Title: Shepherdstown Vacation Rentals from $105: Search Short-Term Rentals | Expedia.com

[Shepherdstown Travel Guide](https://expedia.com/Shepherdstown.dx56114)[Hotels in Shepherdstown](https://expedia.com/Shepherdstown-Hotels.d56114.Travel-Guide-Hotels)[Flights to Shepherdstown](https://expedia.com/Cheap-Flights-To-Shepherdstown.d56114.Travel-Guide-Flights)[Car Rentals in Shepherdstown](https://expedia.com/Car-Rentals-In-Shepherdstown.d56114.Car-Rental-Guide)[Shepherdstown Vacation Packages](https://expedia.com/Shepherdstown.d56114.Destination-Travel-Guides)

![Shepherdstown featuring heritage architecture and an administrative buidling](https://images.trvl-media.com/place/56114/f36838e9-9e8e-4dd4-9834-f0e4f381e760.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/56114/f36838e9-9e8e-4dd4-9834-f0e4f381e760.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Mar 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=56114&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 24 - Apr 26](https://www.expedia.com/Hotel-Search?regionId=56114&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 three months

[May 22 - May 24](https://www.expedia.com/Hotel-Search?regionId=56114&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 19 - Jun 21](https://www.expedia.com/Hotel-Search?regionId=56114&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Shepherdstown vacation rentals

![Exterior](https://images.trvl-media.com/lodging/35000000/34830000/34821800/34821722/0f0c1ef0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/35000000/34830000/34821800/34821722/9f32e90b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/35000000/34830000/34821800/34821722/2fa7daaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/35000000/34830000/34821800/34821722/e91ea1b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Shepherdstown

[](https://www.expedia.com/Martinsburg-Hotels-Secluded-1940s-Romantic-Tiny-House-On-The-River.h34821722.Hotel-Information)

9.8/10

Exceptional

(71 reviews)

"This trip was to celebrate my 64th birthday and wind down from my busy job It was perfect for both .. very relaxing, and very cozy. We'd love to stay again."

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

Kaleb C

$95 nightly

$105 total

Mar 3 - Mar 4

Total with taxes and fees

[](https://www.expedia.com/Martinsburg-Hotels-Secluded-1940s-Romantic-Tiny-House-On-The-River.h34821722.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/101000000/100940000/100931900/100931806/6eec0007.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/101000000/100940000/100931900/100931806/e0f23b5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/101000000/100940000/100931900/100931806/58013d29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/101000000/100940000/100931900/100931806/182c1c52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Shepherdstown

[](https://www.expedia.com/Shepherdstown-Hotels-Exclusive-Wooded-Chalet-W-Magnificent-River-Views.h100931806.Hotel-Information)

10/10

Exceptional

(15 reviews)

"This property was super nice and the property managers were super awesome and accommodating! "

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

Construction V.

$436 nightly

$474 total

Feb 25 - Feb 26

Total with taxes and fees

[](https://www.expedia.com/Shepherdstown-Hotels-Exclusive-Wooded-Chalet-W-Magnificent-River-Views.h100931806.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/37000000/36390000/36380300/36380283/72598aee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/37000000/36390000/36380300/36380283/32fd5270.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/37000000/36390000/36380300/36380283/49c0ce99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/37000000/36390000/36380300/36380283/538bb833.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Middletown

[](https://www.expedia.com/Frederick-Hotels-Vintage-Cabin-In-The-Of-Middletown.h36380283.Hotel-Information)

9.6/10

Exceptional

(111 reviews)

"I’ve stayed here and will absolutely stay again."

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

Katherine M.

$170 nightly

$180 total

Feb 25 - Feb 26

Total with taxes and fees

[](https://www.expedia.com/Frederick-Hotels-Vintage-Cabin-In-The-Of-Middletown.h36380283.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/92000000/91890000/91881400/91881352/52b9576c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/92000000/91890000/91881400/91881352/3eb66fa7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91890000/91881400/91881352/726359f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/92000000/91890000/91881400/91881352/13a2be0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Keedysville

[](https://www.expedia.com/Keedysville-Hotels-Antietam-Look-Out-Incredible-Sunset-Views.h91881352.Hotel-Information)

9.8/10

Exceptional

(34 reviews)

"The cabin was very easy to get to, and yet it felt like you were in the middle of nowhere. The view was excellent. The accommodations were top-notch. I recommend this place to anyone."

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

Greg R.

