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Search results; Over 1,000 homes in Boonsboro

Top guest favourite
Cabin in Boonsboro
Little Lodge
2 bedrooms, 3 beds, 1 private bathroom
14–19 Aug
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4.95 out of 5 average rating, 445 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
Chalet in Boonsboro
Mountain Myst
3 bedrooms, 4 beds, 2.5 bathrooms
8–13 Sept
4.94 out of 5 average rating, 614 reviews
Top guest favourite
Home in Boonsboro
The Overlook~ Exquisite Views
3 bedrooms, 4 beds, 2.5 bathrooms
14–19 Aug
4.92 out of 5 average rating, 50 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
Home in Myersville
The Crooked Cottage: a Cozy, Curated Escape
2 bedrooms, 2 beds, 2 bathrooms
10–15 Aug
4.98 out of 5 average rating, 312 reviews
Guest favourite
Treehouse in Smithsburg
Bin There Treehouse, a grain bin treehouse!
1 bedroom, 2 beds, 1 bathroom
16–21 Aug
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Guest house in Frederick
Private Woodland Retreat | Near Downtown Frederick
1 bedroom, 2 beds, 1 bathroom
28 Aug – 2 Sept
4.95 out of 5 average rating, 87 reviews
Cabin in Bolivar
Black Bear Retreat • Modern Cabin in the Woods
2 bedrooms, 2 beds, 2 bathrooms
16–21 Aug
New place to stay
Top guest favourite
Room in Sharpsburg
Hidden Gem #1 - Stay with Dan and Alice.
1 bed, 1 bathroom
6–11 Aug
4.97 out of 5 average rating, 183 reviews
Top guest favourite
Cabin in Shepherdstown
The Log Cabin
1 bedroom, 2 beds, 1 bathroom
6–11 Aug
4.96 out of 5 average rating, 537 reviews
Top guest favourite
Flat in Myersville
Hillside Hideaway
1 bedroom, 4 beds, 1 bathroom
12–17 Aug
4.94 out of 5 average rating, 33 reviews
Top guest favourite
Dome in Mercersburg
StayAround Dome ~ Unique & Tranquil Gem ~ Sauna
1 bedroom, 2 beds, 1 bathroom
16–21 Nov
4.99 out of 5 average rating, 252 reviews
Home in Middletown
“The Rambler” In beautiful Middletown, MD ⛰
4 bedrooms, 4 beds, 1.5 bathrooms
10–15 Aug
4.69 out of 5 average rating, 221 reviews
Room in Keedysville
Historic Civil War era stone house
2 beds, 1.5 bathrooms
4–9 Aug
4.81 out of 5 average rating, 293 reviews
Guest favourite
Tiny home in Jefferson County
❤️ Secluded 1940s Romantic Tiny House on the River
1 queen bed, WC
18–23 Aug
4.88 out of 5 average rating, 521 reviews
Top guest favourite
Cottage in Hagerstown
Unique historic home - Springhouse 1803
3 bedrooms, 4 beds, 1 bathroom
16–21 Aug
4.96 out of 5 average rating, 465 reviews
Top guest favourite
Home in Martinsburg
So cozy
2 bedrooms, 2 beds, 1 bathroom
18–23 Aug
5.0 out of 5 average rating, 92 reviews
Guest favourite
Room in Boonsboro
Dandelion
1 double bed, 1 bathroom
13–18 Aug
5.0 out of 5 average rating, 8 reviews