Title: Winchester Vacation Rentals from $168: Search Short-Term Rentals | Expedia.com

[Winchester Travel Guide](https://expedia.com/Winchester.dx6046207)[Hotels in Winchester](https://expedia.com/Winchester-Hotels.d6046207.Travel-Guide-Hotels)[Flights to Winchester](https://expedia.com/Cheap-Flights-To-Winchester.d6046207.Travel-Guide-Flights)[Car Rentals in Winchester](https://expedia.com/Car-Rentals-In-Winchester.d6046207.Car-Rental-Guide)[Winchester Vacation Packages](https://expedia.com/Winchester.d6046207.Destination-Travel-Guides)

![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/32a5a1b7-682e-4c22-a8ab-4b736795e0ea/expedia_fallback.webp?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Apr 24 - Apr 26](https://www.expedia.com/Hotel-Search?regionId=6046207&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=6046207&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)

In three months

[Jul 3 - Jul 5](https://www.expedia.com/Hotel-Search?regionId=6046207&startDate=2026-07-03&endDate=2026-07-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 31 - Aug 2](https://www.expedia.com/Hotel-Search?regionId=6046207&startDate=2026-07-31&endDate=2026-08-02&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/125000000/124960000/124955500/124955411/3557a186.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)

### 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

$303 nightly

$336 total

Apr 8 - Apr 9

Total with taxes and fees

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

![Interior](https://images.trvl-media.com/lodging/125000000/124930000/124923100/124923014/528d236a.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)

![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

$302 nightly

$335 total

Apr 8 - Apr 9

Total with taxes and fees

[](https://www.expedia.com/Economy-Hotels-Pets-Welcome-Quiet-Economy-Home-W-Spacious-Yard.h124923014.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/ce4212bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

![Outdoor dining](https://images.trvl-media.com/lodging/87000000/86010000/86002200/86002114/28df6b2e.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

(22 reviews)

"Great location and just what we needed for a relaxing weekend in Hagerstown."

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

Emily E.

$124 nightly

$138 total

Apr 13 - Apr 14

Total with taxes and fees

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

![Interior](https://images.trvl-media.com/lodging/96000000/95510000/95506300/95506257/w905h683x59y0-2af7acef.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)

### 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)

"We had a great time "

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

cortney C.

$160 nightly

$179 total

Apr 12 - Apr 13

Total with taxes and fees

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

![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/124000000/123360000/123355900/123355826/95092a33.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

(21 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.

$307 nightly

$341 total

Apr 12 - Apr 13

Total with taxes and fees

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

![Paper towels](https://images.trvl-media.com/lodging/92000000/91270000/91262400/91262375/c05b1ef1.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)

![Smart TV, books](https://images.trvl-media.com/lodging/92000000/91270000/91262400/91262375/w1113h828x0y0-f033b545.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.

$199 nightly

$223 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)

![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)

![Exterior](https://images.trvl-media.com/lodging/107000000/106820000/106812900/106812845/ae7889b0.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)

### 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

(12 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.

$230 nightly

$230 total

Apr 8 - Apr 9

Total with taxes and fees

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

![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)

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

![TV](https://images.trvl-media.com/lodging/123000000/122150000/122149300/122149270/w1439h959x1y1-92832dd6.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

Apr 13 - Apr 14

Total with taxes and fees

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

![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)

![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)

### Retro Home Close to Campus

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

Muncie

10/10

Exceptional

(12 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.

$265 nightly

$297 total

Apr 8 - Apr 9

Total with taxes and fees

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

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

![Interior](https://images.trvl-media.com/lodging/91000000/90260000/90254300/90254204/347442a1.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)

### 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

Apr 8 - Apr 9

Total with taxes and fees

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

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

![Private kitchen](https://images.trvl-media.com/lodging/116000000/115590000/115587500/115587430/8fb92747.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.

$230 nightly

$230 total

Apr 12 - Apr 13

Total with taxes and fees

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

Apr 12 - Apr 13

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/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/b5a5139f.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)

![2 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113760000/113751300/113751269/c53a061d.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

(11 reviews)

"Our family had a great stay! "

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

todd b.

$432 nightly

$432 total

Apr 8 - Apr 9

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/124000000/123560000/123552300/123552226/07795f6e.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)

![Apartment (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/124000000/123560000/123552300/123552226/ed4a6cdd.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

Apr 12 - Apr 13

Total with taxes and fees

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

![Private kitchen](https://images.trvl-media.com/lodging/123000000/122580000/122574000/122573970/0c8850e4.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

$184 nightly

$206 total

Apr 12 - Apr 13

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)

![Exterior](https://images.trvl-media.com/lodging/104000000/103850000/103842500/103842461/3f3a5901.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)

![Interior](https://images.trvl-media.com/lodging/104000000/103850000/103842500/103842461/fb379e79.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

Apr 10 - Apr 11

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)

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=2026-04-21&endDate=2026-04-22&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=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&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=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&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=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&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=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&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=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&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

10/10 Excellent

"Very friendly staff and the cleanliness of the room and bathroom were exceptional."

[](https://expedia.com/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

"N.a"

[](https://expedia.com/Richmond-Hotels-Comfort-Suites.h92418479.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

8/10 Good

"The hotel was overall a pretty good stay. I will say the staff was not very friendly and did not explain much to us except how to get to our room. "

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

"Clean comfortable room and they let us check in early which was massively helpful. "

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

10/10 Excellent

"Very clean and restful! "

[](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

"There was food left in the fridge when we got to the room. They did not have the breakfast buffet like it was advised when we booked the room because it was being renovated. If we would have known that we would have stayed somewhere else. We left in the middle of the night on the 2nd night because there was a dog barking next door, people fight across the hall and the hallway smelled like weed. We drove 15 hours to come visit and was not able to get any sleep before heading back home. It was very disappointing and misleading. The breakfast buffet was one of the reasons i choose this hotel because it looked better then everyone else's. "

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

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

### Motel 6 Richmond, IN

6/10 Okay

"Plenty of parking. Cracker Barrel restaurant next door. "

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

10/10 Excellent

"The room was very clean and rhe staff very helpful."

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

![Hampton Inn & Suites Muncie](https://images.trvl-media.com/lodging/3000000/2050000/2041500/2041430/cdcb7601_y.jpg)

### Hampton Inn & Suites Muncie

8/10 Good

"Clean rooms and adequate breakfast choices. "

[](https://expedia.com/Muncie-Hotels-Hampton-Inn-Suites-Muncie.h2041430.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 $168 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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- [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)
- [Condo Rentals in Winchester ](https://expedia.com/Winchester-Condos.d6046207-aaCondos.Travel-Guide-Accommodation)
- [Cabin Rentals in Winchester ](https://expedia.com/Winchester-Cabins.d6046207-aaCabins.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?

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

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General

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