$317 nightly

$353 total

Feb 25 - Feb 26

Total with taxes and fees

[](https://www.expedia.com/Keedysville-Hotels-Antietam-Look-Out-Incredible-Sunset-Views.h91881352.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/113000000/112650000/112649100/112649080/891d0688.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer, towels, soap, shampoo](https://images.trvl-media.com/lodging/113000000/112650000/112649100/112649080/c1d13a8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/113000000/112650000/112649100/112649080/b0e07008.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, travel crib, free WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112650000/112649100/112649080/69504995.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Thurmont

[](https://www.expedia.com/Thurmont-Hotels-Birch-Cabin-At-Hunting-Creek-Hideaway.h112649080.Hotel-Information)

10/10

Exceptional

(21 reviews)

"Beautiful location. Just what we were looking for."

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

tony l.

$144 nightly

$153 total

Feb 25 - Feb 26

Total with taxes and fees

[](https://www.expedia.com/Thurmont-Hotels-Birch-Cabin-At-Hunting-Creek-Hideaway.h112649080.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/90000000/89370000/89362400/89362360/a06cff43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/90000000/89370000/89362400/89362360/5660577c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/90000000/89370000/89362400/89362360/de7dfd70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/90000000/89370000/89362400/89362360/e1aa5b2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Frederick

[](https://www.expedia.com/Frederick-Hotels-Pet-Friendly.h89362360.Hotel-Information)

10/10

Exceptional

(8 reviews)

"Very convenient to everything. Quick walk to shops, breweries, and restaurants."

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

JENNIFER

$172 nightly

$183 total

Mar 3 - Mar 4

Total with taxes and fees

[](https://www.expedia.com/Frederick-Hotels-Pet-Friendly.h89362360.Hotel-Information)

![TV, fireplace](https://images.trvl-media.com/lodging/69000000/68160000/68160000/68159962/cd1a6798.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/69000000/68160000/68160000/68159962/6fdb5fdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/69000000/68160000/68160000/68159962/e13fa912.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/69000000/68160000/68160000/68159962/976f85c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Keedysville

[](https://www.expedia.com/Keedysville-Hotels-Sunny-Streams-Mountaintop-Cabin-With-Incredible-Sunset-Views.h68159962.Hotel-Information)

9.8/10

Exceptional

(67 reviews)

"Great stay! We would book again. "

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

Sam F.

$359 nightly

$399 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Keedysville-Hotels-Sunny-Streams-Mountaintop-Cabin-With-Incredible-Sunset-Views.h68159962.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90200000/90198000/90197904/c7849128.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/91000000/90200000/90198000/90197904/d9e62de8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90200000/90198000/90197904/89453f3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90200000/90198000/90197904/c38d3ba0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Frederick

[](https://www.expedia.com/Frederick-Hotels-The-Cottage-On-Dill.h90197904.Hotel-Information)

10/10

Exceptional

(64 reviews)

"We had a great time. House was very comfortable and location was perfect."

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

Liz R.

$244 nightly

$259 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Frederick-Hotels-The-Cottage-On-Dill.h90197904.Hotel-Information)

![](https://images.trvl-media.com/lodging/93000000/92170000/92168300/92168268/fdaca9a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![](https://images.trvl-media.com/lodging/93000000/92170000/92168300/92168268/dfb2a69b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![](https://images.trvl-media.com/lodging/93000000/92170000/92168300/92168268/b82d88b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![](https://images.trvl-media.com/lodging/93000000/92170000/92168300/92168268/4ec90979.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chalet in Harpers Ferry

[](https://www.expedia.com/Harpers-Ferry-Hotels-Harpers-Ferry-Cabin-W-Hot-Tub.h92168268.Hotel-Information)

9.2/10

Wonderful

(31 reviews)

"Gorgeous cabin, incredibly clean and well stocked with everything needed. Hot tub was amazing and clean and huge. Greatful for the hosts promptness in communication.Thank you!"

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

Samantha S.

