Title: Winchester Vacation Rentals from $164: Search Short-Term Rentals | Expedia.com

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## Check prices for these dates

In two weeks

[Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=6046207&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 two months

[May 15 - May 17](https://www.expedia.com/Hotel-Search?regionId=6046207&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 12 - Jun 14](https://www.expedia.com/Hotel-Search?regionId=6046207&startDate=2026-06-12&endDate=2026-06-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 10 - Jul 12](https://www.expedia.com/Hotel-Search?regionId=6046207&startDate=2026-07-10&endDate=2026-07-12&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/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)

![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/125000000/124960000/124955500/124955411/3557a186.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

Economy

$297 nightly

$329 total

Mar 23 - Mar 24

Total with taxes and fees

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101990000/101987400/101987396/89b55af9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/102000000/101990000/101987400/101987396/8483e63f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/102000000/101990000/101987400/101987396/cbd535fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/102000000/101990000/101987400/101987396/259db915.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming small town experience in Hagerstown, Indiana, self check-in, sleeps 5+

[](https://www.expedia.com/Hagerstown-Hotels-Charming-Small-Town-Experience-In-Hagerstown.h101987396.Hotel-Information)

Hagerstown

10/10

Exceptional

(13 reviews)

"Very conveniently located with clear instructions about amenities. We will stay here again sometime."

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

MaryandMichael P.

$146 nightly

$164 total

Mar 22 - Mar 23

Total with taxes and fees

[](https://www.expedia.com/Hagerstown-Hotels-Charming-Small-Town-Experience-In-Hagerstown.h101987396.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/87000000/86010000/86002200/86002114/ea23a73d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/87000000/86010000/86002200/86002114/6e32b18c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/87000000/86010000/86002200/86002114/ce4212bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/87000000/86010000/86002200/86002114/2e387342.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### New Hagerstown Apartment - Self Check-in. Sleeps 4+

[](https://www.expedia.com/Hagerstown-Hotels-New-Hagerstown-Apartment-Self-Check-In-Sleeps-4.h86002114.Hotel-Information)

Hagerstown

9.2/10

Wonderful

(21 reviews)

"Great little apartment. Just what we needed for overnight. "

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

Kim M.

$124 nightly

$138 total

Mar 24 - Mar 25

Total with taxes and fees

[](https://www.expedia.com/Hagerstown-Hotels-New-Hagerstown-Apartment-Self-Check-In-Sleeps-4.h86002114.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74210000/74207400/74207335/0ec850bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/75000000/74210000/74207400/74207335/a631caef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/75000000/74210000/74207400/74207335/7cf5378a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/75000000/74210000/74207400/74207335/86281ce0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 3 Bedroom House in Fort Recovery

[](https://www.expedia.com/Fort-Recovery-Hotels-3-Bedroom-House-In-Fort-Recovery.h74207335.Hotel-Information)

Fort Recovery

10/10

Exceptional

(23 reviews)

"Great!"

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

Neil D.

$238 nightly

$241 total

Mar 23 - Mar 24

Total with taxes and fees

[](https://www.expedia.com/Fort-Recovery-Hotels-3-Bedroom-House-In-Fort-Recovery.h74207335.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/125000000/124930000/124923100/124923014/79acb536.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/125000000/124930000/124923100/124923014/700d4be2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124930000/124923100/124923014/528d236a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, internet, bed sheets](https://images.trvl-media.com/lodging/125000000/124930000/124923100/124923014/2f20f109.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/Economy-Hotels-Pets-Welcome-Quiet-Economy-Home-W-Spacious-Yard.h124923014.Hotel-Information)

Economy

$297 nightly

$330 total

Mar 23 - Mar 24

Total with taxes and fees

[](https://www.expedia.com/Economy-Hotels-Pets-Welcome-Quiet-Economy-Home-W-Spacious-Yard.h124923014.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/124000000/123360000/123355900/123355826/88fa25a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, travel crib](https://images.trvl-media.com/lodging/124000000/123360000/123355900/123355826/bd4c489b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/124000000/123360000/123355900/123355826/c57f2354.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/124000000/123360000/123355900/123355826/ee98224b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/Muncie-Hotels-2BR-Updated-Dtwn-Condo-Streaming.h123355826.Hotel-Information)

Muncie

10/10

Exceptional

(20 reviews)

"Great host and all the amenities were in great condition."

