

### Quality Inn Jacksonville near I-72

10/10 Excellent

"Large room in a preferred part of the hotel. Efficient helpful staff. Overall complete satisfaction!!!!"

[](https://expedia.ca/Springfield-Hotels-Quality-Inn.h474237.Hotel-Information)

![Sleep Inn & Suites South Jacksonville](https://images.trvl-media.com/lodging/24000000/23840000/23831900/23831866/e80734a3_y.jpg)

### Sleep Inn & Suites South Jacksonville

10/10 Excellent

"I was pleasantly surprised at how nice and attentive the staff were here! I’d come back for that alone. The breakfast reminded me of the waffles I’ve had at the LaQuinta hotel chain which are delicious. Parking and area felt extremely safe which was a plus as well."

[](https://expedia.ca/Springfield-Hotels-Sleep-Inn-Suites.h23831866.Hotel-Information)

![Knights Inn Jacksonville East Morton Ave](https://images.trvl-media.com/lodging/10000000/9310000/9309500/9309491/e9218eec_y.jpg)

### Knights Inn Jacksonville East Morton Ave

10/10 Excellent

"The room was very clean and comfortable we only stayed one night. I would stay here again."

[](https://expedia.ca/Springfield-Hotels-Knights-Inn-Jacksonville-East-Morton-Ave.h9309491.Hotel-Information)

![Peaceful studio retreat surrounded by prairie, wildlife, and open skies.](https://images.trvl-media.com/lodging/23000000/22130000/22120700/22120643/0aadb1d4_y.jpg)

### Peaceful studio retreat surrounded by prairie, wildlife, and open skies.

10/10 Excellent

"Great host. Peaceful location with nice walking trails. Our dogs loved all the outdoor space. "

[](https://expedia.ca/Murrayville-Hotels-Peace-On-The-Prairie-Native-Prairie-Setting-Pets-Allowed.h22120643.Hotel-Information)

![Super 8 by Wyndham Jacksonville](https://images.trvl-media.com/lodging/1000000/130000/123200/123170/52a6b400_y.jpg)

### Super 8 by Wyndham Jacksonville

10/10 Excellent

"It was a fantastic stay!"

[](https://expedia.ca/Springfield-Hotels-Super-8-By-Wyndham-Jacksonville.h123170.Hotel-Information)

![William Watson Hotel](https://images.trvl-media.com/lodging/7000000/6660000/6659600/6659525/080807c1_y.jpg)

### William Watson Hotel

10/10 Excellent

"Clean room, nice staff. Helpful when needing anything. The place had a nice rustic feel to it."

[](https://expedia.ca/Pittsfield-Hotels-William-Watson-Hotel.h6659525.Hotel-Information)

![Hampton Inn Jacksonville](https://images.trvl-media.com/lodging/2000000/1380000/1376300/1376212/eab445e9_y.jpg)

### Hampton Inn Jacksonville

10/10 Excellent

"Staff was courteous - provided an excellent dinner recommendation."

[](https://expedia.ca/Springfield-Hotels-Hampton-Inn-Jacksonville.h1376212.Hotel-Information)

## Find out more about Winchester

## Winchester Apartments information

| Number of reviews | 87           |
| ----------------- | ------------ |
| Accommodation     | 2 Apartments |
| Lowest Price      | CA $136      |
| Highest Price     | CA $228      |

## Frequently asked questions

### What's it like to stay at an apartment in Winchester?

### Why choose apartments instead of traditional hotels?

### What's the top apartment for my stay in Winchester?

### What will the weather be like during my trip to Winchester?

### What are the must-see places to visit in Winchester?

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