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Search results; Over 1,000 homes in Boonsboro

Top guest favourite
Chalet in Boonsboro
Mountain Myst
3 bedrooms, 4 beds, 2.5 shared bathrooms
8–13 Sept
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4.94 out of 5 average rating, 615 reviews
Top guest favourite
Home in Boonsboro
The Overlook~ Exquisite Views
3 bedrooms, 4 beds
14–19 Aug
4.92 out of 5 average rating, 51 reviews
Guest favourite
Home in Boonsboro
Charming 1800s House in the Town of Boonsboro
3 bedrooms, 3 beds
6–11 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Flat in Boonsboro
46 South Main Suite #1
1 bedroom, 2 beds
2–7 Oct
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Cabin in Boonsboro
Little Lodge
2 bedrooms, 3 beds
17–22 Aug
4.95 out of 5 average rating, 445 reviews
Top guest favourite
Home in Myersville
The Crooked Cottage: a Cozy, Curated Escape
2 bedrooms, 2 beds
23–28 Aug
4.98 out of 5 average rating, 312 reviews
Home in Bolivar
Cozy Getaway Near History, Hiking & Adventure
3 bedrooms, 5 beds
16–21 Aug
New place to stay
Top guest favourite
Treehouse in Smithsburg
Bin There Treehouse, a grain bin treehouse!
1 bedroom, 2 beds
16–21 Aug
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Cottage in Hagerstown
Unique historic home - Springhouse 1803
3 bedrooms, 4 beds
16–21 Aug
4.96 out of 5 average rating, 465 reviews
Superhost
Cabin in Bath (Berkeley Springs)
Timber Hollow Retreat | Sauna + Forest Trail
2 bedrooms, 3 beds
23–28 Aug
New place to stay
Guest favourite
Flat in Boonsboro
The Corner House-1 BR Apt
1 bedroom, 2 beds
8–15 Aug
5.0 out of 5 average rating, 36 reviews
Top guest favourite
Cabin in Shepherdstown
The Log Cabin
1 bedroom, 2 beds
30 Aug – 4 Sept
4.96 out of 5 average rating, 538 reviews
Top guest favourite
Room in Sharpsburg
Hidden Gem #1 - Stay with Dan and Alice.
1 bed
14–19 Aug
4.97 out of 5 average rating, 183 reviews
Top guest favourite
Guest house in Frederick
Private Woodland Retreat | Near Downtown Frederick
1 bedroom, 2 beds
28 Aug – 2 Sept
4.95 out of 5 average rating, 87 reviews
Top guest favourite
Dome in Mercersburg
StayAround Dome ~ Unique & Tranquil Gem ~ Sauna
1 bedroom, 2 beds
16–21 Nov
4.99 out of 5 average rating, 253 reviews
Guest favourite
Cabin in Keedysville
Quiet Antietam Cabin
2 bedrooms, 2 queen beds
9–14 Aug
4.82 out of 5 average rating, 128 reviews
Top guest favourite
Guest suite in Middletown
Cozy Farmhouse Guest Suite w/ Private Deck
1 bedroom, 3 beds
22–27 Aug
4.97 out of 5 average rating, 38 reviews
Guest favourite
Cottage in Middletown
Charming "Cream of the Crop" Cape ~❤️of Middletown
2 bedrooms, 2 beds
22–27 Aug
4.9 out of 5 average rating, 323 reviews
Top guest favourite
Cottage in Shepherdstown
NEW * The Getaway Cottage at Rocky Marsh Farm
2 bedrooms, 2 queen beds
9–14 Aug
4.97 out of 5 average rating, 219 reviews