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

Dan H.

$311 nightly

$345 total

Mar 22 - Mar 23

Total with taxes and fees

[](https://www.expedia.com/Muncie-Hotels-2BR-Updated-Dtwn-Condo-Streaming.h123355826.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/96000000/95510000/95506300/95506257/w904h683x60y0-544b6c5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![WiFi](https://images.trvl-media.com/lodging/96000000/95510000/95506300/95506257/w905h683x60y0-14bf79b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/96000000/95510000/95506300/95506257/w632h683x196y0-0369056d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/96000000/95510000/95506300/95506257/b4ba3328.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Boho Bungalow off Main-one block from Lovely Park

[](https://www.expedia.com/Richmond-Hotels-Boho-Bungalow-Off-Main-One-Block-From-Lovely-Park.h95506257.Hotel-Information)

Richmond

9.2/10

Wonderful

(15 reviews)

"Lovely house, easy check-in, great location."

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

Heather S.

$160 nightly

$179 total

Mar 22 - Mar 23

Total with taxes and fees

[](https://www.expedia.com/Richmond-Hotels-Boho-Bungalow-Off-Main-One-Block-From-Lovely-Park.h95506257.Hotel-Information)

![Smart TV, books](https://images.trvl-media.com/lodging/92000000/91270000/91262400/91262375/73cf3299.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/92000000/91270000/91262400/91262375/8041c624.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/92000000/91270000/91262400/91262375/1e022470.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Paper towels](https://images.trvl-media.com/lodging/92000000/91270000/91262400/91262375/c05b1ef1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quaker Hill Cottage on gated estate with fire pit & hiking trails

[](https://www.expedia.com/Richmond-Hotels-Quaker-Hill-Cottage-On-Gated-Estate-With-Fire-Pit-Hiking-Trails.h91262375.Hotel-Information)

Richmond

9.6/10

Exceptional

(30 reviews)

"Very easy to find and such a charming home! Very quiet and beautiful area. "

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

Angie P.

$195 nightly

$218 total

Apr 14 - Apr 15

Total with taxes and fees

[](https://www.expedia.com/Richmond-Hotels-Quaker-Hill-Cottage-On-Gated-Estate-With-Fire-Pit-Hiking-Trails.h91262375.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122150000/122149300/122149270/w1436h959x1y1-569ba566.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/123000000/122150000/122149300/122149270/w1439h959x1y1-b4ae472b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122150000/122149300/122149270/w1436h959x1y1-963dcc80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122150000/122149300/122149270/w1439h959x1y1-1c9d62bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Downtown Muncie | Luxe Loft, Spa Bath, 1 Bed, BSU

[](https://www.expedia.com/Muncie-Hotels-Downtown-Muncie-Luxe-Loft.h122149270.Hotel-Information)

Muncie

10/10

Exceptional

(4 reviews)

"This place was fantastic, all around. Clean, great amenities, the whole 9 yards "

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

Jonathan

$212 nightly

$237 total

Mar 24 - Mar 25

Total with taxes and fees

[](https://www.expedia.com/Muncie-Hotels-Downtown-Muncie-Luxe-Loft.h122149270.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/103000000/102450000/102445100/102445023/w1024h454x0y115-b19b9d97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/103000000/102450000/102445100/102445023/w1290h1285x0y3-3118387e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/103000000/102450000/102445100/102445023/055796df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/102450000/102445100/102445023/w1024h453x0y115-480294f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cardinal Cottage - 2 bedroom cozy home

[](https://www.expedia.com/Muncie-Hotels-Cardinal-Cottage-2-Bedroom-Cozy-Home.h102445023.Hotel-Information)

Muncie

9.6/10

Exceptional

(36 reviews)

"Really enjoyed my stay "

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

Deb H.

$150 nightly

$168 total

Mar 22 - Mar 23

Total with taxes and fees

[](https://www.expedia.com/Muncie-Hotels-Cardinal-Cottage-2-Bedroom-Cozy-Home.h102445023.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/97000000/96990000/96988900/96988849/f55476dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/97000000/96990000/96988900/96988849/205886ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/97000000/96990000/96988900/96988849/9cc6e477.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/97000000/96990000/96988900/96988849/bb5e08d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stunning 3 bed, 2.5 bath home, nestled in a quiet woodsy setting.

