Shepherdstown Holiday Rentals

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Holiday Rentals in Shepherdstown

Exclusive Wooded Chalet w Magnificent River Views

10.0 out of 10, Exceptional, (5)
"This property was super nice and the property managers were super awesome and accommodating! "
The price is HK$2,348
HK$4,129 total
includes taxes & fees
8 Jul - 9 Jul
Exclusive Wooded Chalet w Magnificent River Views

RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.

9.4 out of 10, Exceptional, (109)
"This property is perfectly situated if your goal is to be able to walk through Frederick and enjoy the parks, shopping, and restaurants"
The price is HK$958
HK$2,305 total
includes taxes & fees
1 Jul - 2 Jul
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.

*Luxury Condo In Downtown Frederick*

9.0 out of 10, Wonderful, (62)
"The condo is quite spacious, more than expected. We enjoyed the modern touches and private parking is a big plus in downtown Frederick. So close to Carroll Creek and Market St. The hosts are responsive. We highly recommend staying at Gideon Getaways! "
The price is HK$1,303
HK$2,596 total
includes taxes & fees
7 Jul - 8 Jul
*Luxury Condo In Downtown Frederick*

Downtown Charm: Pets Welcome

10.0 out of 10, Exceptional, (1)
"House was nice and cozy. And short trip to downtown area. Would definately stay here again."
The price is HK$948
HK$2,577 total
includes taxes & fees
1 Jul - 2 Jul
Downtown Charm: Pets Welcome

Gorgeous apt, pets, outdoor grill & fire pit, walk --> DT Frederick

10.0 out of 10, Exceptional, (24)
"Highly recommend "
Gorgeous apt, pets, outdoor grill & fire pit, walk --> DT Frederick

Modern Suite with Private Bath – Stylish & Comfy

The price is HK$879
HK$1,098 total
includes taxes & fees
6 Jul - 7 Jul
Modern Suite with Private Bath – Stylish & Comfy

Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD

10.0 out of 10, Exceptional, (48)
"Visiting family over the holidays. Our trip was great. Location was perfect. Rental house accommodations fulfilled our needs, was clean and had everything we needed. Will definitely stay again. "
The price is HK$785
HK$1,997 total
includes taxes & fees
1 Jul - 2 Jul
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD

Charming "Cream of the Crop" Cape ~❤️of Middletown

10.0 out of 10, Exceptional, (123)
"Visited nice restaurants, brew pubs, antique shops. House was perfect for us. Very clean and well equipped. "
The price is HK$785
HK$1,989 total
includes taxes & fees
2 Jul - 3 Jul
Charming "Cream of the Crop" Cape ~❤️of Middletown

Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC

The price is HK$2,355
HK$4,011 total
includes taxes & fees
10 Jul - 11 Jul
Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC

Buckskin Manor - Historic, Pool, 66 Acre Vineyard

9.6 out of 10, Exceptional, (17)
"The house was lovely and the pool was divine !! We all had a great time and would highly recommend this place for any occasion!"
The price is HK$2,394
HK$8,819 total
includes taxes & fees
6 Jul - 7 Jul
Buckskin Manor - Historic, Pool, 66 Acre Vineyard

4 King Suites w/ Hot Tub, Fire Pit, Ping Pong, Arcade, Yard Games

10.0 out of 10, Exceptional, (12)
"We loved the night out at this property. A beautiful house in a great spot. The hosts were so accommodating and really friendly. "
The price is HK$1,233
HK$3,903 total
includes taxes & fees
1 Jul - 2 Jul
4 King Suites w/ Hot Tub, Fire Pit, Ping Pong, Arcade, Yard Games

Enchanting Cottage, walk to Downtown Harpers Ferry

9.8 out of 10, Exceptional, (39)
"Our family of 4 stayed in this historic house which was quaint and perfectly located. Walked to get delicious coffee from Battleground and AMAZING dinner experience at The Rabbit Hole. Beautiful hiking and historic sites just steps from the house."
The price is HK$1,959
HK$3,061 total
includes taxes & fees
29 Jul - 30 Jul
Enchanting Cottage, walk to Downtown Harpers Ferry

White House Inn - Historic Home in Harpers Ferry!

10.0 out of 10, Exceptional, (32)
"We very much enjoyed our stay at this property. Walking distance to Harper's ferry attractions and plenty of room for 5 adults to spread out. We anticipate renting this property in the future for more ladies weekends!"
The price is HK$1,366
HK$3,989 total
includes taxes & fees
14 Jul - 15 Jul
White House Inn - Historic Home in Harpers Ferry!