$257 nightly

$275 total

Feb 26 - Feb 27

Total with taxes and fees

[](https://www.expedia.com/Harpers-Ferry-Hotels-Harpers-Ferry-Cabin-W-Hot-Tub.h92168268.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/106000000/105620000/105613000/105612932/w1014h1803x135y35-c296facc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/106000000/105620000/105613000/105612932/w1284h1711x0y92-36cde481.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/106000000/105620000/105613000/105612932/w1014h1803x135y47-b7e1dea2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/106000000/105620000/105613000/105612932/w1014h1803x135y34-89ed7c62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Hedgesville

[](https://www.expedia.com/Hedgesville-Hotels-Bring-Your-Own-Boat-Meticulously-Restored-House-On-The-Potomac-River.h105612932.Hotel-Information)

10/10

Exceptional

(9 reviews)

"Our stay was amazing and we really enjoyed ourselves. The place was perfect and quiet and peaceful! We will be booking with them again! "

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

Kyndal B.

$145 nightly

$161 total

Feb 27 - Feb 28

Total with taxes and fees

[](https://www.expedia.com/Hedgesville-Hotels-Bring-Your-Own-Boat-Meticulously-Restored-House-On-The-Potomac-River.h105612932.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/43000000/42350000/42342000/42341954/da4a4dbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/43000000/42350000/42342000/42341954/4cb06908.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/43000000/42350000/42342000/42341954/e7bdddc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/43000000/42350000/42342000/42341954/74a37f32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Middletown

[](https://www.expedia.com/Frederick-Hotels-Vrbo-Property.h42341954.Hotel-Information)

10/10

Exceptional

(142 reviews)

"Love the place will book again"

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

WAYNE M.

$213 nightly

$226 total

Feb 26 - Feb 27

Total with taxes and fees

[](https://www.expedia.com/Frederick-Hotels-Vrbo-Property.h42341954.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/67000000/66710000/66702200/66702131/097a0278.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/67000000/66710000/66702200/66702131/f00715b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/67000000/66710000/66702200/66702131/ac07479b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/67000000/66710000/66702200/66702131/acc9da32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Waynesboro

[](https://www.expedia.com/Waynesboro-Hotels-Antietam-Toll-House-An-Historic-Waterfront-Cabin-With-Fully-Fenced-Yard.h66702131.Hotel-Information)

9.8/10

Exceptional

(95 reviews)

"Love it been coming here for a few years now "

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

Kristina M.

$234 nightly

$258 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Waynesboro-Hotels-Antietam-Toll-House-An-Historic-Waterfront-Cabin-With-Fully-Fenced-Yard.h66702131.Hotel-Information)

![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/93000000/92210000/92201300/92201233/cdc32c25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/93000000/92210000/92201300/92201233/41d7f113.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/93000000/92210000/92201300/92201233/79c35e88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/93000000/92210000/92201300/92201233/4bf5c079.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Frederick

[](https://www.expedia.com/Frederick-Hotels-Logans-House.h92201233.Hotel-Information)

10/10

Exceptional

(6 reviews)

"Amazing stay love this place very cozy house ."

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

Aimee C.

$195 nightly

$207 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Frederick-Hotels-Logans-House.h92201233.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/92000000/91170000/91169400/91169323/4968ec80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/92000000/91170000/91169400/91169323/bc1b512e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/92000000/91170000/91169400/91169323/081989da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, books, offices](https://images.trvl-media.com/lodging/92000000/91170000/91169400/91169323/2969b387.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Gerrardstown

[](https://www.expedia.com/Gerrardstown-Hotels-Stone-Chalet-Amazing-Views.h91169323.Hotel-Information)

9.2/10

Wonderful

(39 reviews)

"The cabin was cozy. We enjoyed the fireplace nightly as well as the hot tub.The cabin was clean and the host was very responsive. "

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

gail h.

$277 nightly

$298 total

Feb 26 - Feb 27

Total with taxes and fees

[](https://www.expedia.com/Gerrardstown-Hotels-Stone-Chalet-Amazing-Views.h91169323.Hotel-Information)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/89000000/88670000/88664200/88664166/29053eaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/89000000/88670000/88664200/88664166/e734c10e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88670000/88664200/88664166/fcd2eed3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/89000000/88670000/88664200/88664166/fc341158.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Frederick

[](https://www.expedia.com/Frederick-Hotels-Cozy.h88664166.Hotel-Information)

10/10

Exceptional

(28 reviews)

"Clean, great location, friendly owner"

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

Christian M.

$181 nightly

$192 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/Frederick-Hotels-Cozy.h88664166.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/28000000/27120000/27118200/27118191/38c73861.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/28000000/27120000/27118200/27118191/4c9b6b60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/28000000/27120000/27118200/27118191/0634a189.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/28000000/27120000/27118200/27118191/47ae5de3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Keedysville

[](https://www.expedia.com/Keedysville-Hotels-Antietam-Creek-Quiet-2-Bedroom-Cabin.h27118191.Hotel-Information)

9.2/10

Wonderful

(89 reviews)

"This was an amazing cabin with a full kitchen so you could cook and enjoy the quiet."