[](https://www.expedia.com/Greens-Fork-Hotels-Stunning-3-Bed.h96988849.Hotel-Information)

Greens Fork

8.8/10

Excellent

(16 reviews)

"The property was secluded and very peaceful. Lots of space, included everything we needed to have a long weekend getaway. It is no doubt a property I would use again. "

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

Justin A.

[](https://www.expedia.com/Greens-Fork-Hotels-Stunning-3-Bed.h96988849.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/111000000/110690000/110682000/110681924/cb34ab95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/111000000/110690000/110682000/110681924/5f5c1017.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/111000000/110690000/110682000/110681924/cd5ed359.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110690000/110682000/110681924/1cfd5414.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Retro Home Close to Campus

[](https://www.expedia.com/Muncie-Hotels-Retro-Home-Close-To-Campus.h110681924.Hotel-Information)

Muncie

10/10

Exceptional

(11 reviews)

"Clean house, good location, fair price for the size. Would definitely stay again!"

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

Anthony C.

$267 nightly

$299 total

Mar 21 - Mar 22

Total with taxes and fees

[](https://www.expedia.com/Muncie-Hotels-Retro-Home-Close-To-Campus.h110681924.Hotel-Information)

![Smart TV, foosball](https://images.trvl-media.com/lodging/107000000/106820000/106812900/106812845/a9ef7133.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/107000000/106820000/106812900/106812845/6184ce26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, in-room safe, travel crib, WiFi](https://images.trvl-media.com/lodging/107000000/106820000/106812900/106812845/63bffe17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106820000/106812900/106812845/6580be7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 3-bedroom house in tranquil Greenville with WiFi, AC, and game room. 

[](https://www.expedia.com/Greenville-Hotels-Charming-3-Bedroom-House-In-Tranquil-Greenville-With-WiFi.h106812845.Hotel-Information)

Greenville

9.2/10

Wonderful

(11 reviews)

"House was perfect for our family to stay for our daughter's wedding "

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

Molly L.

$245 nightly

$245 total

Mar 23 - Mar 24

Total with taxes and fees

[](https://www.expedia.com/Greenville-Hotels-Charming-3-Bedroom-House-In-Tranquil-Greenville-With-WiFi.h106812845.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/116000000/115590000/115587500/115587430/7f45e2af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/116000000/115590000/115587500/115587430/16a4aa3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/116000000/115590000/115587500/115587430/5cc3b1c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/116000000/115590000/115587500/115587430/577a7f44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 3-bedroom house with AC, WiFi in Greenville

[](https://www.expedia.com/Greenville-Hotels-Charming-3-Bedroom-House-With-AC.h115587430.Hotel-Information)

Greenville

9.2/10

Wonderful

(9 reviews)

"Nice place good location. Would highly recommend to anyone."

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

Steven M.

$248 nightly

$248 total

Mar 24 - Mar 25

Total with taxes and fees

[](https://www.expedia.com/Greenville-Hotels-Charming-3-Bedroom-House-With-AC.h115587430.Hotel-Information)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122580000/122574000/122573970/268ccb62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/123000000/122580000/122574000/122573970/8f7225d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/123000000/122580000/122574000/122573970/ea2910c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/123000000/122580000/122574000/122573970/d823991c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Benny B Charming 2-bedroom house in Muncie w/ bunk-game room close to Ball State

[](https://www.expedia.com/Muncie-Hotels-Charming-2-Bedroom-House-In-Muncie-With-Bunk-Game-Room-Close-To-Ball-State.h122573970.Hotel-Information)

Muncie

$185 nightly

$207 total

Mar 23 - Mar 24

Total with taxes and fees

[](https://www.expedia.com/Muncie-Hotels-Charming-2-Bedroom-House-In-Muncie-With-Bunk-Game-Room-Close-To-Ball-State.h122573970.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/91000000/90260000/90254300/90254204/37035f85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, foosball, books](https://images.trvl-media.com/lodging/91000000/90260000/90254300/90254204/a25735ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![8 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90260000/90254300/90254204/3a569ecb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/91000000/90260000/90254300/90254204/w1125h772x0y6-3f1c75dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Westcott Mansion with Pickleball Court & Huge Gazebo

[](https://www.expedia.com/Richmond-Hotels-Westcott-Mansion-With-Pickleball-Court-Huge-Gazebo.h90254204.Hotel-Information)

Richmond

9.8/10

Exceptional

(35 reviews)

"We had the best time. House was gorgeous and unique. Perfect place for our group as everyone had their own room and their own bed! Would absolutely stay here again. "

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

Megan H.

