A rustic wooden fence in a grassy field with a tree and a distant tower.

Keedysville Holiday Rentals

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Our top choices for Keedysville holiday rentals

1. Antietam Creek - Quiet 2 Bedroom Cabin

Antietam Creek - Quiet 2 Bedroom Cabin
Keedysville
9.2 out of 10, Wonderful, (96 reviews)
"Did a small girls night here and we had the best time! Out there and quiet for a get away and plenty to do inside for colder weather we loved the bookshelf full of board games and books and the piano to tinker around on! The gas fireplace kept the whole place cranking with heat no problems Definitely would stay here again!"
United States
Kandy T.
The price is NZ$547
includes taxes & fees
1 Sept - 2 Sept
Antietam Creek - Quiet 2 Bedroom Cabin

2. Sunny Streams Cabin - Sunset Views w/ a Hot Tub!

Sunny Streams Cabin - Sunset Views w/ a Hot Tub!
Keedysville
9.8 out of 10, Exceptional, (75 reviews)
"Beautiful cabin in the forest especially in the evening when the fire flies out and the sun sets."
United States
Jared
The price is NZ$607
includes taxes & fees
31 Aug - 1 Sept
Sunny Streams Cabin - Sunset Views w/ a Hot Tub!

3. Antietam Look Out - Incredible Sunset Views!

Antietam Look Out - Incredible Sunset Views!
Keedysville
9.8 out of 10, Exceptional, (44 reviews)
"Beautiful property and just as described and shown in the pictures. "
United States
Kent Y.
The price is NZ$588
includes taxes & fees
1 Sept - 2 Sept
Antietam Look Out - Incredible Sunset Views!

4. Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath

Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath
Sharpsburg
9.6 out of 10, Exceptional, (210 reviews)
"Great place, pet friendly. "
United States
Doug P.
The price is NZ$296
includes taxes & fees
31 Aug - 1 Sept
Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath

5. 5-Minute Walk to Winery & Battlefield 1-Acre Wine Weekend Getaway w/ Fire Pit

5-Minute Walk to Winery & Battlefield 1-Acre Wine Weekend Getaway w/ Fire Pit
Sharpsburg
10.0 out of 10, Exceptional, (50 reviews)
"The house was in a great location with the winery and battlefield nearby, and the house was very nice and comfortable."
United States
Nancy D.
The price is NZ$437
includes taxes & fees
1 Sept - 2 Sept
5-Minute Walk to Winery & Battlefield 1-Acre Wine Weekend Getaway w/ Fire Pit

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

Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC
Rohrersville
10.0 out of 10, Exceptional, (16 reviews)
"Great location for the Spring Festival. The beds were very comfortable. Kitchen was well equipped ."
United States
Renee W.
The price is NZ$758
includes taxes & fees
7 Sept - 8 Sept
Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC

7. Taylor’s Landing Retreat, 6 Acres, C&O Canal Access, Event-Friendly Riverfront

Taylor’s Landing Retreat, 6 Acres, C&O Canal Access, Event-Friendly Riverfront
Sharpsburg
8.2 out of 10, Very good, (66 reviews)
"Lovely place along the c&o. The host was very accommodating and helpful."
United States
Laura D.
The price is NZ$723
includes taxes & fees
9 Sept - 10 Sept
Taylor’s Landing Retreat, 6 Acres, C&O Canal Access, Event-Friendly Riverfront

8. Exclusive Wooded Chalet w Magnificent River Views

Exclusive Wooded Chalet w Magnificent River Views
Shepherdstown
10.0 out of 10, Exceptional, (20 reviews)
"Fantastic location, amazing views, clean property, responsive host"
United States
Brian
The price is NZ$832
includes taxes & fees
7 Sept - 8 Sept
Exclusive Wooded Chalet w Magnificent River Views

9. ❤️ Secluded 1940s Romantic Tiny House on the River

❤️ Secluded 1940s Romantic Tiny House on the River
Shepherdstown
9.8 out of 10, Exceptional, (83 reviews)
"Enjoyed my stay I appreciate the view and Rich. "
United States
Joseph
The price is NZ$225
includes taxes & fees
7 Sept - 8 Sept
❤️ Secluded 1940s Romantic Tiny House on the River

10. Charming Cabin in the Woods with River Access

Charming Cabin in the Woods with River Access
Shepherdstown
9.6 out of 10, Exceptional, (53 reviews)
"Loved the place and area."
United States
Steve R.
The price is NZ$558
includes taxes & fees
6 Sept - 7 Sept
Charming Cabin in the Woods with River Access

11. Quaint Mini Cottage in Shepherdstown - Walking Distance

Quaint Mini Cottage in Shepherdstown - Walking Distance
Shepherdstown
9.8 out of 10, Exceptional, (23 reviews)
"Host let us in a bit early which was nice!"
United States
John
The price is NZ$371
includes taxes & fees
31 Aug - 1 Sept
Quaint Mini Cottage in Shepherdstown - Walking Distance

