A statue on a pedestal surrounded by a fence, with a misty background and trees.

Holiday Homes in Sharpsburg

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Sharpsburg holiday homes

KITCHEN/LIVING ROOM - 2nd floor long view showing the whole space, tv, wifi

1. 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 AU$648
includes taxes & fees
6 Oct - 7 Oct
Taylor’s Landing Retreat, 6 Acres, C&O Canal Access, Event-Friendly Riverfront
A brick house with a covered porch, a front door, and a small garden area with potted plants.

2. Historic Cottage Retreat-IG Hot Tub-Brick Fire Pit

Historic Cottage Retreat-IG Hot Tub-Brick Fire Pit
Boonsboro
9.8 out of 10, Exceptional, (18 reviews)
"Extremely cute and a wonderful place to relax."
United States
A D.
The price is AU$478
includes taxes & fees
8 Oct - 9 Oct
Historic Cottage Retreat-IG Hot Tub-Brick Fire Pit
A window with a view of a grassy yard and trees.

3. Charming Shepherdstown Home - Walk to Downtown

Charming Shepherdstown Home - Walk to Downtown
Shepherdstown
The price is AU$425
includes taxes & fees
15 Oct - 16 Oct
Charming Shepherdstown Home - Walk to Downtown
A modern kitchen with wooden cabinets, a large island with stools, and a bar area.

4. 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, (18 reviews)
"Beautiful house in a bucolic setting. Perfect for a family for the night."
United States
Kate M.
The price is AU$641
includes taxes & fees
8 Oct - 9 Oct
Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC
A two-story house with a front porch, a chimney, and a small garden with pumpkins.

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

Charming "Cream of the Crop" Cape ~❤️of Middletown
Middletown
10.0 out of 10, Exceptional, (157 reviews)
"Great place to stay. Very clean and beautiful. The Host was very nice too and kept us informed. We will definetly stay there again!"
United States
Adair M.
The price is AU$363
includes taxes & fees
4 Oct - 5 Oct
Charming "Cream of the Crop" Cape ~❤️of Middletown
A house with a deck, outdoor seating, and a fire pit.

6. 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 AU$1,038
includes taxes & fees
14 Oct - 15 Oct
Exclusive Wooded Chalet w Magnificent River Views
An outdoor patio with a wooden deck, a hanging chair, a cushioned sofa, and various potted plants.

7. New AC. Luxury, Spa Bathroom, Movie Room, high-end design, fall colors Oct

New AC. Luxury, Spa Bathroom, Movie Room, high-end design, fall colors Oct
Bolivar
9.8 out of 10, Exceptional, (48 reviews)
"Great location and incredibly well appointed!"
United States
Sarah M.
The price is AU$420
includes taxes & fees
8 Oct - 9 Oct
New AC. Luxury, Spa Bathroom, Movie Room, high-end design, fall colors Oct
Terrace/patio

8. New, Contemporary House in Historic Harpers Ferry

New, Contemporary House in Historic Harpers Ferry
Harpers Ferry
9.6 out of 10, Exceptional, (8 reviews)
"The home was perfect for our visit.We were in and out all weekend but really appreciated the well stocked kitchen supplies, the comfortable beds and the hot water levels. We were able to relax in the spacious living room and spend some time on the little outdoor areas. We would stay again but if the group was much bigger there may be issues as there are only bathrooms on the first floor. "
United States
Erin J.
The price is AU$524
includes taxes & fees
4 Oct - 5 Oct
New, Contemporary House in Historic Harpers Ferry
A bedroom with a bed, a dresser, a ceiling fan, and a window with blinds.

9. Cozy Downtown Cabin - Family Friendly

Cozy Downtown Cabin - Family Friendly
Middletown
10.0 out of 10, Exceptional, (1 review)
"Cute little cabin. Perfect for our 1 night stay for a concert in the area. Im just sad we left the kids at home cause they would have loved it too!"
United States
Laura K.
The price is AU$337
includes taxes & fees
1 Nov - 2 Nov
Cozy Downtown Cabin - Family Friendly
A bedroom with a bed, a chair, a nightstand, a ceiling fan, and a window with curtains.

10. Schilling House

Schilling House
3.0 star property
Bolivar
The price is AU$494
includes taxes & fees
8 Oct - 9 Oct
Schilling House
An outdoor patio with wooden flooring, two white cushioned chairs, and a small table.

11. 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, (62 reviews)
"Enjoyed our stay here. Host was very communicative and the place was very clean."
United States
Delaine F.
The price is AU$447
includes taxes & fees
13 Oct - 14 Oct
Icy mini split added, luxury, walk to Washington St, EV, Movie room, Spa bath
A four-poster canopy bed with a view of a cityscape through the window.