$297 nightly

$333 total

Mar 22 - Mar 23

Total with taxes and fees

[](https://www.expedia.com/Richmond-Hotels-Westcott-Mansion-With-Pickleball-Court-Huge-Gazebo.h90254204.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/114000000/113760000/113751300/113751269/038afb03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113760000/113751300/113751269/a7586ef1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113760000/113751300/113751269/f951338b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113760000/113751300/113751269/b5a5139f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Underground Speakeasy Experience in Historic Fort Recovery - Sleeps 14

[](https://www.expedia.com/Fort-Recovery-Hotels-Fort-Recoverys-Historic-1940s-Chapel-With-Speakeasy-Hideaway-Sleeps-10.h113751269.Hotel-Information)

Fort Recovery

10/10

Exceptional

(10 reviews)

"Not only was the property amazing an as advertised but the Host was incredibly nice and accommodating would highly recommend."

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

Mike S.

$432 nightly

$432 total

Mar 22 - Mar 23

Total with taxes and fees

[](https://www.expedia.com/Fort-Recovery-Hotels-Fort-Recoverys-Historic-1940s-Chapel-With-Speakeasy-Hideaway-Sleeps-10.h113751269.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/124000000/123560000/123552300/123552226/8147cbe5.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)

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

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

Muncie

$302 nightly

$335 total

Mar 22 - Mar 23

Total with taxes and fees

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

![Exterior](https://images.trvl-media.com/lodging/104000000/103850000/103842500/103842461/3f3a5901.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103850000/103842500/103842461/fb379e79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103850000/103842500/103842461/5dd550a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103850000/103842500/103842461/4dd2af05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming Home! Prime Location! Dog-Friendly!

[](https://www.expedia.com/Richmond-Hotels-Charming-Home-Close-To-All-Richmond-Has-To-Offer-Dog-Friendly.h103842461.Hotel-Information)

Richmond

9.8/10

Exceptional

(13 reviews)

"The host was awesome and completely goes the extra mile! "

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

Rondaq C.

$295 nightly

$330 total

Mar 21 - Mar 22

Total with taxes and fees

[](https://www.expedia.com/Richmond-Hotels-Charming-Home-Close-To-All-Richmond-Has-To-Offer-Dog-Friendly.h103842461.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/67000000/66710000/66702500/66702422/61d9c0c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/67000000/66710000/66702500/66702422/35f48693.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/67000000/66710000/66702500/66702422/26bf287d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/67000000/66710000/66702500/66702422/228156ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Settle in at the Petite Retreat.

[](https://www.expedia.com/Muncie-Hotels-Settle-In-At-The-Petite-Retreat.h66702422.Hotel-Information)

Muncie

10/10

Exceptional

(28 reviews)

"Property was accurately described and perfect for our stay in muncie. Bed was comfortable l, kitchen was well appointed, and bath towels were plentiful. Looking forward to staying here again. Mari is an excellent communicator."

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

Kevin Holly K.

[](https://www.expedia.com/Muncie-Hotels-Settle-In-At-The-Petite-Retreat.h66702422.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.com/Hotel-Search?startDate=2026-04-03&endDate=2026-04-04&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.com/Hotel-Search?destination=Winchester%2C+Indiana%2C+United+States+of+America&regionId=6046207&latLong=40.171989%2C-84.981354&adults=2&startDate=2026-06-18&d1=2026-06-18&endDate=2026-06-21&d2=2026-06-21&lodging=VACATION_HOME)

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Winchester%2C+Indiana%2C+United+States+of+America&regionId=6046207&latLong=40.171989%2C-84.981354&adults=2&startDate=2026-06-18&d1=2026-06-18&endDate=2026-06-21&d2=2026-06-21&lodging=CABIN)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Winchester%2C+Indiana%2C+United+States+of+America&regionId=6046207&latLong=40.171989%2C-84.981354&adults=2&startDate=2026-06-18&d1=2026-06-18&endDate=2026-06-21&d2=2026-06-21&lodging=COTTAGE)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Winchester%2C+Indiana%2C+United+States+of+America&regionId=6046207&latLong=40.171989%2C-84.981354&adults=2&startDate=2026-06-18&d1=2026-06-18&endDate=2026-06-21&d2=2026-06-21&lodging=APARTMENT)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Winchester%2C+Indiana%2C+United+States+of+America&regionId=6046207&latLong=40.171989%2C-84.981354&adults=2&startDate=2026-06-18&d1=2026-06-18&endDate=2026-06-21&d2=2026-06-21&lodging=CONDO)

