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Search results; Over 1,000 homes in Boonsboro

Loft in Boonsboro
Boonsboro Studio w/ Wood-Burning Fire Pit!
Studio, 1 bed, 1 bathroom
13–18 Sept
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4.79 out of 5 average rating, 33 reviews
Guest favourite
Home in Boonsboro
Charming 1800s House in the Town of Boonsboro
3 bedrooms, 3 beds, 2 bathrooms
4–9 Oct
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Boonsboro
The Overlook~ Exquisite Views
3 bedrooms, 4 beds, 2.5 bathrooms
25–30 Oct
4.92 out of 5 average rating, 52 reviews
Top guest favourite
Chalet in Boonsboro
Mountain Myst
3 bedrooms, 4 beds, 2.5 bathrooms
19–24 Oct
4.94 out of 5 average rating, 617 reviews
Top guest favourite
Flat in Boonsboro
46 South Main Suite #1
1 bedroom, 2 beds, 1 bathroom
2–7 Oct
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in Sharpsburg
Steps to Winery and Battlefield – 1 Acre Retreat
3 bedrooms, 3 queen beds, 1 bathroom
26 Sept – 1 Oct
4.96 out of 5 average rating, 246 reviews
Top guest favourite
Room in Sharpsburg
Hidden Gem #1 - Stay with Dan and Alice.
1 bed, 1 bathroom
11–16 Sept
4.97 out of 5 average rating, 189 reviews
Top guest favourite
Flat in Myersville
Hillside Hideaway
1 bedroom, 4 beds, 1 bathroom
13–18 Sept
4.94 out of 5 average rating, 35 reviews
Guest favourite
Home in Hagerstown
The Palmstead | Stylish 3 BR | Garage EV Charging
3 bedrooms, 3 beds, 2.5 bathrooms
4–9 Oct
5.0 out of 5 average rating, 11 reviews
Guest favourite
Room in Boonsboro
Welcome to On The Pike ! Private retreat .
1 king bed, 1 bathroom
21–26 Sept
5.0 out of 5 average rating, 9 reviews
Guest house in Boonsboro
The White Cottage | A Charming Farm Retreat
2 bedrooms, 2 king beds, 1 bathroom
24–29 Sept
New place to stay
Guest favourite
Home in Rohrersville
Country Charm next to Winery!
2 bedrooms, 4 beds, 1 bathroom
1–6 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Middletown
Beautiful historical town, 3 bedrooms, countryside
3 bedrooms, 3 beds, 3 bathrooms
9–14 Nov
4.97 out of 5 average rating, 91 reviews
Top guest favourite
Cabin in Boonsboro
Little Lodge
2 bedrooms, 3 beds, 1 bathroom
29 Oct – 3 Nov
4.95 out of 5 average rating, 449 reviews
Top guest favourite
Home in Middletown
Spacious Frederick Cty Retreat
3 bedrooms, 4 beds, 2 bathrooms
14–19 Sept
5.0 out of 5 average rating, 34 reviews
Cabin in Middletown
Serene Log House Nestled Among the Battlefields
1 bedroom, 3 beds, 1 bathroom
26 Sept – 1 Oct
4.73 out of 5 average rating, 205 reviews
Top guest favourite
Home in Sharpsburg
Charming Historic Canal House C&O Potomac Antietam
2 bedrooms, 3 beds, 1.5 bathrooms
14–19 Sept
4.97 out of 5 average rating, 159 reviews
Guest favourite
Room in Boonsboro
Dandelion
1 double bed, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 8 reviews
Guest favourite
Cabin in Keedysville
Wingspan Cabin
4 bedrooms, 7 beds, 3 bathrooms
13–18 Sept
4.88 out of 5 average rating, 25 reviews