A stone tower with a flagpole and an American flag.

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Boonsboro holiday homes

Exterior

1. 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 £132
includes taxes & fees
9 Sept - 10 Sept
Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath
Property grounds

2. 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 £191
includes taxes & fees
1 Sept - 2 Sept
5-Minute Walk to Winery & Battlefield 1-Acre Wine Weekend Getaway w/ Fire Pit
Exterior

3. 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 £188
includes taxes & fees
1 Sept - 2 Sept
Charming "Cream of the Crop" Cape ~❤️of Middletown
Interior

4. 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 £320
includes taxes & fees
9 Sept - 10 Sept
Taylor’s Landing Retreat, 6 Acres, C&O Canal Access, Event-Friendly Riverfront
Microwave, oven, stovetop, dishwasher

5. 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 £363
includes taxes & fees
12 Sept - 13 Sept
Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC
Smart TV

6. Cozy Downtown Cabin - Family Friendly

Cozy Downtown Cabin - Family Friendly
Middletown
The price is £164
includes taxes & fees
11 Sept - 12 Sept
Cozy Downtown Cabin - Family Friendly
Dining

7. 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 £372
includes taxes & fees
7 Sept - 8 Sept
Exclusive Wooded Chalet w Magnificent River Views
Coffee/tea maker, fridge, microwave, oven

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, (72 reviews)
"Lovely home. Great location! Host was amazingly helpful!"
United States
Tory D.
The price is £191
includes taxes & fees
1 Sept - 2 Sept
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
Interior

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

Camp Patowmack - Riverfront, Hot Tub, and Sauna!
Harpers Ferry
9.4 out of 10, Exceptional, (10 reviews)
"Great house with a beautiful view. "
United States
Sandra A.
The price is £428
includes taxes & fees
9 Sept - 10 Sept
Camp Patowmack - Riverfront, Hot Tub, and Sauna!
Outdoor dining

10. 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, (51 reviews)
"Great lodging and communicative host"
United States
Peggy D.
The price is £181
includes taxes & fees
31 Aug - 1 Sept
Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick
Outdoor dining

11. Chic, pets, walk to downtown

Chic, pets, walk to downtown
Frederick
10.0 out of 10, Exceptional, (23 reviews)
"We really enjoyed our recent stay. Check-in was simple, the host very responsive, location is excellent (we walked everywhere) and well designed. Would stay again."
United States
Richard M.
The price is £202
includes taxes & fees
7 Sept - 8 Sept
Chic, pets, walk to downtown
Dining

12. Luxury Condo In Downtown Frederick

Luxury Condo In Downtown Frederick
Downtown Frederick
9.2 out of 10, Wonderful, (97 reviews)
"The host and property was everything we needed."
United States
Christopher D.
The price is £259
includes taxes & fees
1 Sept - 2 Sept
Luxury Condo In Downtown Frederick
A park with a pond, a bridge, and a church in the background.

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

RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
Downtown Frederick
9.4 out of 10, Exceptional, (134 reviews)
"Very old but lovely building. Great parking and patio."
United States
Jennifer W.
The price is £219
includes taxes & fees
1 Sept - 2 Sept
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
Interior

14. 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, (4 reviews)
"The house was adorable, the personalized touches, snack basket and welcome note were awesome and made our day. The host was very nice and welcoming. We had a wonderful time."
United States
Bill C.
The price is £169
includes taxes & fees
2 Sept - 3 Sept
Charming 3 Bedroom Cottage minutes from Ski Liberty and Gettysburg Pa.
Exterior

15. 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 £254
includes taxes & fees
31 Aug - 1 Sept
Enchanting Cottage, walk to Downtown Harpers Ferry
Terrace/patio

16. 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 £217
includes taxes & fees
31 Aug - 1 Sept
Icy mini split added, luxury, walk to Washington St, EV, Movie room, Spa bath
Exterior

17. Schilling House

Schilling House
3.0 star property
Bolivar
The price is £245
includes taxes & fees
29 Sept - 30 Sept
Schilling House
Interior

18. 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, (13 reviews)
"Beautiful home. Very attentive hosts, great location. We enjoyed every minute at this home. "
United States
Katrina
The price is £321
includes taxes & fees
31 Aug - 1 Sept
Brand new home in Historic Harpers Ferry - Barrel Sauna - Fire Pit - Luxury!
Terrace/patio

19. 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, (44 reviews)
"Great place to stay for the weekend."
United States
Bea G.
The price is £232
includes taxes & fees
31 Aug - 1 Sept
New AC. Luxury, Spa Bathroom, Movie Room, high-end design, fall colors Oct
Coffee/tea maker, fridge, microwave, oven

20. Newly constructed 6 bedroom home

Newly constructed 6 bedroom home
Frederick
10.0 out of 10, Exceptional, (20 reviews)
"It was a great place to relax, sleep and come home to after busy days in Frederick area. We would definitely stay here again!"
United States
Janice M.
The price is £367
includes taxes & fees
9 Sept - 10 Sept
Newly constructed 6 bedroom home
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

The Plaza Inn & Suites

The Plaza Inn & Suites

10/10 Excellent
"Staff was great and the stay was awesome"
Donna 1-night trip
Posted 5 hours ago
The Plaza Inn & Suites

Find out more about Boonsboro

Boonsboro Holiday Homes information

Number of reviews
1,052
Accommodation
301 Holiday Homes
Lowest Price
£132
Highest Price
£428