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## Top Winchester Hotel Reviews

![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

4/10 Poor

"The hotel staff were pleasant, and it was obvious there are some renovations happening, but the building was run-down looking, although the room was nice and clean. But the neighborhood was a little shady."

[](https://expedia.com/Richmond-Hotels-Comfort-Inn-Richmond-I-70.h4345.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

"When I arrived the lady at the counter knew my name and was expecting me, she had me checked in very promptly. The room was clean, the bed was comfortable, and the area was quiet. The breakfast was well stocked and a great start to the day. We would stay here again. "

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

![Comfort Inn & Suites Muncie Near University](https://images.trvl-media.com/lodging/3000000/2150000/2141800/2141769/eec57f36_y.jpg)

### Comfort Inn & Suites Muncie Near University

6/10 Okay

"Very impersonal staff. When checking in, the staff didn’t make eye contact and were not forthcoming with information - like when/where is breakfast, how do I find my room, etc. "

[](https://expedia.com/Muncie-Hotels-Comfort-Inn-Suites-Muncie.h2141769.Hotel-Information)

![Muncie Place Hotel & Suites](https://images.trvl-media.com/lodging/1000000/70000/67500/67438/e0a75b6c_y.jpg)

### Muncie Place Hotel & Suites

2/10 Terrible

"Our electricity had went out due to weather so we had to go to a hotel due to lack of heat at our house. When we got there the staff seemed very uncaring and otherwise distracted hanging out with each other talking in a group. The pool was closed down as well as the kitchen. The rooms were dirty as well as smelly. We woke up to have the to go breakfast they peovided and the cream cheese was so molded it was black and green and hard as a rock. The juice was messed up. I had asked for help and that seemed to be a whole situation as it took 3 very hateful staff members to fix it. When i go to drink it the floaties in it made me think its probably not cleaned. So we packed up and we went to go buy breakfast. I wouldnt recommend this to anyone. They need to do better. That could have made people very sick. I had to 1 star but i wish i didnt have to put any. "

[](https://expedia.com/Muncie-Hotels-Holiday-Inn-Express-Hotel-Suites-Muncie.h67438.Hotel-Information)

![Home2 Suites by Hilton Richmond](https://images.trvl-media.com/lodging/55000000/54480000/54478800/54478734/032fab8e_y.jpg)

### Home2 Suites by Hilton Richmond

10/10 Excellent

"Room was very clean and plenty of space. Staff was attention and all very friendly. Breakfast was good and coffee was available all day."

[](https://expedia.com/Richmond-Hotels-Home2-Suites-By-Hilton-Richmond.h54478734.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

6/10 Okay

" Did do a blacklight check of the bed, sheets, blanket and beadspread, found nothing to report, CLEAN! Did blacklight in the bathroom, floor-clean, toilet-clean, tub-clean! The tv stand and sitting chair had some questionable areas. The tv remote was clean. Overall the room was clean but the smoke smell was awful. The staff was pleasant, not a lot of interaction with staff except for check-in. "

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

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

### Motel 6 Richmond, IN

10/10 Excellent

"We booked a room with a king bed, and with no other beds or furniture to sit on, and there was still room for a another bed. Very spacious room. Staff was friendly and helpful even at 10:30 at night. Had no issues with safety concerns. The room was clean and the layout of the building provided a couple of areas for lounging or gathering. It has a pool too though we didn't check it out. Great for a low cost, basic hotel. No breakfast options but again a no-frills option at a good price. Vending machines are available. Coffee is provided. I would recommend having decaf coffee available as well for those of us who need just a bit of caffeine to get the juices flowing. Otherwise, we would definitely recommend."

