A stone tower with a flagpole and an American flag.

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Boonsboro holiday homes

A square fire pit with a brick base, surrounded by outdoor furniture including a sofa and chairs.

1. 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 £255
includes taxes & fees
15 Oct - 16 Oct
Historic Cottage Retreat-IG Hot Tub-Brick Fire Pit
A hallway with wooden flooring, a staircase, a door with a white frame, a lamp on a small table, and a wall-mounted mirror.

2. Antietam House Historic Sharpsburg Retreat

Antietam House Historic Sharpsburg Retreat
Sharpsburg
9.0 out of 10, Wonderful, (4 reviews)
"My friends and I had a wonderful time here for Labor Day! Quiet and a great location for all sorts of activities."
United States
Nick W.
The price is £246
includes taxes & fees
22 Oct - 23 Oct
Antietam House Historic Sharpsburg Retreat
A two-story house with a front porch, a chimney, and a small garden with pumpkins.

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

Charming "Cream of the Crop" Cape ~❤️of Middletown
Middletown
10.0 out of 10, Exceptional, (159 reviews)
"Perfect little house in a great historic location."
United States
Donald K.
The price is £199
includes taxes & fees
18 Oct - 19 Oct
Charming "Cream of the Crop" Cape ~❤️of Middletown
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, (19 reviews)
"Beautiful house in a bucolic setting. Perfect for a family for the night."
United States
Kate M.
The price is £338
includes taxes & fees
21 Oct - 22 Oct
Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC
KITCHEN/LIVING ROOM - 2nd floor long view showing the whole space, tv, wifi

5. 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 £353
includes taxes & fees
28 Oct - 29 Oct
Taylor’s Landing Retreat, 6 Acres, C&O Canal Access, Event-Friendly Riverfront
A bedroom with a bed, a dresser, a ceiling fan, and a window with blinds.

6. Cozy Downtown Cabin - Family Friendly

Cozy Downtown Cabin - Family Friendly
Middletown
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful property. I will definitely stay there again."
United States
Roger
The price is £196
includes taxes & fees
15 Oct - 16 Oct
Cozy Downtown Cabin - Family Friendly
A kitchen with wooden cabinets, a stainless steel refrigerator, and a microwave.

7. Charming Shepherdstown Home - Walk to Downtown

Charming Shepherdstown Home - Walk to Downtown
Shepherdstown
The price is £248
includes taxes & fees
28 Oct - 29 Oct
Charming Shepherdstown Home - Walk to Downtown
A modern kitchen with white cabinets, a wooden table, a stainless steel refrigerator, and a wooden ceiling.

8. 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 £198
includes taxes & fees
18 Oct - 19 Oct
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
A deck with green chairs and a fire pit, surrounded by a house and trees.

9. 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, (32 reviews)
"Great stay, super nice people and wonderful house."
United States
Kenzie S.
The price is £378
includes taxes & fees
18 Oct - 19 Oct
4 King Suites, Hot Tub, Ping Pong, Arcade, Chef's Kitchen – Harpers Ferry
A two-story house with a front porch, a staircase, and a mailbox.

10. Dog-Friendly | Hiking| Tubing near Harpers Ferry

Dog-Friendly | Hiking| Tubing near Harpers Ferry
Brunswick
2.0 out of 10, (1 review)
"No ac just window units it was soooooo hot"
United States
Anonymous traveller
The price is £182
includes taxes & fees
28 Oct - 29 Oct
Dog-Friendly | Hiking| Tubing near Harpers Ferry
A patio area with a wooden table, chairs, a decorative vase, and a fire pit.

11. 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, (54 reviews)
"Great lodging and communicative host"
United States
Peggy D.
The price is £238
includes taxes & fees
19 Oct - 20 Oct
Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick
An outdoor patio with a wooden deck, a hanging chair, a cushioned sofa, and various potted plants.

12. 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, (50 reviews)
"Great location and incredibly well appointed!"
United States
Sarah M.
The price is £220
includes taxes & fees
18 Oct - 19 Oct
New AC. Luxury, Spa Bathroom, Movie Room, high-end design, fall colors Oct
A kitchen with a countertop, a kettle, a coffee maker, a microwave, and wall-mounted shelves with decorative items.

13. 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 £276
includes taxes & fees
15 Oct - 16 Oct
New, Contemporary House in Historic Harpers Ferry
A spacious kitchen with modern appliances, a dining area with a large table, and a living room with a sofa and a fireplace.

14. Camp Patowmack - Riverfront, Hot Tub, and Sauna!

Camp Patowmack - Riverfront, Hot Tub, and Sauna!
Harpers Ferry
9.6 out of 10, Exceptional, (11 reviews)
"Great house with a beautiful view. "
United States
Sandra A.
The price is £521
includes taxes & fees
15 Oct - 16 Oct
Camp Patowmack - Riverfront, Hot Tub, and Sauna!
A house with a well-lit entrance, a small garden, and a gravel driveway.

15. 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.
Custom Train-Themed Lodge on 7 Private Acres with Walking Trails
A bathroom with a towel rack, a mirror, a sink, and a potted plant.

16. Charming 3 Bedroom Cottage minutes from Ski Liberty and Gettysburg Pa.

Charming 3 Bedroom Cottage minutes from Ski Liberty and Gettysburg Pa.
Highfield-Cascade
10.0 out of 10, Exceptional, (8 reviews)
The price is £168
includes taxes & fees
19 Oct - 20 Oct
Charming 3 Bedroom Cottage minutes from Ski Liberty and Gettysburg Pa.
A bedroom with a bed, a chair, a nightstand, a ceiling fan, and a window with curtains.

17. Schilling House

Schilling House
3.0 star property
Bolivar
The price is £255
includes taxes & fees
28 Oct - 29 Oct
Schilling House
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 £320
includes taxes & fees
9 Nov - 10 Nov
Historic Queen Anne Family Home w Modern Comforts
An outdoor patio with wooden flooring, two white cushioned chairs, and a small table.

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, (62 reviews)
"Enjoyed our stay here. Host was very communicative and the place was very clean."
United States
Delaine F.
The price is £236
includes taxes & fees
21 Oct - 22 Oct
Icy mini split added, luxury, walk to Washington St, EV, Movie room, Spa bath
A modern kitchen with grey cabinets, a central island, and pendant lighting.

20. Luxury Condo In Downtown Frederick

Luxury Condo In Downtown Frederick
Downtown Frederick
9.2 out of 10, Wonderful, (98 reviews)
"Very clean, had everything we needed and close to shopping and restaurants. "
United States
Kathy S.
The price is £263
includes taxes & fees
26 Oct - 27 Oct
Luxury Condo In Downtown Frederick
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 Boonsboro Hotel Reviews

Quality Inn Harpers Ferry - Charles Town

Quality Inn Harpers Ferry - Charles Town

10/10 Excellent
"Recently renovated. Convenient location. Friendly staff. Good breakfast."
Dwight 1-night trip
Posted 11 hours ago
Quality Inn Harpers Ferry - Charles Town

Find out more about Boonsboro

Boonsboro Holiday Homes information

Number of reviews
698
Accommodation
284 Holiday Homes
Lowest Price
£168
Highest Price
£521