Title: Winchester Vacation Rentals from CA $234: Short-Term Rentals for 2026 | Expedia.ca

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## Check prices for these dates

In two weeks

[Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=6046207&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=6046207&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 26 - Jun 28](https://www.expedia.ca/Hotel-Search?regionId=6046207&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 24 - Jul 26](https://www.expedia.ca/Hotel-Search?regionId=6046207&startDate=2026-07-24&endDate=2026-07-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Winchester vacation rentals

![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/125000000/124960000/124955500/124955411/da401f37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/125000000/124960000/124955500/124955411/9035048c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/125000000/124960000/124955500/124955411/ad2f22ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/125000000/124960000/124955500/124955411/0989ae57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pets Welcome! Quiet Economy Home w/ Spacious Yard

[](https://www.expedia.ca/Economy-Hotels-Pets-Welcome-Quiet-Economy-Home-W-Spacious-Yard.h124955411.Hotel-Information)

Economy

CA $128

CA $468 total

includes taxes & fees

Apr 3 - Apr 4

[](https://www.expedia.ca/Economy-Hotels-Pets-Welcome-Quiet-Economy-Home-W-Spacious-Yard.h124955411.Hotel-Information)

![Apartment (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/124000000/123560000/123552300/123552226/154e7258.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/124000000/123560000/123552300/123552226/f1c4c9a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/124000000/123560000/123552300/123552226/07795f6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/124000000/123560000/123552300/123552226/8147cbe5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 'downtown Delight' w/ Patio! 1 Mi to Ball State

[](https://www.expedia.ca/Muncie-Hotels-2BR-Updated-Dtwn-Condo-Streaming.h123552226.Hotel-Information)

Muncie

CA $170

CA $467 total

includes taxes & fees

Apr 7 - Apr 8

[](https://www.expedia.ca/Muncie-Hotels-2BR-Updated-Dtwn-Condo-Streaming.h123552226.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=2026-04-15&endDate=2026-04-16&regionId=6046207&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Indiana%2C+United+States+of+America&regionId=6046207&latLong=40.171989%2C-84.981354&adults=2&startDate=2026-06-30&d1=2026-06-30&endDate=2026-07-03&d2=2026-07-03&lodging=VACATION_HOME)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Indiana%2C+United+States+of+America&regionId=6046207&latLong=40.171989%2C-84.981354&adults=2&startDate=2026-06-30&d1=2026-06-30&endDate=2026-07-03&d2=2026-07-03&lodging=COTTAGE)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Indiana%2C+United+States+of+America&regionId=6046207&latLong=40.171989%2C-84.981354&adults=2&startDate=2026-06-30&d1=2026-06-30&endDate=2026-07-03&d2=2026-07-03&lodging=APARTMENT)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Indiana%2C+United+States+of+America&regionId=6046207&latLong=40.171989%2C-84.981354&adults=2&startDate=2026-06-30&d1=2026-06-30&endDate=2026-07-03&d2=2026-07-03&lodging=CABIN)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Indiana%2C+United+States+of+America&regionId=6046207&latLong=40.171989%2C-84.981354&adults=2&startDate=2026-06-30&d1=2026-06-30&endDate=2026-07-03&d2=2026-07-03&lodging=CONDO)

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## Top Winchester Hotel Reviews

![Motel 6 Richmond, IN](https://images.trvl-media.com/lodging/1000000/60000/50200/50102/7046bbba_y.jpg)

### Motel 6 Richmond, IN

6/10 Okay

"Good Motel 6."

[](https://expedia.ca/Richmond-Hotels-Motel-6-Richmond.h50102.Hotel-Information)

![Best Western Muncie](https://images.trvl-media.com/lodging/1000000/130000/124400/124346/a4f6e538_y.jpg)

### Best Western Muncie

10/10 Excellent

"The staff we encountered over the weekend were all very friendly & helpful. The room was clean. We had no problems with the temperature, except the pool room was pretty cold. The breakfast was good, too! We really don’t have any complaints. It was perfect for just needing a place to sleep for the weekend :)"

[](https://expedia.ca/Muncie-Hotels-Best-Western-Muncie.h124346.Hotel-Information)

![Best Western Plus Richmond Indiana I-70](https://images.trvl-media.com/lodging/1000000/260000/251600/251530/8a818798_y.jpg)

### Best Western Plus Richmond Indiana I-70

10/10 Excellent

"Room was very clean and roomy. The staff was super friendly and helpful. This is a pet friendly hotel and there were MANY pets but we didn’t hear them. Even the one right next to us. Great stay. "