12. 4 King Suites, Hot Tub, Ping Pong, Arcade, Chef's Kitchen – Harpers Ferry

4 King Suites, Hot Tub, Ping Pong, Arcade, Chef's Kitchen – Harpers Ferry
Knoxville
10.0 out of 10, Exceptional, (25 reviews)
"Easy to get in, instructions and expectations were clear, amenities were as expected, and the home was beautiful. "
United States
Katherine Z.
4 King Suites, Hot Tub, Ping Pong, Arcade, Chef's Kitchen – Harpers Ferry

13. Cozy Downtown Cabin - Family Friendly

Cozy Downtown Cabin - Family Friendly
Middletown
The price is NZ$362
includes taxes & fees
31 Aug - 1 Sept
Cozy Downtown Cabin - Family Friendly

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

Charming "Cream of the Crop" Cape ~❤️of Middletown
Middletown
10.0 out of 10, Exceptional, (154 reviews)
"An absolutely charming getaway spot tucked in a small town with trendy shops and eateries. Our host gave fabulous recommendations and the property was spotless, cozy and well equipped for the perfect weekend getaway."
United States
Jennifer P.
The price is NZ$421
includes taxes & fees
31 Aug - 1 Sept
Charming "Cream of the Crop" Cape ~❤️of Middletown

15. Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry

Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry
Harpers Ferry
9.4 out of 10, Exceptional, (43 reviews)
"We loved our stay, very cozy "
United States
Scot G.
The price is NZ$426
includes taxes & fees
31 Aug - 1 Sept
Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry

16. Top o' the Hill Apt. in historic Harpers Ferry

Top o' the Hill Apt. in historic Harpers Ferry
Harpers Ferry
10.0 out of 10, Exceptional, (60 reviews)
"Beautifully decorated and very clean. Perfect for our short stay. Parking was great and location was excellent. The guidebook for the stay was very comprehensive and convenient- had all information needed. Would highly recommend!"
United States
Jennifer H.
The price is NZ$520
includes taxes & fees
9 Sept - 10 Sept
Top o' the Hill Apt. in historic Harpers Ferry

17. Best location! The Pullman Apt @ historic 1799 Inn

Best location! The Pullman Apt @ historic 1799 Inn
Harpers Ferry
9.4 out of 10, Exceptional, (57 reviews)
"Great location. We'll kept up."
United States
Robert
The price is NZ$479
includes taxes & fees
31 Aug - 1 Sept
Best location! The Pullman Apt @ historic 1799 Inn

18. Best location! Baltimore Suite @ historic 1799 Inn

Best location! Baltimore Suite @ historic 1799 Inn
Harpers Ferry
9.6 out of 10, Exceptional, (12 reviews)
"Clean, great communication, amazing location. Don’t hesitate book it! I loved every aspect of this cozy place. "
United States
Tara
The price is NZ$516
includes taxes & fees
31 Aug - 1 Sept
Best location! Baltimore Suite @ historic 1799 Inn

19. Icy mini split added, luxury, walk to Washington St, EV, Movie room, Spa bath

Icy mini split added, luxury, walk to Washington St, EV, Movie room, Spa bath
Bolivar
10.0 out of 10, Exceptional, (58 reviews)
"Enjoyed our stay here. Host was very communicative and the place was very clean."
United States
Delaine F.
The price is NZ$499
includes taxes & fees
31 Aug - 1 Sept
Icy mini split added, luxury, walk to Washington St, EV, Movie room, Spa bath

20. Enchanting Cottage, walk to Downtown Harpers Ferry

Enchanting Cottage, walk to Downtown Harpers Ferry
Harpers Ferry
9.6 out of 10, Exceptional, (54 reviews)
"Area was great, host was super helpful and communicative "
United States
Riya L.
The price is NZ$562
includes taxes & fees
31 Aug - 1 Sept
Enchanting Cottage, walk to Downtown Harpers Ferry
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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Top Keedysville Hotel Reviews

Find out more about Keedysville

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Keedysville holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Keedysville. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Keedysville. Seeing all the best attractions is bound to make you fall in love with Keedysville. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Keedysville short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Keedysville?

Yes, there are holiday rentals close to the most popular sights in Keedysville, or you can select a more secluded option if you're looking for a relaxing stay. Keedysville is known for its local tours and restaurants. Make sure you have time to check out the museums while you're in the area.

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

RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.: This holiday home rental outside of Keedysville is located in the city centre, and has a fireplace, a balcony and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, 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.

What’s there to see and do in Keedysville?

Enjoy the area's cultural attractions such as Pry House Field Hospital Museum, or get outdoors into nature at a spot like Crystal Grottoes Caverns. Antietam National Battlefield and Antietam National Cemetery are a couple of places you'll find in the wider area.

What’s a holiday rental in Keedysville like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Keedysville. Holiday rentals offer extras such as laundry facilities and kitchens so you'll feel right at home. If you're concerned about cleanliness, a holiday rental can offer a sense of safety away from shared hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a popular choice for families.