12. Eclectic & Romantic - Walk to Historic Downtown Harpers Ferry

Eclectic & Romantic - Walk to Historic Downtown Harpers Ferry
Harpers Ferry
10.0 out of 10, Exceptional, (21 reviews)
"Great spot"
China
Clara
The price is AU$445
includes taxes & fees
4 Oct - 5 Oct
Eclectic & Romantic - Walk to Historic Downtown Harpers Ferry
A modern kitchen with white cabinets, a wooden table, a stainless steel refrigerator, and a wooden ceiling.

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

Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
Jefferson
10.0 out of 10, Exceptional, (74 reviews)
"Lovely home. Great location! Host was amazingly helpful!"
United States
Tory D.
The price is AU$363
includes taxes & fees
4 Oct - 5 Oct
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
A two-story house with a porch, green shutters, and a red roof.

14. Enchanting Cottage, walk to Downtown Harpers Ferry

Enchanting Cottage, walk to Downtown Harpers Ferry
Harpers Ferry
9.6 out of 10, Exceptional, (57 reviews)
"Great place in historic Harper’s ferry. Only negative thing I can say is the parking is not ideal"
United States
Brett D.
The price is AU$598
includes taxes & fees
4 Oct - 5 Oct
Enchanting Cottage, walk to Downtown Harpers Ferry
A modern kitchen with a central island, stainless steel appliances, and a stone accent wall.

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

Brand new home in Historic Harpers Ferry - Barrel Sauna - Fire Pit - Luxury!
Harpers Ferry
10.0 out of 10, Exceptional, (15 reviews)
"Beautiful home. Very attentive hosts, great location. We enjoyed every minute at this home. "
United States
Katrina
The price is AU$792
includes taxes & fees
7 Oct - 8 Oct
Brand new home in Historic Harpers Ferry - Barrel Sauna - Fire Pit - Luxury!
A living room with two dark sofas, a wooden coffee table, and a chandelier.

16. Cozy Getaway Near History, Hiking & Adventure

Cozy Getaway Near History, Hiking & Adventure
Bolivar
10.0 out of 10, Exceptional, (2 reviews)
"This house was perfect for our getaway. Clean and comfortable. Close to everything."
United States
Ashlee O.
The price is AU$496
includes taxes & fees
7 Oct - 8 Oct
Cozy Getaway Near History, Hiking & Adventure
A house with a well-lit entrance, a small garden, and a gravel driveway.

17. Custom Train-Themed Lodge on 7 Private Acres with Walking Trails

Custom Train-Themed Lodge on 7 Private Acres with Walking Trails
Martinsburg
9.8 out of 10, Exceptional, (24 reviews)
"Nice place to stay. Could use some privacy."
United States
Arnold A.
The price is AU$374
includes taxes & fees
4 Oct - 5 Oct
Custom Train-Themed Lodge on 7 Private Acres with Walking Trails
A wooden staircase with a handrail, a chandelier, and a patterned rug on the floor.

18. Historic Queen Anne Family Home w Modern Comforts

Historic Queen Anne Family Home w Modern Comforts
Harpers Ferry
9.2 out of 10, Wonderful, (9 reviews)
"This was a wonderful vacation rental--clean, beautifully appointed, and located within walking distance of historic Harpers Ferry and the AT. We couldn't have asked for a nicer place to spend our long weekend getaway."
United States
Jenny H.
The price is AU$600
includes taxes & fees
8 Oct - 9 Oct
Historic Queen Anne Family Home w Modern Comforts
A patio area with a wooden table, chairs, a decorative vase, and a fire pit.

19. Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick

Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick
Frederick
10.0 out of 10, Exceptional, (52 reviews)
"Great lodging and communicative host"
United States
Peggy D.
The price is AU$425
includes taxes & fees
5 Oct - 6 Oct
Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick
A staircase with white steps and a wooden handrail, leading to a dining area with a table and chairs.

20. The Retreat at Harpers Ferry

The Retreat at Harpers Ferry
Bolivar
10.0 out of 10, Exceptional, (2 reviews)
"Wonderful stay. House was lovely. Back yard / gazebo fabulous for hanging out. Everything you needed in home from the stocked coffee bar down to Q-tips. Within walking distance to some interesting entertainment & cafes. Very pleasant stay. Will do again."
United States
Tonia Y.
The price is AU$814
includes taxes & fees
8 Oct - 9 Oct
The Retreat at 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 Sharpsburg Hotel Reviews

Fairfield Inn & Suites by Marriott Hagerstown

Fairfield Inn & Suites by Marriott Hagerstown

10/10 Excellent
"Nice clean room, very nice staff good breakfast"
Susan 1-night trip
Posted 2 hours ago
Fairfield Inn & Suites by Marriott Hagerstown

Find out more about Sharpsburg

Sharpsburg Holiday Homes information

Number of reviews
583
Accommodation
317 Holiday Homes
Lowest Price
AU$337
Highest Price
AU$1,038