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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
,
4.94 out of 5 average rating, 615 reviews
Guest favourite
Home in Boonsboro
Charming 1800s House in the Town of Boonsboro
3 bedrooms, 3 beds, 2 bathrooms
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, 1 bathroom
2–7 Oct
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Room in Sharpsburg
Hidden Gem #1 - Stay with Dan and Alice.
1 bed, 1 bathroom
15–20 Aug
4.97 out of 5 average rating, 184 reviews
Top guest favourite
Cabin in Boonsboro
Little Lodge
2 bedrooms, 3 beds, 1 bathroom
17–22 Aug
4.95 out of 5 average rating, 445 reviews
Top guest favourite
Home in Boonsboro
The Overlook~ Exquisite Views
3 bedrooms, 4 beds, 2.5 bathrooms
22–27 Aug
4.92 out of 5 average rating, 51 reviews
Guest favourite
Flat in Boonsboro
The Corner House-1 BR Apt
1 bedroom, 2 beds, 1 bathroom
15–22 Aug
5.0 out of 5 average rating, 36 reviews
Room in Keedysville
Historic Civil War era stone house
2 beds, 1.5 bathrooms
15–20 Aug
4.81 out of 5 average rating, 293 reviews
Top guest favourite
Flat in Myersville
Hillside Hideaway
1 bedroom, 4 beds, 1 bathroom
15–20 Aug
4.94 out of 5 average rating, 33 reviews
Top guest favourite
Guest suite in Smithsburg
Creekside Retreat at the Jewel Vinsota
1 bedroom, 2 beds, 1 bathroom
31 Aug – 5 Sept
4.97 out of 5 average rating, 390 reviews
Guest favourite
Treehouse in Shepherdstown
Cozy West Virginia Treehouse
2 beds, 1.5 bathrooms
25–30 Aug
4.98 out of 5 average rating, 441 reviews
Flat in Hagerstown
Hike, Golf & Relax! Convenient Apt in Hagerstown
1 bedroom, 2 beds, 1 bathroom
15–20 Aug
New place to stay
Top guest favourite
Cabin in Shepherdstown
The Log Cabin
1 bedroom, 2 beds, 1 bathroom
30 Aug – 4 Sept
4.96 out of 5 average rating, 539 reviews
Top guest favourite
Home in Sharpsburg
Steps to Winery and Battlefield – 1 Acre Retreat
3 bedrooms, 3 queen beds, 1 bathroom
6–11 Sept
4.96 out of 5 average rating, 239 reviews
Top guest favourite
Guest house in Smithsburg
Jewel Vinsota Artist's Guesthouse
1 bedroom, 1 double bed, 1 bathroom
9–14 Sept
4.97 out of 5 average rating, 854 reviews
Top guest favourite
Room in Shepherdstown
Idyllic bedroom in peaceful rural setting
2 beds, 1 bathroom
6–11 Sept
4.97 out of 5 average rating, 212 reviews
Top guest favourite
Room in Shepherdstown
Isn’t it romantic? Charming— with all the feels
1 queen bed, 1 bathroom
27 Sept – 2 Oct
4.97 out of 5 average rating, 267 reviews
Top guest favourite
Room in Middletown
Peaceful Farmette, Blue Bedroom
1 queen bed, 1 bathroom
16–21 Aug
4.98 out of 5 average rating, 321 reviews
Guest favourite
Room in Hagerstown
Private Country Club Home
1 bed, 1 bathroom
23–28 Aug
4.78 out of 5 average rating, 180 reviews