Brand new home in Historic Harpers Ferry - Barrel Sauna - Fire Pit - Luxury!

10.0 out of 10, Exceptional, (2)
"My husband and I stayed for two nights at this brand new home. It was so new that we were only the second clients to stay. This home exceeded expectations by a long shot. It was beautifully decorated in a very comfortable fashion. All of the furniture (couch, beds, chairs) were very comfy. I liked some of the furniture so much that I may purchase something similar for my home. My husband enjoyed the sauna very much.Ben, the owner, was very easy to communicate with and was very nice about...
The price is HK$1,843
HK$3,950 total
includes taxes & fees
1 Jul - 2 Jul
Brand new home in Historic Harpers Ferry - Barrel Sauna - Fire Pit - Luxury!

Eclectic & Romantic - Walk to Historic Downtown Harpers Ferry

2.0 star property
10.0 out of 10, Exceptional, (3)
"Great place and good location."
The price is HK$1,300
HK$2,237 total
includes taxes & fees
10 Jul - 11 Jul
Eclectic & Romantic - Walk to Historic Downtown Harpers Ferry

Camp Patowmack - Riverfront, Hot Tub, and Sauna!

10.0 out of 10, Exceptional, (2)
"We thoroughly enjoyed this property. It is a beautiful cabin located directly on the Potomac river near Harpers Ferry. We would stay here again. It has everything you could possibly need for a quiet escape! "
The price is HK$2,449
HK$6,552 total
includes taxes & fees
1 Jul - 2 Jul
Camp Patowmack - Riverfront, Hot Tub, and Sauna!

near Snow Riders Park, 500 daffodils Mar, Spa bath, movie rm, picture patio, EV

10.0 out of 10, Exceptional, (30)
"Good location with quick access to Harpers Ferry. Owner provided helpful things to do in the area."
The price is HK$1,095
HK$2,741 total
includes taxes & fees
6 Jul - 7 Jul
near Snow Riders Park, 500 daffodils Mar, Spa bath, movie rm, picture patio, EV

Harpers Ferry Luxury, Spa Bathroom, Movie Room, high-end design and furnishings

9.6 out of 10, Exceptional, (20)
"We visited Harper’s Ferry just for a few days and Paul’s place was perfect for that. It was clean, comfortable, close to town, and close to trails. We had a wonderful time! Paul was very responsive and told us everything we needed to know. "
The price is HK$1,378
HK$3,066 total
includes taxes & fees
10 Jul - 11 Jul
Harpers Ferry Luxury, Spa Bathroom, Movie Room, high-end design and furnishings

Family Cottage - 6 Mins to River, Hiking & Wineries

10.0 out of 10, Exceptional, (9)
"This property had everything we could ever need. It was beautiful, clean and totally up to date. I highly recommend this house for your visit!"
The price is HK$1,562
HK$3,539 total
includes taxes & fees
30 Jul - 31 Jul
Family Cottage - 6 Mins to River, Hiking & Wineries

Newly renovated - Walk to Harpers Ferry NP

The price is HK$1,005
HK$1,882 total
includes taxes & fees
15 Jul - 16 Jul
Newly renovated - Walk to Harpers Ferry NP
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.
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Frequently asked questions

Are there holiday rentals in Shepherdstown?

Yes, there are holiday rentals close to the most popular sights in Shepherdstown, or you can select a more secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the riverfront in Shepherdstown. Make sure you have time to check out the university setting and gardens during your trip.

What are some of the best holiday rentals that Shepherdstown has to offer?

Welcome to this patch of serenity on the river's edge, to this hideaway.: This highly rated holiday home rental in Shepherdstown is located on a river, and has a balcony, a private garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals will I find in Shepherdstown?

Expedia has 8 holiday rentals for your stay in Shepherdstown.

What’s there to see and do in Shepherdstown?

Cultural attractions include Shepherdstown Opera House and Shepherdstown Museum, whereas Morgan's Grove Park is one spot to enjoy nature. While here, Shepherdstown Visitors Center and Rumsey Steamboat Museum are other places worth a visit.

What’s a holiday rental in Shepherdstown like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Shepherdstown. Holiday rentals feature extras such as laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about a clean environment, holiday rentals can provide a sense of security away from shared hotel lifts and busy lobbies while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular choice for a family trip or a small group gathering.