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

Lina A.

$310 nightly

$329 total

Feb 25 - Feb 26

Total with taxes and fees

[](https://www.expedia.com/Keedysville-Hotels-Antietam-Creek-Quiet-2-Bedroom-Cabin.h27118191.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/60000000/59860000/59852500/59852480/fde9a8bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/60000000/59860000/59852500/59852480/e7841b43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/60000000/59860000/59852500/59852480/28499d0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/60000000/59860000/59852500/59852480/e9b96744.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Downtown Frederick

[](https://www.expedia.com/Frederick-Hotels-Luxury-Condo-In-Downtown-Frederick.h59852480.Hotel-Information)

9.0/10

Wonderful

(77 reviews)

"Lovely place. It was perfect for our girls' trip long weekend. The rooms were so spacious and tastefully decorated. It was also super clean and had everything we needed, including for our night staying in with Door-dash to binge watch a couple Netflix series. The coffee lover in our group was so appreciative of the supplies and setup. The location is fabulous for walking the Creek Park, or to dinning and shopping options. We're looking forward to making this our Christmas present to each other...

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

Lynne

$245 nightly

$260 total

Feb 25 - Feb 26

Total with taxes and fees

[](https://www.expedia.com/Frederick-Hotels-Luxury-Condo-In-Downtown-Frederick.h59852480.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/67000000/66250000/66249900/66249867/34101a08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/67000000/66250000/66249900/66249867/f15e09fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/67000000/66250000/66249900/66249867/f5bcc5cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/67000000/66250000/66249900/66249867/881c4f39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Jefferson

[](https://www.expedia.com/Frederick-Hotels-Welcome-To-The-Rusty-Rose-Restored-Farmhouse-Feel-In-The-Heart-Of-Jefferson.h66249867.Hotel-Information)

9.8/10

Exceptional

(60 reviews)

"The beds were incredibly comfortable. Great house. Great location. "

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

Julie B.

$296 nightly

$314 total

Mar 9 - Mar 10

Total with taxes and fees

[](https://www.expedia.com/Frederick-Hotels-Welcome-To-The-Rusty-Rose-Restored-Farmhouse-Feel-In-The-Heart-Of-Jefferson.h66249867.Hotel-Information)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/84000000/83480000/83475300/83475208/fc9664d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/84000000/83480000/83475300/83475208/f819a1ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/84000000/83480000/83475300/83475208/7e3a5460.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/84000000/83480000/83475300/83475208/002396e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Falling Waters

[](https://www.expedia.com/Falling-Waters-Hotels-Peregrines-Perch-Cliffhanger-Cabin-Overlooking-The-Potomac-River.h83475208.Hotel-Information)

9.6/10

Exceptional

(21 reviews)

"Great place for a family weekend retreat. "

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

Dina S.

$348 nightly

$387 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Falling-Waters-Hotels-Peregrines-Perch-Cliffhanger-Cabin-Overlooking-The-Potomac-River.h83475208.Hotel-Information)

![Outdoor spa tub](https://images.trvl-media.com/lodging/86000000/85480000/85473400/85473368/8d0f1e93.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/86000000/85480000/85473400/85473368/ab725cb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/86000000/85480000/85473400/85473368/2c29f8bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, books, offices](https://images.trvl-media.com/lodging/86000000/85480000/85473400/85473368/d4aae1d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Sleepy Hollow

[](https://www.expedia.com/Hedgesville-Hotels-Secluded-Cabin-Hot-Tub.h85473368.Hotel-Information)

9.2/10

Wonderful

(9 reviews)

"Great location, perfect for a quick weekend getaway! "

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

Kate C.

