Boonsboro Vacation Homes

A stone tower with a flagpole and an American flag.

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Our top choices for Boonsboro holiday homes

1. Cozy Getaway Near History, Hiking & Adventure

Bolivar

Kelly

HK$2,903 total

includes taxes & fees

24 Aug - 25 Aug

2. Cute Secluded Cabin with Fire Pit in Hedgesville, West Virginia

The Woods

HK$2,403 total

includes taxes & fees

1 Sept - 2 Sept

3. Schilling House

Bolivar

HK$2,692 total

includes taxes & fees

12 Aug - 13 Aug

4. Scenic Dog-Friendly Mountain Chalet with Panoramic Views & Game Loft Near Berkeley Springs, Hedgesville, WV

The Woods

HK$10,913 total

includes taxes & fees

14 Aug - 15 Aug

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

Sharpsburg

Doug P.

HK$1,372 total

includes taxes & fees

22 Aug - 23 Aug

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

Middletown

Jennifer P.

HK$1,971 total

includes taxes & fees

13 Aug - 14 Aug

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

Rohrersville

Drew M.

HK$3,567 total

includes taxes & fees

9 Sept - 10 Sept

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

Sharpsburg

Laura D.

HK$3,618 total

includes taxes & fees

7 Sept - 8 Sept

Coffee/tea maker, fridge, microwave, oven

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

Jefferson

Tory D.

HK$2,287 total

includes taxes & fees

12 Aug - 13 Aug

10. Exclusive Wooded Chalet w Magnificent River Views

Shepherdstown

Brian

HK$4,364 total

includes taxes & fees

9 Sept - 10 Sept

A park with a pond, a bridge, and a church in the background.

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

Downtown Frederick

Anonymous traveller

HK$2,295 total

includes taxes & fees

16 Aug - 17 Aug

12. Luxury Condo In Downtown Frederick

Downtown Frederick

Kathy S.

HK$2,770 total

includes taxes & fees

18 Aug - 19 Aug

13. 4 King Suites w/ Hot Tub, Fire Pit, Ping Pong, Arcade, Hi Speed Internet

Knoxville

Katherine Z.

HK$4,394 total

includes taxes & fees

26 Aug - 27 Aug

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

Frederick

Dawn W.

HK$2,204 total

includes taxes & fees

31 Aug - 1 Sept

15. Rural Home, Hot Tub, Campfire, Hardwood Floors

Harpers Ferry

Jennifer B.

HK$2,992 total

includes taxes & fees

12 Aug - 13 Aug

16. Private Home, Hot Tub, Wifi, Rural Setting, Gas Stove, 70" SmartTV

Harpers Ferry

Brett D.

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

Highfield-Cascade

"I cannot say enough about the wonderful time we had staying at Denise & Mike's lovely cottage. They went above and beyond to make sure our family gathering was perfect...and it truly was. Sitting on the front porch sharing coffee in the a.m. and wine in the evening. Board games, chats and laughter until our bellies ached. Our family spent our much needed reunion sharing long overdue times making more wonderful memories. Upon arrival we found the property even more special than we imagined from...

Julianne L.

HK$1,821 total

includes taxes & fees

20 Aug - 21 Aug

18. Hot Tub, Campfire Ring, Convenient Location, Large Groups!!

Harpers Ferry

Jenn C.

HK$3,335 total

includes taxes & fees

26 Aug - 27 Aug

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

Bolivar

Bea G.

HK$2,790 total

includes taxes & fees

24 Aug - 25 Aug

20. New Playground•Fenced Yard•Hot Tub•King Bed•Pets

Harpers Ferry

Karen

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Top Boonsboro Hotel Reviews

Best Western Historic Frederick

8/10 Good

"The hotel was overall good. My main comment is about the breakfast. It was supposed to start at 6:30am. We got there a few minutes later and the lights were off but there were already guests eating the cold items. The warm food (and the light for the room) arrived at 6:45-6:50am. While this might sound like a minor thing, we were planning on hitting the road asap but wanted to get a warm breakfast as well."

Wild And Wonderful Silos

8/10 Good

"Pros- close to activities, cute home, large outdoor area, supplied coffee & variety of shower soaps. Great water pressure in shower. Fire pit was nice, need to take kindling. Bathrobes provided. Cons- stairs are treacherous. Railing is not attached properly. Weeds are taking over property. Walkway is hard to walk on. AC unit works but VERY loud right beside bed. We were only allowed 1 towel & 1 washcloth for 3 night stay. I asked for more, was told no. Had to sweep patio and clean outdoor table before using. Could use more shelves, small table in shower & bedroom. Plenty of spoons & forks, but, only 2 knives. Maybe someone stole some??? Nice for 2 people, but, would be very tight for 4."

Historic Boonsboro Vacation Rental w/ Grill

10/10 Excellent

"This is a nice quiet cabin with lots of charm and character. Howell was available if we needed something and he made sure our check in was smooth. The large kitchen has everything we needed to prepare meals, and there was plenty of space for us throughout the cabin. One caution: It is an old cabin with low ceilings, and uneven stairs that could present difficulties for tall and/or mobility challenged folks.The cabin is minutes from Antietam. Within 1/2 hour there are multiple trailheads and Frederick, MD which is worth checking out. DC is a little over an hour away.We would stay there again, if in the area."

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