[](https://expedia.ca/Richmond-Hotels-Best-Western-Classic-Inn.h251530.Hotel-Information)

![Baymont by Wyndham Richmond I-70](https://images.trvl-media.com/lodging/1000000/10000/4400/4345/97f2f944_y.jpg)

### Baymont by Wyndham Richmond I-70

8/10 Good

"Looking from the outside, I was not impressed but my room was clean, the air conditioner kept the room cool and the breakfast was excellent, especially for the price I paid. I would definitely stay here again. "

[](https://expedia.ca/Richmond-Hotels-Comfort-Inn-Richmond-I-70.h4345.Hotel-Information)

![Comfort Suites Richmond East](https://images.trvl-media.com/lodging/93000000/92420000/92418500/92418479/c84ecc16_y.jpg)

### Comfort Suites Richmond East

10/10 Excellent

"Fabulous hotel! The room was large & very clean. The queen Size bed was nice & comfortable. "

[](https://expedia.ca/Richmond-Hotels-Comfort-Suites.h92418479.Hotel-Information)

![Days Inn by Wyndham Muncie -Ball State University](https://images.trvl-media.com/lodging/1000000/10000/4600/4571/03282303_y.jpg)

### Days Inn by Wyndham Muncie -Ball State University

6/10 Okay

"I've stayed here several times, and it's typically just average. This last time was a disappointment. There were probably only 5 or so rooms being used that night, but we were all in one small area. So, I had a family with the young child next to me, who was VERY excited to be in a hotel, and the TV exceptionally loud. I decided to check out breakfast in the morning. I found a fridge with 5 yogurts, a waffle maker, and an orange juice dispenser. No bagels, nothing hot or made, no pastries, no fruit. The whole place just seemed to be phoning it in."

[](https://expedia.ca/Muncie-Hotels-Days-Inn-By-Wyndham-Muncie-Ball-State-University.h4571.Hotel-Information)

![Super 8 by Wyndham Muncie/Ball St. College Area](https://images.trvl-media.com/lodging/1000000/440000/439900/439869/e5bfc26e_y.jpg)

### Super 8 by Wyndham Muncie/Ball St. College Area

8/10 Good

"good stay"

[](https://expedia.ca/Muncie-Hotels-Super-8-By-Wyndham-MuncieBall-St-College-Area.h439869.Hotel-Information)

![Randolph Inn and Suites](https://images.trvl-media.com/lodging/2000000/1780000/1778600/1778532/c5613c1c_y.jpg)

### Randolph Inn and Suites

6/10 Okay

"There are 2 properties, a motel and a hotel. This is NOT clear when you are making a reservation thru Expedia. The motel is older. The beds are super low. The shower is small. You have to drive to the hotel to eat breakfast and check in/out. The breakfast was good with hot items. The pool was closed which is one of the reasons I chose the hotel. Very disappointing."

[](https://expedia.ca/Muncie-Hotels-Randolph-Inn-And-Suites.h1778532.Hotel-Information)

![Fairfield Inn by Marriott Muncie](https://images.trvl-media.com/lodging/1000000/20000/14300/14243/9762721b_y.jpg)

### Fairfield Inn by Marriott Muncie

10/10 Excellent

"Very clean everyone was very nice and helpful!"

[](https://expedia.ca/Muncie-Hotels-Fairfield-Inn-By-Marriott-Muncie.h14243.Hotel-Information)

## Find out more about Winchester

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 Winchester. 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 Winchester ](https://expedia.ca/Winchester-Private-Vacation-Homes.d6046207-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Cottages in Winchester ](https://expedia.ca/Winchester-Cottages.d6046207-aaCottages.Travel-Guide-Accommodation)
- [Apartments in Winchester ](https://expedia.ca/Winchester-Apartments.d6046207-aaApartments.Travel-Guide-Accommodation)
- [Motels in Winchester ](https://expedia.ca/Winchester-Motels.d6046207-aaMotels.Travel-Guide-Accommodation)
- [Condo Rentals in Winchester ](https://expedia.ca/Winchester-Condos.d6046207-aaCondos.Travel-Guide-Accommodation)
- [Cabin Rentals in Winchester ](https://expedia.ca/Winchester-Cabins.d6046207-aaCabins.Travel-Guide-Accommodation)
- [Inns in Winchester ](https://expedia.ca/Winchester-Inns.d6046207-aaInns.Travel-Guide-Accommodation)

## Frequently asked questions

### Are there vacation rentals in Winchester?

### What's the top vacation rental that Winchester has to offer?

### What’s there to see and do in Winchester?

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