$243 nightly

$261 total

Feb 25 - Feb 26

Total with taxes and fees

[](https://www.expedia.com/Hedgesville-Hotels-Secluded-Cabin-Hot-Tub.h85473368.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=2026-03-10&endDate=2026-03-11&regionId=56114&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Shepherdstown%2C+West+Virginia%2C+United+States+of+America&regionId=56114&latLong=39.4301%2C-77.804161&adults=2&startDate=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=CABIN)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Shepherdstown%2C+West+Virginia%2C+United+States+of+America&regionId=56114&latLong=39.4301%2C-77.804161&adults=2&startDate=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=COTTAGE)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Shepherdstown%2C+West+Virginia%2C+United+States+of+America&regionId=56114&latLong=39.4301%2C-77.804161&adults=2&startDate=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=VACATION_HOME)

Chalets

[](https://www.expedia.com/Hotel-Search?destination=Shepherdstown%2C+West+Virginia%2C+United+States+of+America&regionId=56114&latLong=39.4301%2C-77.804161&adults=2&startDate=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=CHALET)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Shepherdstown%2C+West+Virginia%2C+United+States+of+America&regionId=56114&latLong=39.4301%2C-77.804161&adults=2&startDate=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=APARTMENT)

Villas

[](https://www.expedia.com/Hotel-Search?destination=Shepherdstown%2C+West+Virginia%2C+United+States+of+America&regionId=56114&latLong=39.4301%2C-77.804161&adults=2&startDate=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=VILLA)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Shepherdstown%2C+West+Virginia%2C+United+States+of+America&regionId=56114&latLong=39.4301%2C-77.804161&adults=2&startDate=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=CONDO)

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## Top Shepherdstown Hotel Reviews

![Hampton Inn & Suites Frederick-Fort Detrick](https://images.trvl-media.com/lodging/2000000/1250000/1246300/1246270/154d4273_y.jpg)

### Hampton Inn & Suites Frederick-Fort Detrick

10/10 Excellent

"Everything was great."

[](https://expedia.com/Frederick-Hotels-Hampton-Inn-Suites-Frederick-Fort-Detrick.h1246270.Hotel-Information)

![Hampton Inn Hagerstown](https://images.trvl-media.com/lodging/1000000/60000/59800/59778/w3840h2557x0y3-59fd052e_y.jpg)

### Hampton Inn Hagerstown

10/10 Excellent

"The room was very clean. The hotel is convenient to several restaurants. Check in was efficient. Staff was very friendly. "

[](https://expedia.com/Hagerstown-Hotels-Hampton-Inn-Hagerstown.h59778.Hotel-Information)

![Hilton Garden Inn Frederick](https://images.trvl-media.com/lodging/2000000/1610000/1608200/1608110/6052ee0f_y.jpg)

### Hilton Garden Inn Frederick

10/10 Excellent

"Staff were very courteous "

[](https://expedia.com/Frederick-Hotels-Hilton-Garden-Inn-Frederick.h1608110.Hotel-Information)

![Holiday Inn Express & Suites Clear Spring  by IHG](https://images.trvl-media.com/lodging/3000000/2720000/2710600/2710513/304b71cc_y.jpg)

### Holiday Inn Express & Suites Clear Spring by IHG

10/10 Excellent

"Everything was clean in the room, but it was very hot to sleep in (the thermostat was set at 70 degrees when we walked in). We turned the heat off, thinking that would help, but then turned on the A/C and set it at 68, but it remained hot - too hot to sleep. I told the front desk and they said that the 3rd floor is hot. I will remember to request a lower floor next time. All staff are very nice, helpful, and pleasant. Breakfast is a bonus! I wish the pancake machine was working! Its my favorite breakfast item at Holiday Inn Express."

[](https://expedia.com/Hagerstown-Hotels-Holiday-Inn-Express-Suites-Clear-Spring.h2710513.Hotel-Information)

![Country Inn & Suites by Radisson, Frederick, MD](https://images.trvl-media.com/lodging/1000000/60000/59600/59588/6e927b9b_y.jpg)

### Country Inn & Suites by Radisson, Frederick, MD

10/10 Excellent

"The rooms were clean and comfortable. "

[](https://expedia.com/Frederick-Hotels-Country-Inn-Suites-By-Radisson.h59588.Hotel-Information)

![Quality Inn](https://images.trvl-media.com/lodging/1000000/30000/25200/25179/e301290f_y.jpg)

### Quality Inn

10/10 Excellent

"Free breakfast and clean room "

[](https://expedia.com/Martinsburg-Hotels-Quality-Inn.h25179.Hotel-Information)

![SpringHill Suites by Marriott Frederick](https://images.trvl-media.com/lodging/62000000/61640000/61631900/61631879/e35ce686_y.jpg)

### SpringHill Suites by Marriott Frederick

10/10 Excellent

"Good"

[](https://expedia.com/Frederick-Hotels-SpringHill-Suites-By-Marriott-Frederick.h61631879.Hotel-Information)