[](https://expedia.com/Richmond-Hotels-Motel-6-Richmond.h50102.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

2/10 Terrible

"The desk manager was more interested in his computer-When checking out I turned my keys in. But needed the manager. To hold the door so I could get back in. Instead of helping me, a 75 year old woman, hen says I can do it myself. I will never stay at a Days Inn again."

[](https://expedia.com/Muncie-Hotels-Days-Inn-By-Wyndham-Muncie-Ball-State-University.h4571.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

8/10 Good

"The room was clean and not too much noise since it was right next to the road. For the price I gave it a good because it was out dated."

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

## Find out more about Winchester

**Everything you need to know about Winchester vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Winchester vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winchester vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Winchester vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Winchester. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Winchester in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $164 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Winchester rentals**

At Expedia, we put the best Winchester vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Winchester rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winchester vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winchester. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

## Explore a world of travel with Expedia

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- [Ocean City Vacation Rentals ](https://www.expedia.com/Ocean-City-Vacation-Rentals.d9151.Travel-Guide-VacationRentals)
- [Outer Banks Vacation Rentals ](https://www.expedia.com/Outer-Banks-Vacation-Rentals.d602135.Travel-Guide-VacationRentals)
- [San Diego Vacation Rentals ](https://www.expedia.com/San-Diego-Vacation-Rentals.d3073.Travel-Guide-VacationRentals)
- [Siesta Key Vacation Rentals ](https://www.expedia.com/Siesta-Key-Vacation-Rentals.d6881.Travel-Guide-VacationRentals)
- [Galveston Vacation Rentals ](https://www.expedia.com/Galveston-Vacation-Rentals.d1341.Travel-Guide-VacationRentals)
- [Clearwater Beach Vacation Rentals ](https://www.expedia.com/Clearwater-Beach-Vacation-Rentals.d10759.Travel-Guide-VacationRentals)
- [Palm Springs Vacation Rentals ](https://www.expedia.com/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals)
- [Florida Keys Vacation Rentals ](https://www.expedia.com/Florida-Keys-Vacation-Rentals.d6023765.Travel-Guide-VacationRentals)
- [Lake Tahoe Vacation Rentals ](https://www.expedia.com/South-Lake-Tahoe-Vacation-Rentals.d10150.Travel-Guide-VacationRentals)
- [Lake of the Ozarks Vacation Rentals ](https://www.expedia.com/Lake-Ozark-Vacation-Rentals.d177772.Travel-Guide-VacationRentals)
- [Florida Vacation Rentals ](https://www.expedia.com/Destinations-In-Florida.d211.Vacation-Rental-Destinations)
- [Hawaii Vacation Rentals ](https://www.expedia.com/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations)
- [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations)

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

### What’s a vacation rental in Winchester like?

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- [Hotels in French Lick](https://expedia.com/French-Lick-Hotels.d6059639.Travel-Guide-Hotels)
- [Hotels in Crawfordsville](https://expedia.com/Crawfordsville-Hotels.d7699.Travel-Guide-Hotels)
- [Hotels in Santa Claus](https://expedia.com/Santa-Claus-Hotels.d183202.Travel-Guide-Hotels)
- [Hotels in Terre Haute](https://expedia.com/Terre-Haute-Hotels.d6059777.Travel-Guide-Hotels)
- [Hotels in Anderson](https://expedia.com/Anderson-Hotels.d325.Travel-Guide-Hotels)
- [Hotels in South Bend](https://expedia.com/South-Bend-Hotels.d6023340.Travel-Guide-Hotels)
- [Hotels in Evansville](https://expedia.com/Evansville-Hotels.d1179.Travel-Guide-Hotels)

Flights

- [Cheap Flights to Evansville](https://expedia.com/Cheap-Flights-To-Evansville.d1179.Travel-Guide-Flights)
- [Cheap Flights to South Bend](https://expedia.com/Cheap-Flights-To-South-Bend.d6023340.Travel-Guide-Flights)

Cars

- [Car rentals in Bloomington](https://expedia.com/Car-Rentals-In-Bloomington.d6059776.Car-Rental-Guide)
- [Car rentals in Evansville](https://expedia.com/Car-Rentals-In-Evansville.d1179.Car-Rental-Guide)
- [Car rentals in South Bend](https://expedia.com/Car-Rentals-In-South-Bend.d6023340.Car-Rental-Guide)

General

- [Visit Michigan City](https://expedia.com/Michigan-City.dx8727)

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