![Holiday Inn Express Charles Town by IHG](https://images.trvl-media.com/lodging/2000000/1560000/1554900/1554858/89e72fbd_y.jpg)

### Holiday Inn Express Charles Town by IHG

10/10 Excellent

"Everything exceeded expectations! "

[](https://expedia.com/Martinsburg-Hotels-Holiday-Inn-Express-Charles-Town.h1554858.Hotel-Information)

![Hampton Inn Martinsburg](https://images.trvl-media.com/lodging/1000000/70000/63100/63064/835cd022_y.jpg)

### Hampton Inn Martinsburg

10/10 Excellent

"Clean. Staff is very nice and helpful. "

[](https://expedia.com/Martinsburg-Hotels-Hampton-Inn-Martinsburg.h63064.Hotel-Information)

## Find out more about Shepherdstown

**Everything you need to know about Shepherdstown 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 Shepherdstown 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 Shepherdstown vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

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

Whenever you want to travel, a warm welcome awaits you in Shepherdstown. 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 Shepherdstown 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 $105 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 Shepherdstown rentals**

At Expedia, we put the best Shepherdstown 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 Shepherdstown 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 Shepherdstown 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 Shepherdstown. 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

- Trending destinations on Expedia.com
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- [Vacation Homes in Shepherdstown ](https://expedia.com/Shepherdstown-Private-Vacation-Homes.d56114-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Cabin Rentals in Shepherdstown ](https://expedia.com/Shepherdstown-Cabins.d56114-aaCabins.Travel-Guide-Accommodation)
- [Apartments in Shepherdstown ](https://expedia.com/Shepherdstown-Apartments.d56114-aaApartments.Travel-Guide-Accommodation)
- [Cottages in Shepherdstown ](https://expedia.com/Shepherdstown-Cottages.d56114-aaCottages.Travel-Guide-Accommodation)
- [Chalets in Shepherdstown ](https://expedia.com/Shepherdstown-Chalets.d56114-aaChalets.Travel-Guide-Accommodation)
- [Farmstay in Shepherdstown ](https://expedia.com/Shepherdstown-Agritourism.d56114-aaAgritourism.Travel-Guide-Accommodation)
- [B&B in Shepherdstown ](https://expedia.com/Shepherdstown-Bed-And-Breakfast.d56114-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Motels in Shepherdstown ](https://expedia.com/Shepherdstown-Motels.d56114-aaMotels.Travel-Guide-Accommodation)
- [Condo Rentals in Shepherdstown ](https://expedia.com/Shepherdstown-Condos.d56114-aaCondos.Travel-Guide-Accommodation)
- [Guest Houses in Shepherdstown ](https://expedia.com/Shepherdstown-Guest-Houses.d56114-aaGuestHouses.Travel-Guide-Accommodation)
- [Villas in Shepherdstown ](https://expedia.com/Shepherdstown-Villas.d56114-aaVillas.Travel-Guide-Accommodation)
- [Resorts in Shepherdstown ](https://expedia.com/Shepherdstown-Resorts.d56114-aaResorts.Travel-Guide-Accommodation)
- [Inns in Shepherdstown ](https://expedia.com/Shepherdstown-Inns.d56114-aaInns.Travel-Guide-Accommodation)
- [Lodges in Shepherdstown ](https://expedia.com/Shepherdstown-Lodges.d56114-aaLodges.Travel-Guide-Accommodation)
- [Castles in Shepherdstown ](https://expedia.com/Shepherdstown-Castles.d56114-aaCastles.Travel-Guide-Accommodation)

## Frequently asked questions

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### What's the top vacation rental in Shepherdstown?

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Flights

- [Flights to CKB](https://expedia.com/Cheap-Flights-To-Morgantown.d6057093.Travel-Guide-Flights)

Cars

- [Car rentals in Morgantown](https://expedia.com/Car-Rentals-In-Morgantown.d6057093.Car-Rental-Guide)

Activities

- [Things to do in Martinsburg](https://expedia.com/Things-To-Do-In-Martinsburg.d6057082.Travel-Guide-Activities)
- [Things to do in Beckley](https://expedia.com/Things-To-Do-In-Beckley.d6057097.Travel-Guide-Activities)

Packages

- [Cabins Vacation Packages](https://expedia.com/Cabins.d6085312.Destination-Travel-Guides)

General

- [Visit Morgantown](https://expedia.com/Morgantown.dx6057093)

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